Holiday rentals in Montauk

Tiny Cottage in Hither Woods, Montauk

A little cabin on our property in Hither Woods. A cozy hideaway conveniently located 12 minutes walk from Gurney's Beach Resort, 16 minute walk from public path to beach, and 6 minutes drive from Montauk town for restaurants and nightlife. Good for couples and solo adventurers, the space is private and homey, with outdoor shower and Chimenea fire pit. The main house is 65ft away, but we honor your privacy. The cottage comes with WiFi, window A/C and complimentary coffee or tea. Parking for 1 car

Montauk Private Beach Bungalow

Beautiful secluded cottage tucked away at the end of cul-de-sac and surrounded by a nature preserve. Montauk’s finest waterfront dining and bars are less than a mile. The house has a large living room with a fireplace, king bed in one and a full bed with a twin in the other, a full bath, outdoor shower hot & cold, an eat-in kitchen. There is a large very private patio with a grill, dining table and lounge area. The private beach is stunning and a 3 minute walk from the house. Pets are welcome.

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!

Modern Montauk retreat with wood stove by Harbor

Scandinavia meets Montauk in this sophisticated, comfy, all-season getaway with open-plan interior & large, private fenced yard. • 950 sq ft, 2 BRs (compact but comfy), 1 Ba, full high-end kitchen, W/D, A/C • Wood stove, Solo stove, patio, outdoor shower, high-end linens & furnishings/decor • Steps to LI Sound & Harbor. 3 mi to ocean/Town • Owner is in a private studio w/ own entrance in the house. No shared spaces! • Ask about dogs & flexible rental periods CLICK MORE for IMPORTANT INFO!

Renovated Oceanfront Montauk Studio Retreat

Experience the ultimate Montauk getaway in this stylish, renovated oceanfront studio. Perched on the 2nd floor, your private balcony offers front row seats to the Atlantic-keep your eyes peeled for dolphins and whales which are frequently spotted right from the unit! Whether you're grabbing a lobster roll from the award winning food truck, dipping into the indoor pool or ending your night with a private bonfire on the beach, this is the perfect place for your east end escape.

Coastline View Studio

This sun drenched studio apartment is perfect for families, couples or friends looking to get away and discover Montauk! Located in Montauk's harbor district. This unit is perfectly located to experience all that Montauk has to offer... Sit back on the balcony and enjoy a glass of wine as the sun sets perfectly over Culloden Point. A short walk to the Harbor, the Dock, Gosmans, TTs, Salivars, Sunday Funday, La Fin, Viking Fleet (fishing, Whale watching & Ferry).

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.

Stylish Montauk Village Escape for Any Season

Stylish Montauk retreat with 3 bedrooms, 2 full baths, and 2 half baths. Just minutes from beaches, shops, and restaurants. Soak in the hot tub, gather around the fire pit, or savor breathtaking sunsets from the private deck. Modern interiors, central air, and Wi-Fi make it cozy year-round. Spacious, elegant, and inviting, perfect for families, friends, or romantic escapes seeking comfort, luxury, and ultimate Montauk getaway!

Renovated Montauk Home

This 3 bedroom, 2.5 bath home is located close to all that Montauk has to offer. Main level offers the master bedroom with on suite bath, open living kitchen & dining area with French doors off of the kitchen leading to the back deck. Second level has 2 additional guest bedrooms and full bathroom. Additional features include outdoor shower, washer and dryer, BBQ grill, WiFi and TV. RR#26-158

Montauk Beach Bungalow West

Charming, clean, private, quiet, 2 bed one bath ocean view apartment 500 feet from door to ocean beach through lovely dunes. Dine inside or out with view of the moon rising over the breaking waves. Includes BBQ and fire pit. Full kitchen with stove, oven, fridge, sink, coffee maker, toaster, microwave, pots pans dishes etc. - small bathroom and shower and large outdoor shower

Historic Designer Farmhouse - Saltwater Pool

Tucked away on a private lot, just minutes from East Hampton Village, Amagansett Village, and Indian Wells Beach, this 3-bedroom, 2.5-bath cottage features a heated saltwater pool & Mahogany outdoor open-sky shower - open May through October, fireside outdoor lounge area, and charming children’s playhouse - creating the perfect setting for relaxing days spent at home.

Dockside 2BR - Prime Location on the Marina Unit B

Morning coffee with boats bobbing out front, dinner next door at Fish House, and lazy walks up to Gosman’s for fudge and harbor views — this is the best of dockside living, Montauk style. Tucked in Westlake Marina, at this fresh, sun-filled 2-bedroom, enjoy comfy beds, a fully equipped kitchen, and easy access to boat charters, seafood, and sunsets.