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Great Barrington Vacation Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
80 rentals in Great Barrington.
Modern Cottage Minutes from Downtown  Great Barrington, vacation rental in Great Barrington
Modern Cottage Minutes from Downtown  Great Barrington, vacation rental in Great Barrington
Modern Cottage Minutes from Downtown  Great Barrington, vacation rental in Great Barrington

Modern Cottage Minutes from Downtown Great Barrington

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Simple living, Ranch on 5+ acres & 0.7 mi to Great Barrington. Sleeps 10 + Wi-Fi, vacation rental in Great Barrington
Simple living, Ranch on 5+ acres & 0.7 mi to Great Barrington. Sleeps 10 + Wi-Fi, vacation rental in Great Barrington
Simple living, Ranch on 5+ acres & 0.7 mi to Great Barrington. Sleeps 10 + Wi-Fi, vacation rental in Great Barrington

Simple living, Ranch on 5+ acres & 0.7 mi to Great Barrington. Sleeps 10 + Wi-Fi

Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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NEWLY REMODELED 3 BEDROOM COUNTRY CASTLE, vacation rental in Great Barrington
NEWLY REMODELED 3 BEDROOM COUNTRY CASTLE, vacation rental in Great Barrington
NEWLY REMODELED 3 BEDROOM COUNTRY CASTLE, vacation rental in Great Barrington

NEWLY REMODELED 3 BEDROOM COUNTRY CASTLE

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful House In The Woods, Huge Yard, Hot Tub, vacation rental in Great Barrington
Beautiful House In The Woods, Huge Yard, Hot Tub, vacation rental in Great Barrington
Beautiful House In The Woods, Huge Yard, Hot Tub, vacation rental in Great Barrington

Beautiful House In The Woods, Huge Yard, Hot Tub

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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A perfect getaway year-round.  Booking for the rest of '23 and through '24!, vacation rental in Great Barrington
A perfect getaway year-round.  Booking for the rest of '23 and through '24!, vacation rental in Great Barrington
A perfect getaway year-round.  Booking for the rest of '23 and through '24!, vacation rental in Great Barrington

A perfect getaway year-round. Booking for the rest of '23 and through '24!

Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Peaceful Retreat Compound 10 Minutes to Great Barrington!, vacation rental in Great Barrington
Peaceful Retreat Compound 10 Minutes to Great Barrington!, vacation rental in Great Barrington
Peaceful Retreat Compound 10 Minutes to Great Barrington!, vacation rental in Great Barrington

Peaceful Retreat Compound 10 Minutes to Great Barrington!

Rental Home
4 bedrooms
4 bathrooms
Sleeps 11
Match: Sleeps
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Historic 4-bedroom riverside home in Berkshires, vacation rental in Great Barrington
Historic 4-bedroom riverside home in Berkshires, vacation rental in Great Barrington
Historic 4-bedroom riverside home in Berkshires, vacation rental in Great Barrington

Historic 4-bedroom riverside home in Berkshires

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Home in Great Barrington, vacation rental in Great Barrington
Home in Great Barrington, vacation rental in Great Barrington
Home in Great Barrington, vacation rental in Great Barrington

Home in Great Barrington

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Modern Victorian Walk to Town, vacation rental in Great Barrington
Modern Victorian Walk to Town, vacation rental in Great Barrington
Modern Victorian Walk to Town, vacation rental in Great Barrington

Modern Victorian Walk to Town

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Stay in Town, Enjoy Late Check Out, vacation rental in Great Barrington
Stay in Town, Enjoy Late Check Out, vacation rental in Great Barrington
Stay in Town, Enjoy Late Check Out, vacation rental in Great Barrington

Stay in Town, Enjoy Late Check Out

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Great Escape Ski Cottage w/HOT TUB * Great Barrington, vacation rental in Great Barrington
The Great Escape Ski Cottage w/HOT TUB * Great Barrington, vacation rental in Great Barrington
The Great Escape Ski Cottage w/HOT TUB * Great Barrington, vacation rental in Great Barrington

The Great Escape Ski Cottage w/HOT TUB * Great Barrington

Rental Home
5 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Stunning Renovated Victorian, vacation rental in Great Barrington
Stunning Renovated Victorian, vacation rental in Great Barrington
Stunning Renovated Victorian, vacation rental in Great Barrington

Stunning Renovated Victorian

Rental Home
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Morgan's Millhouse (Front), vacation rental in Great Barrington
Morgan's Millhouse (Front), vacation rental in Great Barrington
Morgan's Millhouse (Front), vacation rental in Great Barrington

Morgan's Millhouse (Front)

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Great escape Barrington, vacation rental in Great Barrington
Great escape Barrington, vacation rental in Great Barrington
Great escape Barrington, vacation rental in Great Barrington

Great escape Barrington

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Minutes from Ski Butternut, Tanglewood, and Downtown Great Barrington, vacation rental in Great Barrington
Minutes from Ski Butternut, Tanglewood, and Downtown Great Barrington, vacation rental in Great Barrington
Minutes from Ski Butternut, Tanglewood, and Downtown Great Barrington, vacation rental in Great Barrington

Minutes from Ski Butternut, Tanglewood, and Downtown Great Barrington

Rental Home
7 bedrooms
7 bathrooms
Sleeps 15
Match: Sleeps
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Great Barrington, Cabin Sleeps 14, Walk To Town, vacation rental in Great Barrington
Great Barrington, Cabin Sleeps 14, Walk To Town, vacation rental in Great Barrington
Great Barrington, Cabin Sleeps 14, Walk To Town, vacation rental in Great Barrington

Great Barrington, Cabin Sleeps 14, Walk To Town

Rental Home
3 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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In-town studio apartment. Great base for a Berkshire visit!, vacation rental in Great Barrington
In-town studio apartment. Great base for a Berkshire visit!, vacation rental in Great Barrington
In-town studio apartment. Great base for a Berkshire visit!, vacation rental in Great Barrington

In-town studio apartment. Great base for a Berkshire visit!

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Charming Cabin On Scenic Road, vacation rental in Great Barrington
Charming Cabin On Scenic Road, vacation rental in Great Barrington
Charming Cabin On Scenic Road, vacation rental in Great Barrington

Charming Cabin On Scenic Road

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Serene Renovated Barn w/ Firepit, vacation rental in Great Barrington
Serene Renovated Barn w/ Firepit, vacation rental in Great Barrington
Serene Renovated Barn w/ Firepit, vacation rental in Great Barrington

Serene Renovated Barn w/ Firepit

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Berkshires: Romantic Cottage with spectacular view, vacation rental in Great Barrington
Berkshires: Romantic Cottage with spectacular view, vacation rental in Great Barrington
Berkshires: Romantic Cottage with spectacular view, vacation rental in Great Barrington

Berkshires: Romantic Cottage with spectacular view

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Romantic Berkshires Cottage - Stunning Views, Pool, vacation rental in Great Barrington
Romantic Berkshires Cottage - Stunning Views, Pool, vacation rental in Great Barrington
Romantic Berkshires Cottage - Stunning Views, Pool, vacation rental in Great Barrington

Romantic Berkshires Cottage - Stunning Views, Pool

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Studio Loft in the Berkshires, vacation rental in Great Barrington
Studio Loft in the Berkshires, vacation rental in Great Barrington
Studio Loft in the Berkshires, vacation rental in Great Barrington

Studio Loft in the Berkshires

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Apartment in Gorgeous Stonybrook Farm, vacation rental in Great Barrington
Apartment in Gorgeous Stonybrook Farm, vacation rental in Great Barrington
Apartment in Gorgeous Stonybrook Farm, vacation rental in Great Barrington

Apartment in Gorgeous Stonybrook Farm

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Evergreen: quiet cottage in Great Barrington, vacation rental in Great Barrington
Evergreen: quiet cottage in Great Barrington, vacation rental in Great Barrington
Evergreen: quiet cottage in Great Barrington, vacation rental in Great Barrington

Evergreen: quiet cottage in Great Barrington

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Eastbungalow, vacation rental in Great Barrington
Eastbungalow, vacation rental in Great Barrington
Eastbungalow, vacation rental in Great Barrington

Eastbungalow

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Lake Community - Near Town, Attractions, vacation rental in Great Barrington
Lake Community - Near Town, Attractions, vacation rental in Great Barrington
Lake Community - Near Town, Attractions, vacation rental in Great Barrington

Lake Community - Near Town, Attractions

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Best of the Berkshires + Hot Tub!, vacation rental in Great Barrington
Best of the Berkshires + Hot Tub!, vacation rental in Great Barrington
Best of the Berkshires + Hot Tub!, vacation rental in Great Barrington

Best of the Berkshires + Hot Tub!

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Berkshire Mountain Cottage: in the Heart of the Berkshires, vacation rental in Great Barrington
Berkshire Mountain Cottage: in the Heart of the Berkshires, vacation rental in Great Barrington
Berkshire Mountain Cottage: in the Heart of the Berkshires, vacation rental in Great Barrington

Berkshire Mountain Cottage: in the Heart of the Berkshires

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Entire home hosted by Morgan, vacation rental in Great Barrington
Entire home hosted by Morgan, vacation rental in Great Barrington
Entire home hosted by Morgan, vacation rental in Great Barrington

Entire home hosted by Morgan

Rental Home
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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2 bedroom Riverhouse in the Heart of the Berkshires, vacation rental in Great Barrington
2 bedroom Riverhouse in the Heart of the Berkshires, vacation rental in Great Barrington
2 bedroom Riverhouse in the Heart of the Berkshires, vacation rental in Great Barrington

2 bedroom Riverhouse in the Heart of the Berkshires

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Showing results 1-30 of 80
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