Pet-friendly Hotels in Shelter Island, NY

This pet-friendly resort in Montclair Colony, Shelter Island Heights, is less than 3 miles from Havens House, Shelter Island Historical Society, Sunset Beach, Shelter Island Whale's Tail, and Crescent Beach.
Enjoy a private outdoor pool and ample space for 8 guests, with 4 bathrooms and a fully equipped gourmet kitchen, perfect for a relaxing getaway.

Located in Sag Harbor's historic district, this 1810 home is just 500 feet from Main Street restaurants and shops, and a 12-minute walk to Haven's Beach.
This pet-friendly apartment offers 1500 square feet of living space, accommodating up to 4 guests with amenities like WiFi and an outdoor deck, perfect for enjoying seaside relaxation with your dog.

Centrally located in Greenport village, this apartment is just steps from Front and Main streets, offering convenient access to local restaurants and activities, with a bay view.
This pet-friendly apartment features a private, enclosed backyard with a heated saltwater pool and grill, perfect for up to six guests and two dogs, and is located just 500 feet from the water.

Prime waterfront location in Greenport's desirable Pipes Cove neighborhood offers exceptional walkability to the village's restaurants, bars, shops, and coffee houses, just 0.5 miles from the Shelter Island Ferry.
This pet-friendly apartment accommodates up to 6 guests and features a full kitchen, air conditioning, and a terrace, with the option to book an adjacent unit for larger groups up to 12, making it ideal for dog-friendly vacations near the water.