Name: Montauk Yacht Club
Price range: CA $295
Rating: 8.6

Where to stay in Shelter Island

Center console boat on Long Island, NY. Photographed by drone.

Silver Beach

While Silver Beach might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Sunset Beach and Crescent Beach.

A sweeping view of the natural beauty at Mashomack Preserve on Shelter Island which is situated between the North and South Forks of Long Island, New York.

Coecles Harbor

When in Coecles Harbor, you can plan a visit to Gardiner's Bay Country Club and Mashomack Preserve, some noteworthy sights in the nearby area.

Welcome To The Beach. Driftwood beach hut with handwritten welcome sign. Port Crescent State Park. Port Austin, Michigan.

Menantic Creek

If you're looking for some top things to see and do in Menantic Creek and surrounding area, you can visit Sunset Beach and Crescent Beach.

view of wetland from the Marine Park Salt Marsh Nature Trail in brooklyn, new york (with gil hodges bridge to the rockaways int he background) cloud reflections in bay, water

Hay Beach

Hay Beach might not have many top sights, but Gardiner's Bay Country Club and Greenport Carousel are two attractions nearby that you can check out.

Aerial Views of Mamaroneck, New Rochelle, and Larchmont

Shorewood

While there might not be top attractions in Shorewood, you can explore the larger area and discover places like Mashomack Preserve and Sunset Beach.

Montclair Colony

While Montclair Colony isn't home to many top sights, Sunset Beach and Mashomack Preserve are some notable places to visit nearby.

Gurney's Montauk Resort & Seawater Spa

290 Old Montauk Highway Montauk NY

CA $815

CA $1,117 total

May 12 - May 13

includes taxes & fees

Book a stay at this beach resort in Montauk. Enjoy an outdoor pool, a full-service spa, and 2 restaurants. Popular attractions Hither Woods Preserve and Hither ...

8.4/10 Very Good! (762 reviews)

We had a wonderful time. Enjoyed the location, the food, the pool, and my wife loved her massage.

Reviewed on Apr 28, 2026

Montauk Manor

236 Edgemere St. Montauk NY

CA $206

CA $262 total

May 19 - May 20

includes taxes & fees

Stay at this aparthotel in Montauk. Enjoy free WiFi, an outdoor pool, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in ...

9.2/10 Wonderful! (1,333 reviews)

Everything is always excellent here. The rooms are always well stocked without being overstocked; you have the ability for physical and downloadable media to watch and enjoy; parking passes are always supplied without having to ask for them; wake up calls are attentive and they don't forget them; ...

Reviewed on Apr 27, 2026

Montauk Yacht Club

32 Star Island Rd Montauk NY

CA $295

CA $493 total

May 12 - May 13

includes taxes & fees

Book a stay at this beach hotel in Montauk. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the property condition ...

8.6/10 Excellent! (1,000 reviews)

The Montauk Yacht Club is a beautiful and relaxing getaway with a true coastal luxury feel. The property is well-maintained, with scenic waterfront views that make the entire experience feel special and refreshing. The rooms are comfortable and thoughtfully designed, offering a clean and modern aesthetic. ...

Reviewed on Apr 21, 2026

See all 4,769 properties in Shelter Island

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Montauk Manor

236 Edgemere St. Montauk NY

Stay at this aparthotel in Montauk. Enjoy free WiFi, an outdoor pool, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in ...

9.2/10 Wonderful! (1,333 reviews)

Everything is always excellent here. The rooms are always well stocked without being overstocked; you have the ability for physical and downloadable media to watch and enjoy; parking passes are always supplied without having to ask for them; wake up calls are attentive and they don't forget them; ...

Reviewed on Apr 27, 2026

Montauk Oceanside Suites

115 South Emerson Avenue Montauk NY

Stay at this aparthotel in Montauk. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Montauk Point and South Edison Beach are located ...

8.6/10 Excellent! (423 reviews)

Super cute no-frills you get what you pay for would be nice if the cable TV actually worked and if they actually put dimmer switches in the place as multiple colored lightbulbs and other stuff, very bright or dark ironically could make it a little better for insurance design, but to be honest well ...

Reviewed on Apr 12, 2026

Cliffside Resort Condominiums

61475 Route 48 (North Road) Greenport NY

Book a stay at this beach aparthotel in Greenport. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Railroad Museum of Long Island and ...

9/10 Wonderful! (251 reviews)

This is my third time at the Cliffside, and as always it was a lovely space that was great value for money. The only reason I didn’t give it five stars was that the heat was wildly inconsistent: in the small bedroom it was very hot, and the kitchen/living room, cool, and in the master bedroom, frigid. ...

Reviewed on Apr 21, 2026

See all properties in Shelter Island

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.