Find Vacation Rentals in Stockbridge

We have 146 properties to choose from
Stockbridge
Anytime
Guests
Stockbridge
Anytime
Guests

Popular Stockbridge Vacation Rentals

Find the perfect Stockbridge vacation rental

House Stockbridge
$418 per night
House ∙ 14 guests ∙ 6 bedrooms
4.3
Very good (15 ratings)
Stockbridge, Berkshire County, Massachusetts, United States
Details
Vrbo
Details
Details
Cottage Stockbridge
$145 per night
Cottage ∙ 6 guests ∙ 2 bedrooms
5.0
Outstanding (37 ratings)
Stockbridge, Berkshire County, Massachusetts, United States
Details
Vrbo
Details
Details
House Stockbridge
$257 per night
House ∙ 8 guests ∙ 4 bedrooms
4.8
Outstanding (11 ratings)
Stockbridge, Berkshire County, Massachusetts, United States
Details
Vrbo
Details
Details
House Stockbridge
$190 per night
House ∙ 6 guests ∙ 2 bedrooms
4.6
Excellent (32 ratings)
Stockbridge, Berkshire County, Massachusetts, United States
Details
Vrbo
Details
Details
House Stockbridge
$488 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding (73 ratings)
Stockbridge, Berkshire County, Massachusetts, United States
Details
Vrbo
Details
Details
House Stockbridge
$318 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (93 ratings)
Stockbridge, Berkshire County, Massachusetts, United States
Details
Vrbo
Details
Details
House Stockbridge
$338 per night
House ∙ 6 guests ∙ 2 bedrooms
4.9
Outstanding (20 ratings)
Stockbridge, Berkshire County, Massachusetts, United States
Details
Vrbo
Details
Details
House Stockbridge
$418 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding (133 ratings)
Stockbridge, Berkshire County, Massachusetts, United States
Details
Vrbo
Details
Details
House Stockbridge
$1,048 per night
House ∙ 12 guests ∙ 6 bedrooms
5.0
Outstanding (92 ratings)
Stockbridge, Berkshire County, Massachusetts, United States
Details
Vrbo
Details
Details
View more

Vacation rentals and apartments with air conditioning

Cabin  Stockbridge
$413 per night
Cabin ∙ 4 guests ∙ 2 bedrooms
4.7
Excellent (12 ratings)
Stockbridge, Berkshire County, Massachusetts, United States
Air conditioning
Details
Vrbo
Details
Details
House  Stockbridge
$201 per night
House ∙ 8 guests ∙ 3 bedrooms
4.9
Outstanding (68 ratings)
Stockbridge, Berkshire County, Massachusetts, United States
Air conditioning
Details
Vrbo
Details
Details
House  Stockbridge
$239 per night
House ∙ 7 guests ∙ 4 bedrooms
5.0
Outstanding (69 ratings)
Stockbridge, Berkshire County, Massachusetts, United States
Air conditioning
Details
Vrbo
Details
Details
View more

Best vacation rentals with a balcony

House  Stockbridge
$1,010 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding (6 ratings)
Stockbridge, Berkshire County, Massachusetts, United States
Balcony
Details
Vrbo
Details
Details
House  Stockbridge
$266 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (17 ratings)
Stockbridge, Berkshire County, Massachusetts, United States
Balcony
Details
Vrbo
Details
Details
House  Stockbridge
$492 per night
House ∙ 10 guests ∙ 4 bedrooms
5.0
Outstanding (2 ratings)
Stockbridge, Berkshire County, Massachusetts, United States
Balcony
Details
Vrbo
Details
Details
View more

Cabins and Homes With Fireplaces

Apartment  Stockbridge
$233 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding (20 ratings)
Stockbridge, Berkshire County, Massachusetts, United States
Fireplace
Details
Vrbo
Details
Details
House  Stockbridge
$257 per night
House ∙ 5 guests ∙ 3 bedrooms
4.8
Outstanding (31 ratings)
Stockbridge, Berkshire County, Massachusetts, United States
Fireplace
Details
Vrbo
Details
Details
Condo  Stockbridge
$154 per night
Condo ∙ 7 guests ∙ 3 bedrooms
4.4
Very good (3 ratings)
Stockbridge, Berkshire County, Massachusetts, United States
Fireplace
Details
Vrbo
Details
Details
View more

Frequently Asked Questions

How much does it cost to book a vacation rental in Stockbridge?

Usually, a stay in Stockbridge starts at $171 per night.

Are there any vacation rentals available to book in Stockbridge?

Tripping.com offers great selection on vacation rentals with 146 offers currently available in Stockbridge.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Stockbridge

Looking for a vacation rental in Stockbridge? Tripping.com has 52 vacation rental homes available in Stockbridge. You'll find 0 studios, 13 1-bedroom, 6 2-bedroom and 33 rentals with 3 or more bedrooms ranging from $102 a night. For extra convenience, many of these vacation homes can be booked directly online. The average price of a nightly rental in Stockbridge is $385 while the average price of a weekly rental is $25. For those looking for more than a short term rental such as corporate rentals, extended stays or long term rentals, the average monthly price of a Stockbridge home is $25. Wondering if you can bring your dog or cat along with you? There are 12 pet-friendly vacation rentals available in Stockbridge. In addition to accommodating pets, Stockbridge rentals offer a variety of amenities. In particular, 41 rentals have Internet and WiFi, 41 have TV and/or cable and 5 have a pool or hot tub. Search properties from 5 vacation rental sites in Stockbridge where the top providers in that area are HomeAway, TripAdvisor, and HRS Holidays. There are 32 HomeAway rentals, 6 TripAdvisor short term rentals and 6 HRS Holidays vacation rentals.

Popular Day Trips Near Stockbridge

Show more

What are the trendiest neighborhoods in Stockbridge?

image-tag