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West Stockbridge Vacation Rentals

Find 44 available offers from 5 partners
West Stockbridge
Anytime
Guests

Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Accommodation types
Cabin
House
Farmhouse
Distance to center
1 km
2 km
5 km
Rating
4.5+
4+
3.5+

Experience freedom with West Stockbridge vacation rentals

Immerse yourself in a wooded wonderland of trails and spectacular vistas when you stay in West Stockbridge vacation rentals. From stately Beaux Arts gardens to wild flower sprinkled wilderness, the great outdoors calls.

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Best Vacation Home Deals in West Stockbridge

Save up to 39%

House West Stockbridge
Apr 20 - Apr 27
-27%
$480
$352 per night
House ∙ 8 guests ∙ 3 bedrooms
Pleasant Vacation Home in West Stockbridge with Grill & Yard
4.9
Outstanding (21 ratings)
West Stockbridge, Berkshire County, Massachusetts, United States
Details
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Bed and breakfast West Stockbridge
Dec 9 - Dec 16
-37%
$271
$171 per night
Bed and breakfast ∙ 5 guests ∙ 1 bedroom
Bed And Breakfast in West Stockbridge
4.9
Outstanding (413 ratings)
West Stockbridge, Berkshire County, Massachusetts, United States
Details
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Bed and breakfast West Stockbridge
Dec 9 - Dec 16
-39%
$248
$151 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom
B&B in West Stockbridge
4.9
Outstanding (413 ratings)
West Stockbridge, Berkshire County, Massachusetts, United States
Details
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Discover a vacation home that meets your expectations among the 44 unique options from 5 providers in West Stockbridge. All of the properties from our partner websites are immediately compared by our algorithm to help you save up to 39%.

Top-Rated Rentals and Accommodations in West Stockbridge

Book Vacation Rental Offers with the Highest User Rating

Bed and breakfast West Stockbridge
Nov 11 - Nov 18
-38%
$261
$161 per night
Bed and breakfast ∙ 4 guests ∙ 1 bedroom
B&B in West Stockbridge
4.9
Outstanding (413 ratings)
West Stockbridge, Berkshire County, Massachusetts, United States
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House West Stockbridge
Dec 9 - Dec 16
$900 per night
House ∙ 10 guests ∙ 5 bedrooms
Vacation Home in West Stockbridge with Yard & Grill
5.0
Outstanding (54 ratings)
West Stockbridge, Berkshire County, Massachusetts, United States
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House West Stockbridge
Apr 6 - Apr 13
-34%
$1,246
$819 per night
House ∙ 11 guests ∙ 4 bedrooms
Vacation Home in West Stockbridge with Indoor Pool + Mountain Views
5.0
Outstanding (4 ratings)
West Stockbridge, Berkshire County, Massachusetts, United States
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Recommended Vacation Rentals in West Stockbridge

Find your perfect vacation rental in West Stockbridge: from $69 per night

Cabin West Stockbridge
Feb 17 - Feb 24
$335 per night
Cabin ∙ 9 guests ∙ 4 bedrooms
Cabin in West Stockbridge with Grill
West Stockbridge, Berkshire County, Massachusetts, United States
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Farmhouse West Stockbridge
May 18 - May 25
$500 per night
Farmhouse ∙ 8 guests ∙ 4 bedrooms
Farm in West Stockbridge with Yard & Grill
West Stockbridge, Berkshire County, Massachusetts, United States
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House West Stockbridge
Oct 14 - Oct 21
$305 per night
House ∙ 6 guests ∙ 3 bedrooms
Vacation Home in West Stockbridge with Yard & Grill
4.3
Very good (21 ratings)
West Stockbridge, Berkshire County, Massachusetts, United States
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Bed and breakfast West Stockbridge
Jan 20 - Jan 27
-39%
$248
$151 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom
Bed & Breakfast in West Stockbridge with Yard
4.9
Outstanding (413 ratings)
West Stockbridge, Berkshire County, Massachusetts, United States
Details
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Bed and breakfast West Stockbridge
Nov 4 - Nov 11
-38%
$258
$161 per night
Bed and breakfast ∙ 3 guests ∙ 1 bedroom
Bed & Breakfast in West Stockbridge
4.9
Outstanding (413 ratings)
West Stockbridge, Berkshire County, Massachusetts, United States
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Bed and breakfast West Stockbridge
Nov 11 - Nov 18
-36%
$287
$185 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom
Bed And Breakfast in West Stockbridge
4.9
Outstanding (413 ratings)
West Stockbridge, Berkshire County, Massachusetts, United States
Details
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Motel West Stockbridge
Jan 6 - Jan 13
-48%
$134
$69 per night
Motel ∙ 2 guests ∙ 1 bedroom
Pleasant Motel in West Stockbridge
3.4
(948 ratings)
West Stockbridge, Berkshire County, Massachusetts, United States
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Motel West Stockbridge
Jan 6 - Jan 13
-48%
$134
$69 per night
Motel ∙ 4 guests ∙ 1 bedroom
Motel in West Stockbridge
3.4
(948 ratings)
West Stockbridge, Berkshire County, Massachusetts, United States
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Motel West Stockbridge
Jan 6 - Jan 13
-48%
$134
$69 per night
Motel ∙ 4 guests ∙ 1 bedroom
Motel in West Stockbridge
West Stockbridge, Berkshire County, Massachusetts, United States
Free cancellation
Details
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Budget-friendly Vacation Rentals in West Stockbridge

Find Fantastic yet Inexpensive Offers

Motel West Stockbridge
Jan 6 - Jan 13
-48%
$134
$69 per night
Motel ∙ 2 guests ∙ 1 bedroom
Motel in West Stockbridge
3.4
(948 ratings)
West Stockbridge, Berkshire County, Massachusetts, United States
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House West Stockbridge
Dec 9 - Dec 16
-37%
$500
$315 per night
House ∙ 8 guests ∙ 4 bedrooms
House in Stockbridge with Botanical Garden
4.9
Outstanding (117 ratings)
West Stockbridge, Berkshire County, Massachusetts, United States
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House West Stockbridge
Apr 20 - Apr 27
-58%
$695
$295 per night
House ∙ 6 guests ∙ 2 bedrooms
Beautiful House in Stockbridge with Botanical Garden
4.9
Outstanding (18 ratings)
West Stockbridge, Berkshire County, Massachusetts, United States
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Vacation Houses With Pools

Make a splash on your next vacation! Over 9% of in West Stockbridge vacation rentals have a swimming pool.

House  West Stockbridge
Dec 1 - Dec 8
-38%
$789
$487 per night
House ∙ 17 guests ∙ 7 bedrooms
Beautiful Vacation Home in Egremont with -The Pool + Beautiful Views
5.0
Outstanding (6 ratings)
West Stockbridge, Berkshire County, Massachusetts, United States
Pool
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House  West Stockbridge
Dec 16 - Dec 23
$405 per night
House ∙ 12 guests ∙ 5 bedrooms
Spacious House in Lee with In-Ground Pool
4.5
Excellent (4 ratings)
West Stockbridge, Berkshire County, Massachusetts, United States
Pool
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House  West Stockbridge
Nov 11 - Nov 18
-59%
$4,855
$2,000 per night
House ∙ 24 guests ∙ 12 bedrooms
Wonderful House in Great Barrington with Private Pool + Postcard Views
West Stockbridge, Berkshire County, Massachusetts, United States
Free cancellation
Pool
Details
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Dog-Friendly Vacation Rentals

Bring Fido on your next trip and book a stay in one of these pet-friendly rentals in West Stockbridge!

House  West Stockbridge
Feb 17 - Feb 24
$570 per night
House ∙ 8 guests ∙ 4 bedrooms
House in South Lee with Private Patio
4.8
Outstanding (30 ratings)
West Stockbridge, Berkshire County, Massachusetts, United States
Pet-friendly
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Apartment  West Stockbridge
Jul 5 - Jul 12
$153 per night
Apartment ∙ 4 guests ∙ 1 bedroom
Private Apartment in Richmond with Yard & Grill
5.0
Outstanding (12 ratings)
West Stockbridge, Berkshire County, Massachusetts, United States
Pet-friendly
Details
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House  West Stockbridge
Dec 9 - Dec 16
-77%
$760
$176 per night
House ∙ 8 guests ∙ 4 bedrooms
House in Stockbridge with Botanical Garden
5.0
Outstanding (5 ratings)
West Stockbridge, Berkshire County, Massachusetts, United States
Pet-friendly
Details
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Best vacation rentals with a balcony

Looking for a home with a balcony? Check out these vacation homes in West Stockbridge with their own private patios and balconies.

Apartment  West Stockbridge
Dec 9 - Dec 16
-56%
$431
$192 per night
Apartment ∙ 7 guests ∙ 3 bedrooms
Apartment in Stockbridge with Grill
4.9
Outstanding (7 ratings)
West Stockbridge, Berkshire County, Massachusetts, United States
Balcony
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Apartment  West Stockbridge
Mar 2 - Mar 9
$175 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Rental Apartment in Housatonic with Botanical Garden + Spectacular View
5.0
Outstanding (61 ratings)
West Stockbridge, Berkshire County, Massachusetts, United States
Balcony
Details
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House  West Stockbridge
Sep 21 - Sep 28
-36%
$841
$542 per night
House ∙ 8 guests ∙ 4 bedrooms
House in Housatonic with Botanical Garden
5.0
Outstanding (26 ratings)
West Stockbridge, Berkshire County, Massachusetts, United States
Balcony
Details
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Popular Rental Amenities in West Stockbridge

  • Pet-friendly (14)
  • Pool (4)
  • WiFi (44)
  • Fireplace (27)
  • Hot tub (1)
  • Kitchen (34)
  • TV (41)
  • Balcony/patio (1)
  • Air conditioning (44)
  • Yard (14)
  • Washing machine (13)
  • Sauna (1)

Properties can be chosen based on the amenities they offer. Above, you can see the number of rentals that offer a specific amenity in West Stockbridge. You can easily compare and find a vacation rental fitting your expectations in West Stockbridge if you travel with your pet or you're dreaming of days spent poolside, as most accommodations offer "Pets allowed" and "Pool." You could even find rentals if you need a wheelchair accessible vacation rental (2 rentals include "Wheelchair accessible" in West Stockbridge) or if you need a fenced-in backyard (1 rentals in West Stockbridge include "Fenced").

The Weather in West Stockbridge

max.
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32°
16°
17 days 17
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34°
16°
18 days 18
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41°
23°
16 days 16
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55°
34°
15 days 15
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68°
46°
14 days 14
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75°
54°
14 days 14
max.
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81°
59°
14 days 14
max.
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77°
55°
12 days 12
max.
Min.
72°
48°
11 days 11
max.
Min.
59°
39°
16 days 16
max.
Min.
46°
28°
14 days 14
max.
Min.
37°
25°
20 days 20
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

Check out our climate diagram to find the perfect month for your vacation. In July maximum temperatures go higher than 81°. No heat wave is expected in January, where minimum average temperatures usally hit a 16° low. The rainiest month is December while the driest month is September.

7-Day Weather Forecast in West Stockbridge

Thu, 28 Sep
51°
48°

15%

0 h

8 mi/h

Fri, 29 Sep
64°
50°

10%

0 h

2 mi/h

Sat, 30 Sep
68°
53°

15%

5 h

3 mi/h

Sun, 1 Oct
66°
51°

0%

6 h

4 mi/h

Mon, 2 Oct
68°
51°

10%

11 h

6 mi/h

Tue, 3 Oct
51°
50°

15%

1 h

10 mi/h

Wed, 4 Oct
57°
55°

15%

0 h

12 mi/h

Accommodations for your vacation in West Stockbridge

9 out of the 44 listed rentals in West Stockbridge are bed and breakfast rental. They account for one-third of the properties in this destination (37.5%). Additionally, These properties have a median size of 336 m² as well as an average price of $253 a night. Furthermore, these properties are a great option for 3 it represents the average number of vacationers bed and breakfast rental can host in West Stockbridge. You can also search and compare other accommodation types in West Stockbridge. House rental are, for example, another popular accommodation type in this destination, with 9 offers to compare. The average size of house rental in West Stockbridge is 427 m², and the average price is $666 per night.
What are the best places to discover the arts and culture of West Stockbridge?

Formal gardens and stunning scenery

Come to Chesterwood Gardens, which were developed in the 1920s in the Beaux Arts style by the sculptor Canien Chester French. The garden was laid out according to geometrical laws. Follow the lilac hedge around the edge of the garden to the sculptural focal points. You can also see the remarkable views from Olivia's Overlook, which stretches for miles across the Massachusetts countryside. In fall, the trees turn a rich fiery red.

Where are the unique attractions in West Stockbridge?

Unforgettable forest hikes

Wild flowers adorn the four mile Harvey Mountain Trail, which winds through a variety of different terrains in the Harvey Mountain State Forest. Even in the wintertime, the serenity of this landscape makes it an exquisite destination for snowshoers to discover.

Information about vacation rentals in West Stockbridge

🏡 Vacation rentals available 44 homes
💳 Possible discounts up to 39%
🌙 Nightly prices starting at $69
⭐ Popular amenities Pets allowed, Pool and Internet
🐾 Pet friendly homes 14 homes
🏊 Vacation rentals with pools 4 homes

Frequently Asked Questions

What is the average nightly price for a vacation home in West Stockbridge?

The average accommodation in West Stockbridge is priced at $69 per night. If you would like to stay in a bed and breakfast rental, the average price is $253 per night. A house rental West Stockbridge will cost on average $666 per night.

How many vacation homes are available to book in West Stockbridge?

There are currently 44 vacation homes in West Stockbridge to browse and book for your trip.

What amenities are most popular for vacation rentals in West Stockbridge?

Three most popular amenities for vacation rentals in West Stockbridge include accommodations with: Pool, Pets allowed, and Internet.

How many vacation rentals with a pool are in West Stockbridge?

There are 4 vacation homes across 5 providers in West Stockbridge.

Are dogs allowed in vacation rentals in West Stockbridge?

If you are traveling with a pet in West Stockbridge - 32% of vacation homes allow pets.

What's the best time to travel to West Stockbridge?

The warmest months in West Stockbridge are July and August, with temperatures around 81 °F. The coldest months in West Stockbridge are January and February, with 16 °F on average.

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