Estia Villas - Vacation Rentals in West Stockbridge
House
10.0
(
97 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
1600 ft²
-
Parking -
Balcony/Terrace -
Kitchen -
Air Conditioner
US $405
/Night
7 Nights - $2,833
House
9.5
(
2 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1603.82 ft²
-
Parking
-
Spa -
Internet -
Pet Friendly
US $379
/Night
7 Nights - $2,651
Bed & Breakfast
9.6
(
464 Reviews
)
1 Bedroom
1 Bathroom
-
Parking
-
Internet
-
Child Friendly -
Security/Safety
US $189
/Night
7 Nights - $1,325
House
10.0
(
15 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $466
/Night
7 Nights - $3,261
House
10.0
(
70 Reviews
)
4 Bedrooms
2 Bathrooms
7 Guests
1635 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $365
/Night
7 Nights - $2,555
House
10.0
(
18 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
2764 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $583
/Night
7 Nights - $4,078
House
10.0
(
7 Reviews
)
6 Bedrooms
3 Bathrooms
14 Guests
2900 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $659
/Night
7 Nights - $4,615
House
10.0
(
6 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
-
Parking
-
Ocean View -
Balcony/Terrace
-
View
US $856
/Night
7 Nights - $5,993
See More West Stockbridge Vacation Rentals
Luxury Places to Stay in West Stockbridge
Over 74+
Luxury Places to Stay in or Near West Stockbridge
House
6 Bedrooms
7 Bathrooms
11 Guests
6000 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $1,671
/Night
7 Nights - $11,699
House
10.0
(
3 Reviews
)
6 Bedrooms
5 Bathrooms
12 Guests
6291 ft²
-
Private Pool -
Parking
-
Pool -
Balcony/Terrace
US $1,508
/Night
7 Nights - $10,556
House
9.8
(
14 Reviews
)
5 Bedrooms
5 Bathrooms
10 Guests
4500 ft²
-
Hot Tub -
Parking
-
Balcony/Terrace
-
Kitchen
US $1,349
/Night
7 Nights - $9,440
House
4 Bedrooms
5 Bathrooms
7 Guests
4000 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $1,184
/Night
7 Nights - $8,288
House
4 Bedrooms
4 Bathrooms
9 Guests
3185 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $1,070
/Night
7 Nights - $7,490
Cabin
10.0
(
1 Review
)
4 Bedrooms
2 Bathrooms
9 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $877
/Night
7 Nights - $6,139
House
8.0
(
1 Review
)
6 Bedrooms
4 Bathrooms
14 Guests
2895.49 ft²
-
Parking
-
Internet
-
Pet Friendly
-
Child Friendly
US $743
/Night
7 Nights - $5,201
House
4 Bedrooms
3 Bathrooms
8 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $680
/Night
7 Nights - $4,761
Find More West Stockbridge Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in West Stockbridge
Over 8+
Top-Rated Vacation Rentals with a Pool in or Near West Stockbridge
House
9.8
(
100 Reviews
)
5 Bedrooms
2 Bathrooms
10 Guests
2550 ft²
-
Parking
-
Pool
-
Skiing -
Ocean View
US $456
/Night
7 Nights - $3,194
Bed & Breakfast
9.2
(
113 Reviews
)
1 Bedroom
1 Bathroom
-
Breakfast -
Parking
-
Pool
-
Balcony/Terrace
US $444
/Night
7 Nights - $3,106
House
10.0
(
14 Reviews
)
7 Bedrooms
4 Bathrooms
12 Guests
6060 ft²
-
Private Pool
-
Parking
-
Pool
-
Spa
US $1,254
/Night
7 Nights - $8,778
House
10.0
(
4 Reviews
)
4 Bedrooms
4 Bathrooms
11 Guests
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $951
/Night
7 Nights - $6,658
House
10.0
(
3 Reviews
)
5 Bedrooms
4 Bathrooms
10 Guests
20000 ft²
-
Private Pool
-
Parking
-
Pool
-
Spa
US $1,721
/Night
7 Nights - $12,048
House
5.0
(
1 Review
)
5 Bedrooms
5 Bathrooms
10 Guests
6000 ft²
-
Private Pool
-
Hot Tub
-
Pool
-
Balcony/Terrace
US $762
/Night
7 Nights - $5,334
House
5.0
(
1 Review
)
2 Bedrooms
3 Bathrooms
6 Guests
-
Private Pool
-
Pool
-
Balcony/Terrace
-
Kitchen
US $400
/Night
7 Nights - $2,800
House
3 Bedrooms
2 Bathrooms
6 Guests
2100 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $654
/Night
7 Nights - $4,577
Pet-Friendly Vacation Rentals in West Stockbridge
Over 29+
Pet-Friendly Vacation Rentals in or Near West Stockbridge
House
10.0
(
1 Review
)
4 Bedrooms
2 Bathrooms
8 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $389
/Night
7 Nights - $2,724
Bed & Breakfast
9.2
(
106 Reviews
)
9 Bedrooms
9 Bathrooms
25 Guests
453.28 ft²
-
Breakfast
-
Parking
-
Skiing
-
Air Conditioner
US $183
/Night
7 Nights - $1,283
Apartment
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
4 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $226
/Night
7 Nights - $1,582
House
8.0
(
4 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
800 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $249
/Night
7 Nights - $1,745
House
7.4
(
3 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1500 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $362
/Night
7 Nights - $2,536
House
3 Bedrooms
2 Bathrooms
6 Guests
1500 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $648
/Night
7 Nights - $4,535
New
House
4 Bedrooms
4 Bathrooms
8 Guests
2497 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $554
/Night
7 Nights - $3,880
House
9.8
(
53 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1400 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $433
/Night
7 Nights - $3,031
See More Pet-Friendly Vacation Rentals in West Stockbridge on PetFriendly.io
Large Vacation Homes & Villas in West Stockbridge
Over 10+
Large Vacation Homes & Villas in or Near West Stockbridge
House
9.8
(
10 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
2734 ft²
-
Oceanfront -
Parking
-
Ocean View
-
Balcony/Terrace
US $621
/Night
7 Nights - $4,347
House
6 Bedrooms
3 Bathrooms
14 Guests
2830.91 ft²
-
Parking
-
Air Conditioner
-
Internet
-
Pet Friendly
US $474
/Night
7 Nights - $3,318
House
8.4
(
5 Reviews
)
7 Bedrooms
3 Bathrooms
14 Guests
2832 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $581
/Night
7 Nights - $4,066
House
10.0
(
76 Reviews
)
4 Bedrooms
2 Bathrooms
10 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $398
/Night
7 Nights - $2,787
House
10.0
(
50 Reviews
)
5 Bedrooms
5 Bathrooms
10 Guests
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $1,097
/Night
7 Nights - $7,679
House
9.8
(
9 Reviews
)
5 Bedrooms
5 Bathrooms
11 Guests
3650 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $897
/Night
7 Nights - $6,281
House
9.6
(
10 Reviews
)
3 Bedrooms
2 Bathrooms
10 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $587
/Night
7 Nights - $4,111
House
4.0
(
1 Review
)
5 Bedrooms
2 Bathrooms
7 Guests
2300 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $528
/Night
7 Nights - $3,693
See More Family Vacation Rentals in West Stockbridge on FVR
West Stockbridge Vacation Rentals and Airbnb Places to Stay Under $200
Over 4+
West Stockbridge Vacation Rentals and Airbnb Places to Stay Under $200
Hotel
5.7
(
108 Reviews
)
322.92 ft²
-
Parking
-
Air Conditioner
-
Internet
-
Child Friendly
US $79
/Night
7 Nights - $553
Hotel
6.8
(
1002 Reviews
)
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $74
/Night
7 Nights - $518
Apartment
2 Bedrooms
1 Bathroom
4 Guests
-
Internet
-
Pet Friendly
-
Child Friendly
-
Bedding/Linens
US $77
/Night
7 Nights - $539
House
10.0
(
5 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
1 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $199
/Night
7 Nights - $1,392
Instantly Bookable Vacation Homes in West Stockbridge
Over 14+
Instantly Bookable Vacation Homes in or Near West Stockbridge
Cabin
10.0
(
4 Reviews
)
3 Bedrooms
2 Bathrooms
7 Guests
1270 ft²
-
Parking
-
Kitchen
-
Internet
-
Child Friendly
US $404
/Night
7 Nights - $2,825
House
8.6
(
12 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
3500 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $648
/Night
7 Nights - $4,538
Cottage
10.0
(
17 Reviews
)
2 Bedrooms
1 Bathroom
5 Guests
400 ft²
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $400
/Night
7 Nights - $2,800
House
10.0
(
16 Reviews
)
4 Bedrooms
4 Bathrooms
8 Guests
3450 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $634
/Night
7 Nights - $4,436
Cabin
10.0
(
10 Reviews
)
4 Bedrooms
2 Bathrooms
9 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $584
/Night
7 Nights - $4,089
House
10.0
(
2 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
1981 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $404
/Night
7 Nights - $2,828
House
10.0
(
1 Review
)
3 Bedrooms
2 Bathrooms
6 Guests
2200 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $298
/Night
7 Nights - $2,083
House
9.8
(
16 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1821 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $494
/Night
7 Nights - $3,461
About West Stockbridge Vacation Rentals
With more than 83 West Stockbridge vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Estiavillas and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in West Stockbridge.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas West Stockbridge, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in West Stockbridge. Places to stay near West Stockbridge are 1690.78 ft² on average, with prices averaging US $558 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in West Stockbridge with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in West Stockbridge
| Type | Count |
|---|---|
| Vacation Homes | 65 |
| Cottages | 5 |
| Cabin Rentals | 4 |
| Holiday Apartments | 3 |
| B&B | 3 |
| Hotels | 2 |
Use these Quick Filters to Find a Vacation Rental in West Stockbridge
★ Pro Tip: Estiavillas makes it easy to compare the best listings on Estiavillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Estiavillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in West Stockbridge.
Weather in West Stockbridge
View the weather forecast for West Stockbridge before booking your West Stockbridge Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around West Stockbridge, MA
Estiavillas offers a large selection of top attractions around West Stockbridge. Research things to do on your vacation before you visit West Stockbridge.
Berkshire Botanical Garden
Chesterwood
Hotchkiss Mobile Studio
Hoffman's Pottery
Ebenezer II Gifts and Antiques
Charles H. Baldwin & Sons
Jiminy Peak Mountain Resort
Tanglewood Music Center
Ski Butternut
Catamount Ski Area
Norman Rockwell Museum
National Shrine of the Divine Mercy
Lee Prime Outlets
Bousquet Ski Area
Cranwell Golf Club
Jacob's Pillow
Berkshire Museum
Hancock Shaker Village
Otis Ridge
Pittsfield State Forest
Other Places to Stay Near West Stockbridge, MA
West Stockbridge Vacation Rental Frequently Asked Questions
Which vacation homes in West Stockbridge are best for families?
If you are looking for a family-friendly vacation home in West Stockbridge, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in West Stockbridge:
How many vacation rentals are available in West Stockbridge?
Currently, the total number of properties listed in 2026 is over 83 in the West Stockbridge area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in West Stockbridge.
