The Best Airbnb Deals in
Osterville, Massachusetts

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

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AirDNA Score: 82
$275/night

Peaceful Bungalow in heart of Osterville Village!

2 beds
1 bath
4 guests
Average Price:  
$364
24% Cheaper
than normal
AirDNA Score: 73
$240/night

Cottage Getaway

2 beds
1 bath
2 guests
Average Price:  
$244
2% Cheaper
than normal
AirDNA Score: 71
$295/night

Osterville Charming Cottage in the Heart of Wianno

3 beds
1 bath
5 guests
Average Price:  
$333
11% Cheaper
than normal
AirDNA Score: 70
$700/night

Seaside Osterville Gem - close to town/beach

4 beds
2 baths
9 guests
Average Price:  
$738
5% Cheaper
than normal
AirDNA Score: 69
$219/night

Stylish home with beach pass, close to everything

3 beds
1.5 baths
8 guests
Average Price:  
$299
27% Cheaper
than normal
AirDNA Score: 58
$700/night

Osterville Summer Rental

6 beds
4 baths
8 guests
Average Price:  
$716
2% Cheaper
than normal
AirDNA Score: 57
$212/night

271 Westwind

3 beds
3 baths
6 guests
Average Price:  
$241
12% Cheaper
than normal
AirDNA Score: 50
$300/night

Cottage- walk to Joshua''s Pond Beach and Village

3 beds
1 bath
6 guests
Average Price:  
$400
25% Cheaper
than normal
AirDNA Score: 46
$545/night

Relax and Enjoy! Spacious Home in Osterville, MA

5 beds
3 baths
10 guests
Average Price:  
$616
12% Cheaper
than normal
AirDNA Score: 45
$2000/night

Large private property on pond

4 beds
4 baths
12 guests
Average Price:  
$1200
67% More
than normal
AirDNA Score: 42
$335/night

Quintessential Cape Cod Cottage with Beach Pass

studio
0 bath
2 guests
Average Price:  
$335
0% Cheaper
than normal