The 10 best holiday homes in Great Barrington, USA | Booking.com
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Holiday Homes in Great Barrington

Find the holiday homes that appeal to you the most

The best holiday homes in Great Barrington

Check out our pick of great holiday homes in Great Barrington

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Downtown Great Barrington Enjoy Mountain Views

Great Barrington

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

Lakefront Berkshires Retreat with Deck, Dock and Boat!

Great Barrington

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

Lakefront Otis Home with Stunning Views and Boats!

Otis (Near Great Barrington)

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 10.0
Exceptional - What previous guests thought, 5 reviews

Walk to Dining Downtown Lenox Guest House!

Lenox (Near Great Barrington)

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

The Mill River Cabin with Fireplace and River View!

Mill River (Near Great Barrington)

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 10.0
Exceptional - What previous guests thought, 6 reviews

Tory Hill

Hillsdale (Near Great Barrington)

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
All holiday homes in Great Barrington

Looking for a holiday home?

Great for families or large parties, holiday homes are privately owned accommodation, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities for self-catering, although breakfast may be offered as an add-on. These properties have their own independent front door, which makes them different to apartments.

Most booked holiday homes in Great Barrington and surroundings in the past month

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Enjoy breakfast in Great Barrington and nearby

Holiday Homes with swimming pools in Great Barrington and nearby

Save money on holiday homes in Great Barrington and nearby – budget options available

  • Situated in Stockbridge, 11 km from Cranwell Spa & Golf Club and 12 km from Tanglewood Musical Center, 1 Mi to Dtwn Cottage with Large Yard in Stockbridge offers air conditioning.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 2 reviews

    Boasting air-conditioned accommodation with a patio, Berkshire Vacation Rental: Stockbridge Home Come Experience The Berkshires is set in Stockbridge.

  • Featuring air-conditioned accommodation with a patio, Berkshire Vacation Rentals: High End Berkshires Getaway is set in East Hillsdale.

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

    Featuring air-conditioned accommodation with a patio, Berkshire Vacation Rentals: Peaceful Post and Beam Loft Sleeps 9 is located in New Marlborough.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Set in Stockbridge, 10 km from Cranwell Spa & Golf Club and 11 km from Tanglewood Musical Center, Too Good AKA 2 Goodrich St offers a garden and air conditioning.

    From US$751.53 per night
  • Featuring air-conditioned accommodation with a patio, Classic Stockbridge Cottage is located in Stockbridge. Both free WiFi and parking on-site are available at the holiday home free of charge.