The Best Airbnb Deals in
Great Barrington, Massachusetts

Save money on your trip by finding the biggest discounts for top-rated Airbnb rentals in Great Barrington, Massachusetts. Enter your travel dates to find the best deals!

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AirDNA Score: 82
$176/night

Berkshire Mountain Views

1 bed
1 bath
3 guests
Average Price:  
$161
9% More
than normal
AirDNA Score: 77
$600/night

Idyllic Berkshires Getaway

4 beds
2.5 baths
9 guests
Average Price:  
$490
22% More
than normal
AirDNA Score: 75
$400/night

Gorgeous rustic farmhouse in the Berkshires

4 beds
2 baths
8 guests
Average Price:  
$405
1% Cheaper
than normal
AirDNA Score: 75
$138/night

Studio in Bucolic Berkshire Setting

studio
1 bath
2 guests
Average Price:  
$145
5% Cheaper
than normal
AirDNA Score: 71
$735/night

Happy home in heart of downtown Great Barrington

3 beds
1.5 baths
5 guests
Average Price:  
$844
13% Cheaper
than normal
AirDNA Score: 67
$293/night

Cozy Berkshire Cape

3 beds
1 bath
5 guests
Average Price:  
$312
6% Cheaper
than normal
AirDNA Score: 66
$221/night

Lilypadslanding A place that's super chill

3 beds
2 baths
3 guests
Average Price:  
$311
29% Cheaper
than normal
AirDNA Score: 64
$397/night

Great Barrington Getaway House

3 beds
2 baths
8 guests
Average Price:  
$370
7% More
than normal
AirDNA Score: 59
$290/night

Warm, Welcoming Lake House

3 beds
2 baths
6 guests
Average Price:  
$338
14% Cheaper
than normal
AirDNA Score: 56
$600/night

Airy Modern House on Small Working Horse farm

5 beds
2.5 baths
12 guests
Average Price:  
$665
10% Cheaper
than normal
AirDNA Score: 50
$907/night

Country Haven near Great Barrington

5 beds
5.5 baths
12 guests
Average Price:  
$1095
17% Cheaper
than normal
AirDNA Score: 49
$219/night

Berkshire Mountain Cottage

2 beds
1 bath
2 guests
Average Price:  
$257
15% Cheaper
than normal
AirDNA Score: 48
$172/night

Berkshires retreat in Great Barrington

1 bed
1 bath
3 guests
Average Price:  
$156
10% More
than normal
AirDNA Score: 31
$599/night

Lake Buel Retreat: Stunning Views and Private Dock

4 beds
2 baths
6 guests
Average Price:  
$590
2% More
than normal
AirDNA Score: 30
$210/night

Charming Berkshires Cottage with new addition

3 beds
2 baths
6 guests
Average Price:  
$219
4% Cheaper
than normal
AirDNA Score: 29
$390/night

Newly Construced White House set back on a Knoll

4 beds
3 baths
8 guests
Average Price:  
$447
13% Cheaper
than normal
AirDNA Score: 27
$317/night

Lakefront Berkshires Ski/Summer Vacation House

4 beds
2 baths
10 guests
Average Price:  
$384
17% Cheaper
than normal
AirDNA Score: 25
$170/night

The Carriage House - A Lovely Apartment Rental

1 bed
1 bath
2 guests
Average Price:  
$175
3% Cheaper
than normal
AirDNA Score: 21
$178/night

Rustic Berkshires Cottage at Lake Buel w/ Kayaks!

1 bed
1 bath
2 guests
Average Price:  
$220
19% Cheaper
than normal
AirDNA Score: 16
$396/night

SECLUDED 5BD CLOSE TO BEST OF BERKS

5 beds
4 baths
10 guests
Average Price:  
$540
27% Cheaper
than normal
AirDNA Score: 14
$709/night

Lake Buel Lakefront 4 Bedroom Cottage

4 beds
2.5 baths
8 guests
Average Price:  
$567
25% More
than normal
AirDNA Score: 7
$350/night

Great Barrington Farm House near Lake Mansfield

3 beds
2 baths
6 guests
Average Price:  
$313
12% More
than normal