The Best Airbnb Deals in
Sheffield, Massachusetts

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

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AirDNA Score: 86
$150/night

Hideaway with Spectacular Berkshire Views

1 bed
1 bath
2 guests
Average Price:  
$170
12% Cheaper
than normal
AirDNA Score: 77
$175/night

The Brook House at Race Brook Lodge

1 bed
1 bath
5 guests
Average Price:  
$202
13% Cheaper
than normal
AirDNA Score: 77
$160/night

Wow! Best BERKSHIRE SnowHome #1 Private SuperClean

2 beds
1 bath
4 guests
Average Price:  
$220
27% Cheaper
than normal
AirDNA Score: 74
$299/night

House Among Trees - A Perfect Getaway

3 beds
2 baths
6 guests
Average Price:  
$333
10% Cheaper
than normal
AirDNA Score: 66
$130/night

Wow! Best BERKSHIRE SnowHome #2 Private SuperClean

1 bed
1 bath
2 guests
Average Price:  
$183
29% Cheaper
than normal
AirDNA Score: 66
$675/night

Gorgeous Sheffield Home

5 beds
3.5 baths
15 guests
Average Price:  
$759
11% Cheaper
than normal
AirDNA Score: 64
$308/night

Large Berkshires Cabin - skiing, hiking - $0 fees

4 beds
3 baths
10 guests
Average Price:  
$409
25% Cheaper
than normal
AirDNA Score: 62
$300/night

Belle Meade

2 beds
2 baths
4 guests
Average Price:  
$385
22% Cheaper
than normal
AirDNA Score: 60
$650/night

Amazing Loft

3 beds
3 baths
6 guests
Average Price:  
$739
12% Cheaper
than normal
AirDNA Score: 53
$275/night

Serene Berkshire Artist''s House

3 beds
2.5 baths
6 guests
Average Price:  
$374
26% Cheaper
than normal
AirDNA Score: 51
$250/night

“Elterwater”—the house on the lake

2 beds
2 baths
4 guests
Average Price:  
$293
15% Cheaper
than normal
AirDNA Score: 51
$525/night

Elegant Berkshire All Season Home

3 beds
2.5 baths
6 guests
Average Price:  
$543
3% Cheaper
than normal
AirDNA Score: 36
$599/night

88 Acres of Charm - Berkshire Home w/ Tennis Court

4 beds
3 baths
8 guests
Average Price:  
$715
16% Cheaper
than normal