Hotels with Swimming Pool in Shelter Island Heights, New York
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on Shelter Island Heights Hotels with Swimming Pool
Tonight
Aug 16 - Aug 17Tomorrow
Aug 17 - Aug 18Next weekend
Aug 21 - Aug 23In two weeks
Aug 28 - Aug 30Our top choices for Shelter Island Heights hotels with a pool
1. The Pridwin Hotel
The Pridwin HotelShelter Island Heights
- Splash into coastal luxury at this beachfront hotel with a seasonal pool, spa, and private beach access.
P32,831
P41,260 total
includes taxes & fees
Sep 13 - Sep 14
2. Shelter Island House
Shelter Island HouseShelter Island Heights
- Relaxing seasonal pool oasis beckons at this Shelter Island retreat, where a poolside bar enhances sun-drenched afternoons.
P19,433
P22,203 total
includes taxes & fees
Aug 25 - Aug 26
3. West Neck Guesthouse
West Neck GuesthouseShelter Island Heights
- Charming B&B features seasonal outdoor pool and free bicycle rentals for guests.
P19,264
P22,010 total
includes taxes & fees
Aug 19 - Aug 20
4. The Harbor Front Inn
The Harbor Front InnGreenport
- Dive into pool paradise at this oceanside retreat with sun loungers for ultimate relaxation.
P16,975
P22,553 total
includes taxes & fees
Sep 8 - Sep 9
5. Sound View Greenport
Sound View GreenportGreenport
- Coastal bliss awaits at this private beach hotel with a seasonal pool and sunset views.
P17,270
P24,997 total
includes taxes & fees
Sep 9 - Sep 10
6. Oyster Estate
Oyster EstateGreenport
- Dive into summer vibes at this hip pool escape where loungers beckon and relaxation flows freely.
P20,002
P25,201 total
includes taxes & fees
Sep 7 - Sep 8
P19,744
P22,557 total
includes taxes & fees
Sep 7 - Sep 8
8. Cliffside Resort Condominiums
Cliffside Resort CondominiumsGreenport
- Unwind in a beachfront haven with a refreshing seasonal pool, comfortable loungers, and breathtaking sunset views.
P18,834
P26,996 total
includes taxes & fees
Sep 7 - Sep 8
View all properties
Top Shelter Island Heights Hotel Reviews
Ocean Resort Inn
10/10 Excellent
"Simple but tastefully updated rooms with a bonus ocean view! Had everything we needed to make our stay in Montauk wonderful Great location Spotless and well maintained grounds Very nice pool and lounging areas"
Hampton's Vacation Inn
10/10 Excellent
"Loved our cottage and the well maintained grounds. Much better than the photos."
The Atlantic Hotel
10/10 Excellent
"Booking process was very simple and easy"
Water's Edge Resort & Spa
8/10 Good
"Nice resort, very convenient. However, a little pricey and every time you turned around there was a gratuity. Food was ok, not great for the price paid though."
Kenny's Tipperary Inn
8/10 Good
"we like the location near the bay and the sunset however, we were not happy about having trash cans outside of our front door and the brooms too. Staff was very nice we would stay there again"