The Best Airbnb Deals in
Pittsfield, Massachusetts

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

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AirDNA Score: 79
$165/night

Heart Of The Berkshires

3 beds
1 bath
5 guests
Average Price:  
$210
21% Cheaper
than normal
AirDNA Score: 71
$106/night

Marie's Place

2 beds
1 bath
4 guests
Average Price:  
$142
25% Cheaper
than normal
AirDNA Score: 69
$190/night

The Lakehouse

2 beds
1 bath
7 guests
Average Price:  
$195
3% Cheaper
than normal
AirDNA Score: 57
$200/night

Manley Manor in the Berkshires

2 beds
2 baths
4 guests
Average Price:  
$221
10% Cheaper
than normal
AirDNA Score: 57
$127/night

Honeysuckle Rose Cottage

2 beds
1 bath
4 guests
Average Price:  
$132
4% Cheaper
than normal
AirDNA Score: 53
$325/night

The Oliver Wendell Holmes Guesthouse @ Holmesdale

1 bed
1 bath
4 guests
Average Price:  
$432
25% Cheaper
than normal
AirDNA Score: 51
$196/night

One Bedroom Apartment with a full kitchen

1 bed
1 bath
4 guests
Average Price:  
$213
8% Cheaper
than normal
AirDNA Score: 39
$389/night

Cozy Craftsman Cottage near lake

4 beds
3 baths
8 guests
Average Price:  
$387
1% More
than normal