Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Start your search
Location
Shelter Island
Check in / Check out
Any week
Guests
Add guests
Stays
Experiences
Online Experiences
Where
Search by region
I’m flexible
I’m flexible
New York
New York
Europe
Europe
Canada
Canada
Caribbean
Caribbean
Italy
Italy
Check in
Add dates
Check out
Add dates
Who
Add guests
Search
Airbnb your home
Sign up
Log in
Gift cards
Airbnb your home
Help Centre
%{visible} of %{smart_count_str} Airbnb Category showing||||%{visible} of %{smart_count_str} Airbnb Categories showing
Your search
Amazing pools
Countryside
Vineyards
Lake
Beachfront
Chef's kitchens
Rooms
Amazing views
Cabins
Play
Farms
Design
Trending
Lakefront
Bed & breakfasts
Mansions
New
Grand pianos
Tiny homes
Skiing
Golfing
Surfing
Camping
Luxe
Barns
Beaches
Filters
0
Show map
Search results; Over 1,000 places in Shelter Island
Over 1,000 places in Shelter Island
Guest favourite
Guest favourite
Place to stay in Shelter Island
Casual Island Getaway - Walk to the Beach
1 queen bed
1 queen bed
19–24 Apr
19–24 Apr
$376 NZD
$326 NZD
night
$326 NZD per night, originally $376 NZD
·
$1,628 NZD total
$1,628 NZD total
Show price breakdown
4.89 out of 5 average rating, 64 reviews
4.89 (64)
Home in Shelter Island
All Seasons Rental
3 beds
3 beds
19–24 Apr
19–24 Apr
$350 NZD
night
$350 NZD per night
·
$1,750 NZD total
$1,750 NZD total
Show price breakdown
4.69 out of 5 average rating, 26 reviews
4.69 (26)
Home in Shelter Island
Secluded Shelter Island cottage
4 beds
4 beds
21–26 Apr
21–26 Apr
$610 NZD
night
$610 NZD per night
·
$3,052 NZD total
$3,052 NZD total
Show price breakdown
4.72 out of 5 average rating, 123 reviews
4.72 (123)
Guest favourite
Guest favourite
Guest suite in Shelter Island
Private two-bedroom stay on Shelter Island
2 queen beds
2 queen beds
26 Apr – 1 May
26 Apr – 1 May
$630 NZD
night
$630 NZD per night
·
$3,150 NZD total
$3,150 NZD total
Show price breakdown
4.89 out of 5 average rating, 28 reviews
4.89 (28)
Guest favourite
Guest favourite
Home in Shelter Island
Huge Island Getaway Pool HotTub Walk To Beach
6 beds
6 beds
29 Apr – 5 May
29 Apr – 5 May
$2,379 NZD
$1,546 NZD
night
$1,546 NZD per night, originally $2,379 NZD
·
$9,275 NZD total
$9,275 NZD total
Show price breakdown
4.97 out of 5 average rating, 193 reviews
4.97 (193)
Guest favourite
Guest favourite
Apartment in Shelter Island Heights
Squire Chase House
3 beds
3 beds
20–25 Apr
20–25 Apr
$1,310 NZD
night
$1,310 NZD per night
·
$6,548 NZD total
$6,548 NZD total
Show price breakdown
4.91 out of 5 average rating, 227 reviews
4.91 (227)
Guest favourite
Guest favourite
Home in Shelter Island
CASA GYPSEA - a chic and peaceful 3 bedroom house
3 beds
3 beds
19–24 Apr
19–24 Apr
$859 NZD
night
$859 NZD per night
·
$4,293 NZD total
$4,293 NZD total
Show price breakdown
5.0 out of 5 average rating, 50 reviews
5.0 (50)
Guest favourite
Guest favourite
Guesthouse in Shelter Island
Bayfront 1BR/2BR detached guesthouse with pool
2 beds
2 beds
24–29 May
24–29 May
$768 NZD
night
$768 NZD per night
·
$3,839 NZD total
$3,839 NZD total
Show price breakdown
5.0 out of 5 average rating, 50 reviews
5.0 (50)
Guest favourite
Guest favourite
Guesthouse in Shelter Island
Waterfront carriage house studio
2 beds
2 beds
23–28 Jun
23–28 Jun
$766 NZD
night
$766 NZD per night
·
$3,831 NZD total
$3,831 NZD total
Show price breakdown
4.97 out of 5 average rating, 105 reviews
4.97 (105)
Superhost
Superhost
Cottage in Shelter Island
Large Waterfront Cottage on Historic Estate
4 beds
4 beds
16–21 May
16–21 May
$940 NZD
$847 NZD
night
$847 NZD per night, originally $940 NZD
·
$4,233 NZD total
$4,233 NZD total
Show price breakdown
4.76 out of 5 average rating, 45 reviews
4.76 (45)
Home in Shelter Island
Beautiful Home on Shelter Island
20–25 Apr
20–25 Apr
$1,240 NZD
night
$1,240 NZD per night
·
$6,202 NZD total
$6,202 NZD total
Show price breakdown
New place to stay
New
Guest favourite
Guest favourite
Home in Shelter Island
Scandinavian family home on the water
3 beds
3 beds
27 May – 1 Jun
27 May – 1 Jun
$1,516 NZD
night
$1,516 NZD per night
·
$7,582 NZD total
$7,582 NZD total
Show price breakdown
4.93 out of 5 average rating, 15 reviews
4.93 (15)
Guest favourite
Guest favourite
Home in Shelter Island
Family Friendly Island Home
5 beds
5 beds
26 Apr – 1 May
26 Apr – 1 May
$1,280 NZD
night
$1,280 NZD per night
·
$6,401 NZD total
$6,401 NZD total
Show price breakdown
4.92 out of 5 average rating, 73 reviews
4.92 (73)
Home in Shelter Island Heights
Laid Back Relaxation
4 beds
4 beds
20–25 Apr
20–25 Apr
$1,050 NZD
night
$1,050 NZD per night
·
$5,248 NZD total
$5,248 NZD total
Show price breakdown
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Guest favourite
Guest favourite
Home in Shelter Island
Spacious house with pool.
6 beds
6 beds
20–25 Apr
20–25 Apr
$1,103 NZD
night
$1,103 NZD per night
·
$5,513 NZD total
$5,513 NZD total
Show price breakdown
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Guest favourite
Guest favourite
Home in Shelter Island
Beautiful beach home with pool & water views!
10 beds
10 beds
19–24 Apr
19–24 Apr
$1,382 NZD
$1,267 NZD
night
$1,267 NZD per night, originally $1,382 NZD
·
$6,336 NZD total
$6,336 NZD total
Show price breakdown
4.92 out of 5 average rating, 52 reviews
4.92 (52)
Superhost
Superhost
Home in Shelter Island
Hay Beach Getaway!
4 beds
4 beds
19–24 Apr
19–24 Apr
$1,221 NZD
night
$1,221 NZD per night
·
$6,105 NZD total
$6,105 NZD total
Show price breakdown
4.89 out of 5 average rating, 106 reviews
4.89 (106)
Guest favourite
Guest favourite
Home in Shelter Island Heights
Silver Beach, 3 Bedroom cottage w/ pool
4 beds
4 beds
21–26 Apr
21–26 Apr
$1,457 NZD
night
$1,457 NZD per night
·
$7,287 NZD total
$7,287 NZD total
Show price breakdown
4.92 out of 5 average rating, 25 reviews
4.92 (25)
1
2
3
4
…
15