Accommodations at the best price near Crescent Beach, Shelter Island

This 4-bedroom villa is situated in Sag Harbor, just a short drive from Foster Memorial Beach and Montauk Point Lighthouse, offering easy access to the area's attractions. It has received excellent user ratings, making it a popular choice for travelers. The 3,000 square foot house offers ample space for families and groups. Enjoy a private pool, a fully equipped kitchen, and a terrace, plus amenities like a tennis court, parking, and room service.

This renovated mid-century ranch house in Shelter Island Heights offers easy access to Hay Beach and Coecles Harbor, plus it's within walking distance of tennis courts and miniature golf.
Sleeping up to eight adults (with extra children's beds available), this four-bedroom, two-bathroom home boasts a Jacuzzi, outdoor shower (seasonal), BBQ, ample outdoor games, a well-equipped kitchen, and a retro basement media room with streaming services.

This waterfront vacation home is located just three miles from Oysterponds Historical Society, Island's End Golf & Country Club, and Truman's Beach, offering easy access to local attractions and a peaceful setting. The home boasts excellent user ratings, making it a popular choice for travelers.
The vacation rental features three bedrooms and two bathrooms, comfortably accommodating up to six guests. The house offers a range of amenities, including a fully equipped kitchen, a swimming pool, a tennis court, and a spacious garden, perfect for enjoying the beautiful Orient outdoors.

This charming Southold village house is located in the center of town, within walking distance of shops and a short drive from wineries, bay and sound beaches. Travelers have rated this property excellent, making it a popular choice for those seeking a comfortable and convenient stay. This three-bedroom, two-bathroom home spans 2200 square feet, offering ample space for families or groups of friends. Guests can enjoy the spacious backyard, relax on the deck, or take advantage of the many amenities, including a fully equipped kitchen, air conditioning, and access to the internet.

This renovated 1860s farmhouse on Shelter Island offers easy ferry access from both the Hamptons and the North Fork, placing you near Shelter Island's pristine beaches and restaurants.
The three-bedroom, two-bathroom property sleeps six guests and boasts a heated pool, jacuzzi, outdoor shower, two outdoor dining areas, three fireplaces, and modern amenities including a fully equipped kitchen, dishwasher, and Wi-Fi.

Water's Edge luxury suite is located in the Captain's Roost Building of The Cliffside Resort Condominiums in Greenport, New York, on the North Fork of Long Island, with panoramic waterfront views from the master bedroom, living room, and private covered deck. Rated excellent by users for its location, cleanliness, and amenities, this two-bedroom, two-bathroom apartment accommodates up to 6 guests in 700 square feet.
The apartment features a fully equipped kitchenette with a dishwasher, air conditioning, a DVD player, a folding laptop table, a sturdy step ladder, a small vacuum, and cleaning supplies. Guests have access to a seasonal pool and coin-operated washer and dryer in the basement, as well as a private beach just yards away.

This spacious Shelter Island Heights home, situated on over six acres, offers seclusion yet is conveniently close to the village center and ferry terminals.
The 4-bedroom, 3.5-bathroom house sleeps eight and features a chef's kitchen, game room with wet bar, private office, screened sunroom, baby grand piano, and a primary suite with a private balcony overlooking the pool and gardens; a swimming pool is also available.

This Greenport villa is a short walk from the Greenport Farmers' Market, Railroad Museum of Long Island, and Camera Obscura, offering easy access to the town's attractions. The area is known for its charming shops, restaurants, and waterfront views.
This 2,700 square foot home has three bathrooms, providing ample space for families or groups. Enjoy a private pool, spa tub, outdoor patio, and a fully equipped kitchen with modern amenities, including free WiFi.

The Haven on Glynn, a Rove Travel Home, is located in the Glynn district of Shelter Island Heights, offering convenient access to local attractions. This residence provides 2100 square feet of living space, accommodating up to 8 guests with 3 bedrooms, a full kitchen, air conditioning, and a garden, all within a family-friendly environment.

This Noyack apartment is located just a mile from Long Beach and Sag Harbor's town center, offering easy access to the area's attractions and amenities. The property has received excellent ratings from previous guests, highlighting its quality and appeal. This 3-bedroom, 3-bathroom home offers 2,000 square feet of comfortable living space. The apartment features a fully equipped kitchen, a private outdoor space with a pool and fireplace, and stunning water views from the wrap-around porch and upper deck.

This Greenport vacation home is conveniently located within walking distance of the Greenport Farmers' Market, Camera Obscura, and East End Seaport Maritime Museum, making it ideal for exploring the town's attractions. The property has received excellent user ratings, indicating a high level of satisfaction from previous guests.
The house offers 4 bedrooms, accommodating up to 10 guests, making it perfect for families or groups. Enjoy modern amenities like free Wi-Fi, a fully equipped kitchen, a private garden, and a spa, perfect for relaxing after a day of exploring.

This waterfront Estate House is located on the Menantic Peninsula in Shelter Island Heights, offering panoramic sea views from every room. It has an excellent user rating, location rating, and cleanliness rating. The house has 4 bedrooms and 4000 square feet of floor area. It has a private sandy beach, deep water dock, fitness center, tennis court, and concierge services.

This Shelter Island vacation home is conveniently located near the Shelter Island Ferry, offering easy access to Sag Harbor and the Hamptons, and is also close to the Mashomack Preserve.
This 1,500-square-foot house features three bedrooms, two bathrooms, and accommodates six guests, boasting a private pool, dock with beach access, gourmet kitchen, and on-site amenities including paddleboards and bikes.