Estia Villas - Vacation Rentals in Stockbridge
House
9.0
(
14 Reviews
)
3 Bedrooms
2 Bathrooms
10 Guests
1800 ft²
-
Hot Tub -
Parking -
Balcony/Terrace -
Kitchen
US $759
/Night
7 Nights - $5,311
House
10.0
(
1 Review
)
4 Bedrooms
2 Bathrooms
8 Guests
2497.23 ft²
-
Parking
-
Skiing -
View -
Internet
US $583
/Night
7 Nights - $4,079
House
9.2
(
155 Reviews
)
1 Bedroom
1 Bathroom
-
Breakfast -
Parking
-
Balcony/Terrace
-
Air Conditioner
US $175
/Night
7 Nights - $1,227
Condo
9.6
(
21 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
-
Hot Tub
-
Parking
-
Pool -
Spa
US $509
/Night
7 Nights - $3,565
House
9.4
(
40 Reviews
)
3 Bedrooms
2 Bathrooms
10 Guests
1300 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $390
/Night
7 Nights - $2,729
House
10.0
(
69 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
1800 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $312
/Night
7 Nights - $2,183
House
10.0
(
58 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
3400 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $1,283
/Night
7 Nights - $8,978
House
10.0
(
44 Reviews
)
9 Bedrooms
10 Bathrooms
24 Guests
6000 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $1,945
/Night
7 Nights - $13,618
See More Stockbridge Vacation Rentals
Luxury Places to Stay in Stockbridge
Over 207+
Luxury Places to Stay in or Near Stockbridge
House
37 Bedrooms
33 Bathrooms
25000 ft²
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
US $4,173
/Night
7 Nights - $29,208
House
10.0
(
2 Reviews
)
5 Bedrooms
3 Bathrooms
16 Guests
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $1,621
/Night
7 Nights - $11,344
House
4 Bedrooms
3 Bathrooms
8 Guests
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $1,570
/Night
7 Nights - $10,991
House
10.0
(
4 Reviews
)
4 Bedrooms
4 Bathrooms
8 Guests
4000 ft²
-
Hot Tub
-
Parking
-
Spa
-
Balcony/Terrace
US $1,481
/Night
7 Nights - $10,365
US $1,432
/Night
7 Nights - $10,022
House
1 Bedroom
1 Bathroom
-
Balcony/Terrace
-
Kitchen
-
Internet
-
Child Friendly
US $1,372
/Night
7 Nights - $9,603
House
3 Bedrooms
3 Bathrooms
10 Guests
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $1,354
/Night
7 Nights - $9,477
See More Stockbridge Luxury Vacation Rentals
Find More Stockbridge Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Stockbridge
Over 13+
Top-Rated Vacation Rentals with a Pool in or Near Stockbridge
House
10.0
(
1 Review
)
4 Bedrooms
3 Bathrooms
8 Guests
2650 ft²
-
Parking
-
Pool
-
Skiing
-
Balcony/Terrace
US $388
/Night
7 Nights - $2,718
Condo
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
4 Guests
-
Hot Tub
-
Parking
-
Pool
-
Skiing
US $323
/Night
7 Nights - $2,261
House
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
4 Guests
645.83 ft²
-
Private Pool -
Hot Tub
-
Pool
-
Skiing
US $296
/Night
7 Nights - $2,074
House
9.8
(
94 Reviews
)
5 Bedrooms
3 Bathrooms
12 Guests
3423 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $1,002
/Night
7 Nights - $7,016
Apartment
9.2
(
6 Reviews
)
5 Bedrooms
3 Bathrooms
12 Guests
1243.23 ft²
-
Private Pool
-
Hot Tub
-
Breakfast
-
Parking
US $270
/Night
7 Nights - $1,889
House
3 Bedrooms
2 Bathrooms
8 Guests
-
Parking
-
Pool
-
Kitchen
-
Air Conditioner
US $587
/Night
7 Nights - $4,111
New
House
1 Bedroom
1 Bathroom
2 Guests
900 ft²
-
Parking
-
Pool
-
Kitchen
-
Air Conditioner
US $219
/Night
7 Nights - $1,535
House
9.6
(
24 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
US $518
/Night
7 Nights - $3,628
Pet-Friendly Vacation Rentals in Stockbridge
Over 69+
Pet-Friendly Vacation Rentals in or Near Stockbridge
House
10.0
(
14 Reviews
)
4 Bedrooms
3 Bathrooms
14 Guests
4090 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $917
/Night
7 Nights - $6,417
House
10.0
(
1 Review
)
1 Bedroom
3 Bathrooms
8 Guests
2098.96 ft²
-
Hot Tub
-
Parking
-
Skiing
-
View
US $433
/Night
7 Nights - $3,033
House
1 Bedroom
1 Bathroom
-
Spa
-
Balcony/Terrace
-
Kitchen
-
Internet
US $834
/Night
7 Nights - $5,839
House
10.0
(
4 Reviews
)
4 Bedrooms
4 Bathrooms
10 Guests
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $848
/Night
7 Nights - $5,935
House
10.0
(
3 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
2250 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $692
/Night
7 Nights - $4,845
House
10.0
(
3 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
2250 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $583
/Night
7 Nights - $4,080
House
10.0
(
2 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
2969 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $1,103
/Night
7 Nights - $7,720
House
10.0
(
2 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
2100 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $496
/Night
7 Nights - $3,473
See More Pet-Friendly Vacation Rentals in Stockbridge on PetFriendly.io
Large Vacation Homes & Villas in Stockbridge
Over 57+
Large Vacation Homes & Villas in or Near Stockbridge
New
House
10.0
(
3 Reviews
)
5 Bedrooms
3 Bathrooms
14 Guests
-
Hot Tub
-
Parking
-
Kitchen
-
Internet
US $470
/Night
7 Nights - $3,289
House
4.5
(
2 Reviews
)
4 Bedrooms
3 Bathrooms
12 Guests
5005.22 ft²
-
Parking
-
Skiing
-
View
-
Internet
US $897
/Night
7 Nights - $6,279
House
10.0
(
1 Review
)
6 Bedrooms
5 Bathrooms
16 Guests
4500 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $975
/Night
7 Nights - $6,824
House
10.0
(
1 Review
)
4 Bedrooms
2 Bathrooms
10 Guests
2896 ft²
-
Hot Tub
-
Parking
-
Kitchen
-
Air Conditioner
US $447
/Night
7 Nights - $3,131
House
9.8
(
132 Reviews
)
5 Bedrooms
3 Bathrooms
10 Guests
3000 ft²
-
Parking
-
Ocean View -
Balcony/Terrace
-
View
US $499
/Night
7 Nights - $3,490
House
9.4
(
24 Reviews
)
4 Bedrooms
5 Bathrooms
10 Guests
4974 ft²
-
Hot Tub
-
Parking
-
Spa
-
Balcony/Terrace
US $604
/Night
7 Nights - $4,228
House
9.4
(
23 Reviews
)
4 Bedrooms
2 Bathrooms
12 Guests
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $334
/Night
7 Nights - $2,336
Cabin
9.0
(
2 Reviews
)
4 Bedrooms
4 Bathrooms
12 Guests
5000 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $628
/Night
7 Nights - $4,396
See More Family Vacation Rentals in Stockbridge on FVR
Wheelchair Accessible Vacation Homes in Stockbridge
Over 3+
Wheelchair Accessible Vacation Homes in or Near Stockbridge
House
10.0
(
7 Reviews
)
6 Bedrooms
4 Bathrooms
12 Guests
-
Hot Tub
-
Parking
-
Ocean View
-
Balcony/Terrace
US $2,928
/Night
7 Nights - $20,496
Hotel
9.0
(
204 Reviews
)
449.39 ft²
-
Breakfast
-
Parking
-
Skiing
-
Balcony/Terrace
US $240
/Night
7 Nights - $1,677
House
5 Bedrooms
3 Bathrooms
10 Guests
-
Hot Tub
-
Parking
-
Spa
-
Balcony/Terrace
US $995
/Night
7 Nights - $6,965
Stockbridge Vacation Rentals and Airbnb Places to Stay Under $200
Over 14+
Stockbridge Vacation Rentals and Airbnb Places to Stay Under $200
Apartment
8.0
(
1 Review
)
1 Bedroom
1 Bathroom
4 Guests
800 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $197
/Night
7 Nights - $1,377
House
1 Bedroom
1 Bathroom
2 Guests
904.17 ft²
-
Breakfast
-
Parking
-
Skiing
-
Air Conditioner
US $178
/Night
7 Nights - $1,243
Bed & Breakfast
9.6
(
199 Reviews
)
1 Bedroom
1 Bathroom
-
Breakfast
-
Parking
-
Skiing
-
Balcony/Terrace
US $124
/Night
7 Nights - $870
House
1 Bedroom
1 Bathroom
2 Guests
900 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $147
/Night
7 Nights - $1,026
US $196
/Night
7 Nights - $1,372
Hotel
-
Kitchen
-
Air Conditioner
-
Bedding/Linens -
Security/Safety
US $196
/Night
7 Nights - $1,372
Hotel
-
Air Conditioner
-
Bedding/Linens
-
Security/Safety
US $196
/Night
7 Nights - $1,372
Hotel
-
Air Conditioner
-
Internet
-
Bedding/Linens
-
Security/Safety
US $196
/Night
7 Nights - $1,372
See More Stockbridge Vacation Rental Deals
Instantly Bookable Vacation Homes in Stockbridge
Over 79+
Instantly Bookable Vacation Homes in or Near Stockbridge
House
10.0
(
1 Review
)
2 Bedrooms
2 Bathrooms
6 Guests
1146 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $750
/Night
7 Nights - $5,250
House
10.0
(
1 Review
)
3 Bedrooms
2 Bathrooms
6 Guests
2400 ft²
-
Hot Tub
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $632
/Night
7 Nights - $4,425
House
10.0
(
1 Review
)
2 Bedrooms
1 Bathroom
6 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $311
/Night
7 Nights - $2,174
House
9.8
(
7 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
-
Internet
-
Pet Friendly -
Child Friendly
-
Laundry
US $540
/Night
7 Nights - $3,783
House
9.6
(
65 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1200 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $374
/Night
7 Nights - $2,619
Ski Chalet
9.6
(
54 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $269
/Night
7 Nights - $1,882
Cabin
9.6
(
27 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1450 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $241
/Night
7 Nights - $1,684
House
9.2
(
24 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $497
/Night
7 Nights - $3,479
About Stockbridge Vacation Rentals
With more than 216 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 Stockbridge.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas 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 Stockbridge. Places to stay near Stockbridge are 1681.42 ft² on average, with prices averaging US $735 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in 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 Stockbridge
| Type | Count |
|---|---|
| Vacation Homes | 171 |
| Holiday Apartments | 10 |
| Cabin Rentals | 10 |
| Hotels | 8 |
| Ski Chalet Rentals | 8 |
| B&B | 2 |
| Cottages | 2 |
| Others | 2 |
Use these Quick Filters to Find a Vacation Rental in 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 Stockbridge.
Weather in Stockbridge
View the weather forecast for Stockbridge before booking your 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 Stockbridge, VT
Estiavillas offers a large selection of top attractions around Stockbridge. Research things to do on your vacation before you visit Stockbridge.
Vermont River Tubing
Killington Resort
Okemo Mountain Resort
Killington Peak
Pico Mountain at Killington Ski Resort
Green Mountain National Forest
Quechee Gorge
Jackson Gore Ski Resort at Okemo
Quechee Gorge Village
Pico Peak
Little Pico Mountain
Paramount Theater
Rutland Regional Medical Center
Lake Dunmore
Rutland Country Club
Suicide Six Ski Area
Upper Valley Aquatic Center
Sugarbush Farm
Simon Pearce Mill
Killington Golf Course
Other Places to Stay Near Stockbridge, VT
Stockbridge Vacation Rental Frequently Asked Questions
How many vacation rentals have private pools in Stockbridge?
There are 1 vacation rentals with private pools near Stockbridge. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Stockbridge are best for families?
If you are looking for a family-friendly vacation home in 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 Stockbridge:
How many vacation rentals are available in Stockbridge?
Currently, the total number of properties listed in 2026 is over 216 in the Stockbridge area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Stockbridge.
