Beachfront holiday rental in Shelter Island Heights
Find and book unique beachfront homes on Airbnb
Top-rated beachfront accommodation 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 Shelter Island Heights beachfront rentals
Pet-friendly beachfront home rentals
Cottage in Milford
4.96 out of 5 average rating, 236 reviewsSpring Sale! Cozy Cottage | Pet | Walk to Beach
28 Aug – 4 Sep
Home in Milford
4.99 out of 5 average rating, 102 reviewsSerene Waterfront Retreat - 400 ft Private Beach!
21–28 Dec
Home in New London
4.89 out of 5 average rating, 132 reviewsOASIS @ OCEAN BEACH PARK: 6 QUEEN BEDS
11–18 Oct
Cottage in Branford
4.85 out of 5 average rating, 197 reviewsCozy Home In Short Beach Community
19–26 Dec
Apartment in Greenport
5.0 out of 5 average rating, 11 reviewsSailor’s Cove on Main
27 Jun – 4 Jul
Home in Old Saybrook
4.96 out of 5 average rating, 50 reviewsSteps to Beach! *Cozy Cottage* Pet Friendly
1–8 Mar
Home in Southold
5.0 out of 5 average rating, 10 reviewsGorgeous home with heated gunnite pool!
22–29 Jan
Home in Greenport
4.95 out of 5 average rating, 20 reviewsWalk to Beach or to Town …
16–23 Nov
Beachfront home rentals with a pool
Condo in Montauk
4.99 out of 5 average rating, 181 reviewsMontauk Waterfront Condo w/ Sunset Views
12–19 Sep
Condo in Montauk
4.8 out of 5 average rating, 232 reviewsMontauk Royal Atlantic Beach Resort North
15–22 Aug
Condo in Montauk
4.82 out of 5 average rating, 158 reviewsCoastline View Studio
1–8 Nov
Condo in Greenport
5.0 out of 5 average rating, 90 reviews"Breathtaking Waterfront Water's Edge view"
28 Sep – 5 Oct
Condo in Greenport
4.89 out of 5 average rating, 81 reviewsSeaside Escape w Pool, Private Beach & Patio
22–29 Jan
Apartment in Greenport
4.75 out of 5 average rating, 4 reviewsJunior Suite One King + Sofa Bed
5–12 May
Home in Old Saybrook
5.0 out of 5 average rating, 24 reviews3BR Private Cottage w/ Pool in Old Saybrook
15–22 Jan
Home in Southampton
5.0 out of 5 average rating, 18 reviewsBeautiful Southampton Home w/ Pool, Close to Beach
7–14 Jan
Private beachfront home rentals
Guesthouse in Jamesport
4.97 out of 5 average rating, 107 reviewsWalk to Beautiful Beach in Heart of Wine Country
4–11 Nov
Home in East Lyme
4.96 out of 5 average rating, 164 reviewsBeachfront Paradise
28 Apr – 5 May
Guest suite in Southold
4.94 out of 5 average rating, 99 reviewsComfortable Suite, a walk to the beach
20–27 Mar
Apartment in Greenport
4.96 out of 5 average rating, 24 reviewsVintage 1880 Victorian gem.
25 Dec – 1 Jan
Home in Greenport
4.98 out of 5 average rating, 85 reviewsDesigner's Dream - Charming Boathouse
10–17 Dec
Home in Greenport
5.0 out of 5 average rating, 30 reviewsHistoric Stunner in Heart of Village
21–28 Jan
Apartment in Greenport
4.95 out of 5 average rating, 21 reviewsFarmhouse vibe in heart of Greenport
27 Jul – 3 Aug
Apartment in Greenport
4.96 out of 5 average rating, 47 reviewsNewly Renovated 2-BR Apartment
27 Jun – 4 Jul
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
$333 NZD before taxes and fees
Destinations to explore
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- Pet-friendly rentals Shelter Island Heights
- Rentals with a fire pit Shelter Island Heights
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- Waterfront rentals Shelter Island Heights
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- Rentals with a patio Shelter Island Heights
- Rentals with a kayak Shelter Island Heights
- Rentals with a washing machine and dryer Shelter Island Heights
- Rentals with breakfast Shelter Island Heights
- Rentals with outdoor seating Shelter Island Heights
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