Waterfront vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Shelter Island Heights waterfront rentals
Waterfront apartment rentals
Apartment in New Haven
4.89 out of 5 average rating, 467 reviewsFair Haven Heights Entire 1 Bedroom Apartment
Sep 13 – 20
Apartment in Stonington
4.95 out of 5 average rating, 222 reviewsMystical Ocean View in Historic Stonington Borough
Sep 2 – 9
Apartment in Montauk
4.89 out of 5 average rating, 328 reviewsStarboard Fort Pond Montauk
Jun 21 – 28
Apartment in New London
4.8 out of 5 average rating, 293 reviewsLarge Waterfront Luxury Apartment
Jan 15 – 22
Apartment in Stonington
4.97 out of 5 average rating, 181 reviewsMystic River Getaway - Walk To Downtown & Seaport!
Nov 9 – 16
Apartment in Branford
4.89 out of 5 average rating, 9 reviewsStony Crk Studio ideal for trvl nurses…
Oct 11 – 18
Apartment in Greenport
4.75 out of 5 average rating, 4 reviewsJunior Suite One King + Sofa Bed
May 5 – 12
Apartment in Guilford
4.91 out of 5 average rating, 23 reviewsCozy Private Lake Q Retreat
Dec 3 – 10
Waterfront house rentals
Home in East Lyme
4.96 out of 5 average rating, 164 reviewsBeachfront Paradise
Apr 28 – May 5
Home in Chester
4.98 out of 5 average rating, 197 reviewsStunning Artisan Waterfall Escape, Walk Downtown
Dec 16 – 23
Home in Milford
4.98 out of 5 average rating, 154 reviewsDesigner Beach Retreat on Exclusive Cedar Beach
Dec 16 – 23
Home in Groton
4.95 out of 5 average rating, 160 reviewsTrue Ocean Front Vacationing - Groton/Mystic
Dec 11 – 18
Home in Stonington
4.95 out of 5 average rating, 166 reviewsRomantic Seaside Cottage in Mystic
Jan 2 – 9
Home in New Haven
4.99 out of 5 average rating, 190 reviewsQ River House - 2 bdrm, minutes from Yale/Downtown
Dec 31 – Jan 7
Home in East Lyme
4.94 out of 5 average rating, 102 reviewsPRIVATE BEACH: BEACHFRONTS & BALCONIES @ NIANTIC
Sep 13 – 20
Home in Milford
4.89 out of 5 average rating, 124 reviewsThe Beach House!
May 7 – 14
Waterfront condo rentals
Condo in Montauk
4.99 out of 5 average rating, 181 reviewsMontauk Waterfront Condo w/ Sunset Views
Sep 12 – 19
Condo in Montauk
4.82 out of 5 average rating, 158 reviewsCoastline View Studio
Nov 1 – 8
Condo in Greenport
4.83 out of 5 average rating, 100 reviewsSeaside Escape w Pool, Private Beach + Patio
Jan 12 – 19
Condo in Greenport
5.0 out of 5 average rating, 90 reviews"Breathtaking Waterfront Water's Edge view"
Sep 28 – Oct 5
Condo in Montauk
4.82 out of 5 average rating, 87 reviewsBeautiful Condo on the Ocean Bluffs
Apr 14 – 21
Condo in Montauk
Sun N Sound Resort, Montauk, NY
Sep 6 – 13
Condo in Shelter Island Heights
5.0 out of 5 average rating, 5 reviewsPeaceful and Relaxing Waterfront.
Apr 6 – 13
Condo in Greenport
4.87 out of 5 average rating, 90 reviewsWaterfront Condo C-204 at The Cliffside Resort
Oct 17 – 24
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
$200 before taxes and fees
Destinations to explore
- New City Vacation rentals
- Long Island Vacation rentals
- Martha's Vineyard Vacation rentals
- Newark Vacation rentals
- Montauk Vacation rentals
- Hoboken Vacation rentals
- Washington Vacation rentals
- Philadelphia Vacation rentals
- Jersey City Vacation rentals
- New York Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Waterfront rentals New York
- Waterfront rentals United States
- Waterfront rentals Manhattan
- Waterfront rentals Brooklyn
- Waterfront rentals New York
- Waterfront rentals Suffolk County
- Pet-friendly rentals Shelter Island Heights
- Rentals with a fire pit Shelter Island Heights
- Rentals with pools Shelter Island Heights
- Rentals with a hot tub Shelter Island Heights
- Kid-friendly rentals Shelter Island Heights
- Rentals with beach access Shelter Island Heights
- Monthly Rentals Shelter Island Heights
- Fitness-friendly rentals Shelter Island Heights
- Rentals with a fireplace Shelter Island Heights
- House rentals Shelter Island Heights
- Family-friendly rentals Shelter Island Heights
- Rentals with a patio Shelter Island Heights
- Rentals with a kayak Shelter Island Heights
- Rentals with a washer and dryer Shelter Island Heights
- Beachfront rentals Shelter Island Heights
- Rentals with breakfast Shelter Island Heights
- Rentals with outdoor seating Shelter Island Heights
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes