Skip to main content

Villas in Stockbridge

Find the villas that appeal to you the most

The best villas in Stockbridge

Check out our pick of great villas in Stockbridge

Show hotels on map

Filter by:

Review score

Walk to Dining Downtown Lenox Guest House!

Lenox (Near Stockbridge)

Situated 2.5 km from Tanglewood Musical Center, 2.7 km from Tanglewood and 11 km from Norman Rockwell Museum, Walk to Dining Downtown Lenox Guest House! features accommodation located in Lenox.

Q
QI
From
China
Very quiet, decent size. Good kitchen equipments, good location, private parking, we did enjoy the stay.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 8 reviews
Check availability

Lakefront Berkshires Retreat with Deck, Dock and Boat!

Great Barrington (Near Stockbridge)

Offering lake views, Lakefront Berkshires Retreat with Deck, Dock and Boat! is an accommodation located in Great Barrington, 16 km from Tanglewood Musical Center and 16 km from Tanglewood.

Scored out of 10, guest rating 7.4
Good - What previous guests thought, 5 reviews
Check availability

Downtown Great Barrington Enjoy Mountain Views

Great Barrington (Near Stockbridge)

Boasting air-conditioned accommodation with a patio, Downtown Great Barrington Enjoy Mountain Views is situated in Great Barrington.

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 5 reviews
Check availability

Lakefront Otis Home with Stunning Views and Boats!

Otis (Near Stockbridge)

Offering lake views, Lakefront Otis Home with Stunning Views and Boats! is an accommodation situated in Otis, 23 km from Cranwell Spa & Golf Club and 25 km from Norman Rockwell Museum.

C
Colin
From
United Kingdom
A stunning home in a beautiful location. Our grateful thanks to Katherine for going above and beyond to ensure we had a wonderful vacation. We'll be back!
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 5 reviews
Check availability

The Mill River Cabin with Fireplace and River View!

Mill River (Near Stockbridge)

The Mill River Cabin with Fireplace and River View! is situated in Mill River, 35 km from Cranwell Spa & Golf Club, 35 km from Tanglewood Musical Center, as well as 35 km from Tanglewood.

N
Nadav
From
Israel
This is a fantastic place. Not to be missed.
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 6 reviews
Check availability

Tory Hill

Hillsdale (Near Stockbridge)

Set in Hillsdale and only 37 km from Tanglewood Musical Center, Tory Hill offers accommodation with mountain views, free WiFi and free private parking.

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 8 reviews
Check availability
All villas in Stockbridge

Looking for a villa?

Perfect for families, groups or couples who enjoy luxury and independence while travelling. Enjoy the space and privacy of these fully-furnished, self-standing mansions — travellers can cook, lounge and explore at their leisure. Note that in Bali, a resort will also be called a villa.

Most booked villas in Stockbridge and surroundings in the past month

See all

Popular with guests booking villas in Stockbridge

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 2 reviews

Popular with guests booking villas in Stockbridge

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 3 reviews

Popular with guests booking villas in Stockbridge

Popular with guests booking villas in Stockbridge

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 2 reviews

Popular with guests booking villas in Stockbridge

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Popular with guests booking villas in Stockbridge

Popular with guests booking villas in Stockbridge

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 3 reviews

Popular with guests booking villas in Stockbridge

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Popular with guests booking villas in Stockbridge

Popular with guests booking villas in Stockbridge

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Great access to the city centre. Check these villas in Stockbridge and nearby

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 2 reviews

Situated in Stockbridge, 2.2 km from Norman Rockwell Museum and 8.5 km from Tanglewood Musical Center, Tranquil 3 BR Stockbridge House with Private Deck! offers air conditioning.

Enjoy breakfast in Stockbridge and nearby

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 1 review

Featuring air-conditioned accommodation with a private pool, Private Berkshire Escape Special April Pricing select your dates for discount Monthly Pricing is set in Lee.

From US$916.11 per night
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 1 review

8 Mi to Tanglewood and Butternut Ski Spacious Home! is located in Housatonic, 5.1 km from Norman Rockwell Museum, 13 km from Tanglewood Musical Center, and 13 km from Tanglewood.

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 3 reviews

Situated 10 km from Tanglewood Musical Center, 10 km from Tanglewood and 10 km from Norman Rockwell Museum, Cordelia by AvantStay Amazing Backyard 10mins from Stockbridge features accommodation set in...

Lee Manor

Lee
Breakfast options

Featuring a sauna, Lee Manor is located in Lee. This property offers access to a terrace and free private parking. Tanglewood is 8.9 km away and Norman Rockwell Museum is 11 km from the holiday home.

Located in Great Barrington, 8 km from Norman Rockwell Museum and 15 km from Tanglewood Musical Center, Beautiful House in the Woods, Huge Yard, Hot Tub offers a garden and air conditioning.

Located in Lee, 7.5 km from Tanglewood Musical Center and 7.6 km from Tanglewood, The Gatehouse on Golden Hill offers air conditioning.

From US$919.08 per night
Scored out of 10, guest rating 7.4
Good - What previous guests thought, 5 reviews

Offering lake views, Lakefront Berkshires Retreat with Deck, Dock and Boat! is an accommodation located in Great Barrington, 16 km from Tanglewood Musical Center and 16 km from Tanglewood.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 2 reviews

Situated in Great Barrington, 16 km from Tanglewood Musical Center and 16 km from Tanglewood, Great Barrington Lakeside Getaway with Kayak and Grill offers air conditioning.

Travelling by car? These villas in Stockbridge and nearby offer free parking

Boasting air-conditioned accommodation with a patio, Berkshire Vacation Rentals 1900s Factory Turned Modern Berkshires Retreat is situated in Great Barrington.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Boasting air-conditioned accommodation with a patio, Berkshire Vacation Rentals: Stonebridge Cabin: Modern Amenities Enjoy Nature is situated in Lee.

Research, refine and make plans for your whole trip

Villas in New York

Take a look at villas in New York and explore more of the United States.

Villas in Las Vegas

Discover another destination in the United States.

Hotels in Stockbridge

More great accommodation options for your trip.

Villas in Massachusetts

Extend your search and explore the surrounding area.

Villas in The Berkshires

Extend your search and explore the surrounding area.

Villas in Lenox

Try another destination popular with our guests.

Villas in Lawrence

Want to extend your trip or still just browsing? Try Lawrence, also popular with our guests!

Hotels near Jiminy Peak Mountain Resort

Hotels close to a popular local landmark.

Hotels near Empire State Plaza Convention Center

Hotels close to a popular local landmark.