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Search results; Over 1,000 homes in West Stockbridge

Guest favourite

Home in West Stockbridge

Peaceful Stockbridge Cabin in the Woods

3 bedrooms, 4 beds, 2 private bathrooms

4–9 Sept

$2,414 SGD for 5 nights

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4.86 out of 5 average rating, 124 reviews

Guest favourite

Home in West Stockbridge

Pixley Forest | 15 Mins To Tanglewood • Fireplace

4 bedrooms, 6 beds

9–14 Sept

4.94 out of 5 average rating, 16 reviews

Top guest favourite

Guest house in West Stockbridge

Guest House 15 mins to Tanglewood

2 beds

14–19 Sept

$1,218 SGD for 5 nights

Pay $0 today

Free cancellation

5.0 out of 5 average rating, 31 reviews

Guest favourite

Home in West Stockbridge

Modern Log Cabin w/Pool & Views By Evergreen Home

4 bedrooms, 5 beds

13–18 Sept

$5,696 SGD for 5 nights

5.0 out of 5 average rating, 11 reviews

Top guest favourite

Home in West Stockbridge

Secluded Chic Mountain Chalet near Tanglewood

3 bedrooms, 3 beds

14–19 Sept

$3,433 SGD for 5 nights

4.93 out of 5 average rating, 57 reviews

Guest favourite

Home in West Stockbridge

8 Mi to Tanglewood & Butternut Ski: Spacious Home!

6 bedrooms, 7 beds

1–6 Sept

$3,913 SGD for 5 nights

4.88 out of 5 average rating, 25 reviews

Guest favourite

Home in West Stockbridge

Exceptional Stockbridge Retreat

3 bedrooms, 4 beds

25–30 Aug

$3,018 SGD for 5 nights

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Free cancellation

5.0 out of 5 average rating, 22 reviews

Home in West Stockbridge

Quiet, 3 Bedroom, one Story Home on 17 acres.

3 bedrooms, 3 beds

24–29 Aug

Guest favourite

Home in West Stockbridge

Expansive Mountainside Escape by Evergreen Home

6 bedrooms, 10 beds

8–13 Sept

$8,887 SGD for 5 nights

4.94 out of 5 average rating, 16 reviews

Top guest favourite

Cabin in West Stockbridge

Cozy, two-bedroom cabin in a wooded glen

2 bedrooms, 2 queen beds

31 Oct – 5 Nov

$1,804 SGD for 5 nights

4.98 out of 5 average rating, 140 reviews

Top guest favourite

Home in West Stockbridge

Berkshires-Enjoy The Peak, private home

3 bedrooms, 3 beds

30 Oct – 4 Nov

$3,546 SGD for 5 nights

4.94 out of 5 average rating, 105 reviews

Guest favourite

Cottage in West Stockbridge

Historic 1810 Farmhouse - Fully Renovated

3 bedrooms, 4 beds

7–12 Sept

$2,155 SGD for 5 nights

Pay $0 today

Free cancellation

4.95 out of 5 average rating, 152 reviews

Top guest favourite

Room in West Stockbridge

Standard Suite with a Patio at Shaker Mill Inn

3 beds

13–18 Sept

$1,545 SGD for 5 nights

5.0 out of 5 average rating, 11 reviews

Guest favourite

Home in West Stockbridge

Farmhouse with Pool on 63 Acres

5 bedrooms, 5 beds

1–8 Sept

$9,623 SGD for 7 nights

4.94 out of 5 average rating, 17 reviews

Superhost

Room in West Stockbridge

Deluxe Suite with a Patio Pets allowed

2 beds

4–9 Sept

$2,074 SGD for 5 nights

5.0 out of 5 average rating, 3 reviews

Guest favourite

Home in West Stockbridge

Beautiful And Private Home Centrally Located

4 bedrooms, 7 beds

21–26 Sept

$5,523 SGD for 5 nights

Pay $0 today

Free cancellation

4.97 out of 5 average rating, 63 reviews

Top guest favourite

Guest house in Stockbridge

Bitty Berkshire Bungalow

1 bedroom, 1 queen bed

4–9 Oct

$964 SGD for 5 nights

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Free cancellation

4.98 out of 5 average rating, 52 reviews

Guest favourite

Cabin in East Nassau

The Kinderhook Cabin on the Kinderhook creek.

3 bedrooms, 6 beds

31 Aug – 5 Sept

$1,508 SGD for 5 nights

4.94 out of 5 average rating, 52 reviews

Guest favourite

Home in East Chatham

Relaxing Retreat-Enjoy Hudson Valley & Berkshires

3 bedrooms, 6 beds

30 Aug – 4 Sept

$1,918 SGD for 5 nights

Pay $0 today

Free cancellation

4.96 out of 5 average rating, 81 reviews