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: 93
$234/night

GB Eclectic Victorian

2 beds
1 bath
4 guests
Average Price:  
$249
6% Cheaper
than normal
AirDNA Score: 86
$112/night

Private En Suite in Beautiful Victorian

1 bed
1 bath
2 guests
Average Price:  
$114
2% Cheaper
than normal
AirDNA Score: 86
$200/night

Cozy Country Retreat

1 bed
1 bath
3 guests
Average Price:  
$183
9% More
than normal
AirDNA Score: 86
$151/night

The Old Red Barn

1 bed
1 bath
2 guests
Average Price:  
$194
22% Cheaper
than normal
AirDNA Score: 85
$450/night

Berkshire Farm House

4 beds
3.5 baths
8 guests
Average Price:  
$450
0% Cheaper
than normal
AirDNA Score: 81
$275/night

The Hideaway: Berkshire Home - village of Egremont

3 beds
2 baths
8 guests
Average Price:  
$335
18% Cheaper
than normal
AirDNA Score: 79
$350/night

Lovely Hillside Cottage close to Great Barrington

3 beds
2 baths
6 guests
Average Price:  
$389
10% Cheaper
than normal
AirDNA Score: 78
$248/night

Cozy cabin near Catamount&Butternut w workout rm

4 beds
3 baths
7 guests
Average Price:  
$344
28% Cheaper
than normal
AirDNA Score: 77
$325/night

Idyllic Berkshires Getaway

4 beds
2.5 baths
9 guests
Average Price:  
$498
35% Cheaper
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: 73
$195/night

GB River View

2 beds
1 bath
3 guests
Average Price:  
$220
11% Cheaper
than normal
AirDNA Score: 71
$135/night

Cottage on Scenic Road

1 bed
1 bath
2 guests
Average Price:  
$162
17% Cheaper
than normal
AirDNA Score: 71
$495/night

Former Sunset View Inn

5 beds
2 baths
10 guests
Average Price:  
$542
9% Cheaper
than normal
AirDNA Score: 71
$217/night

Modern Farm House 5 minutes from Great Barrington

2 beds
2 baths
4 guests
Average Price:  
$374
42% 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:  
$796
8% Cheaper
than normal
AirDNA Score: 68
$225/night

Converted Berkshire schoolhouse on a quiet river

3 beds
1.5 baths
5 guests
Average Price:  
$261
14% Cheaper
than normal
AirDNA Score: 67
$276/night

Cozy Berkshire Cape

3 beds
1 bath
5 guests
Average Price:  
$321
14% Cheaper
than normal
AirDNA Score: 64
$114/night

Another fun Main St location

1 bed
1 bath
2 guests
Average Price:  
$139
18% Cheaper
than normal
AirDNA Score: 63
$145/night

Secluded but not isolated Berkshire Retreat

2 beds
1.5 baths
5 guests
Average Price:  
$170
15% Cheaper
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: 58
$250/night

Berkshire "ZEN" Chalet

3 beds
2 baths
8 guests
Average Price:  
$347
28% Cheaper
than normal
AirDNA Score: 57
$200/night

Charming Berkshires Cottage

studio
1 bath
2 guests
Average Price:  
$217
8% Cheaper
than normal
AirDNA Score: 56
$260/night

Cozy Log Home, skiing, hiking, fireplace

2 beds
1 bath
6 guests
Average Price:  
$285
9% Cheaper
than normal
AirDNA Score: 54
$2250/night

Incredible Ski Lodge - 7500 Sq Ft. Log Cabin

6 beds
6.5 baths
16 guests
Average Price:  
$2397
6% Cheaper
than normal
AirDNA Score: 51
$695/night

Newly Remodeled Private Estate-Pool, Tennis Court!

4 beds
4 baths
12 guests
Average Price:  
$1060
34% Cheaper
than normal
AirDNA Score: 50
$903/night

Country Haven near Great Barrington

5 beds
5.5 baths
12 guests
Average Price:  
$1079
16% Cheaper
than normal
AirDNA Score: 49
$219/night

Berkshire Mountain Cottage

2 beds
1 bath
2 guests
Average Price:  
$259
15% Cheaper
than normal
AirDNA Score: 49
$273/night

Maya''s Garden House

3 beds
2 baths
8 guests
Average Price:  
$341
20% Cheaper
than normal
AirDNA Score: 47
$150/night

Beautfiul, modern, GB apartment

1 bed
1 bath
4 guests
Average Price:  
$165
9% Cheaper
than normal
AirDNA Score: 44
$171/night

Spacious walkable apartment, Great Barrington

3 beds
1 bath
6 guests
Average Price:  
$118
45% More
than normal
AirDNA Score: 43
$169/night

2 bdrm.Riverhouse in the Berkshires

2 beds
1 bath
4 guests
Average Price:  
$208
19% Cheaper
than normal
AirDNA Score: 42
$259/night

Cozy home in the Berkshire woods

4 beds
2 baths
6 guests
Average Price:  
$311
17% Cheaper
than normal
AirDNA Score: 39
$157/night

Riverwalk Great Barrington

3 beds
1 bath
6 guests
Average Price:  
$159
1% Cheaper
than normal
AirDNA Score: 37
$363/night

Family house, private yet near town

4 beds
3 baths
8 guests
Average Price:  
$419
13% Cheaper
than normal
AirDNA Score: 36
$3500/night

Magical Country Retreat in the Berkshires

10 beds
9 baths
16 guests
Average Price:  
$3702
5% Cheaper
than normal
AirDNA Score: 36
$425/night

The Southfield Spot

3 beds
2 baths
6 guests
Average Price:  
$481
12% Cheaper
than normal
AirDNA Score: 30
$250/night

Charming Berkshires Cottage with new addition

3 beds
2 baths
6 guests
Average Price:  
$219
14% More
than normal
AirDNA Score: 29
$271/night

Waterfront Cottage: 10 Min to Great Barrington!

2 beds
1 bath
2 guests
Average Price:  
$294
8% Cheaper
than normal
AirDNA Score: 29
$325/night

Bungalow on “The Hill”

3 beds
2 baths
4 guests
Average Price:  
$344
6% Cheaper
than normal
AirDNA Score: 28
$125/night

Spacious walkable New England getaway

2 beds
1 bath
3 guests
Average Price:  
$169
26% Cheaper
than normal
AirDNA Score: 27
$266/night

Lakefront Berkshires Ski/Summer Vacation House

4 beds
2 baths
10 guests
Average Price:  
$382
30% Cheaper
than normal
AirDNA Score: 25
$135/night

The Carriage House - A Lovely Apartment Rental

1 bed
1 bath
2 guests
Average Price:  
$178
24% Cheaper
than normal
AirDNA Score: 21
$139/night

Writer''s retreat with study, books, fireplace

2 beds
1 bath
2 guests
Average Price:  
$244
43% Cheaper
than normal
AirDNA Score: 21
$300/night

Berkshire Retreat in the Heart of Great Barrington

3 beds
3 baths
7 guests
Average Price:  
$342
12% Cheaper
than normal
AirDNA Score: 16
$396/night

SECLUDED 5BD CLOSE TO BEST OF BERKS

5 beds
4 baths
10 guests
Average Price:  
$534
26% Cheaper
than normal