Shelter Island, NY

Name: Montauk Yacht Club
Price range: ￥140,409
Rating: 8.6

Travel Guide

A wooden gazebo by a pond with a large tree trunk nearby.

A sunset over a calm lake with a pier extending into the water, surrounded by trees and a road with a pedestrian crossing.

A large house with a dock extending into a calm body of water, surrounded by trees and other houses.

A gazebo on a rock by a river, surrounded by dense forest and a wooden fence.

A coastal landscape with a lake, dense greenery, and a sunset sky.

Visit Shelter Island

Where to stay in Shelter Island

Find the best Shelter Island areas and neighborhoods for the activities you enjoy most. Learn more about Shelter Island

A calm river with a boat docked on the right bank, surrounded by lush greenery and trees.

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 Wades Beach.

A beach with a wooden sign that reads "Please take off your shoes!"

Menantic Creek

If you're looking for some top things to see and do in Menantic Creek and surrounding area, you can visit Wades Beach and Shelter Island Historical Society.

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A pebble beach with calm water, a distant bridge, and a forested island.

Coecles Harbor

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

A calm lake with reflections of clouds, surrounded by trees and a distant structure.

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.

An aerial view of a large estate surrounded by water, featuring a prominent mansion, rocky shorelines, and a small island with a lighthouse.

Shorewood

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

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT

￥16,554

￥19,037 total

Jul 28 - Jul 29

includes taxes & fees

Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. ...

8/10 Very Good! (1,006 reviews)

"rooms very dated but clean and roomy. location was excellent. staff very nice"

Reviewed on Jul 20, 2026

Gurney's Montauk Resort & Seawater Spa

290 Old Montauk Highway Montauk NY

￥203,138

￥278,502 total

Aug 4 - Aug 5

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 ...

Montauk Yacht Club

32 Star Island Rd Montauk NY

￥140,409

￥178,963 total

Aug 20 - Aug 21

includes taxes & fees

Book a stay at this luxury 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)

"Lackluster staff service while somehow still being pretentious. There are better places to visit and better places to stay."

Reviewed on Jul 13, 2026

See all 4,726 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.

Bright and Spacious Summer Home Steps from the Beach

Shelter Island NY

Book a stay at this family-friendly vacation home in Shelter Island. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Gardiner's Bay Country ...

9/10 Wonderful! (42 reviews)

"Perfect location, family friendly and easy communication with host!"

Reviewed on Jul 8, 2026

North Fork Resort

690 Queen St Greenport NY

Stay at this cottage in Greenport. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Railroad Museum of Long Island and Greenport Farmers' ...

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 ...

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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.