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$212

3 BR / 2 BA / Sleeps 10

16 Reviews

$212

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Berkshire house w/ fireplace, A/C, WiFi & laundry

Plainfield house – 18.8 mi away
3 BR / 2 BA / Sleeps 10 | Quick view
Excellent16 Reviews

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Reviews

(16)

Experience a Berkshire get-away in this huge secluded luxury modern house. It's the only house that is surrounded by 10,000 Acres of protected Hawley State forest. Escape from headaches and the rat race. No cell phone reception here! But we have WiFi and a house phone. We like to define our country home as a place to …
  • Ocean or water views
  • Mountain Views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

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(16)

Majestic peaceful location

Left on Mar 25, 2013 for a stay in July 2012

The house is large and roomy with a nice open porch. The backyard opens onto a beautiful lake which is fun to hike around, explore the old water mill ruins and fish. Had great time tubing down the river and visiting the locale historic sites. Great place to stay

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$300

6 BR / 3 BA / Sleeps 11

Beautiful  Colonial in Secluded Berkshires - Becket vacation rentals
1 / 9

$300

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Beautiful Colonial in Secluded Berkshires

Becket house
6 BR / 3 BA / Sleeps 11 | Quick view

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Enjoy the Fall in our New England farmhouse! Cross country ski at Canterbury Farms, only 5 minutes away! Beautifully restored Colonial historical farmhouse (1790) with almost 2 acres of lawn for playing croquet and hanging out in the sun. There is a small pond (unfenced) for frogs and birds. Large screened in …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Central heating
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$250

3 BR / 2 BA / Sleeps 6

1 Reviews

$250

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Renovated Early 1800s Greek Revival Farmhouse

Stockbridge house – 13.9 mi away
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent1 Reviews

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Reviews

(1)

Welcome to our family getaway in the Berkshires which we also rent out. Set on 2 acres in the Stockbridge hamlet of Glendale, the house is conveniently located - just a short walk to the Norman Rockwell Museum, Chesterwood House, and Botanical Gardens. The sunny 1st floor features a living room with fireplace open to…
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area

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Reviews

(1)

Awesome home and great getaway destination!

Left on Jan 22, 2015 for a stay in October 2014

This home has everything. It also happens to be a wonderfully furnished home. The home owner left little treats for us as we arrived late the first night.

The surrounding towns had great food, fun music, good hiking, solitude and peaceful spots to stop and take in the great views!

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$195

4 BR / 6 BA / Sleeps 12

Spacious wooded home - Becket vacation rentals
1 / 16

$195

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Spacious wooded home

Becket house
4 BR / 6 BA / Sleeps 12 | Quick view

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Large home in wooded area of the Berkshires. Ideal for all the summer events such as visiting Great Barrington, Lenox, Lee, Stockbridge. Many mountain areas for picnics, biking, hiking in the summer and winter events such as skiing and snowboarding. Near Center pond where there are many boating activities and a beach …
  • Central heating
  • Balcony or terrace
  • Parking
  • Grill
  • Linens Provided

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$300

5 BR / 3 BA / Sleeps 12

Comfortable Farmhouse in the Berkshires - Becket vacation rentals
1 / 10

$300

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Comfortable Farmhouse in the Berkshires

West Stockbridge farmhouse / barn – 15.1 mi away
5 BR / 3 BA / Sleeps 12 | Quick view

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Rent a comfortable 1840 farmhouse with 26 acres in the Berkshire mountains. Walk to the village of West Stockbridge or a short drive to all the Berkshire attractions. Close to the ski resorts of Butternut, Bousquet, Catamount and Jiminy Peak. The house sleeps 10 to 12 people and is fully equipped. There's a sewing …
  • Mountain Views
  • Wireless Internet
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Suitable for children

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$250

5 BR / 2 BA / Sleeps 12

13 Reviews

$250

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Berkshire Farmhouse Vacation

West Stockbridge house – 15.4 mi away
5 BR / 2 BA / Sleeps 12 | Quick view
Excellent13 Reviews

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Reviews

(13)

Quaint, , 2 story 1850's farmhouse in the Berkshires with original ceiling beams and 16" floor boards in much of the house. Fully furnished with 5 bedrooms, 2 full baths and a gorgeous screened-in porch overlooking 4 acres of gardens, stream and wooded mountains. Country kitchen with dish washer, microwave, toaster …
  • Mountain Views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(13)

Fantastic place to stay in the Berkshires

Left on Jan 08, 2014 for a stay in December 2013

Elaine was a very gracious host, and the...accommodations were lovely
and in a great location. The historic house has a lot of charm and many
nice updates, especially the clean, updated bathrooms and the huge
screened-in porch. ... We had room to spare, and everyone had a room to
themselves. The kitchen was well stocked, and the living room very cozy...
This would be a great place for skiers. …

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$375

4 BR / 3 BA / Sleeps 8

16 Reviews

$375

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Beautiful Berkshire House w/ Tennis

Sheffield house – 19.3 mi away
4 BR / 3 BA / Sleeps 8 | Quick view
Excellent16 Reviews

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Reviews

(16)

Enjoy your vacation in a beautiful historic house located in the heart of the Berkshires. Located two and a quarter hours north of New York City, this circa-1770s center chimney colonial will charm and delight your family and guests. 88 acres of land with views of Mt. Washington and Mount Everett promises privacy, …
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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Reviews

(16)

home on the range

Left on Jul 08, 2010 for a stay in May 2003

my wife and i stayed at this lovely home for the entire summer, may through october, and we returned during the new year holiday the following winter. the setting is extremely private and sits on a gorgeous field surrounded on one side by the mountains and the other side of woods and cleared fields with an infinite skyscape, especially interesting on a starry night for heaven seekers.
the home …

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$375

3 BR / 3 BA / Sleeps 6

1 / 12

$375

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Modern and spacious Colonial with amazing views.

Southfield house – 18.4 mi away
3 BR / 3 BA / Sleeps 6 | Quick view

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Peaceful setting with a home on 3-acres. Features 270 degree mountain views, a sunny southern exposure, and a front porch and patio to take in all the scenery Kitchen is over sized with an eating area and a breakfast bar. Master bedroom has ample storage and a private bath with soaking tub. Three additional 2nd …
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Patio
  • Parking
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$250

3 BR / 2 BA / Sleeps 8

2 Reviews

$250

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Berkshires Spacious Comfortable Charming Farmhouse

Lee condo – 8.9 mi away
3 BR / 2 BA / Sleeps 8 | Quick view
Very Good2 Reviews

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Reviews

(2)

Experience a little of old New England. Our vacation rental is a charming historic family farmhouse apartment with lots of room and comfort,2100Sq.ft., situated on 22 acres. Built in 1782, our farm was famous for breeding Plymouth Barred Rock chickens. In the 1800's, one of these barred rock roosters won the grand …
  • Mountain Views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly - ask

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Reviews

(2)

lovely stay

Left on Sep 24, 2010 for a stay in August 2010

The house is comfortable, clean, and convenient to Lenox, Stockbridge, and the rest of the Berkshires. Traffic from the street can be a bit loud at times, but it quiets down at night.

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$149

1 BR / 1 BA / Sleeps 2

5 Reviews

$149

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RiverSong Suite In The Berkshires

North Egremont condo – 19.7 mi away
1 BR / 1 BA / Sleeps 2 | Quick view
Excellent5 Reviews

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Reviews

(5)

Located in the Berkshire mountains on more than 5 acres surrounded by 29 acres of conservation land. Featuring beautiful views of meadows, mountains and farm land bordering the crystal clear Green River (great trout fishing).Only 10 minutes from Great Barrington's Main Street stores, resturaunts, theaters, and events…
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Internet Access
  • Fireplace
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask

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Reviews

(5)

Enjoyable stay

Left on Aug 23, 2013 for a stay in August 2013

My husband and I stayed 2 nights at Riversong suite - a lower level studio/suite in Barbara and Philip's house. Their property is beautiful overlooking an open field and we enjoyed sitting in the rocking chairs in the gazebo out back. We enjoyed being away from congestion in a peaceful setting. Barbara has thought of everything in terms of furnishing and decorating the space and making sure …

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$175

2 BR / 1 BA / Sleeps 6

1 / 12

$175

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Berkshire Cottage

Windsor cottage – 13.6 mi away
2 BR / 1 BA / Sleeps 6 | Quick view

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Peaceful, mountain hideaway. Rural, yet easily accessible to all major Berkshire County and Pioneer Valley attractions. Recently renovated, this charming 2-bedroom cottage can comfortably accommodate 4-6 people or could be a romantic retreat for two. Full kitchen with all appliances gives you the option of cooking …
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$172

3 BR / 2 BA / Sleeps 6

1 / 16

$172

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Charming get-a-way in Great Barrington Berkshires

Great Barrington house – 16.5 mi away
3 BR / 2 BA / Sleeps 6 | Quick view

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Charming get-a-way in a friendly residential neighborhood in Great Barrington. Our home is sunny and bright, with an eat-in-kitchen, casual living room and dining area with beautiful picture windows, three comfortable bedrooms, and 1.5 bathrooms. Fully furnished with an eclectic mix of modern and older finds from the …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly - ask
  • Suitable for children

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$350

4 BR / 2 BA / Sleeps 9

1 Reviews

$350

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Field View Cottage , Convenient to All Berkshire

Great Barrington house – 18.9 mi away
4 BR / 2 BA / Sleeps 9 | Quick view
Excellent1 Reviews

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Reviews

(1)

The perfect house for friends and family to share! Bright,uncluttered, and inviting, with privacy and views just minutes to town. There are two fireplaces,a sunken living room, dining room with seating for 10, 4 bedrooms, 2 full bathrooms, and a cozy hang out area in the basement. There is a washer and dryer, …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

Best Memorable Thanksgiving Ever

Left on Feb 05, 2015 for a stay in November 2014

This was the first time we had a rental cottage, but it surpassed all of our expectations. The cottage was clean and well arranged. Kitchen was spacious enough for more than a few people cook together. Fireplace was lovely and so fun! The neighborhood was so quiet and calm. It snowed right before Thanksgiving, and the view was priceless! We would like to come back again!

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$135

3 BR / 1 BA / Sleeps 6

4 Reviews

$135

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Lakeview home with swingset & firepit!

Richmond house – 15.8 mi away
3 BR / 1 BA / Sleeps 6 | Quick view
Excellent4 Reviews

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Reviews

(4)

Fantastic spot for families and for those looking for a quiet getaway. Come have some summer fun, enjoy the autumn colors or play in the snow. This year round cottage is the perfect spot for those who enjoy outdoor activities. The house is on a private dead end road, has a wonderful lake view and very private …
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(4)

Best little hidden treasure

Left on Jul 07, 2010 for a stay in June 2010

We contacted the owners on a referal from a friend and had all our questions answered and more in regards to the propery and its amenities . Upon our arrival we got out of the car and was immediately greeted with a spectacular view of the lake. The house , was immaculate , clean , organized and big enough for me and my family to feel at home. We had a fantastic vacation and I would highly …

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$243

2 BR / 2 BA / Sleeps 4

1 Reviews

$243

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Cozy and clean in Gt Barrington- 1 week in summer!

Great Barrington house – 16.3 mi away
2 BR / 2 BA / Sleeps 4 | Quick view
Very Good1 Reviews

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Reviews

(1)

Our home is located in Great Barrington, given the title of the #1 Best Small Town in America by Smithsonian Magazine. There are many great restaurants, shopping, the Mahaiwe theater, a cineplex, golf, natural foods Co-op, a State Forest, yoga studio, and more. There are about twelve (12!) hiking trails in Great …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Porch
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

Easy, comfortable summer getaway!

Left on Feb 02, 2015 for a stay in August 2013

My cousin and I thoroughly enjoyed our stay. The house was cozy and very convenient for our needs. Having a laundry room just off the kitchen was great when we came back from the lake, the bedrooms were airy with cross ventilation and the screened in porch was a great place to linger over coffee in the morning. The location is also wonderful! It is only a 5 minute drive to lake Mansfield, 7or 8 …

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$200

4 BR / 3 BA / Sleeps 10

1 / 27

$200

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Flower Hill Farm Retreat Apartment/ Entire Retreat

Williamsburg house – 7.7 mi away
4 BR / 3 BA / Sleeps 10 | Quick view

Details

Flower Hill Farm Retreat is housed within a 1790 farmhouse and studio situated on an east facing hillside fifteen minutes west of Northampton, Massachusetts. You can rent the entire retreat or separate apartments. See Rates below in this write up. Rambling organic gardens, fields and forest surround the Retreat …
  • Mountain Views
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$130

3 BR / 2 BA / Sleeps 7

1 / 8

$130

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New Timberframe House Rental in the Berkshire Mountains, Masschusetts

Hinsdale house – 9.2 mi away
3 BR / 2 BA / Sleeps 7 | Quick view

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Located on 19 acres of forest and a creek, mixing modern and traditional with a charming two story wall of windows overlooking a back deck. This comfortable furnished home has two bedrooms with an additional open loft area for a third bedroom, two baths, all hardwood floors, and contains a large kitchen with all new …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Central heating
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly

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$357

5 BR / 5 BA / Sleeps 12

1 / 37

$357

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Elegant 6000+Sf Luxury Estate on 13+ Park

Great Barrington house – 16.4 mi away
5 BR / 5 BA / Sleeps 12 | Quick view

Details

Bedroom 14, Bathroom 8.75, Sleeps 60 Sitting amongst the apple and lilac trees is our beautifully restored 1790's Captain Jacob Lincoln farmhouse. Enjoy morning coffee on the porch, arrange for a lobster bake on the shore, walk the meandering trails that make their way through 62 private acres of field, forest, and…
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$250

5 BR / 3 BA / Sleeps 12

1 / 21

$250

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Beautiful Berkshire post and beam house

Monterey house – 9.0 mi away
5 BR / 3 BA / Sleeps 12 | Quick view

Details

This is a beautiful Berkshire, post and beam private house nestled in the woods just off the Appalachian trail. Set on one of the Berkshires most coveted roads close to fresh water swimming in Lake Garfield, boating, fishing, classical outdoor concerts at Tanglewood & Skiing are all close by. The Space The large …
  • Mountain Views
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$200

3 BR / 2 BA / Sleeps 8

1 Reviews

$200

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Stockbridge Bowl house

Stockbridge house – 13.3 mi away
3 BR / 2 BA / Sleeps 8 | Quick view
Average1 Reviews

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Reviews

(1)

3-bedroom home on lake, near Tanglewood. 2 baths, den, screened porch, large yard.
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Internet Access
  • Fireplace
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(1)

Great location, tired house

Left on Jul 30, 2014 for a stay in July 2014

Nice house but tired bathrooms and kitchen. One great bedroom, two so so. Hot one nite and needed non existing a/c. Great screened porch with view of water. Canoe was a plus. With a little updating and a good cleaning,it could be fantastic.

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$275

4 BR / 3 BA / Sleeps 8

1 Reviews

$275

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Escape to the Berkshires!

Becket house
4 BR / 3 BA / Sleeps 8 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

Come to the Berkshires and stay in one of the most beloved areas of Massachusetts. We are located close to Lenox, Stockbridge, Lee, Great Barrington and more. Our 3400 square foot ranch home is located in the heart of the Berkshires awaiting memorable times with your family and friends. Our local lake is a …
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (1)

    Fabulous Getaway!

    Left on Aug 29, 2014 for a stay in August 2014

    This was our first trip to the Berkshires and we feel fortunate to have found this fabulous home. It suited our needs perfectly as we were traveling with kids and grandparents. The house is set up ideally for this arrangement since there are bedrooms on either side of the house with living room, kitchen, and dining area in the middle. This gives everyone plenty of privacy. We also really …

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    $122

    2 BR / 2 BA / Sleeps 4

    1 / 6

    $122

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    Berkshires on the Pond

    Becket house
    2 BR / 2 BA / Sleeps 4 | Quick view

    Details

    Lovely house on pond, Beautiful views of pond from every room, except one. Lounge on the deck with a glass of wine watch the Great Blue Heron has he stalks his fish, see the beavers swim lazily across the pond, flapping their tails to let you know they are there. Every room but one has a water view. Bedroom sleeps …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Suitable for the elderly - ask

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    $225

    1 BR / 1 BA / Sleeps 2

    1 / 8

    $225

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    Romantic Berkshire Cottage on Storybook Estate

    Tyringham cottage – 7.7 mi away
    1 BR / 1 BA / Sleeps 2 | Quick view

    Details

    Charming, One Bedroom Cottage, former sculpting studio on the Santarella Estate in Tyringham, MA. Known as the "Silo Studio", there is a bedroom with queen bed upstairs, sitting room, wet bar with Micro/Fridge and bath downstairs. Fall asleep to sounds of babbling brook and views to pond and forest from large screened…
    • Mountain Views
    • Internet Access
    • Housekeeping Optional
    • Outdoor Dining Area
    • Balcony or terrace
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $175

    1 BR / 1 BA / Sleeps 2

    1 / 2

    $175

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    chestnut lodge Queens Room

    Lee B&B – 6.8 mi away
    1 BR / 1 BA / Sleeps 2 | Quick view

    Details

    Sunny, light , bright and wide! the queens room is one of the biggest rooms and has private ensuite bathroom with tub/shower. 2 big closets, large writing desk, comfy conversation area, 2 dressers full sized bed. a section of the room has original ceilings so persons taller than 6'2" would be happier in the writer'…
    • Pet friendly - ask
    • Suitable for the elderly - ask

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    $130

    1 BR / 1 BA / Sleeps 4

    1 / 16

    $130

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    Cultural Playground 1 bed, walk to Red Lion Inn.

    Stockbridge condo – 12.6 mi away
    1 BR / 1 BA / Sleeps 4 | Quick view

    Details

    One bedroom air conditioned apartment with private entrance in 18th century house in Historic District of Stockbridge. Wonderful views of the river, 18th green of Stockbridge Golf Club and the Berkshire Hills. 5 minutes walk to the famous Red Lion Inn/town center. Self contained and private. You have private bedroom …
    • Waterfront
    • Internet Access
    • Outdoor Dining Area
    • A/C or climate control
    • Central heating
    • Pet friendly - ask
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible - ask

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    $325

    4 BR / 3 BA / Sleeps 8

    3 Reviews

    $325

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    Historic South Lee Schoolhouse near Stockbridge

    Lee house – 10.6 mi away
    4 BR / 3 BA / Sleeps 8 | Quick view
    Excellent3 Reviews

    Details

    Reviews

    (3)

    Enjoy all the Berkshires has to offer in our new (2014) restoration and outstanding renovation of the historic South Lee Schoolhouse. Perched on a hillside just across the road from the Housatonic River and Beartown State Forest in the hamlet of South Lee, just outside of Stockbridge, the 1892 schoolhouse has been …
    • Mountain Views
    • Internet Access
    • Fireplace
    • Washing Machine
    • Clothes Dryer
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly - ask

    Details

    Reviews

    (3)

    spacious, comfortable, and otherwise delightful

    Left on Apr 13, 2015 for a stay in April 2015

    Great place to stay; would be ideal for family groups or others looking for a mix of private spaces and togetherness.

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    $250

    3 BR / 3 BA / Sleeps 7

    5 Reviews

    $250

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    Perfect Location Perfect House Perfect Vacation

    West Stockbridge house – 15.7 mi away
    3 BR / 3 BA / Sleeps 7 | Quick view
    Excellent5 Reviews

    Details

    Reviews

    (5)

    Located in West Stockbridge minutes from everything . Nestled in the Berkshire Mountains. Convenient yet Private Visit our web-site at aberkshirehome The Berkshires is a world unto itself. It is scenic beauty married to cultural bounty. It is urban sophistication in an idyllic, rural setting. It is a destination…
    • Mountain Views
    • Internet Access
    • Fireplace
    • Washing Machine
    • Clothes Dryer
    • Pet friendly - ask
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (5)

    A memorable weekend getaway includes the most perfect house..

    Left on Apr 17, 2013 for a stay in July 2012

    My husband and I had the pleasure to rent out this house last summer with another married couple and their son. Although our daughter and their son truly enjoyed Tanglewood and our visits into Town (which are both extremely close), I can't help but think that my favorite part of our vacation was the house we were staying in! The space felt both warm and welcoming and fit our group size perfectly…

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    $150

    3 BR / 2 BA / Sleeps 8

    1 Reviews

    $150

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    Berkshire's Getaway ---Peace & Tranquility

    Pittsfield house – 15.8 mi away
    3 BR / 2 BA / Sleeps 8 | Quick view
    Excellent1 Reviews

    Details

    Reviews

    (1)

    House is very private and located on 4 acres of Land. Back yard is peaceful and overlooks ponds. The backyard has a patio/picnic area with gas grill and firepit. One of the ponds has a spurting and lighted fountain that is relaxing ...so have a campfire at night and watch the lighted fountain for a relaxing evening. …
    • Waterfront
    • Mountain Views
    • Internet Access
    • Fireplace
    • Washing Machine
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly - ask

    Details

    Reviews

    (1)

    Quaint home on its own lake--don't miss this!

    Left on Nov 29, 2014 for a stay in November 2014

    The photos speak for themselves. Overall, the home was a great escape from city life, and included its own scenery and lake. My only complaint is that our stay was so short-lived. From our email communication with the owners, they seemed just as charming. We'll be back again.

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    $175

    2 BR / 1 BA / Sleeps 4

    12 Reviews

    $175

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    Stone School Cottage

    Lanesboro cottage – 19.3 mi away
    2 BR / 1 BA / Sleeps 4 | Quick view
    Excellent12 Reviews

    Details

    Reviews

    (12)

    If you’ve driven by, you’ve wondered about the story of this beautiful stone building. Built in 1832 as a one-room schoolhouse – a function it served until 1950 -- this charming and historic building has been given new life as a vacation getaway. It is perfect for romantic weekends or family adventures. We are …
    • Mountain Views
    • Internet Access
    • Housekeeping Optional
    • Outdoor Dining Area
    • Central heating
    • Suitable for children

    Details

    Reviews

    (12)

    Great location, with wonderful scenic spots very close by

    Left on Oct 17, 2011 for a stay in October 2011

    The best thing about this place was the location. We came here to see the foliage, and we didn't have to go anywhere else driving around looking for it. This is right on the road to Mt Greylock which has so many hiking trails and scenic overlooks.

    The Old Stone School cottage is a quaint setup, and the classroom doubles as a bedroom. This is not much of a bedroom, but just a big room with 2 …

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    $225

    3 BR / 2 BA / Sleeps 7

    4 Reviews

    $225

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    Family-friendly Cottage Near Lake, Tanglewood

    Stockbridge cottage – 12.6 mi away
    3 BR / 2 BA / Sleeps 7 | Quick view
    Excellent4 Reviews

    Details

    Reviews

    (4)

    Located a short walk to the town beach on the Stockbridge Bowl, and 1.5 miles from Tanglewood's Hawthorn entrance, this casual summer cottage is a great get away for the whole family. The master bedroom is equipped with a queen bed; two twins in the 2nd bedroom, and a full-size bed in the 3rd bedroom. A sofa in the …
    • Internet Access
    • Fireplace
    • Washing Machine
    • Clothes Dryer
    • Deck
    • Suitable for children
    • Suitable for the elderly - ask

    Details

    Reviews

    (4)

    Hidden Gem

    Left on Jul 18, 2013 for a stay in July 2013

    I would like to tell you not to go here. I would like to say stay away, that way it will be availible whenever we want to go back. It is the perfect place to use as a centre to see the area, or sit and do nothing. It was my wife, kids and grand mothers. We did hike, we did spend a day on the beach right by the house, but we also felt at ease to just sit on the screened porch and play cards or …

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    $150

    4 BR / 1 BA / Sleeps 7

    19 Reviews

    $150

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    Gartner House, a charming home in Lenox

    Lenox condo – 11.6 mi away
    4 BR / 1 BA / Sleeps 7 | Quick view
    Excellent19 Reviews

    Details

    Reviews

    (19)

    Located on a quiet side street in the charming Berkshire town of Lenox, Gartner House is a great place to call home while exploring this scenic, historical, and culturally rich area of Western Massachusetts. Walk to breakfast, lunch or dinner at one of the town's many charming restaurants, explore quirky little shops …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • Central heating
    • Pet friendly - ask
    • Suitable for children - ask

    Details

    Reviews

    (19)

    Quaint & Cozy Condo!

    Left on Jan 10, 2012 for a stay in December 2011

    Having stayed at Gartner House a few times, I would recommend it to anyone looking for a comfortable getaway. It is a convenient, short walk to the center of Lenox allowing easy access to all of the wonderful little shops and some great places to eat.
    The condo offers all the comforts of home including full kitchen, land line phone, microwave, washer/dryer and a small side yard. Its spacious …

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    $360

    5 BR / 3 BA / Sleeps 11

    8 Reviews

    $360

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    Bird Watchers Delight! Country Get-Away w/Pond!

    Lee house – 5.0 mi away
    5 BR / 3 BA / Sleeps 11 | Quick view
    Very Good8 Reviews

    Details

    Reviews

    (8)

    Beautiful house surrounded by protected woodland and a small beaver pond behind your backyard. All kinds of birds and wildlife. 5 Bedrooms, 2.5 baths, brand new kitchen, open living/dining room, laundry room. Wood stove that can function as a fireplace. 3 heating zones for comfort. All new electric and plumbing in …
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Clothes Dryer
    • Central heating

    Details

    Reviews

    (8)

    Great Girlfriends' Getaway!

    Left on Jan 31, 2012 for a stay in January 2012

    We decided on fairly short notice to get away with a group of girlfriends to the Berkshires. Robin was so gracious to accommodate us on short notice. We arrived on a frigid day to find a clean and comfortable house, with a fire laid and ready for us. The kitchen had everything we needed for preparing our meals. We especially love the oversized coffee mugs! It's the little things that make a …

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    $499

    4 BR / 4 BA / Sleeps 12

    2 Reviews

    $499

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    Beautiful New Construction Vacation Home

    Stockbridge house – 12.7 mi away
    4 BR / 4 BA / Sleeps 12 | Quick view
    Excellent2 Reviews

    Details

    Reviews

    (2)

    We call this house ‘South Sedgwick’ because of its location on a piece of land formerly used by the Sedgwick family for picnicking–an ideal spot for relaxation with stunning views of Monument Mountain and Ice Glen. The house is newly constructed with ash hardwood floors, custom white pine trim and mahogany …
    • Mountain Views
    • Sauna
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible - ask

    Details

    Reviews

    (2)

    A true gem. New and beautiful with incredible space and wonderdul amenities, right in the heart of

    Left on Jul 18, 2014 for a stay in July 2014

    Our family of 5 rented this home over July 4th weekend and we couldn't have been more pleased. The home has just been newly renovated, is very tastefully appointed and looks and feels brand new both inside and out. It also has every amenity we could've hoped for, such as state-of-the-art kitchen appliances, wi-fi, cable TV plus Netflix, dual zone central air, a nice gas grill, multiple outdoor…

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    $250

    3 BR / 2 BA / Sleeps 8

    1 / 10

    $250

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    Josiah Loomis Homestead

    Richmond house – 15.4 mi away
    3 BR / 2 BA / Sleeps 8 | Quick view

    Details

    In 1832, Josiah Loomis bought a parcel of land "and the structures thereon", along what was then known as "Massachusetts Turnpike No. 10," the toll road between Albany, NY and Hartford, CT. Josiah Loomis, when he owned this property, could never have imagined what it would look like 180 years later. His 3 room …
    • Pet friendly - ask
    • Suitable for children
    • Suitable for the elderly - ask

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    $185

    1 BR / 1 BA / Sleeps 2

    3 Reviews

    $185

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    The Smith Farm Homestead

    Alford B&B – 17.8 mi away
    1 BR / 1 BA / Sleeps 2 | Quick view
    Excellent3 Reviews

    Details

    Reviews

    (3)

    The Smith Homestead in Alford Massachusetts has been homesteaded and farmed by our family for the past two centuries. Located on one of the nicest settings in the Berkshires, with 30 acres of fields and woods, and the crystal clear Alford Brook running through, we are central to all the cultural events and outdoor …
    • Waterfront
    • Ocean or water views
    • Mountain Views
    • Hot Tub/Jacuzzi
    • Wireless Internet

    Details

    Reviews

    (3)

    Beautiful

    Left on Apr 09, 2013 for a stay in March 2013

    Five stars! Perfect location for a getaway. A quick ride into the beautiful downtown Great Barrington. I have had many good night rests in this room. The hillside view is spectacular. And the best cup of coffee around.

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    $175

    2 BR / 2 BA / Sleeps 6

    1 / 4

    $175

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    Berkshires Rental 15 minutes to Tanglewood

    South Lee condo – 10.8 mi away
    2 BR / 2 BA / Sleeps 6 | Quick view

    Details

    Two Bedroom two bathroom condo located on beautiful resort in the Berkshires. Oak and Spruce Resort located 15 minutes to Tanglewood is the summer home in the Berkshires of the Boston Symphony Orchestra. Condominium sleeps 6 with an eat in kitchen and living area. Recreational activities, ample parking located in …
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible

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    $300

    4 BR / 2 BA / Sleeps 8

    1 / 12

    $300

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    Colesbrook Manor

    Washington house – 4.2 mi away
    4 BR / 2 BA / Sleeps 8 | Quick view

    Details

    Shingle style, timber frame, passive solar, Berkshie "Cottage" Built along side of Coles Brook, the manor is a retreat destination any time of the year. The seclusion and tranquility of the custom built home and site are unique and comforting for family gatherings and weekend getaways.
    • Pet friendly - ask
    • Suitable for children
    • Suitable for the elderly - ask

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    $125

    2 BR / 1 BA / Sleeps 6

    2 Reviews

    $125

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    Cozy & Modern Home -mins from Tanglewood & Kripalu

    West Stockbridge condo – 13.5 mi away
    2 BR / 1 BA / Sleeps 6 | Quick view
    Excellent2 Reviews

    Details

    Reviews

    (2)

    Cozy and modern two bedroom and one bath vacation home with lake nearby Come visit our brand new fully furnished cozy and modern vacation home in the Berkshires. This luxury home can sleep up to 6 people and has lake access nearby. Enjoy a nice cup of hot chocolate by the fireplace in the living room, fall foliage and…
    • Internet Access
    • Fireplace
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (2)

    Great home, great location

    Left on Nov 26, 2013 for a stay in November 2013

    Beautiful, modern and cosy home which proved to be a great base for the trip! The fire was an added treat at the end of the day! Location wise the cottage was perfect - close to some wonderful hikes, gorgeous villages and towns and some wonderful food options and restaurants. Already looking forward to the next visit!

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    $465

    4 BR / 4 BA / Sleeps 12

    3 Reviews

    $465

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    Gem of the Berkshires, walk to downtown & lake.

    Great Barrington condo – 16.3 mi away
    4 BR / 4 BA / Sleeps 12 | Quick view
    Excellent3 Reviews

    Details

    Reviews

    (3)

    This sparkling, newly renovated cottage is for available vacation rental. A stunning sunrise & gorgeous view of the Berkshire Mountains. Conveniently located near many attractions. The house has been renovated by a contemporary designer. It has an open floor plan, making each room flow into another. The main level …
    • Mountain Views
    • Wireless Internet
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (3)

    beautiful review and wonderful owners.

    Left on Jul 03, 2012 for a stay in June 2012

    We stayed here for a weekend with friends and couldn't have asked for a better time. The house is located on a hill above Great Barrington and has access to a lake. Ephrat is perhaps the nicest owner I've ever worked with on a vacation rental. She treated us like guests, not renters, and took the time to give us a wonderful tour of the beautiful property. The next morning she even dropped off…

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    $250

    5 BR / 3 BA / Sleeps 12

    1 / 5

    $250

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    Lakefront Chalet On Pristine Lake/Nature Preserve

    Granville chalet – 13.1 mi away
    5 BR / 3 BA / Sleeps 12 | Quick view

    Details

    4 Bedrooms, 3 Baths, 3 Guest Rooms, Open Floor Plan Kitchen, Living, Dining 4 Bedrooms, 3 Baths, 3 Guest Rooms, Open Floor Plan Kitchen, Living, Dining Lakefront, 4 bedrooms, 3 baths, 3 guest rooms, open floor plan with kitchen, living and dining areas, family room, sports room, deck, two balconies and patio. The …
    • Waterfront
    • Ocean or water views
    • Outdoor Dining Area
    • Central heating
    • Deck
    • Pet friendly - ask
    • Suitable for children
    • Suitable for the elderly

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    $500

    4 BR / 3 BA / Sleeps 8

    1 / 18

    $500

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    BEAUTIFUL LINDAL CEDAR HOME WITH GREAT LAKE VIEW

    Hinsdale house – 11.5 mi away
    4 BR / 3 BA / Sleeps 8 | Quick view

    Details

    The best place in the world to watch the sunset! Set up high on a hill and nestled amidst the pine trees, this four year old, private and spacious contemporary home overlooks Lake Ashmere (across the road) in Hindsdale. The great room with cathedral ceilings and a wall of windows overlooking the lake, is open to the …
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible - ask

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    $143

    3 BR / 3 BA / Sleeps 6

    1 Reviews

    $143

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    Lake community - Berkshires

    Sandisfield house – 7.5 mi away
    3 BR / 3 BA / Sleeps 6 | Quick view
    Excellent1 Reviews

    Details

    Reviews

    (1)

    Home on 2.5 wooded acres in a private lake community, with vacant wooded acres on both sides. Amenities of the community include non-motor boat lake, outdoor heated swimming pool, tennis courts, exercise facility, clubhouse and walking trails. The home is located in the Berkshires, a popular year round destination …
    • Wireless Internet
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • Central heating
    • Suitable for children - ask

    Details

    Reviews

    (1)

    Great house in a beautiful lake community

    Left on Feb 01, 2015 for a stay in July 2014

    We stayed at this beautiful house in a lovely lake community. The house is open and bright and very comfortable. We spent most of our time on the large screened back porch, listening to the birds. It's a very short walk to the serene, non-motor boat lake and beach area. When not at the beach or heated community pool, we explored the Berkshires. There were so many things to do....Tanglewood …

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    $375

    5 BR / 4 BA / Sleeps 10

    2 Reviews

    $375

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    Shaker Hill

    Great Barrington house – 13.4 mi away
    5 BR / 4 BA / Sleeps 10 | Quick view
    Very Good2 Reviews

    Details

    Reviews

    (2)

    Shaker Hill is a quirky rambling farmhouse located less than 3 hours from NYC and Boston. Hidden away down a 400’ unpaved driveway on 30 acres of fields and forest in the heart of the Berkshires, Shaker Hill is totally private and surrounded by 30 acres of rolling fields, diverse wetlands, wildlife and forest. It…
    • Mountain Views
    • Internet Access
    • Outdoor Dining Area
    • A/C or climate control
    • Central heating
    • Pet friendly - ask
    • Suitable for children
    • Suitable for the elderly - ask

    Details

    Reviews

    (2)

    Big house, private, but a few drawbacks

    Left on Sep 11, 2014 for a stay in August 2014

    This is a very large house, more than adequate in size for a group of ten people. It has a big yard and a spectacular view of the mountains, especially from an upstairs window. The playroom is a nice touch for those with kids. There are two staircases, which is also nice.

    I was under the impression that there were four full bathrooms (which I took to mean with showers). When we arrived, we…

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    $179

    0 BR / 2 BA / Sleeps 7

    1 / 11

    $179

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    Fabulous Post & Beam Berkshire Rental

    Monterey house – 12.8 mi away
    0 BR / 2 BA / Sleeps 7 | Quick view

    Details

    You'll love our hand-hewn post & beam beauty on 13 acres in the Berkshire Mountains of Western Mass located near the Monterey/Great Barrington line, close to everything. Great for summer and winter ski season. Rich in both outdoor and cultural attractions, shopping and antiquing. Located adjacent to legendary …
      • Pet friendly - ask
      • Smoking allowed - ask
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $350

      3 BR / 2 BA / Sleeps 5

      1 / 16

      $350

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      Berkshire Waterfront Home

      Becket house
      3 BR / 2 BA / Sleeps 5 | Quick view

      Details

      Lovey 3 Bedroom house on 200 acres in the Beautiful Berkshires. Drive in, close the gate and enjoy the privacy, sunny lawn leading to a small private lake for swimming, canoeing, fishing. Fully furnished and stocked with everything you need for a stay with family or friends. New bathrooms and kitchen, Pine Cone …
      • Waterfront
      • Ocean or water views
      • Mountain Views
      • Internet Access
      • Fireplace
      • Suitable for children
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

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      $450

      3 BR / 3 BA / Sleeps 6

      1 / 20

      $450

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      New Pristine Berkshire Vacation Rental with Pool (5 miles Tanglewood)

      Richmond house – 15.2 mi away
      3 BR / 3 BA / Sleeps 6 | Quick view

      Details

      Newly furnished 3 bedroom (with AC) & 2 1/2 bath single family home with stunning deck and in ground pool nestled in the quiet countryside opposite a horse farm. Situated minutes from West Stockbridge convenience stores and restaurants. Property is on 2 quiet tree lined acres with an enclosed idyllic swimming pool …
      • Shared outdoor pool (unheated)
      • Internet Access
      • Fireplace
      • Housekeeping Optional
      • Washing Machine
      • Pet friendly
      • Suitable for children
      • Suitable for the elderly - ask

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      $250

      2 BR / 1 BA / Sleeps 5

      1 / 14

      $250

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      Lenox Walk to Town / Tanglewood

      Lenox cottage – 11.6 mi away
      2 BR / 1 BA / Sleeps 5 | Quick view

      Details

      This summer cottage built in the 1950's has recently been completely renovated from stem to stern to bring it up to date with the most current design standards. It is a 2-bedroom, 1-bathroom space with a beautiful backyard for grilling. There is also an amazing dining room surrounded by windows and the lush forest …
      • Pet friendly
      • Suitable for children
      • Suitable for the elderly

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      $200

      1 BR / 1 BA / Sleeps 4

      1 / 11

      $200

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      little blue cottage lots of cute! 1 mile to stockbridge center . pet friendly!

      Lee cottage – 10.9 mi away
      1 BR / 1 BA / Sleeps 4 | Quick view

      Details

      cute cozy cottage, screened porch with views, close to everything, sleeps 4 . nice yard with big old trees and soft grass. gas bbq, just one mile to stockbridge center , Berkshire theatre festival. 5 miles to tanglewood, lenox , kripalu. 10 minutes to great barrington. bath has shower. full kitchen with peninsula…
      • Mountain Views
      • Internet Access
      • Fireplace
      • Outdoor Dining Area
      • A/C or climate control
      • Pet friendly
      • Suitable for children
      • Suitable for the elderly

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      $350

      5 BR / 3 BA / Sleeps 10

      1 / 9

      $350

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      Berkshire Lakefront House

      Great Barrington house – 16.5 mi away
      5 BR / 3 BA / Sleeps 10 | Quick view

      Details

      Attractive year-round lakefront house in a wooded area on a pristine Round Pond in the Berkshires. Relax and enjoy the view from your deck or dock. Fish from the dock or take the boat out onto the lake. Ideal family retreat in Great Barrington and only a short drive to cultural attractions (Tanglewood, Rockwell Museum…
      • Waterfront
      • Ocean or water views
      • Mountain Views
      • Internet Access
      • Fireplace
      • Suitable for children
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

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      $200

      4 BR / 3 BA / Sleeps 10

      1 / 13

      $200

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      Cosy family house with a swimming pool

      Great Barrington condo – 14.8 mi away
      4 BR / 3 BA / Sleeps 10 | Quick view

      Details

      Sweet cozy house with plenty of room for large groups coming to enjoy the treasures of the Berkshires. Nestled behind Monument Mountain in Great Barrington. 4 bedrooms, 2.5 bathrooms, a spacious kitchen, living room, TV room, game room with pool/Ping-Pong table & two cars garage. Located within a neighborhood friendly…
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • Outdoor Dining Area
      • A/C or climate control
      • Suitable for children
      • Suitable for the elderly - ask
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