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: 86
$175/night

Summer Cottage in the Berkshires

2 beds
1 bath
3 guests
Average Price:  
$225
22% Cheaper
than normal
AirDNA Score: 80
$150/night

Charming Gem in Heart of the Berkshires

2 beds
1.5 baths
4 guests
Average Price:  
$161
7% Cheaper
than normal
AirDNA Score: 80
$435/night

Renovated Pittsfield Colonial by Evergreen Home

4 beds
2.5 baths
12 guests
Average Price:  
$533
18% Cheaper
than normal
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
$45/night

Sharon''s Place 5 420 friendly!!!!!!

1 bed
1 bath
2 guests
Average Price:  
$60
25% Cheaper
than normal
AirDNA Score: 71
$110/night

Marie''s Place

2 beds
1 bath
4 guests
Average Price:  
$145
24% 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: 50
$375/night

Beautiful House By The Lake W/Jetted Hot Tub

8 beds
3 baths
16 guests
Average Price:  
$477
21% Cheaper
than normal
AirDNA Score: 42
$175/night

Attractive condo in the Berkshires.

3 beds
1 bath
6 guests
Average Price:  
$242
28% Cheaper
than normal
AirDNA Score: 41
$312/night

Clean, Comfy & Convenient!

2 beds
2 baths
1 guest
Average Price:  
$126
148% More
than normal
AirDNA Score: 39
$335/night

Cozy Craftsman Cottage near lake

4 beds
3 baths
8 guests
Average Price:  
$382
12% Cheaper
than normal