Accommodations at the best price near Crescent Beach, Shelter Island

This family-friendly apartment is situated in the rural Pipes Cove district of Greenport, a 7-minute walk from the Long Island Railroad Museum and an 11-minute walk from the Antique Carousel, with Greenport train station just 9 minutes away.
This 1800 square foot vacation home accommodates up to 8 guests and features 4 bedrooms, 4 bathrooms, air conditioning, free Wi-Fi, a full kitchen with an ice dispenser, and outdoor amenities like a fire pit and barbecue.

This 3-bedroom, 2-bathroom beachfront cottage in Southold offers direct access to a private community beach and is located near the Railroad Museum of Long Island and East End Seaport Maritime Museum, with Croteaux Vineyards and Mattebella Vineyards also nearby.
This pet-friendly rental features a kitchen with a fridge, microwave, and dishwasher, air conditioning, a garden, spa, and parking, with opportunities for swimming, boating, and fishing on Goose Creek.

This Shelter Island Heights vacation home is located near Crescent Beach and Wades Beach, a short drive from Shelter Island Heights' attractions.
This 2400-square-foot house features three bedrooms, three bathrooms, and can accommodate up to ten guests, offering a fully equipped kitchen, multiple decks, a private beach access, a finished basement, and a spa.

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 Shelter Island vacation home, part of the "Stunning Water Views, Huge Pool, Family Resort" offer, is located near a local beach, a two-minute drive away, and ten minutes from Sag Harbor.
The 4-bedroom, 3-bathroom house sleeps eight, features a 50-foot heated inground pool with an automatic cover, a one-acre landscaped garden, and offers access to nearby kayaking, fishing, and tennis.

This Shelter Island Heights rental home, a short drive from several beaches and restaurants, offers a private two-plus acre estate with over 100 mature trees.
The three-bedroom, two-bathroom house sleeps six and includes a heated pool (open late May to mid-October), hot tub, full kitchen, and outdoor amenities like a hammock, tire swing, screened porch, and grill.

This recently renovated 2-bedroom residence in Greenport is a short drive or walk to the town, ferry, train, and jitney.
This 1,900 square foot dwelling accommodates up to 4 guests and features a modern rustic interior, a seasonal heated pool, a koi pond, and an indoor fireplace.

This family-friendly vacation home is located in Shelter Island Heights, just a short distance from Crescent Beach, Sunset Beach, and Shelter Island Country Club. This rental has received excellent reviews from previous guests.
The house has 3 bedrooms and 3 bathrooms, comfortably accommodating up to 7 guests. The home features a private pool, barbecue grills, a garden, a fireplace, and a game room for entertainment.

This Shelter Island house rental, a short drive from the North and South ferries offering easy access to farms, wineries, and the Hamptons, boasts convenient proximity to Shelter Island's town center, restaurants, beaches, and kayak rentals.
The three-bedroom, three-bathroom home sleeps eight guests and features high-end finishes, organic products, and a well-stocked kitchen, ensuring a comfortable and convenient stay.

This Noyack Bay Point vacation rental, near Havens House and Sylvester Manor, offers stunning water views and easy access to Sag Harbor's attractions like BookHampton and the Sag Harbor Whaling and Historical Museum.
This five-bedroom, four-bathroom house boasts a heated gunite pool, jacuzzi, private dock (accommodating boats up to 40 feet), spacious terrace, and rooftop deck, comfortably sleeping up to ten guests.

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 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 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.