The Best Airbnb Deals in
Stockbridge, Massachusetts

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

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AirDNA Score: 83
$299/night

Stockbridge home 2 blocks from Red Lion Inn

3 beds
2 baths
6 guests
Average Price:  
$347
14% Cheaper
than normal
AirDNA Score: 75
$500/night

Escape to Stockbridge | Ski & Explore| Berkshires

4 beds
3 baths
9 guests
Average Price:  
$662
24% Cheaper
than normal
AirDNA Score: 71
$150/night

Cozy cottage by the brook

1 bed
1 bath
2 guests
Average Price:  
$198
24% Cheaper
than normal
AirDNA Score: 71
$238/night

Berkshire, MA Getaway! Mile to town

3 beds
1 bath
6 guests
Average Price:  
$306
22% Cheaper
than normal
AirDNA Score: 66
$170/night

Cozy rustic cottage minutes away from Tanglewood

3 beds
1 bath
4 guests
Average Price:  
$170
0% Cheaper
than normal
AirDNA Score: 57
$1550/night

Victorian 11 Bedrooms 7 Baths Handicap Sleeps 24

11 beds
7 baths
16 guests
Average Price:  
$1651
6% Cheaper
than normal
AirDNA Score: 53
$700/night

5 Bds 3 1/2 Baths Front House Stockbridge In-Town

5 beds
3.5 baths
11 guests
Average Price:  
$710
1% Cheaper
than normal
AirDNA Score: 53
$999/night

The Taggart House

6 beds
7 baths
12 guests
Average Price:  
$1100
9% Cheaper
than normal
AirDNA Score: 51
$300/night

Beautiful Lenox Location with Mountain Views

2 beds
1 bath
4 guests
Average Price:  
$300
0% Cheaper
than normal
AirDNA Score: 50
$850/night

6 Bd 4 Ba 1st Fl Handicap Accessible Stockbridge

6 beds
4.5 baths
13 guests
Average Price:  
$891
5% Cheaper
than normal
AirDNA Score: 42
$190/night

Hideaway in the Woods

3 beds
1.5 baths
4 guests
Average Price:  
$375
49% Cheaper
than normal