
Holiday Homes in West Stockbridge
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Our top choices for West Stockbridge holiday homes

1. 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 NZ$1,073
includes taxes & fees
16 Nov - 17 Nov

2. 1800s Carriage house in Berkshires / Hudson Valley
1800s Carriage house in Berkshires / Hudson ValleyNew Lebanon
7.0 out of 10, Good, (2 reviews)
The price is NZ$379
includes taxes & fees
15 Nov - 16 Nov

3. 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 NZ$520
includes taxes & fees
14 Nov - 15 Nov

4. NEW RENO - Chalet-style farm loft near Tanglewood
NEW RENO - Chalet-style farm loft near TanglewoodNew Lebanon
8.8 out of 10, Excellent, (8 reviews)
The price is NZ$352
includes taxes & fees
16 Nov - 17 Nov

5. A Cozy Berkshire Escape l Close to the Slopes
A Cozy Berkshire Escape l Close to the SlopesGreat Barrington
9.6 out of 10, Exceptional, (29 reviews)
The price is NZ$537
includes taxes & fees
16 Nov - 17 Nov

6. Beautiful and Private Home Centrally Located in the Berkshires
Beautiful and Private Home Centrally Located in the BerkshiresWest Stockbridge
The price is NZ$2,227
includes taxes & fees
30 Nov - 1 Dec

7. 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 NZ$1,458
includes taxes & fees
7 Dec - 8 Dec

8. 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 NZ$1,036
includes taxes & fees
14 Nov - 15 Nov

9. Luxury Barn Near Hudson With New Private Sauna
Luxury Barn Near Hudson With New Private SaunaEast Chatham
10.0 out of 10, Exceptional, (4 reviews)

10. 1789 Shaker Farmhouse in Berkshires/Hudson Valley
1789 Shaker Farmhouse in Berkshires/Hudson ValleyCanaan
10.0 out of 10, Exceptional, (6 reviews)
The price is NZ$726
includes taxes & fees
18 Nov - 19 Nov

11. Home in Great Barrington
Home in Great BarringtonGreat Barrington
9.8 out of 10, Exceptional, (42 reviews)
The price is NZ$540
includes taxes & fees
13 Dec - 14 Dec

12. 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 NZ$2,165
includes taxes & fees
20 Nov - 21 Nov

13. Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.
Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.Chatham
10.0 out of 10, Exceptional, (18 reviews)
The price is NZ$584
includes taxes & fees
15 Nov - 16 Nov

14. 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 NZ$1,173
includes taxes & fees
16 Nov - 17 Nov

15. 8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!
8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!Old Chatham
10.0 out of 10, Exceptional, (5 reviews)
The price is NZ$1,047
includes taxes & fees
16 Nov - 17 Nov

16. All the comforts of home
All the comforts of homeHudson
9.2 out of 10, Wonderful, (38 reviews)
The price is NZ$238
includes taxes & fees
16 Nov - 17 Nov

17. 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 NZ$510
includes taxes & fees
18 Nov - 19 Nov

18. 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 NZ$659
includes taxes & fees
16 Nov - 17 Nov

19. 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 NZ$638
includes taxes & fees
16 Nov - 17 Nov

20. NEW RENO Historic Creamery in Berkshires w/hot tub
NEW RENO Historic Creamery in Berkshires w/hot tubNew Lebanon
10.0 out of 10, Exceptional, (8 reviews)
The price is NZ$1,000
includes taxes & fees
2 Dec - 3 Dec
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.
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Top West Stockbridge Hotel Reviews

The Yankee Inn
10/10 Excellent
Find out more about West Stockbridge
West Stockbridge Holiday Homes information
Number of reviews | 239 |
|---|---|
Accommodation | 465 Holiday Homes |
Lowest Price | NZ$238 |
Highest Price | NZ$2,165 |


































































