Waterfront holiday rentals in Shelter Island Heights
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Shelter Island Heights
Guests agree: these waterfront rentals 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 waterfront rentals in Shelter Island Heights
Waterfront apartment rentals
Flat in New London
4.8 out of 5 average rating, 293 reviewsLarge Waterfront Luxury Apartment
15–22 Jan
Flat in New Haven
4.89 out of 5 average rating, 467 reviewsFair Haven Heights Entire 1 Bedroom Apartment
22–29 Sep
Flat in Stonington
4.95 out of 5 average rating, 222 reviewsMystical Ocean View in Historic Stonington Borough
15–22 Nov
Flat in Stonington
4.97 out of 5 average rating, 181 reviewsMystic River Getaway - Walk To Downtown & Seaport!
9–16 Nov
Flat in Montauk
4.89 out of 5 average rating, 328 reviewsStarboard Fort Pond Montauk
21–28 Jun
Flat in Mystic
5.0 out of 5 average rating, 122 reviewsWaterfront gem! Close to everything. Ultraclean.
18–25 Apr
Flat in Greenport
4.75 out of 5 average rating, 4 reviewsJunior Suite One King + Sofa Bed
3–10 May
Flat in Branford
4.89 out of 5 average rating, 9 reviewsStony Crk Studio ideal for trvl nurses…
10–17 Oct
Waterfront house rentals
Home in East Lyme
4.96 out of 5 average rating, 164 reviewsBeachfront Paradise
21–28 Apr
Home in Stonington
4.95 out of 5 average rating, 166 reviewsRomantic Seaside Cottage in Mystic
3–10 Mar
Home in Groton
4.95 out of 5 average rating, 160 reviewsTrue Ocean Front Vacationing - Groton/Mystic
28 Feb – 7 Mar
Home in New Haven
4.99 out of 5 average rating, 190 reviewsQ River House - 2 bdrm, minutes from Yale/Downtown
30 Dec – 6 Jan
Home in Groton
4.98 out of 5 average rating, 117 reviewsThe Iconic Dutch Bell in Downtown Mystic
23–30 Aug
Home in Milford
4.89 out of 5 average rating, 124 reviewsThe Beach House!
6–13 May
Home in New Suffolk
5.0 out of 5 average rating, 12 reviewsWaterfront Beach Cottage
6–13 Nov
Home in Greenport
5.0 out of 5 average rating, 3 reviewsWaterfront Greenport Boathouse
16–23 Dec
Waterfront apartment rentals
Apartment in Montauk
4.99 out of 5 average rating, 181 reviewsMontauk Waterfront Condo w/ Sunset Views
5–12 Mar
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
Apartment in Montauk
4.82 out of 5 average rating, 87 reviewsBeautiful Condo on the Ocean Bluffs
16–23 May
Apartment in Montauk
Sun N Sound Resort, Montauk, NY
6–13 Sep
Apartment in Shelter Island Heights
5.0 out of 5 average rating, 5 reviewsPeaceful and Relaxing Waterfront.
5–12 Apr
Apartment in Greenport
4.87 out of 5 average rating, 90 reviewsWaterfront Condo C-204 at The Cliffside Resort
29 Oct – 5 Nov
Quick stats about waterfront rentals in Shelter Island Heights
Total rentals
30 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
840 reviews
Nightly prices starting at
€ 186 before taxes and fees
Destinations to explore
- New City Holiday rentals
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- Fitness-friendly rentals Shelter Island Heights
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