Cheap Holidays to Shelter Island

Our customers tell us that they can't get enough of the helpful staff at Montauk Manor. During your stay, you're just a quick walk from Shadmoor State Park. Enjoy features like free WiFi in public areas, plus an indoor pool and a restaurant. Built in 1927, this comfortable aparthotel has 140 apartments over 4 floors. Enjoy your stay with amenities like free WiFi and a kitchen in each apartment.

Our customers tell us that they enjoy the room service at Gurney's Montauk Resort & Seawater Spa. During your stay, you'll be within walking distance of Hither Hills State Park. Enjoy features like 2 restaurants, a full-service spa and an indoor pool. This property offers pet-friendly amenities, such as food and water bowls.

Water's Edge Resort & Spa's great beach location gets high marks from our customers. During your stay, you'll be within walking distance of Westbrook Town Beach. Features include free WiFi in public areas and free valet parking, plus 3 restaurants.

Our customers tell us that they can't get enough of the helpful staff at Hyatt Place Long Island East End. During your stay, you're just a quick walk from Suffolk Theater. Features include free WiFi in public areas and free self-parking, plus 2 bars.

Our customers tell us that they can't get enough of the helpful staff at Baron's Cove. During your stay, you're just a quick walk from The Hamptons Beaches. You'll find features such as free WiFi in public areas and free valet parking, plus a restaurant.

Our customers tell us that they can't get enough of the helpful staff at Saybrook Point Resort & Marina. During your stay, you're just a quick walk from Connecticut River. You'll find features such as free WiFi in public areas, free self-parking and free train pick-up service. This property offers pet-friendly amenities, such as an off-lead area.