The Best Airbnb Deals in
Shelter Island, New York

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

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AirDNA Score: 73
$700/night

Hay Beach Getaway!

3 beds
2 baths
6 guests
Average Price:  
$698
0% Cheaper
than normal
AirDNA Score: 73
$1300/night

Shelter Island Cottage

5 beds
1.5 baths
8 guests
Average Price:  
$1159
12% More
than normal
AirDNA Score: 71
$350/night

Secluded Shelter Island cottage

3 beds
1.5 baths
5 guests
Average Price:  
$385
9% Cheaper
than normal
AirDNA Score: 67
$1042/night

Chic Shelter Island Home, Gunite Pool

3 beds
2 baths
6 guests
Average Price:  
$1410
26% Cheaper
than normal
AirDNA Score: 65
$175/night

Studio sweet on Shelter Island

1 bed
1 bath
2 guests
Average Price:  
$196
11% Cheaper
than normal
AirDNA Score: 64
$1643/night

Stunning water views, huge pool, family resort

4 beds
3 baths
7 guests
Average Price:  
$1280
28% More
than normal
AirDNA Score: 61
$628/night

SHELTER ISLAND House w Pool peaceful 2+ acres

3 beds
2 baths
6 guests
Average Price:  
$611
3% More
than normal
AirDNA Score: 53
$475/night

Picturesque waterfront cottage

2 beds
1.5 baths
5 guests
Average Price:  
$530
10% Cheaper
than normal
AirDNA Score: 52
$5225/night

Fab Shelter Island Listing, 2 acr Property w/Pool

6 beds
3.5 baths
12 guests
Average Price:  
$6164
15% Cheaper
than normal
AirDNA Score: 52
$879/night

Waterfront Estate on Shelter Island. 100 Ft Dock

4 beds
3 baths
8 guests
Average Price:  
$1059
17% Cheaper
than normal
AirDNA Score: 51
$600/night

Directly on best beach, with water/sunset views

3 beds
2 baths
6 guests
Average Price:  
$812
26% Cheaper
than normal
AirDNA Score: 51
$818/night

Shelter Island Hidden Waterfront

3 beds
2.5 baths
8 guests
Average Price:  
$867
6% Cheaper
than normal
AirDNA Score: 51
$665/night

SLEEK, RENOVATED SHELTER ISLAND GEM

3 beds
3 baths
8 guests
Average Price:  
$965
31% Cheaper
than normal
AirDNA Score: 51
$675/night

Shelter Island's Silver Beach Home

3 beds
2.5 baths
8 guests
Average Price:  
$786
14% Cheaper
than normal
AirDNA Score: 46
$764/night

Family Friendly Island Home

4 beds
2 baths
8 guests
Average Price:  
$798
4% Cheaper
than normal
AirDNA Score: 37
$917/night

West Neck Landing - Waterfront on Shelter Island

2 beds
2 baths
4 guests
Average Price:  
$928
1% Cheaper
than normal
AirDNA Score: 31
$1106/night

Shelter Island Getaway

3 beds
2.5 baths
8 guests
Average Price:  
$759
46% More
than normal