Holiday rentals with a patio in Shelter Island Heights

Luxury Gem At The Heart of Sag Harbor Village

An impeccably renovated, luxury cottage at the heart of Sag Harbor village. Walkable within minutes to the downtown shops, restaurants, marinas and local beach! In one of the most coveted historic streets, enjoy this two-bedroom house, its large living & dining rooms, two fireplaces, designer kitchen (and latest appliances). Countless details and gorgeous wide planked floors, mixed with technology throughout the house. The private backyard has a brick patio, landscaped garden and outdoor shower.

Stylish Beach Getaway: pool & walking location

Perfectly located within walking distance to shops, beaches, and restaurants, our designer home offers comfort, luxury amenities, and privacy. Interested in a long term rental? Message us! Enjoy a beautifully landscaped backyard with pool, chefs kitchen for hosting, and nearby beach farms & wineries. Bedrooms boast organic linens and bathrooms offer Bathing Culture products. Kitchen is stocked with local organic pantry staples and stainless steel appliances to cook or grill on the patio.

EASY BEAT

LOVELY MID 1800'S COTTAGE Located in the historic Groton Bank neighborhood. Close to beaches, casinos, walking distant to EB. Short drive to Pfizer, Coast Guard Academy, Connecticut College, US Submarine Base and minutes to downtown Mystic. This property is a one bedroom one bath with a single pullout couch in bedroom and living room. Offers a spacious outside lawn with patio. Lots of off street parking. Fenced yard for pets. New Central Air and heat. Washer, dryer, grill and fire pit.

Newly Renovated Beach Cottage!

Take your vacation at this newly renovated adorable cottage in a great family community, and a 4 min walk to private beach! The cottage has a brand new kitchen and bath. 3 bedrooms and an additional breezeway space perfect for reading or an additional private sleeping space. The home has an outdoor patio, and outdoor shower. Spend the day at the private association beach. Please note **only 2 cars can be accommodated. There is no street parking or large gatherings allowed**

Bailey House

The Bailey House is a 1,900 square foot, fully renovated, 2 bed 2 bath home, with a modern rustic style. It has a working fireplace, baby grand piano, updated appliances, large smart tv and built in bluetooth speakers throughout. The backyard is fully fenced in with a pool, koi pond and barn. The barn has a wood burning stove. It is not insulated and has barn doors that do not fully seal it off from the elements. not included in square footage.

⭐Walk to the Village ❤ of East Hampton

Stay in our Cozy Hamptons Cottage, in one of the most central and convenient locations in East Hampton Village! ✔Self Check-in ✔Private Driveway ✔Ideal for Longer Stays & Flexcations ✔Fast Wifi- Perfect for Working Remotely ✔24/7 Customer Support ✔Walking distance to Shopping/Bars/Restaurants & Grocery Store ✔7 min drive to E Hampton Beach ✔Fully stocked Kitchen ✔Complimentary Netflix ✔King Bed ✔Romantic back Garden w/ BBQ ✔Fully Cleaned & Sanitized

Walk to Breakwater Beach in Heart of Wine Country

Private and peaceful cottage walking distance to Breakwater Beach and Old Mill Inn Restaurant on the water opening Spring 2025. There are two large decks to relax by the firepit and drink your wine from the local wineries. Bikes, kayak, and paddle board are stored in the barn for guests use. Easy access to the marina, fishing, fine dining, vineyards, and farm stands.

Hampton Studio

Keep it simple at this peaceful and centrally-located place.Fully equipped walking distance to town parks and restaurants.short drive to beaches. Totally separate from main house. Very private and quiet retreat.Queen size bed

Bay View Cottage- Short Walk to Private Beaches

Enjoy a stylish experience at this centrally-located mid-century modern cottage. 10 minutes to Sag Harbor Village, Southampton Village, Bridgehampton Villages. 5 minute walk to 3 beautiful bay private community beaches.