Beachfront holiday rentals in Shelter Island Heights
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Shelter Island Heights
Guests agree: these beachfront homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for beachfront rentals in Shelter Island Heights
Pet-friendly beachfront home rentals
Cottage in Montauk
4.89 out of 5 average rating, 437 reviewsMontauk Oceanview with Fireplace
18–25 Sep
Cottage in Branford
4.85 out of 5 average rating, 197 reviewsCozy Home In Short Beach Community
21–28 May
Home in New London
4.89 out of 5 average rating, 132 reviewsOASIS @ OCEAN BEACH PARK: 6 QUEEN BEDS
15–22 Jan
Flat in Greenport
5.0 out of 5 average rating, 11 reviewsSailor’s Cove on Main
21–28 Aug
Home in Old Saybrook
4.96 out of 5 average rating, 50 reviewsSteps to Beach! *Cozy Cottage* Pet Friendly
9–16 Nov
Home in Greenport
4.95 out of 5 average rating, 20 reviewsWalk to Beach or to Town …
16–23 Nov
Home in Southold
5.0 out of 5 average rating, 10 reviewsGorgeous home with heated gunnite pool!
1–8 Apr
Home in Greenport
4.95 out of 5 average rating, 40 reviewsThe North Star: Greenport Waterview Beach Getaway
16–23 Jan
Beachfront home rentals with a pool
Apartment in Montauk
4.8 out of 5 average rating, 232 reviewsMontauk Royal Atlantic Beach Resort North
15–22 Aug
Apartment in Montauk
4.82 out of 5 average rating, 158 reviewsCoastline View Studio
31 Oct – 7 Nov
Apartment in Greenport
5.0 out of 5 average rating, 90 reviews"Breathtaking Waterfront Water's Edge view"
27 Sep – 4 Oct
Apartment in Greenport
4.89 out of 5 average rating, 81 reviewsSeaside Escape w Pool, Private Beach & Patio
22–29 Jan
Flat in Greenport
4.75 out of 5 average rating, 4 reviewsJunior Suite One King + Sofa Bed
3–10 May
Home in Old Saybrook
5.0 out of 5 average rating, 24 reviews3BR Private Cottage w/ Pool in Old Saybrook
17–24 Feb
Home in Southampton
5.0 out of 5 average rating, 18 reviewsBeautiful Southampton Home w/ Pool, Close to Beach
6–13 Jan
Home in New London
4.91 out of 5 average rating, 92 reviewsBeauty and the Beach!
21–28 Dec
Private beachfront home rentals
Home in Stonington
4.95 out of 5 average rating, 166 reviewsRomantic Seaside Cottage in Mystic
3–10 Mar
Flat in Greenport
4.96 out of 5 average rating, 24 reviewsVintage 1880 Victorian gem.
15–22 Feb
Home in Greenport
4.98 out of 5 average rating, 85 reviewsDesigner's Dream - Charming Boathouse
9–16 Dec
Home in Greenport
5.0 out of 5 average rating, 30 reviewsHistoric Stunner in Heart of Village
19–26 Nov
Guest suite in Southold
4.94 out of 5 average rating, 99 reviewsComfortable Suite, a walk to the beach
25 Nov – 2 Dec
Flat in Greenport
4.96 out of 5 average rating, 47 reviewsNewly Renovated 2-BR Apartment
26 Jun – 3 Jul
Flat in Greenport
4.95 out of 5 average rating, 21 reviewsFarmhouse vibe in heart of Greenport
1–8 Aug
Cottage in Greenport
4.84 out of 5 average rating, 38 reviewsNewly Renovated 2-Bedroom Home on the LI Sound
17–24 Oct
Quick stats about beachfront rentals in Shelter Island Heights
Total rentals
20 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
340 reviews
Nightly prices starting at
$271 SGD before taxes and fees
Destinations to explore
- New City Holiday rentals
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- Fitness-friendly rentals Shelter Island Heights
- Rentals with a washing machine and dryer Shelter Island Heights
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- Monthly Rentals Shelter Island Heights
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- Family-friendly rentals Shelter Island Heights
- Waterfront rentals Shelter Island Heights
- Rentals with a kayak Shelter Island Heights
- Pet-friendly rentals Shelter Island Heights
- Rentals with a patio Shelter Island Heights
- Rentals with beach access Shelter Island Heights
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