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: 80
$125/night

Spacious Duplex in Heart of the Berkshires

2 beds
1.5 baths
4 guests
Average Price:  
$175
29% Cheaper
than normal
AirDNA Score: 80
$500/night

Renovated Colonial in the Heart of The Berkshires

4 beds
2.5 baths
12 guests
Average Price:  
$596
16% Cheaper
than normal
AirDNA Score: 76
$72/night

HawksNest: quiet 2BR apt, heart of the Berkshires

2 beds
1.5 baths
4 guests
Average Price:  
$87
17% Cheaper
than normal
AirDNA Score: 74
$152/night

Charming Apartment inThe Heart of The Berkshires 2

1 bed
1 bath
2 guests
Average Price:  
$166
8% Cheaper
than normal
AirDNA Score: 71
$110/night

Marie''s Place

2 beds
1 bath
4 guests
Average Price:  
$179
39% Cheaper
than normal
AirDNA Score: 57
$107/night

Honeysuckle Rose Cottage

2 beds
1 bath
4 guests
Average Price:  
$133
20% Cheaper
than normal
AirDNA Score: 52
$240/night

Rustic Modern Berkshires Lake Cottage

2 beds
1 bath
4 guests
Average Price:  
$258
7% Cheaper
than normal
AirDNA Score: 46
$140/night

Richmond Pond Views at this Lakeside Efficiency

1 bed
1 bath
2 guests
Average Price:  
$153
8% Cheaper
than normal
AirDNA Score: 42
$175/night

Attractive condo in the Berkshires.

3 beds
1 bath
6 guests
Average Price:  
$248
29% Cheaper
than normal
AirDNA Score: 41
$350/night

Clean, Comfy & Convenient!

2 beds
2 baths
1 guest
Average Price:  
$82
327% More
than normal
AirDNA Score: 21
$127/night

Dancing Horse Lodge

3 beds
1 bath
6 guests
Average Price:  
$152
16% Cheaper
than normal