Beachfront vacation 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.
Vacation 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 | Walk to Beach | Pet
Oct 24 – 31
Home in Milford
4.99 out of 5 average rating, 103 reviewsSerene Waterfront Retreat - 400 ft Private Beach!
Dec 21 – 28
Cottage in Branford
4.85 out of 5 average rating, 197 reviewsCozy Home In Short Beach Community
May 21 – 28
Apartment in Greenport
5.0 out of 5 average rating, 11 reviewsSailor’s Cove on Main
Aug 25 – Sep 1
Home in Greenport
4.95 out of 5 average rating, 20 reviewsWalk to Beach or to Town …
Nov 16 – 23
Home in Southold
5.0 out of 5 average rating, 10 reviewsGorgeous home with heated gunnite pool!
Mar 15 – 22
Home in Greenport
4.95 out of 5 average rating, 40 reviewsThe North Star: Greenport Waterview Beach Getaway
Mar 25 – Apr 1
Cottage in New Suffolk
4.94 out of 5 average rating, 48 reviewsBeach Cottage 3 - New Suffolk | NY
Dec 27 – Jan 3
Beachfront home rentals with a pool
Condo in Montauk
4.99 out of 5 average rating, 181 reviewsMontauk Waterfront Condo w/ Sunset Views
Apr 2 – 9
Condo in Montauk
4.8 out of 5 average rating, 232 reviewsMontauk Royal Atlantic Beach Resort North
Aug 1 – 8
Condo in Montauk
4.82 out of 5 average rating, 158 reviewsCoastline View Studio
Apr 12 – 19
Condo in Greenport
4.89 out of 5 average rating, 81 reviewsSeaside Escape w Pool, Private Beach & Patio
Jan 23 – 30
Condo in Greenport
5.0 out of 5 average rating, 90 reviews"Breathtaking Waterfront Water's Edge view"
Sep 29 – Oct 6
Home in Old Saybrook
5.0 out of 5 average rating, 24 reviews3BR Private Cottage w/ Pool in Old Saybrook
Oct 29 – Nov 5
Apartment in Greenport
4.75 out of 5 average rating, 4 reviewsJunior Suite One King + Sofa Bed
Jun 6 – 13
Home in Southampton
5.0 out of 5 average rating, 18 reviewsBeautiful Southampton Home w/ Pool, Close to Beach
Jan 8 – 15
Private beachfront home rentals
Guesthouse in Jamesport
4.97 out of 5 average rating, 107 reviewsWalk to Beautiful Beach in Heart of Wine Country
Mar 26 – Apr 2
Home in East Lyme
4.96 out of 5 average rating, 164 reviewsBeachfront Paradise
Nov 21 – 28
Apartment in Greenport
4.96 out of 5 average rating, 24 reviewsVintage 1880 Victorian gem.
Mar 24 – 31
Home in Greenport
4.98 out of 5 average rating, 85 reviewsDesigner's Dream - Charming Boathouse
Apr 13 – 20
Apartment in Greenport
4.95 out of 5 average rating, 21 reviewsFarmhouse vibe in heart of Greenport
Jul 9 – 16
Home in Greenport
5.0 out of 5 average rating, 30 reviewsHistoric Stunner in Heart of Village
Jan 22 – 29
Apartment in Greenport
4.96 out of 5 average rating, 47 reviewsNewly Renovated 2-BR Apartment
Nov 18 – 25
Guest suite in Southold
4.94 out of 5 average rating, 99 reviewsComfortable Suite, a walk to the beach
Nov 27 – Dec 4
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
ﺩ.ﺇ735 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
- Beachfront rentals New York
- Beachfront rentals Manhattan
- Beachfront rentals Brooklyn
- Beachfront rentals New York
- Beachfront rentals Suffolk County
- Rentals with pools Shelter Island Heights
- Monthly Rentals Shelter Island Heights
- Rentals with beach access Shelter Island Heights
- Rentals with breakfast Shelter Island Heights
- Rentals with a fire pit Shelter Island Heights
- Waterfront rentals Shelter Island Heights
- Kid-friendly rentals Shelter Island Heights
- Pet-friendly rentals Shelter Island Heights
- Rentals with a patio Shelter Island Heights
- Rentals with a washer and dryer Shelter Island Heights
- Rentals with a kayak Shelter Island Heights
- Family-friendly rentals Shelter Island Heights
- Rentals with outdoor seating Shelter Island Heights
- Rentals with a hot tub Shelter Island Heights
- Fitness-friendly rentals Shelter Island Heights
- House rentals Shelter Island Heights
- Rentals with a fireplace Shelter Island Heights
- 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