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; 245 places in Shelter Island
245 places in Shelter Island
Apartment in Shelter Island Heights
Shelter Island Waterview Villa
2 beds
2 beds
21 – 26 Apr
21 – 26 Apr
$2,071 AUD
total
Show price breakdown
$2,071 AUD total
New place to stay
New
Guest favourite
Guest favourite
Apartment in Shelter Island Heights
Squire Chase House
3 beds
3 beds
21 – 26 Apr
21 – 26 Apr
$5,988 AUD
total
Show price breakdown
$5,988 AUD total
4.91 out of 5 average rating, 227 reviews
4.91 (227)
Guest favourite
Guest favourite
Apartment in Sag Harbor
Sag Harbor Village Oasis
1 king bed
1 king bed
21 – 26 Apr
21 – 26 Apr
$2,088 AUD
$1,792 AUD
total
Show price breakdown
$1,792 AUD total, originally $2,088 AUD
4.88 out of 5 average rating, 133 reviews
4.88 (133)
Guest favourite
Guest favourite
Apartment in Greenport
Lovely 2-bedroom apartment in a historic home
2 beds
2 beds
29 Apr – 4 May
29 Apr – 4 May
$3,074 AUD
$2,513 AUD
total
Show price breakdown
$2,513 AUD total, originally $3,074 AUD
4.97 out of 5 average rating, 61 reviews
4.97 (61)
Apartment in Shelter Island
Modern Waterview Apartment in Silver Beach
1 queen bed
1 queen bed
30 Aug – 4 Sept
30 Aug – 4 Sept
$3,903 AUD
total
Show price breakdown
$3,903 AUD total
5.0 out of 5 average rating, 14 reviews
5.0 (14)
Guest favourite
Guest favourite
Apartment in Greenport
Quiet Neighborhood and only steps to Town
20 – 25 Apr
20 – 25 Apr
$2,475 AUD
total
Show price breakdown
$2,475 AUD total
4.86 out of 5 average rating, 141 reviews
4.86 (141)
Guest favourite
Guest favourite
Apartment in Sag Harbor
Pet friendly, artists apartment & guest cabin.
2 queen beds
2 queen beds
26 Apr – 1 May
26 Apr – 1 May
$1,475 AUD
total
Show price breakdown
$1,475 AUD total
4.84 out of 5 average rating, 172 reviews
4.84 (172)
Apartment in Shelter Island
Private One Bedroom Apt
1 queen bed
1 queen bed
20 – 25 Apr
20 – 25 Apr
$2,252 AUD
total
Show price breakdown
$2,252 AUD total
New place to stay
New
Guest favourite
Guest favourite
Apartment in Southold
Bright, Southold Studio Apt near beach & town
2 beds
2 beds
28 Apr – 3 May
28 Apr – 3 May
$1,945 AUD
total
Show price breakdown
$1,945 AUD total
4.96 out of 5 average rating, 100 reviews
4.96 (100)
Apartment in Sag Harbor
"Tranquil Sag Harbor Hideaway"
1 queen bed
1 queen bed
28 Apr – 3 May
28 Apr – 3 May
$1,801 AUD
total
Show price breakdown
$1,801 AUD total
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Guest favourite
Guest favourite
Apartment in Greenport
Lovely 1st floor of farmhouse, wineries/downtown
20 – 25 Apr
20 – 25 Apr
$2,468 AUD
total
Show price breakdown
$2,468 AUD total
4.9 out of 5 average rating, 29 reviews
4.9 (29)
Guest favourite
Guest favourite
Apartment in Greenport
Vintage 1880 Victorian gem.
On Sandy Beach
On Sandy Beach
21 – 26 July
21 – 26 July
$2,513 AUD
total
Show price breakdown
$2,513 AUD total
4.96 out of 5 average rating, 24 reviews
4.96 (24)
Guest favourite
Guest favourite
Apartment in Greenport
Greenport Village View - Walkable 2BR Stay
3 beds
3 beds
30 Apr – 5 May
30 Apr – 5 May
$2,963 AUD
total
Show price breakdown
$2,963 AUD total
4.97 out of 5 average rating, 195 reviews
4.97 (195)
Guest favourite
Guest favourite
Apartment in Sag Harbor
PRIVATE BASEMENT APARTMENT WITH POOL IN SAG HARBOR
2 king beds
2 king beds
12 – 17 May
12 – 17 May
$2,840 AUD
$2,558 AUD
total
Show price breakdown
$2,558 AUD total, originally $2,840 AUD
4.95 out of 5 average rating, 83 reviews
4.95 (83)
Guest favourite
Guest favourite
Apartment in Sag Harbor
Updated apartment in historic village home
2 beds
2 beds
27 Apr – 2 May
27 Apr – 2 May
$2,927 AUD
total
Show price breakdown
$2,927 AUD total
4.98 out of 5 average rating, 131 reviews
4.98 (131)
Guest favourite
Guest favourite
Apartment in Greenport
Junior 1-BR in the heart of Greenport Village
3 beds
3 beds
22 – 27 Apr
22 – 27 Apr
$2,636 AUD
total
Show price breakdown
$2,636 AUD total
4.95 out of 5 average rating, 75 reviews
4.95 (75)
Guest favourite
Guest favourite
Apartment in Greenport
Farmhouse vibe in heart of Greenport
3 beds
3 beds
21 – 26 Apr
21 – 26 Apr
$3,332 AUD
total
Show price breakdown
$3,332 AUD total
4.95 out of 5 average rating, 20 reviews
4.95 (20)
Guest favourite
Guest favourite
Apartment in Greenport
Newly Renovated 2-BR Apartment
5 beds
5 beds
1 – 6 May
1 – 6 May
$3,197 AUD
total
Show price breakdown
$3,197 AUD total
4.96 out of 5 average rating, 47 reviews
4.96 (47)
1
2
3
4
…
14
Enter dates and number of guests to show the total trip price including additional fees (but excluding any taxes).