Choose from 99 vacation rentals located in Great Barrington, Massachusetts. Top filters in Great Barrington include kitchen / kitchenette, parking, and laundry. Prices range from $60 to $6,645 per night. Our most popular vacation rental types near Great Barrington are houses and apartments.

Top vacation rentals in Great Barrington

Browse all rentals
Property view
Hotel
The Briarcliff Motel
Booking.com
4.1
star 1 filledstar 2 filledstar 3 filledstar 4 filledstar 5 empty
(180)
$80
Property view
Bed & breakfast
The Barrington
Booking.com
4.7
star 1 filledstar 2 filledstar 3 filledstar 4 filledstar 5 half filled
(24)
$288
Property view
Hotel
Thornewood Inn
3-Star Hotel · Expedia
4.1
star 1 filledstar 2 filledstar 3 filledstar 4 filledstar 5 empty
(27)
$189
Property view
RV
2019 Sprinter Van Winnebago Revel Sleep 2
2 guests · Outdoorsy
$250
Property view
Entire house
Divine Inspiration
8 guests · 4 bedrooms · 3 baths · PlumGuide
$756
Property view
Hotel
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Priceline
4.5
star 1 filledstar 2 filledstar 3 filledstar 4 filledstar 5 half filled
(198)
$265
Property view
Hotel
Monument Mountain Motel
Booking.com
4.1
star 1 filledstar 2 filledstar 3 filledstar 4 filledstar 5 empty
(173)
$60
Property view
Bed & breakfast
Windflower Inn
Booking.com
4.2
star 1 filledstar 2 filledstar 3 filledstar 4 filledstar 5 empty
(15)
$168
Property view
Entire house
Lakefront Berkshires Retreat with Deck, Dock and Boat!
Booking.com
$310
Property view
Entire house
Waterfront Lake Buel Cottage 7 Mi to Monument Mtn
Booking.com
$217
Property view
Entire house
Renovated Lakefront House with Dock Pets Welcome!
Booking.com
$210
Property view
Entire house
Half Moon by AvantStay 4BR Cabin w Large Deck & Yard w Patio & Outdoor Dining
Booking.com
$92
Property view
Entire house
Spacious Berkshires Retreat about 3 Mi to Skiing!
Booking.com
$65
Property view
Entire apartment
Entire home hosted by Morgan
Booking.com
3.1
star 1 filledstar 2 filledstar 3 filledstar 4 emptystar 5 empty
(3)
$81
Property view
Rental
Tentrr Signature Site - Great Barrington Campsite - with Goats and Pool!
Booking.com
$99
Property view
Entire house
Private Home Overlooking Stevens Lake
Booking.com
$80
Property view
Entire house
Cozy Great Barrington Home about 1 Mi to Ski Resort!
Booking.com
4.3
star 1 filledstar 2 filledstar 3 filledstar 4 filledstar 5 empty
(2)
$92

Search by property type

Browse the most popular vacation rental types in Great Barrington
house icon
Houses
72 places to stay
apartment icon
Apartments
9 places to stay
hotel icon
Hotels
7 places to stay
bednbreakfast icon
Bed and Breakfasts
4 places to stay
cabin icon
Cabins
3 places to stay
rv icon
RV
1 place to stay

Vacation rentals with a kitchen in Great Barrington

Property view
Bed & breakfast
Wainwright Inn
Booking.com
4.8
star 1 filledstar 2 filledstar 3 filledstar 4 filledstar 5 half filled
(83)
$172
Property view
Entire house
Rustic Berkshires Cottage at Lake Buel with Kayaks!
Booking.com
4.8
star 1 filledstar 2 filledstar 3 filledstar 4 filledstar 5 half filled
(2)
$205
Property view
Entire apartment
Morgan's Millhouse (Front)
Booking.com
4.5
star 1 filledstar 2 filledstar 3 filledstar 4 filledstar 5 half filled
(2)
$81

Search by amenity

Explore vacation rentals with the most popular amenities in Great Barrington
kitchen icon
Kitchen / Kitchenette
parking icon
Parking
laundry icon
Laundry
internet icon
Internet / Wifi
tv icon
TV
ac icon
Air Conditioner
family icon
Family Friendly
dishwasher icon
Dishwasher
pool icon
Pool
fireplace icon
Fireplace

Search by location

Looking for a vacation rental near a particular attraction, famous landmark, or another point of interest? Use this map of Great Barrington to help guide your rental search.

map

Great Barrington travel guide

Let us help you plan your perfect Great Barrington vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Great Barrington, and more.

Nearby attractions

Norman Rockwell MuseumSearch properties near Norman Rockwell Museum
Stanley ParkSearch properties near Stanley Park
People's State ForestSearch properties near People's State Forest
Bash Bish Falls State ParkSearch properties near Bash Bish Falls State Park
Poets' Walk ParkSearch properties near Poets' Walk Park
NaumkeagSearch properties near Naumkeag
Trevor Zoo at Millbrook SchoolSearch properties near Trevor Zoo at Millbrook School
Glendale FallsSearch properties near Glendale Falls

Frequently asked questions

Vacation rentals in Great Barrington have a price range between $60-$6,645. The average price for rentals in Great Barrington is $325 per night.

Great Barrington travel inspiration

5 Fall Foliage Destinations To Fall In Love With — Far Away From The Crowds
Read our blog
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