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Spencertown Rentals

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Price range

Per night

$10 - $500

Rental types

Spencertown Rentals

198 Houses

Modern Cozy Wooded Retreat

Spencertown house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$133

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Great rentals within 20 miles that match your search

Comfortable Farmhouse in the Berkshires

West Stockbridge farmhouse

5 bedrooms / 3 bathrooms / sleeps 12

Price per night from

$325

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Hudson River Villa w/Pool, Spa & Private Beach!

Athens villa

5 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 22 minutes

Price per night from

$901

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Lakefront Berkshires Ski/Summer House, Great Views

Great Barrington house

4 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$125

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Berkshires: Romantic Cottage with spectacular view

Great Barrington cottage

1 bedroom / 1 bathroom / sleeps 3

“Perhaps the most relaxing vacation I've ever had” The Sigels' cottage was absolutely perfect for us. My husband and I were looking for a nice quiet 4-night stay while our 7-yr-old twins visited with their grandparents. When we arrived everything loo

Price per night from

$225

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NEW! Cozy Lenox Home 1.5 Mi. to Tanglewood Music!

Lenox house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 28 minutes

Price per night from

$375

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Stunning Home! 120 Acres! Amazing!

Great Barrington house

9 bedrooms / 8 bathrooms / sleeps 16

Price per night from

$3,595

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Newly remodeled scandi 2BR apt with backyard

Hudson apartment

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$120

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Idyllic Berkshire Home perfect for families or friends with pool and gardens

Richmond house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$500

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Gem of the Berkshires, walk to downtown & lake.

Great Barrington house

5 bedrooms / 4 bathrooms / sleeps 12

“Wonderful Home!” We had a wonderful weekend! The home and area are lovely - easy walk to town for drinks and dinner - and enjoyed sitting on the many porches, looking out at the view. The home has been upgraded and the kitchen and living areas are b

Price per night from

$300

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Mussmacher Porch

Hudson apartment

3 bedrooms / 1 bathroom / sleeps 9

Responds fast! avg. 47 minutes

Price per night from

$125

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Berkshires Cottage Country Retreat

Stephentown cottage

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 2 hours 19 minutes

Price per night from

$165

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Lake House

Lee house

5 bedrooms / 6 bathrooms / sleeps 9

Price per night from

$713

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Peaceful 5BR Nassau Duplex w/ Beautiful Lawn

Nassau house

5 bedrooms / 2 bathrooms / sleeps 16

Responds fast! avg. 38 minutes

Price per night from

$112

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INTERIOR DESIGNERS BOTANICAL GARDENS

Lenox cottage

1 bedroom / 1 bathroom / sleeps 5

Responds fast! avg. 3 hours 59 minutes

Price per night from

$135

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Stockbridge Bowl Lake Beach Cottage near Tanglewood (1.8 miles away)

Stockbridge cottage

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 13 minutes

Price per night from

$299

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Relaxing Victorian Farmhouse

Philmont house

3 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$195

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Berkshire Getaway ~ Romantic Tower Suite on Storybook Estate

Tyringham house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 24 minutes

Price per night from

$250

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PanoramicView1000 sq ft Guest Quarters Berkshires

Hancock cottage

1 bedroom / 1 bathroom / sleeps 6

Price per night from

$145

1 / 16

Newly Renovated Apartment in Heart of Hudson

Hudson apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$200

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Thanksgiving week lux condo/4 Berkshires

Williamstown condo

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$229

1 / 6

Renovated 2 bedroom in Heart of Lenox

Lenox apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$300

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Writer's Room at Chestnut Lodge

Lee b and b

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 45 minutes

Price per night from

$175

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Berkshire Blueberry Lodge LLC - Near Jiminy Peak

Stephentown lodge

4 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 1 hour 29 minutes

Price per night from

$375

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Cedar Chest

Canaan cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$100

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Garfield House

Lee apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$175

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Palazzo Hudson: a light filled home BR3

Hudson house

1 bedroom / 2 bathrooms / sleeps 3

Price per night from

$240

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Palazzo Hudson: a light filled home BR1

Hudson house

1 bedroom / 2 bathrooms / sleeps 3

Price per night from

$240

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Bassinova-on-Hudson

Coxsackie villa

5 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$2,497

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Berkshire Country Estate - Rose Suite

Old Chatham villa

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$170

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Berkshire Getaway at 'Tofu'S Retreat'

Alford chateau

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 10 minutes

Price per night from

$215

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Cozy and clean in Gt Barrington- available for October

Great Barrington house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 28 minutes

Price per night from

$150

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Red Mapple Farm

Malden Bridge house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$440

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Nasturtium Room

Stockbridge farmhouse

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$150

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Brook Hill Farm House

Valatie house

4 bedrooms / 3 bathrooms / sleeps 12

Price per night from

$329

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Perfect for skiers in the Berkshires

Lee townhouse

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$117

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Beautiful 52 Acre Farmhouse- weekly discounted rates - please inquire.

West Coxsackie house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$250

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Newly Renovated Colonial on the River! Sleeps 5-6

Stockbridge house

3 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$285

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