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: 91
$215/night

NO LONGER AVAILABLE AFTER OCTOBER 2019

3 beds
2 baths
6 guests
Average Price:  
$315
32% Cheaper
than normal
AirDNA Score: 88
$500/night

Cozy Upscale Country Cottage

2 beds
1 bath
4 guests
Average Price:  
$338
48% More
than normal
AirDNA Score: 79
$149/night

COZY GUESTHOUSE MINUTES AWAY FROM HIKING!

1 bed
1 bath
4 guests
Average Price:  
$160
7% Cheaper
than normal
AirDNA Score: 71
$650/night

Freedom House on The Hill, walk to town/Lake

7 beds
4 baths
16 guests
Average Price:  
$830
22% Cheaper
than normal
AirDNA Score: 71
$785/night

Happy home in heart of downtown Great Barrington

3 beds
1.5 baths
5 guests
Average Price:  
$1242
37% Cheaper
than normal
AirDNA Score: 67
$325/night

Historic Home near Hiking & Fine Dining

4 beds
3 baths
7 guests
Average Price:  
$359
9% Cheaper
than normal
AirDNA Score: 67
$725/night

Beautiful home in Egremont with expansive lawn

5 beds
2 baths
9 guests
Average Price:  
$904
20% Cheaper
than normal
AirDNA Score: 66
$140/night

Lake Buel Retreat

1 bed
1 bath
2 guests
Average Price:  
$205
32% Cheaper
than normal
AirDNA Score: 64
$325/night

Great Barrington Getaway House

3 beds
2 baths
8 guests
Average Price:  
$352
8% Cheaper
than normal
AirDNA Score: 64
$110/night

Another fun Main St location

1 bed
1 bath
2 guests
Average Price:  
$134
18% Cheaper
than normal
AirDNA Score: 57
$120/night

Apartment Retreat, Housatonic House on the Hill

2 beds
1 bath
3 guests
Average Price:  
$122
2% Cheaper
than normal
AirDNA Score: 53
$900/night

Private Berkshire Getaway with Fiber Optic

4 beds
3 baths
8 guests
Average Price:  
$612
47% More
than normal
AirDNA Score: 52
$325/night

Great Barrington Farmhouse

4 beds
2 baths
8 guests
Average Price:  
$337
4% Cheaper
than normal
AirDNA Score: 51
$175/night

Quiet and cozy "on the hill" in Great Barrington

3 beds
2.5 baths
6 guests
Average Price:  
$178
2% Cheaper
than normal
AirDNA Score: 50
$250/night

Our Lakefront Home Awaits You on Lake Buel

3 beds
1.5 baths
6 guests
Average Price:  
$250
0% Cheaper
than normal
AirDNA Score: 50
$950/night

Country Haven near Great Barrington

5 beds
5.5 baths
12 guests
Average Price:  
$873
9% More
than normal
AirDNA Score: 48
$150/night

Berkshires retreat in Great Barrington

1 bed
1 bath
3 guests
Average Price:  
$162
7% Cheaper
than normal
AirDNA Score: 39
$110/night

Riverwalk Great Barrington

3 beds
1 bath
4 guests
Average Price:  
$130
15% Cheaper
than normal
AirDNA Score: 31
$700/night

Lake Buel getaway with great view & private dock

4 beds
2 baths
6 guests
Average Price:  
$551
27% More
than normal
AirDNA Score: 25
$168/night

The Carriage House - A Lovely Apartment Rental

1 bed
1 bath
2 guests
Average Price:  
$164
2% More
than normal
AirDNA Score: 21
$299/night

Bright spacious apt central Great Barrington

3 beds
1 bath
6 guests
Average Price:  
$356
16% Cheaper
than normal
AirDNA Score: 16
$375/night

SECLUDED 5BD CLOSE TO BEST OF BERKS

5 beds
4 baths
10 guests
Average Price:  
$550
32% Cheaper
than normal