Vacation rentals with a patio in Fort Pond

Spacious Oceanfront Getaway with Spectacular Views

Perfect vacation getaway! Awaken to the sun rising over Long Island Sound! Panoramic waterfront views from 70 ft of windows spanning NY to RI. Quiet, private, updated home, NOT a cottage: >2200 sq ft, single level 3B/3B, + bonus lower-level walk-out/office. Master bed double shower/jacuzzi overlooking the water! Multiple oceanfront decks. 100 ft granite shoreline, short stroll to nearby sand beaches. Swim, fish, read a book, or watch the sailboats go by! (Not suitable for children/pets/events.)

Hamptons Oceanfront Oasis

Escape the hustle & bustle of city life and unwind at this stunning home in the Hamptons. The oceanfront oasis is the perfect way to wake up to ocean views, beaches and nearby restaurants. Relax on our spacious deck - perfect for morning coffees & sunset cocktails. It is just a short drive to the train station & only 15 minutes from the airport for quick getaways. For your safety, the home is equipped with Ring cameras and one-use key codes. Book now and experience the ultimate Hamptons escape!

Montauk Surf Cabin with Deck on a Nature Preserve

Relax and enjoy the best Montauk has to offer at this peaceful, comfortable, and stylish cabin. With 4 BR and 2 BA (one en suite in the primary), everyone has space and comfort in this gem of a home. Out back, overlooking the nature preserve, you'll find a large deck with lounge seating, a huge dining table and an ice plunge and sauna. Only about a mile from Ditch, Town and the Dock, at the end of a private gravel road, this unique space is the perfect location for you and your friends or fam.

Cozy & Relaxing 2-Bedroom

Comfortable 2 bedroom lower level of 2 unit home. MINIMUM NIGHT STAYS REQUIRED Your family will be close to everything when you stay at this centrally-located 2-bedroom home. Walk to town, Atlantic Ocean beaches, Fort Pond bay and access to off site pool. Unit is lower level of home. Fully independent of upstairs. Quiet & relaxing place to enjoy your time in beautiful Montauk. 2 car parking in driveway available. Dogs allowed for added fee with prior written approval by owner/host.

Modern beach getaway ocean views

Newly built modern and stylish home, nestled hilltop behind Fort Pond with panoramic rooftop views from the ocean to the Long Island Sound. A 15 minute walk or just a few minutes drive to town and the ocean beaches, close to Surf Lodge, Navy Beach, Duryeas, Montauket, Robertas. The house has 4 beds, 3-1/2 baths, large open plan kitchen, dining, living, and a second living room / den off the downstairs deck. Outside enjoy the large gunnite pool, lawn, and wooden decks at three levels!

Brand new house with an all year round hot tub.

Your family will be close to everything when you stay at this centrally-located place. Very close beaches near dune road. Movie theaters, supermarkets, liquor store, farms and a bunch of local restaurants that you can visit.DJs are not allowed. Loud music and parties are strictly prohibited. It's a very quiet, relaxing, and peaceful neighborhood. No smoking inside the house.check in 3pm check out 11am extra charge. If you don't check out 11am.a minimum of 5 cars, no more than 5 cars

3 BR/Pool. Walk to Beach & Town!

Welcome to Good Tauk – a cheerful, retro-inspired 3BR, 2BA cottage tucked in the heart of Montauk and walkable to town and the beach. Thoughtfully renovated and full of personality, it’s perfect for families or longer stays. The vibe is fun, relaxed, and unmistakably Montauk. Outside, unwind in your private backyard with a pool, grill, and dining patio—ideal for lazy afternoons and sunset dinners. Just minutes from the beach, town, and everything that makes Montauk magical.

Modern Farmhouse Steps to Beach & Love Lane

Our home is professionally designed and set on a spacious, manicured green parcel enclosed by a Cul-de-sac with complete privacy inside and out. The home is designed with all modern conveniences and is located less than a 5 minute walk to Love Lane (Mattituck's charming downtown), Veteran's Beach (one of the best beaches on the Northfork) and the Mattituck train station. It is a place to relax, unwind and enjoy all that North Fork has to offer.

2 BR apartment near ocean in Hither Hills

Relax and enjoy a peaceful stay that is a 3 block walk to one of the most beautiful ocean beaches in the Hamptons! This apartment is located in a beautiful, wooded, quiet neighborhood. Town is 1.5 miles away. This apartment has an open concept living space with a fully equipped kitchen. There are 2 cozy bedrooms and one bath with a walk in shower. We prefer families and mature adults. We supply beach towels, chairs, umbrella and beach wagon.

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.

Secluded Farmhouse - Studio Apartment Style Unit

Private studio suite with separate entrance and full bath in a modern North Fork farmhouse on a peaceful farm property. Enjoy a screened porch, fire pit, and outdoor seating. Includes mini fridge, Keurig, tea, homemade granola, and seasonal eggs/produce. Attached to our home, so some light household noise is possible. Private chef + yoga services available.

Center of Town + Ideal for Beach, Golf & Tennis

Our home is centrally located in Montauk. 5 minutes +/- from everywhere you want to be. Montauk Downs State Park is directly across the street, providing public access to golf, tennis, pickleball, swimming and a patio bar/grill that overlooks the golf course. Quiet neighborhood + private backyard setting. Convenience and relaxation at its finest!