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: 79
$450/night
Shelter island retreat
2 beds
1 bath
5 guests
Average Price:
$477
6% Cheaper
than normal
AirDNA Score: 73
$600/night
Hay Beach Getaway!
3 beds
2 baths
6 guests
Average Price:
$694
14% Cheaper
than normal
AirDNA Score: 72
$400/night
Shangri-la Cedar Cottage on Shelter Island
4 beds
2 baths
8 guests
Average Price:
$401
0% Cheaper
than normal
AirDNA Score: 71
$475/night
3 Bedroom Cottage Gem
3 beds
2.5 baths
6 guests
Average Price:
$553
14% Cheaper
than normal
AirDNA Score: 71
$275/night
Secluded Shelter Island cottage
3 beds
1.5 baths
5 guests
Average Price:
$376
27% Cheaper
than normal
AirDNA Score: 69
$695/night
AirDNA Score: 67
$1200/night
Chic Shelter Island Home, Gunite Pool
3 beds
2 baths
6 guests
Average Price:
$1410
15% Cheaper
than normal
AirDNA Score: 65
$185/night
Studio sweet on Shelter Island
1 bed
1 bath
2 guests
Average Price:
$196
6% Cheaper
than normal
AirDNA Score: 64
$1000/night
Stunning water views, huge pool, family resort
4 beds
3 baths
7 guests
Average Price:
$1376
27% Cheaper
than normal
AirDNA Score: 61
$500/night
SHELTER ISLAND House w Pool peaceful 2+ acres
3 beds
2 baths
6 guests
Average Price:
$575
13% Cheaper
than normal
AirDNA Score: 57
$829/night
Beautiful beach home with pool & water views!
5 beds
3.5 baths
8 guests
Average Price:
$1081
23% Cheaper
than normal
AirDNA Score: 55
$944/night
Chic, serene, designer home with pool and views
4 beds
3 baths
8 guests
Average Price:
$1001
6% Cheaper
than normal
AirDNA Score: 55
$375/night
Tasteful, Relaxing Getaway
3 beds
2 baths
6 guests
Average Price:
$366
2% More
than normal
AirDNA Score: 53
$472/night
Picturesque waterfront cottage
2 beds
1.5 baths
5 guests
Average Price:
$530
11% Cheaper
than normal
AirDNA Score: 52
$5000/night
Fab Shelter Island Listing, 2 acr Property w/Pool
6 beds
3.5 baths
12 guests
Average Price:
$5150
3% Cheaper
than normal
AirDNA Score: 52
$750/night
Waterfront Haven
5 beds
4.5 baths
8 guests
Average Price:
$883
15% Cheaper
than normal
AirDNA Score: 52
$421/night
Waterfront Estate on Shelter Island. 100 Ft Dock
4 beds
3 baths
8 guests
Average Price:
$1107
62% Cheaper
than normal
AirDNA Score: 52
$795/night
Huge Island Getaway Pool HotTub Walk To Beach
6 beds
5.5 baths
12 guests
Average Price:
$1193
33% Cheaper
than normal
AirDNA Score: 51
$600/night
Directly on best beach, with water/sunset views
3 beds
2 baths
6 guests
Average Price:
$753
20% Cheaper
than normal
AirDNA Score: 51
$450/night
SLEEK, RENOVATED SHELTER ISLAND GEM
3 beds
3 baths
8 guests
Average Price:
$884
49% Cheaper
than normal
AirDNA Score: 51
$764/night
Shelter Island Hidden Waterfront
3 beds
2.5 baths
8 guests
Average Price:
$909
16% Cheaper
than normal
AirDNA Score: 51
$700/night
Shelter Island's Silver Beach Home
3 beds
2.5 baths
8 guests
Average Price:
$804
13% Cheaper
than normal
AirDNA Score: 46
$600/night
Family Friendly Island Home
4 beds
2 baths
8 guests
Average Price:
$758
21% Cheaper
than normal
AirDNA Score: 38
$557/night
1890s farm house with a pool
3 beds
0 bath
6 guests
Average Price:
$567
2% Cheaper
than normal
AirDNA Score: 37
$700/night
Serenity on Shelter Island with a Pool & Hot tub
3 beds
2 baths
6 guests
Average Price:
$785
11% Cheaper
than normal
AirDNA Score: 36
$275/night
Large Waterfront Cottage on Historic Estate
3 beds
1 bath
6 guests
Average Price:
$500
45% Cheaper
than normal
AirDNA Score: 31
$800/night
Shelter Island Getaway
3 beds
2.5 baths
8 guests
Average Price:
$985
19% Cheaper
than normal
AirDNA Score: 29
$500/night
Shelter Island Sundrenched Retreat /walk to beach
3 beds
2 baths
6 guests
Average Price:
$557
10% Cheaper
than normal
AirDNA Score: 23
$218/night
Shelter Island Cottage with AirCon, Pool, Peloton
4 beds
2 baths
6 guests
Average Price:
$568
62% Cheaper
than normal
AirDNA Score: 21
$650/night
Shelter Island Bucolic Beach House
3 beds
2 baths
6 guests
Average Price:
$900
28% Cheaper
than normal
AirDNA Score: 21
$280/night
Cozy, Comfortable Island Cottage
2 beds
1 bath
4 guests
Average Price:
$329
15% Cheaper
than normal
AirDNA Score: 15
$604/night
Family Fun Shelter Island House near Sunset Beach
4 beds
2 baths
6 guests
Average Price:
$656
8% Cheaper
than normal
AirDNA Score: 7
$753/night
Waterfront Shelter Island Beach House With Dock
3 beds
2 baths
6 guests
Average Price:
$487
55% More
than normal