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Compare 252 Vacation Homes in The Berkshires with updated reviews, rates, and availability.
Peace and quiet on the lake
Peace and quiet on the lake
9.6 out of 10, Exceptional, (184)
Cozy Home In The Berkshires, Pet Friendly with fenced in yard!
Cozy Home In The Berkshires, Pet Friendly with fenced in yard!
10.0 out of 10, Exceptional, (91)
Fox Hollow Luxury Ranch Laurel Lake
Fox Hollow Luxury Ranch Laurel Lake
9.4 out of 10, Exceptional, (12)
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Hearts Desire is a furnished whole house in a small, colorful garden center.
Hearts Desire is a furnished whole house in a small, colorful garden center.
10.0 out of 10, Exceptional, (64)
Berkshires sanctuary w/ outdoor living area & fire pit. Minutes from Tanglewood!
Berkshires sanctuary w/ outdoor living area & fire pit. Minutes from Tanglewood!
Quintessential 6-BR Berkshires Lodge
Quintessential 6-BR Berkshires Lodge
10.0 out of 10, Exceptional, (4)
Rockspring by AvantStay | Huge Berkshires Estate
Rockspring by AvantStay | Huge Berkshires Estate
8.8 out of 10, Excellent, (10)
Sweet Cozy Victorian in Housatonic. Close to everything.
Sweet Cozy Victorian in Housatonic. Close to everything.
The price is AED 551
AED 956 total
includes taxes & fees
29 May - 30 May
Renovated 9-BR 1800s Inn 8-Min to Catamount
Renovated 9-BR 1800s Inn 8-Min to Catamount
Dancing Horse Lodge
Dancing Horse Lodge
9.4 out of 10, Exceptional, (29)
Classic Stockbridge Cottage
Classic Stockbridge Cottage
9.8 out of 10, Exceptional, (7)
Beautiful N. Adams-Williamstown Lake House-With Sat.-Sat. Stays in July & Aug
Beautiful N. Adams-Williamstown Lake House-With Sat.-Sat. Stays in July & Aug
10.0 out of 10, Exceptional, (84)
Berkshire Manor for Lasting Memories
Berkshire Manor for Lasting Memories
10.0 out of 10, Exceptional, (1)
The Mohawk Cabin @ Wigwam Western Summit
The Mohawk Cabin @ Wigwam Western Summit
10.0 out of 10, Exceptional, (2)
Berkshire Village Carriage House - Super Private!!
Berkshire Village Carriage House - Super Private!!
9.8 out of 10, Exceptional, (203)
Stockbridge Home, Come Experience The Berkshires!
Stockbridge Home, Come Experience The Berkshires!
10.0 out of 10, Exceptional, (11)
Peaceful, Post and Beam Loft, Sleeps 9
Peaceful, Post and Beam Loft, Sleeps 9
10.0 out of 10, Exceptional, (8)
Chic Pittsfield Home With A View!
Chic Pittsfield Home With A View!
9.0 out of 10, Wonderful, (4)
4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi
4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi
10.0 out of 10, Exceptional, (138)
Swiss Chalet Style Timber frame Home In Berkshires With All Modern Conveniences
Swiss Chalet Style Timber frame Home In Berkshires With All Modern Conveniences
10.0 out of 10, Exceptional, (149)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Other property types in The Berkshires
Jiminy Peak Mountain Resort
Jiminy Peak Mountain Resort
8.2 out of 10, Very Good, (857)
The price is AED 584
AED 641 total
includes taxes & fees
27 May - 28 May
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
10.0 out of 10, Exceptional, (29)
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
9.8 out of 10, Exceptional, (32)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Recent reviews of The Berkshires hotelsExpedia verified reviews
5/5 Excellent
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A verified traveler stayed at The Lenox Collection
Posted 2 days ago
Popular Destinations
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More Accommodation Types in The Berkshires
- Cottages in The Berkshires (74)
- Apartments in The Berkshires (60)
- Condo Rentals in The Berkshires (38)
- B&B in The Berkshires (27)
- Cabin Rentals in The Berkshires (26)
- Motels in The Berkshires (24)
- Resorts in The Berkshires (13)
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- Chalets in The Berkshires (2)
- Condo Resorts in The Berkshires (2)
- Lodges in The Berkshires (2)
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