House holiday rentals in Shelter Island Heights
Find and book unique houses on Airbnb
Top-rated house rentals in Shelter Island Heights
Guests agree: these houses 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 house rentals in Shelter Island Heights
House rentals with a pool
Home in East Hampton
4.97 out of 5 average rating, 116 reviewsExplore the Water & Woods at a Relaxing Retreat
7–14 Nov
Home in Sag Harbor
4.85 out of 5 average rating, 250 reviewsExclusive Sag Harbor Compound
6–13 Dec
Home in East Hampton
4.93 out of 5 average rating, 141 reviews1800 Historical East Hampton Home, 1 Mile to Town!
10–17 May
Home in East Hampton
4.87 out of 5 average rating, 188 reviewsHeated Saltwater Pool, Walk to Beach, Dog Friendly
2–9 Nov
Home in Water Mill
4.91 out of 5 average rating, 110 reviewsBeach Barn w/ Sauna and Heated Pool - Dog Friendly
1–8 Jan
Home in Cutchogue
4.87 out of 5 average rating, 116 reviewsThe Perfect North Fork Escape
13–20 Oct
Home in Cutchogue
4.96 out of 5 average rating, 190 reviewsStunning Vinyard Views - Spring Special $475/Nt!
29 Oct – 5 Nov
Home in East Hampton
4.88 out of 5 average rating, 101 reviewsGorgeous East Hampton Getaway
19–26 Nov
Weekly house rentals
Home in Shelter Island
4.92 out of 5 average rating, 73 reviewsFamily Friendly Island Home
10–17 May
Home in East Marion
4.83 out of 5 average rating, 6 reviewsPrivate North Fork Cottage- Walk to Beach!
5–12 Nov
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
Home in Greenport
4.96 out of 5 average rating, 28 reviewsWalk to town, Greenport Village - Harbor Views
8–15 Nov
Home in Greenport
5.0 out of 5 average rating, 10 reviewsThe Sandy Shack - Coastal Escape
3–10 Nov
Home in Shelter Island
5.0 out of 5 average rating, 10 reviewsSpacious house with pool.
10–17 Jul
Home in Greenport
4.99 out of 5 average rating, 71 reviewsBeach House in L.I. Wine Country
24–31 Oct
Private house rentals
Home in Greenport
4.95 out of 5 average rating, 40 reviewsThe North Star: Greenport Waterview Beach Getaway
16–23 Jan
Home in East Marion
4.95 out of 5 average rating, 99 reviewsQuiet, Upscale Retreat by the Beach
24–31 Dec
Home in Shelter Island
4.88 out of 5 average rating, 69 reviewsCharming 4BR Cottage on Shelter Island
3–10 Sep
Home in Greenport
5.0 out of 5 average rating, 3 reviewsWaterfront Greenport Boathouse
16–23 Dec
Home in Greenport
4.9 out of 5 average rating, 20 reviewsmodern 3 bedroom home with fireplace
20–27 Dec
Home in Sag Harbor
5.0 out of 5 average rating, 22 reviewsPrimely located Sag Harbor Village home
11–18 Jun
Home in Greenport
5.0 out of 5 average rating, 10 reviewsThe Saltbox: Outdoor Dining, Fire Pit, Soaking Tub
24 Sep – 1 Oct
Home in Greenport
5.0 out of 5 average rating, 44 reviewsThe Big Easy... A gentle, slow and easy going stay
14–21 Dec
Quick stats about house rentals in Shelter Island Heights
Total rentals
190 properties
Rentals with a pool
70 properties have a pool
Pet-friendly rentals
80 properties allow pets
Family-friendly rentals
180 properties are a good fit for families
Total number of reviews
5.5K reviews
Nightly prices starting at
€ 112 before taxes and fees
Destinations to explore
- New City Holiday rentals
- Long Island Holiday rentals
- Martha's Vineyard Holiday rentals
- Newark Holiday rentals
- Montauk Holiday rentals
- Hoboken Holiday rentals
- Washington Holiday rentals
- Philadelphia Holiday rentals
- Jersey City Holiday rentals
- New York Holiday rentals
- The Hamptons Holiday rentals
- Boston Holiday rentals
- House rentals New York
- Tiny house rentals New York
- Townhouse rentals New York
- Guest house rentals New York
- Lakehouse rentals New York
- Beach house rentals New York
- Guest house rentals United States
- Townhouse rentals United States
- House rentals United States
- Earth house rentals United States
- Lighthouse rentals United States
- Guest house rentals Manhattan
- House rentals Manhattan
- Townhouse rentals Manhattan
- House rentals Brooklyn
- Guest house rentals Brooklyn
- Townhouse rentals Brooklyn
- Tiny house rentals New York
- Treehouse rentals New York
- House rentals New York
- Townhouse rentals New York
- Guest house rentals New York
- Guest house rentals Suffolk County
- House rentals Suffolk County
- Tiny house rentals Suffolk County
- Fitness-friendly rentals Shelter Island Heights
- Rentals with a washing machine and dryer Shelter Island Heights
- Rentals with a hot tub Shelter Island Heights
- Monthly Rentals Shelter Island Heights
- Rentals with outdoor seating Shelter Island Heights
- Rentals with pools Shelter Island Heights
- Family-friendly rentals Shelter Island Heights
- Rentals with breakfast Shelter Island Heights
- Rentals with a fireplace Shelter Island Heights
- Beachfront rentals Shelter Island Heights
- Rentals with a firepit Shelter Island Heights
- 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
- 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