Berkshires Apartment Rentals
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56 rentals in Berkshires.
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Unique People & Pet-Welcoming Country Haven
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Condominium/Apartment
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Gartner House, a charming home in Lenox
Condo/Apartment
4 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps, Condominium/Apartment
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New Rates! BEAUTIFUL Ski-In/Ski-Out - Jiminy Peak Mountain Resort - Berkshires
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Condominium/Apartment
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Unique Condo, Quiet Neighborhood, Walk to Town.
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Condominium/Apartment
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Downtown GB apartment walk to shops and restaurants
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps, Condominium/Apartment
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Heart of Lenox!! - renovated downtown apartment
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Condominium/Apartment
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Ski In/Ski Out - Premium Jiminy Peak Mountain Resort- Berkshires
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Condominium/Apartment
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Enjoy comfortable elegance in this secluded grand home located in Lenox town
Condo/Apartment
5 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps, Condominium/Apartment
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Great Barrington apartment, Short walk to downtown
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps, Condominium/Apartment
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Wyndham Bentley Brook at Jiminy Peak in the Berkshires -Play in Summer or Winter
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Condominium/Apartment
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Historical Downtown 1bedroom
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Condominium/Apartment
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Wyndham Bentley Brook at Jiminy Peak - Play in the Winter or the Summer
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Condominium/Apartment
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New Listing! Berkshires Jiminy Peak Mountainside Condo
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Condominium/Apartment
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NEW LISTING Renovated village apt in gorgeous Victorian 10 minutes to Tanglewood
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Condominium/Apartment
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Renovated Downtown 1bedroom
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Condominium/Apartment
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In town 2 bedroom, one bath carriage barn. Sleeps 5.
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps, Condominium/Apartment
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Elegant 19th Century New England Newly Renovated 1BR Vacation Rental
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Condominium/Apartment
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Fall/Winter Mountain Spa Sanctuary with 15 Acre Trail System
Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Condominium/Apartment
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Cozy Modern Berkshires Rental (Mins from Lenox, Kripalu & Tanglewood)
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Condominium/Apartment
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Jiminy Peak 4 LEVEL DELUXE SKI CONDO- 3+ BEDROOMS, 2 BATHS, WHIRLPOOL,SAUNA MORE
Condo/Apartment
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps, Condominium/Apartment
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Barn Apartment in Gorgeous Stonybrook Farm
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Condominium/Apartment
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Ashmere Lakefront Apartment
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, Condominium/Apartment
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Garfield House Studio at 208
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps, Condominium/Apartment
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Hidden gem at base of ski mountain.
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Condominium/Apartment
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Exquisite Apartment in Grand Victorian Home 1
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Condominium/Apartment
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Star gazer no city lights
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps, Condominium/Apartment
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Apartment Newly Remodeled Super Location
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Condominium/Apartment
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Staycation at Chic Comfortable Contemporary Home-Downtown Lenox
Condo/Apartment
0 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Condominium/Apartment
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Newly renovated, spacious and sunlight filled condo with mountain views
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Condominium/Apartment
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Available for Healthcare and long term stays welcome 3 miles from Hospital
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Condominium/Apartment
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Enjoy horses and the largest recreational lake in Massachusetts
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Condominium/Apartment
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Berkshires Spacious Comfortable Charming Farmhouse
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Condominium/Apartment
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Fox Hollow Lakeside Condo, Minutes to Tanglewood
Condo/Apartment
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps, Condominium/Apartment
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Bentley/Wyndham Hancock Mass at Jiminy Peak
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Condominium/Apartment
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The Bear Den
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Condominium/Apartment
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Christmas in The Berkshires
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps, Condominium/Apartment
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UMIQUE Country Condo, 1BR 1 BA - NEW
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps, Condominium/Apartment
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Hancock, MA: Studio w/Valley Views at All-Seasons Resort: Skiing, Hiking & More!
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Condominium/Apartment
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Thanksgiving week lux condo/4 Berkshires
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Condominium/Apartment
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Beautiful, secluded, private resort in the heart of the Berkshires in Lenox, MA
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Condominium/Apartment
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Spacious, Lake View Condo Near Tanglewood in the Heart of the Berkshires!
Condo/Apartment
4 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps, Condominium/Apartment
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Beautiful Jiminy Peak Mountainside Condo Near Lifts - Just Remodeled
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Condominium/Apartment
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Room 3 - Melodys Place Lodging
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps, Condominium/Apartment
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Berkshire Condo - Walk To Tanglewood & Private Beach On The Stockbridge Bowl
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps, Condominium/Apartment
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Berkshires Summer Rental - Lee/Lenox
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Condominium/Apartment
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Wyndham Bentley Brook at Jiminy Peak ski in ski out
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Condominium/Apartment
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Jiminy Peak ski in/ski out Wyndham Bentley Brook
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Condominium/Apartment
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Wyndham Bentley Brook at ski in/ ski out Jiminy Peak
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Condominium/Apartment
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Front apartment in East Otis
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps, Condominium/Apartment
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IN/OUT SKIING CONDO , POOL, MOVIE THEATER/ KIDS ACTIVITIES
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Condominium/Apartment
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