Windsor

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$1,750

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Reading Farms Estate/ Vermont Luxury Rental

Reading villa – 5.6 mi away
15 BR / 11 BA / Sleeps 41 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

Reading Farms lies in the heart of Vermont. A completely private 400 acre estate. One of Vermont's most majestic properties has been held by the same owners for nearly 100 years. The secluded estate is conveniently located minutes from Woodstock Vermont and two of the best Vermont ski areas Killington and Okemo, if …
  • Ocean or water views
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(3)

Fantastic Property and so Peaceful

Left on Mar 26, 2014 for a stay in December 2013

We had a great time at Reading Farms Estate. We had an unfortunate wrong turn and ended up on back roads for what seemed hours due to our navigation system so once we arrived and were welcomed by the Caretakers all our anxiety quickly dissipated. The place is very hard to explain in words. It captivates you the minute you drive up into the motor yard. It was almost like a dream after a bit of …

$400

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3 bedroom 2 bath Pinnacle Condo @ Killington

Killington condo – 19.9 mi away
3 BR / 2 BA / Sleeps 10 | Quick view
Excellent1 Reviews

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Reviews

(1)

Conviently located in Pinnacle’s E building on Killington grounds, a 3 bedroom, 2 bath townhouse condo can sleep 10 people and has all the amenities of home. A free shuttle that loops every 15min picks you up right at the end of the building (50yds from the front door) to take you to the main lodge at snowshed, …
  • Hot Tub/Jacuzzi
  • Sauna
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children

Details

Reviews

(1)

Comfortable, Spacious, Convenient !!

Left on Feb 26, 2015 for a stay in December 2014

This unit was Absolutely Awesome!!! We stayed here with 2 families of 5 and we had a Great time with plenty of space and all the Comforl of home. The renter is Top notch !!! Always concerned that everything is ok and is very accessible at ALL times. The location couldn't be any better. The shuttle stops by every 15 minutes just a few steps from the front door. Also, the resorts jaccuzi/spa/bar is…

$85

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The Cabin at Killington: Left Unit

Killington house – 19.9 mi away
4 BR / 2 BA / Sleeps 12 | Quick view
Excellent5 Reviews

Details

Reviews

(5)

The Cabin at Killington is the perfect place to spend your Killington vacation. Located just off the main access road in Killington, VT (close to the Killington Market), the house is less than 2 miles to the mountain and close to all the stores, bars and restaurants. It's the perfect vacation spot for winter, spring …
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(5)

Awesome Ski House

Left on Mar 05, 2013 for a stay in March 2013

Had a great ski weekend at the Cabin at Killington. Stayed in the right unit and everything was as described. Cabin had all the amenities we needed for a comfortable weekend, close proximity to the restaurants, and short drive to the lifts. Would absolutely stay here again when returning to the mountain!

$350

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Luxury Vacation Home with babbling brook!

Woodstock house – 7.0 mi away
4 BR / 3 BA / Sleeps 8 | Quick view
Excellent2 Reviews

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Reviews

(2)

Brand new local Vermont stone patio with firepit- perfect for a Vermont evening! Located just south of the Woodstock Country Club golf course off of Route 106, Maplewoods is a 4 bedroom, 2.5 bath professionally decorated luxury home located just two miles from the Woodstock Village Green. Maplewoods sits on five acres…
  • Ocean or water views
  • Mountain Views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(2)

Our Maplewoods weekend was a perfect blend of country scenery, l

Left on Oct 14, 2013 for a stay in October 2013

This beautiful home is sited on a stunning, private hillside location just past the Woodstock Inn's golf course. The homeowners have created an oasis of comfort and coziness that surpasses all other rental properties in our experience. The owners are very responsive to inquiries and provide organized and complete information about the house and surrounding area. The house is equipped with …

$130

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Woodstock Vermont Village Log Home Apartment

Woodstock condo – 8.9 mi away
1 BR / 1 BA / Sleeps 4 | Quick view
Excellent7 Reviews

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Reviews

(7)

Escape to one of the prettiest towns in America. Make your vacation a quiet visit in a quintessential, charming apartment close to it all. We offer a ideal vacation rental: a new (2009) one bedroom log home apartment in the woods within walking distance of the Woodstock village center. The vacation rental apartment …
  • Mountain Views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(7)

Wonderful space, wonderful renters, wonderful town!

Left on Mar 06, 2013 for a stay in September 2012

I have stayed here several times in the past few years, I love it so much! Woodstock is such a quaint and delightful village with enough to do and see in town and in the directly surrounding area that I can always come back for more! I have stayed for a whole week or for a shorter weekend. I have come during all different seasons of the year too. The couple renting the property are so generous …

$250

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WALK TO SKI TRAIL ON OKEMO! Private Home w/ Hottub

Ludlow house – 16.2 mi away
4 BR / 2 BA / Sleeps 10 | Quick view
Excellent8 Reviews

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Reviews

(8)

The Okemo House, fully renovated in 2012, is the consummate Vermont ski chalet, located just steps from the base lodge of Okemo Mountain in Ludlow, Vermont. With beds to sleep 10, this home is on a private wooded lot with views of the Okemo ski resort and is a spacious 2,000 square foot home with 4 bedrooms, 2 full …
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(8)

Great spot for a relaxing vacation!

Left on May 22, 2013 for a stay in March 2013

What a fantastic find! We came here for a ski trip with friends and had a blast. You can't beat the location...and the shuttle bus that stops at the driveway! We actually ended up walking to the base lodge it was that close. The house itself was very spacious and well maintained. The hot tub is amazing, especially after a day on the mountain. Can't wait to come back and do some hiking this …

$150

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Savage Hart Farm - a Sheep Farm with an Apartment

White River Junction condo – 13.7 mi away
1 BR / 1 BA / Sleeps 4 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

On the border of Vermont and New Hampshire, Savage Hart Farm is a perfect place to stay for a memorable visit to the heart of New England. You'll find a retreat-type setting close to the center of the towns of Hanover, NH, and Norwich, VT in a bucolic locale even the locals talk about. Quechee is 15 minutes away; …
  • Mountain Views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

Beautiful apartment on small working sheep farm

Left on Sep 30, 2014 for a stay in September 2014

Modern, clean apartment with beautiful views. Quintessential New England! Fully equipped kitchen (and BBQ grill) made cooking in easy. Todd was a gracious host and most importantly, welcomed our two dogs to stay with us. Great location, yet off the beaten path.

$139

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Vermont Log Home On 21 Acres Btwn Okemo/killington

Mount Holly house – 17.2 mi away
4 BR / 3 BA / Sleeps 12 | Quick view
Excellent1 Reviews

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Reviews

(1)

Dreaming of a Vermont vacation? OUR "HOME AWAY FROM HOME" IN MOUNT HOLLY IS LESS THAN THREE HOURS FROM BOSTON... and... LESS THAN FIVE HOURS FROM NEW YORK CITY...(the "Ethan Allan Express" and "The Vermonter" on Amtrak run daily from Penn Station to Rutland and Bellows Falls, Vermont...just in case you want to …
  • Mountain Views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Another wonderful week at "our" Vermont retreat home

Left on Oct 30, 2014 for a stay in August 2014

Our family has been renting this very flexible house for a week or two each summer so long that the grandchildren think we own it. All three grandkids once slept in the "cave" while mom and dad slept in the master bedroom with attached deck for star gazing. Grandparents were downstairs with their own private one bedroom unit. Over time mom and dad have taken to the privacy downstairs, the girls (…

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$400

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Premier Ski-in / Ski-out - 3 Bed, Sunrise Mountain

Killington condo – 18.3 mi away
3 BR / 2 BA / Sleeps 10 | Quick view

Details

I only accept payment through the FLIPKEY System. Upscale spacious 3 bedroom Townhouse Condo with family room. Sunrise Mountain Village - 2300 ft elevation. Ski-in/ski-out. All of the comforts of home. The location and accommodations are excellent. This three bedroom town house condo (three levels) can accommodate up …
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Sauna
  • Internet Access
  • Fireplace
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
1 / 11

$400

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Premier Ski-in/Ski-out Location, Sunrise Mountain

Killington condo – 18.3 mi away
1 BR / 1 BA / Sleeps 4 | Quick view

Details

I only accept payment through the FLIPKEY System. Charming one-bedroom condo at Sunrise Mountain Village - 2300 ft elevation - Ski/in-ski/off location - the ski lift is literally right next to the condo - it couldn't be more convenient. TV's are available in the living room and bedroom. Large firewood ski/in-ski/off …
  • Hot Tub/Jacuzzi
  • Sauna
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

$150

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A Vermont House for All Seasons

Ludlow cottage – 14.0 mi away
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent7 Reviews

Details

Reviews

(7)

A contemporary lakefront Vermont cottage nestled in the pines offers views of the lake from the large deck. The cozy 1400 square foot home centers on a wood-accented cathedral great room. A stone fireplace provides warmth on a cold winter evening. A fully equipped galley kitchen extends from the great room. A full …
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Internet Access
  • Fireplace
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(7)

Cozy, clean and comfortable.

Left on Aug 22, 2013 for a stay in August 2013

Nice small house on a long and narrow lake. I stayed there with my wife and three children (1,6 and 13) for three nights. The place is simple and small, but it has everything you need including WiFi, cable tv, dvd player, washer dryer (new and efficient), dishwasher, pots/pans/utensils, and plenty of dishes. The lake is clean and clear, there was a canoe and a row boat with life jackets for our …

1 / 16

$310

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Secluded, Spectacular House with Mount Ascutney Views on 150 Acres

Perkinsville house – 5.9 mi away
5 BR / 4 BA / Sleeps 12 | Quick view

Details

Beautiful contemporary mountain home in Vermont sitting in 150 acres of private land. Borders a State Park with beautiful trails and an 80 ft Cascade. 5 Bedrooms, sleeps up to 12. This sprawling home features a large kitchen, separate dining room, spacious living room with stone fireplace and cathedral ceilings. …
  • Mountain Views
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Suitable for children
1 / 9

$300

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Vermont Country Lake House

Ludlow house – 13.4 mi away
5 BR / 3 BA / Sleeps 14 | Quick view

Details

5 bedroom, 3 bath house in wooded setting for weekly or weekend rental. Nicely decorated and very clean. Enjoy the mountains or just relax. Walk to lake, boat rentals, near golf, shopping, hiking. 5 minutes from Okemo, 20 minutes from Killington. great summer or for fall foliage
  • Mountain Views
  • Outdoor Dining Area
  • Deck
  • Parking
  • Grill
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly
1 / 6

$150

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Killington Furnished Private Apartment

Killington condo – 19.9 mi away
2 BR / 1 BA / Sleeps 3 | Quick view

Details

Our Killington apartment is the perfect all-season getaway located in the mountains of Killington, VT. During the winter Killington offers some of the best skiing and riding in the Northeast. The spring and summer bring beautiful scenery and mountain breezes that are the perfect escape from the heat of the city. The …
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

$100

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Sun House Studios

Sharon house – 18.0 mi away
3 BR / 1 BA / Sleeps 6 | Quick view
Excellent5 Reviews

Details

Reviews

(5)

Whether you are looking for a place to compose, record or just kick back and enjoy the beauty of the surroundings, this space is for you. Built with the musician in mind, Sun House Studios offers you a place to concentrate on you music without the everyday distractions that interrupt your creative flow. It's versatile…
  • Mountain Views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(5)

Idyllic location

Left on May 07, 2013 for a stay in May 2012

Located on a beautiful dirt road, this tucked away location was the perfect getaway! Beautiful lush green surroundings helped to bring peace to my mind and soul.
The owners are a wonderful couple who went out of their way to make our stay comfortable.

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$550

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Hugging Bear Inn & Shoppe- rent entire Inn

Chester B&B – 18.7 mi away
6 BR / 7 BA / Sleeps 18 | Quick view

Details

This listing is an option for renting the entire Inn. Individual rooms can be rented as well. Please check our other listings for individual rooms. Thank you!!! Bed & Breakfast Inn and Teddy Bear and Toy Shop. The Inn - an historic Victorian residence circa 1850, is an enchanting B & B in the Vermont tradition.It is …
  • Internet Access
  • A/C or climate control
  • Central heating
  • Balcony or terrace
  • Parking
  • Suitable for children
  • Suitable for the elderly - ask
1 / 10

$119

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Hugging Bear Inn - Tower Room

Chester B&B – 18.7 mi away
1 BR / 1 BA / Sleeps 2 | Quick view

Details

The Tower Room in Hugging Bear Inn and Shoppe, a bed 'n breakfast Inn. Cozy and romantic with queen-sized bed, full private bathroom with shower and air-conditioning for hot weather days. A round room (actually hexagonal) in the tower of this Victorian home overlooks the village green. Full Vermont breakfast made to …
  • Internet Access
  • A/C or climate control
  • Central heating
  • Balcony or terrace
  • Parking
  • Smoking allowed - ask
  • Suitable for children

$285

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Blue Bird Hill Farmhouse, Great Views. Woodstock

Windsor house
2 BR / 1 BA / Sleeps 4 | Quick view
Excellent12 Reviews

Details

Reviews

(12)

Our renovated farmhouse sits on a hillside meadow surrounded by open fields and forest. The views from the house sweep from Mount Ascutney to the south, to rolling vistas of New Hampshire to the east. There is one bedroom upstairs with queen-sized bed. Ground floor bedroom with queen-sized bed and adjacent bathroom. …
  • Mountain Views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for the elderly - ask

Details

Reviews

(12)

Perfect Home away from Home.

Left on Oct 15, 2009 for a stay in July 2007

Our month long stay at Fiona and John's lovely farmhouse was truly an home away from home experience. Everything we could possibly need was provided, from a well equipped kitchen to fine linens. The ambiance was warm and inviting with antiques and comfortable, well cared for furnishings throughout.

We didn't have to leave the property to enjoy wonderful views,a beautiful garden and wonderful …

$200

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Winterplace 2 Bedroom Plus Loft Ski In/Out

Ludlow condo – 15.9 mi away
2 BR / 3 BA / Sleeps 8 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

This 2 bedroom with loft Okemo condo is located in the popular Winterplace development. This top floor, ski on/off condo is located right on the Lift Line ski trail! Returning home at the end of the day is easy...either ski down to Winterplace from the top, or take the lift up from the base lodge area. Beautifully …
  • Internet Access
  • Fireplace
  • Balcony or terrace
  • Linens Provided
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

Great location for skiers of all abilty levels !!!

Left on Sep 27, 2013 for a stay in March 2013

Were here last week of March, this is a very nice unit !!! The location is perfect for Skiers/Boarders different abilty levels

$160

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Hawk Mountain 4 Bedroom Condo

Plymouth condo – 13.5 mi away
4 BR / 3 BA / Sleeps 10 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

This 4 bedroom, 3 bath condo is located off mountain in the Hawk Mountain community. Just a short 8 mile drive from Okemo, this home is located along Vermont's Scenic Route 100 Byway. Perfectly situated for enjoying Vermont's scenery and activities year round. In the summer/fall, enjoy the nearby lakes, drive Route …
  • Mountain Views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

Family fun

Left on Sep 17, 2013 for a stay in January 2013

Went with a few families who all have toddlers. There was something for everyone. Parents went skiing, got massages , etc. indoor pool was great for the kids. Had a blast and look forward to going again next year!

$250

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Woodstock Carriage House!

Woodstock house – 12.3 mi away
2 BR / 1 BA / Sleeps 4 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

This exceptionally nice, newly renovated 2 bedroom converted carriage house sits on a private 250 acre estate. All windows overlook undisturbed fields, mountains, and the Woodstock valley. It is completely furnished, has outside deck with beautiful views, a slate floor ski/mud room, and doorstep parking. Convenient to…
  • Ocean or water views
  • Mountain Views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

Beautiful home away from home.

Left on Dec 02, 2011 for a stay in October 2011

Arriving on Cloudland Rd and staying at the Carriage House was a wonderful experience. The beauty of Woodstock and and its surroundings made this home a special place to stay. In addition, Margarete's hospitality was as warm and welcoming as you can hope for. I look forward to returning again in the future!

$175

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Ski In Ski Out Slopeside Condo full of amenities!

Killington condo – 18.3 mi away
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent4 Reviews

Details

Reviews

(4)

Our updated and contemporary Killington trailside condo is perfect for a family or couples getaway! Featuring 2 en-suite bedrooms with full private baths, living room with fireplace & queen sleeper, remodeled & fully appointed kitchen, high speed WIFI internet, dining area, laundry and balcony with views, you'll …
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Sauna
  • Internet Access
  • Fireplace
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(4)

First Family Ski Trip with the Kids

Left on Jan 21, 2014 for a stay in January 2014

I have a 4 year old and an 11 month old and neither my wife nor I had been skiing since both kids were born. Our eldest was ready for his first skiing vacation and Killington was a great spot since they have a great ski school and child care for the little one.

We booked somewhat late but had another couple that wanted to bring their 4 year old daughter as well, so we found this awesome rental…

$225

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6 BR Lake House in VT Green Mountains

Ludlow chalet – 14.1 mi away
6 BR / 2 BA / Sleeps 16 | Quick view
Very Good1 Reviews

Details

Reviews

(1)

Summer Fun-Swimming, Boating, Fishing and More! Lake Rescue Chalet – an amenity-packed lake house with a private dock and three boats! This house has it all – a glorious outdoor hot tub to sink into on a cool summer evening. Six bedrooms. Two kitchens – one new, one recently renovated – two living rooms and …
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

Lovely cabin

Left on Jul 16, 2014 for a stay in June 2014

We were very pleased with the rental and would stay again in a moment's notice. The area was great, good fishing and boating, and the amenities in the cabin and at Okemo were vary nice.

$170

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Little Brook House at Echo Lake

Ludlow house – 14.0 mi away
5 BR / 3 BA / Sleeps 13 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

'LITTLE BROOK HOUSE AT ECHO LAKE' Looking for the perfect summer getaway for your group in Central Vermont’s lakes region? Little Brook House at Echo Lake – a spacious, non-smoking, five-bedroom, 2.5-bath retreat with hot tub, Jacuzzi bath and loads of amenities -- is perfect for large families, reunions or …
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

Nice place

Left on Dec 04, 2013 for a stay in September 2013

Stayed here in late September. I didn't really know the area and wanted to explore so we were not there much during the day. There were only 2 of us and our dogs. We used the walking trails with the dogs which are a stone's throw away. (Not a trail for the infirmed.) The place is huge, clean and would be great for large groups. We thought it would be nice to rent and invite some friends up …

1 / 8

$250

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Quechee Townhouse

Quechee condo – 10.8 mi away
2 BR / 2 BA / Sleeps 8 | Quick view

Details

Quechee VT townhouse located on top of the ski hill. This two bed, lofted condo is located close to all Queschee Lakes amenties and is close to Woodstock VT and Hanover NH.
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Sauna
  • Internet Access
  • Fireplace
  • Suitable for children
  • Suitable for the elderly

$110

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Beautiful Vermont Hideaway - perfect leaf peeping

Sharon condo – 18.6 mi away
1 BR / 1 BA / Sleeps 4 | Quick view
Very Good3 Reviews

Details

Reviews

(3)

Romantic hide away. Post & Beam Studio Apartment with beautiful beams and natural wood floors. The apartment has its own entrance, up a natural wood staircase, so you can be completely private. The Studio is a large room with a 14' cathedral ceiling. It has a large lounge area with two large Ikea sofas, and two easy …
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children - ask

Details

Reviews

(3)

Great!

Left on Sep 03, 2014 for a stay in August 2014

Great experience overall. A bit remote, but that what we were looking for so it was perfect.

Great value for the money, communication was great and the owner's were very accomodating.

Details

Reviews

(2)

3 Bedroom Plus Loft Private Home on Ski Trail with Hot Tub! Start your ski day on the Great Eastern ski trail which is in the back yard. The living room has floor to ceiling windows offering panoramic views. The upper level loft, which has a bedroom with a private bath, overlooks the living room. The game room in the …
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Fun house!

Left on Feb 07, 2013 for a stay in February 2013

This house was very well laid out and clean. There were plenty of fun activities such as a hot tub in the basement and bumper pool.

Although technically not a ski in/ski out it is still a short (1 minute) walking distance to the great eastern trail. There is a steep hill through a wooded section in the backyard that only expert skiers could do.

This house was well worth the amount. Great…

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$550

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Chestnut Farm - 10 Bedroom Private Vermont Farmhouse With Outdoor Hot Tub!

Plymouth house – 15.7 mi away
10 BR / 3 BA / Sleeps 20 | Quick view

Details

Located on Route 100 between Okemo Ski Area and Killington Ski Area in President Calvin Coolidge's hometown of Plymouth, Vermont. Rustically renovated Vermont farmhouse. Open and sunny post and beam with fully equipped kitchen including top end appliances. The large cozy dining room/livingroom features a wood stove, …
  • Hot Tub/Jacuzzi
  • Spa/Whirlpool
  • Wireless Internet
  • Fireplace
  • Washing Machine
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
1 / 16

$350

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Sunrise Village West Glade L5 - Two bedroom ski in/ski out condo with access to Health Club

Sherburne house – 18.4 mi away
2 BR / 2 BA / Sleeps 6 | Quick view

Details

This wonderful ski in/ski out condo if perfect for what you're looking for. It is located off the Bear Mountain Road and just steps away from the Sunrise Trail. Enjoy access to the recreation center/health club. The living room offers views of the Sunrise Trail. Living Room w/Queen sofa bed 32" Flat screen TV, wood …
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
1 / 9

$200

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Spruce Glen Townhouse A - Two bedroom Condo - Ski in/Ski Out from Skyeship Gondola

Sherburne house – 18.0 mi away
2 BR / 2 BA / Sleeps 6 | Quick view

Details

Come experience the true Vermont ski experience when you stay in this charming two bedroom townhouse. Spruce Glen is just a short ski or walking distance to the Skyeship Gondola. Enjoy a true ski in/ski out experience location and the privacy of a secluded wooded setting. Main Level Fully Equipped Kitchen Living room …
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
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$190

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Hakuna Matata

Bridgewater house – 14.2 mi away
3 BR / 2 BA / Sleeps 6 | Quick view

Details

Hakuna Matata is exactly what I experience the minute I step out of the car. No cell phone service, …no worries! That's what makes the Vermont house so special, the stress of work and everyday life seem to evaporate the second you arrive. Surrounded by beautiful scenery, fresh clean air and the sounds of nature…
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
1 / 25

$128

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Mountain Green 2-C6

Killington house – 19.9 mi away
1 BR / 1 BA / Sleeps 4 | Quick view

Details

One bedroom corner unit across the street from the lifts. Additional amenities include: firewood provided, ice skating, miniature golf, area, swimming, farm holidays, fishing, fishing freshwater, laundromat, health beauty spa, scenic drives, shopping, tourist attractions, equestrian events, festivals, adventure, …
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Sauna
  • Internet Access
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
1 / 10

$199

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A modern spin on the classic Bed and Breakfast

Quechee B&B – 9.7 mi away
8 BR / 10 BA / Sleeps 16 | Quick view

Details

On a vacation, who wants to spend all their time picking-up and cooking for themselves? At The Parker House Inn, we do all that and more for you! Our full service, Pet Friendly Inn boasts eight newly decorated guestrooms, all with private baths, some with Whirlpools Baths or Spa Showers. Queen and King Beds, ANICHINI …
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask

$150

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Sullivan's Carriage House & Lodge

Mount Holly house – 17.3 mi away
5 BR / 1 BA / Sleeps 8 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

Pristine Adirondack home located in peaceful Southern Vermont. Enjoy the serene beauty and privacy, yet be minutes away from local outdoor activities, world class golfing and fishing, incredible scenery, shopping, and fantastic restaurants. Direct TV and internet access. Full laundry and kitchen. Enjoy a good …
  • Mountain Views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(3)

ski getaway

Left on Mar 13, 2013 for a stay in February 2013

This is a great house in a great location. I rented this home with 6 of my colleagues to ski Okemo this past season and had a wonderful time. The home is very nicely appointed and very comfortable and even has a full game room at the basement level which walks out to a hot. The business and of the experience with seamless. Very easy terms and reasonably ptriced.the red. It is conveniently located…

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$40

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Vermont Summer Escape

Ludlow condo – 15.9 mi away
3 BR / 2 BA / Sleeps 8 | Quick view

Details

There is no better place to stay than Winterplace Condominium, #F-201! Winterplace is located on beautiful Okemo Mountain. F-201 is a large end unit with three spacious bedrooms and two full baths. The unit has large garden windows giving it bright rooms and beautiful views! Vermont has it all: golfing, hiking, …
  • Mountain Views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly

$250

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PET-FRIENDLY VILLAGE HOME near Okemo, Woodstock

Reading house – 6.3 mi away
4 BR / 1 BA / Sleeps 8 | Quick view
Excellent5 Reviews

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Reviews

(5)

Convenient, newly-updated village farmhouse, 2 hrs from Boston, minutes to Okemo, Killington, Ascutney, Suicide Six, XCskiing, COMCAST cable WiFi high-speed internet. Fine dining, pubs, art galleries, local breweries, cheese-making, apple-picking & maple syrup producers are all nearby. Area attractions include the …
  • Mountain Views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(5)

Quiet village life

Left on Apr 10, 2013 for a stay in June 2012

My fiancée, Sue, and myself have been here several times and we find it full of charm, quaint comforts and loads of quiet solitude. Walking distance to a mountain stream is one of my favorite spots. Challenging mountain hikes abound. I'm personally fond of Mt. Ascutney which I reached summit twice with my son. I also like that Woodstock is within driving distance if you want to experience a …

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$170

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The Cabin at Killington: Whole Home

Killington house – 19.9 mi away
8 BR / 4 BA / Sleeps 24 | Quick view

Details

The Cabin at Killington is the perfect place to spend your Killington vacation. Located just off the main access road in Killington, VT (close to the Killington Market), the house is less than 2 miles to the mountain and close to all the stores, bars and restaurants. It's the perfect vacation spot for winter, spring …
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
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$85

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The Cabin at Killington: Right Unit

Killington house – 19.9 mi away
4 BR / 2 BA / Sleeps 12 | Quick view

Details

The Cabin at Killington is the perfect place to spend your Killington vacation. Located just off the main access road in Killington, VT (close to the Killington Market), the house is less than 2 miles to the mountain and close to all the stores, bars and restaurants. It's the perfect vacation spot for winter, spring …
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask
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$139

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Hugging Bear Inn - Bear's Den Room

Chester B&B – 18.7 mi away
1 BR / 1 BA / Sleeps 5 | Quick view

Details

Overlooking the village green, this bright and spacious room accommodates a family or group of people. Has two queen-sized beds and a love-seat sleeper sofa with a twin bed. Has wall-to-wall carpeting, private bath with shower and air conditioning for hot weather days. Also features a infrared fireplace heater. Full …
  • Internet Access
  • A/C or climate control
  • Central heating
  • Balcony or terrace
  • Parking
  • Suitable for children
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$139

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Hugging Bear Inn - Bear Cub Room

Chester B&B – 18.7 mi away
1 BR / 1 BA / Sleeps 4 | Quick view

Details

A room with calming earth tones. This is a medium sized room with one queen and one full double bed, private bathroom with shower and air-conditioning for hot weather days. This listing is an option for renting an individual room in the Inn. The entire Inn can be rented as well. Please check our other listing for …
  • Internet Access
  • A/C or climate control
  • Central heating
  • Balcony or terrace
  • Parking
  • Suitable for children

$160

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Kettle Brook 2 Bedroom Ski In/Out

Ludlow condo – 15.9 mi away
2 BR / 2 BA / Sleeps 8 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

This 2 bedroom, ground floor Okemo condo is located in the Kettle Brook community. A 2 story, ski on/off condo with a great location on the Bull Run trail. Beautiful wooded setting with a nice view down the slope. Bedroom #1: (Main Level) 2 sets of bunk beds with a trundle under one of the lower bunks (5 twins); +…
  • Internet Access
  • Fireplace
  • Deck
  • Linens Provided
  • Dishwasher
  • Suitable for the elderly - ask

Details

Reviews

(1)

Easter Week with Kids

Left on Sep 17, 2013 for a stay in March 2013

Excellent. Great value. Terrific mountain, especially for young skiers. We'll definitely be back!! Can't wait for winter:)

$175

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Winterplace 2 Bedroom Ski In/Out

Ludlow condo – 15.9 mi away
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

This 2 bedroom, ground floor Okemo condo is located in the popular Winterplace development. Newly remodeled, with an emphasis on using environmentally friendly materials. The owner of this property used much thought and care in choosing several organic materials for your comfort. The ultimate in convenience - a ground…
  • Internet Access
  • Fireplace
  • Patio
  • Linens Provided
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

Awsome family Vaca

Left on Sep 26, 2013 for a stay in January 2012

Great place great location Okemo is the best ski MT for young Familys to learn and ski for great price the ski on ski off location make it so easy fro young ones and for adults to really enjoy Ther time on the MT

$200

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Winterplace Ground Floor 3 Bedroom Ski In/Out

Ludlow condo – 15.9 mi away
3 BR / 2 BA / Sleeps 8 | Quick view
Excellent2 Reviews

Details

Reviews

(2)

This newly updated 3 bedroom Okemo condo is located in the popular Winterplace development. This ground floor, ski on/off condo is located right on the Lift Line ski trail! Returning home at the end of the day is easy...either ski down to Winterplace from the top, or take the lift up from the base lodge area. Bedroom…
  • Internet Access
  • Fireplace
  • Patio
  • Linens Provided
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(2)

Awesome

Left on Sep 28, 2013 for a stay in December 2012

We have stayed at Winterplace twice, both times over the New Years holiday, both in ski in/out and it was great both times. It's not cheap but in my opinion it's worth the price.

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$140

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Kettle Brook Two Bedroom Condo

Ludlow condo – 15.9 mi away
2 BR / 2 BA / Sleeps 8 | Quick view

Details

This 2 bedroom, top floor Okemo condo is located in the Kettle Brook community. A 2 story, mountainside condo, this is just a short walk from the trail. Beautiful setting with wooded views. Bedroom #1 (Upstairs in Loft): King + full bath; Bedroom #2 (Main level): 2 set of bunk beds (4 Twins); Full bath main level…
  • Internet Access
  • Fireplace
  • Deck
  • Linens Provided
  • Dishwasher
  • Suitable for the elderly - ask
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$230

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Winterplace 3 Bedroom Plus Loft

Ludlow condo – 16.1 mi away
3 BR / 2 BA / Sleeps 10 | Quick view

Details

This 3 bedroom with loft Okemo condo is located in the popular Winterplace development, and is within walking distance to the trail. This top floor, two level condo has vaulted ceilings above the main living area, making it open and bright. Bedroom #1: Queen + full bath; Bedroom #2: Queen + full bath; Bedroom…
  • Internet Access
  • Fireplace
  • Balcony or terrace
  • Linens Provided
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly - ask
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$225

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Winterplace 3 Bedroom Ski In/Out

Ludlow condo – 16.0 mi away
3 BR / 2 BA / Sleeps 8 | Quick view

Details

This 3 bedroom Okemo condo is located in the popular Winterplace development. This 2nd floor, ski on/off condo is located right on the Lift Line ski trail! Returning home at the end of the day is easy...either ski down to Winterplace from the top, or take the lift up from the base lodge area. Bedroom #1: Queen + …
  • Internet Access
  • Fireplace
  • Balcony or terrace
  • Linens Provided
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly - ask
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$180

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Winterplace 3 Bedroom

Ludlow house – 16.1 mi away
3 BR / 2 BA / Sleeps 8 | Quick view

Details

This 3 bedroom Okemo condo is located in the popular Winterplace development, and is within walking distance to the trail. Enjoy the spacious, newly renovated kitchen featuring new cabinets, granite counters, and top of the line stainless steel appliances. This condo offers plenty of entertainment when you are not on …
  • Internet Access
  • Fireplace
  • Balcony or terrace
  • Linens Provided
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly - ask

$135

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Whiffletree Condo F4 - Two bedroom One bathroom Shuttle To Slopes/Ski Home

Killington house – 19.5 mi away
2 BR / 1 BA / Sleeps 6 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

Enjoy this economical, 2 bedroom condo (sleeps 6) in the heart of the Killington Resort. Whiffletree Condominiums are centrally located in the heart of Killington's main basin area. In winter, a free shuttle goes to Snowshed base lodge, only 1/2 mile away and enjoy "ski home" access provided there is natural snow. …
  • Wireless Internet
  • Fireplace
  • Balcony or terrace
  • Parking
  • Linens Provided
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Just what we needed

Left on Feb 24, 2013 for a stay in February 2013

We booked this property late for February vacation. We defiantly saved money by eating our meals at the condo and packing our lunch for skiing. The Kitchen was well stocked and everything was in good working order. Condo was clean furniture, beds, linens all new. The laundry next door was free and we were able to clean socks and long johns for skiing. Easy ski back to the condo at the end of…

Details

Reviews

(1)

2 Bedroom/2 Bathroom Northbrook Townhouse (sleeps 7). Economical and convenient location! Only 3.5 miles from Killington Ski Resort Snowshed Base Lodge Area. Main Level Living room w/Queen sofa bed, 25" TV/DVD Dining area seats 6 Large Stone Fireplace with Gas Burner Kitchen - Electric Stove - Microwave - Dishwasher…
  • Wireless Internet
  • Fireplace
  • Parking
  • Linens Provided
  • Towels Provided
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

The condo is fine. The property manager is untrustworthy.

Left on Jan 19, 2015 for a stay in March 2013

I have stayed at this property numerous times with no issues. It is adequate and comfortable. What is unforgivable is my most recent dealings with the property manager, Killington Accommodations. I'm astounded because before this inquiry, they have been tremendously helpful. Unfortunately this time I was lied to in the process of getting a quote. I was lied to about a returning customer …

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$150

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Trail Creek One bedroom Condo with Activity Center

Killington house – 19.7 mi away
1 BR / 1 BA / Sleeps 4 | Quick view

Details

At Trail Creek enjoy skiing right back to your condo. Either walk to the Snowshed base lodge, or pick up the shuttle for a short ride to the lifts. Trail Creek is a one-of-a-kind community atmosphere. You’ll enjoy privacy coupled with convenience and decor that is pure Vermont. This spacious one bedroom has all …
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
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