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Our top choices for The Berkshires vacation homes

1. Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing
Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, CanoeingSherwood Forest
9.6 out of 10, Exceptional, (20 reviews)
The price is ¥25,388
¥59,338 total
includes taxes & fees
Nov 15 - Nov 16

2. Real Estate: Therapy - Lake, Laundry, Love it
Real Estate: Therapy - Lake, Laundry, Love itSherwood Forest
9.6 out of 10, Exceptional, (4 reviews)
The price is ¥9,667
¥45,495 total
includes taxes & fees
Nov 12 - Nov 13

3. Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!Sherwood Forest
10.0 out of 10, Exceptional, (10 reviews)
The price is ¥23,106
¥54,311 total
includes taxes & fees
Nov 10 - Nov 11

4. Home in Great Barrington
Home in Great BarringtonGreat Barrington
9.8 out of 10, Exceptional, (42 reviews)
The price is ¥34,232
¥51,159 total
includes taxes & fees
Nov 10 - Nov 11

5. Leaf-Peeper Paradise in the Berkshires
Leaf-Peeper Paradise in the BerkshiresGreat Barrington
9.6 out of 10, Exceptional, (29 reviews)
The price is ¥32,092
¥47,707 total
includes taxes & fees
Nov 10 - Nov 11

6. Sweet Cozy Victorian in Housatonic. Close to everything.
Sweet Cozy Victorian in Housatonic. Close to everything.Housatonic
9.8 out of 10, Exceptional, (12 reviews)
The price is ¥26,625
¥46,735 total
includes taxes & fees
Nov 10 - Nov 11

7. Cheerful 3-bedroom cottage with woodstove
Cheerful 3-bedroom cottage with woodstoveSheffield
10.0 out of 10, Exceptional, (46 reviews)
The price is ¥28,099
¥64,844 total
includes taxes & fees
Nov 18 - Nov 19

8. Comfortable Berkshires retreat on mtn resort, SISO
Comfortable Berkshires retreat on mtn resort, SISOHancock
8.8 out of 10, Excellent, (12 reviews)
The price is ¥25,515
¥81,725 total
includes taxes & fees
Nov 10 - Nov 11

9. Secluded Family Home in Serene Stockbridge Woods
Secluded Family Home in Serene Stockbridge WoodsStockbridge
10.0 out of 10, Exceptional, (30 reviews)
The price is ¥54,058
¥97,382 total
includes taxes & fees
Nov 10 - Nov 11

10. Sun Filled Lenox Retreat - Minutes to Tanglewood!
Sun Filled Lenox Retreat - Minutes to Tanglewood!Lee
10.0 out of 10, Exceptional, (12 reviews)
The price is ¥50,349
¥95,715 total
includes taxes & fees
Nov 10 - Nov 11

11. Walk into town, soak up sun on enclosed porch & steps away from nature trails!
Walk into town, soak up sun on enclosed porch & steps away from nature trails!Stockbridge
10.0 out of 10, Exceptional, (42 reviews)
The price is ¥72,901
¥130,643 total
includes taxes & fees
Dec 1 - Dec 2

12. Cozy. Clean. Free bagel shop. 3 Fireplaces.
Cozy. Clean. Free bagel shop. 3 Fireplaces.Great Barrington
10.0 out of 10, Exceptional, (5 reviews)
The price is ¥63,392
¥105,682 total
includes taxes & fees
Nov 16 - Nov 17

13. A roomy remodeled retreat close to MassMoCA
A roomy remodeled retreat close to MassMoCANorth Adams
10.0 out of 10, Exceptional, (61 reviews)
The price is ¥39,178
¥74,386 total
includes taxes & fees
Nov 10 - Nov 11

14. Walk to Williams * Steam Sauna * Ritz-Carlton Bed
Walk to Williams * Steam Sauna * Ritz-Carlton BedWilliamstown
10.0 out of 10, Exceptional, (2 reviews)
The price is ¥42,790
¥86,091 total
includes taxes & fees
Nov 24 - Nov 25

15. Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room
Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness roomGreat Barrington
10.0 out of 10, Exceptional, (10 reviews)
The price is ¥89,716


















































