Holiday rentals in Fort Pond

The Getaway

Comfortable, bright, clean bedrooms with a simple chic aesthetic. Fully equipped kitchen and living space with a unique modern cabin vibe. Side porch provides great post surf/hike hang out space. 12’ picnic table for outdoor dining. Indoor dining also available. Fireplace great for cozy nights in (must be attended at all times) Well behaved pets welcome. Steps away from Solé east and Ruschmeyers, short drive to town & beaches. I’m happy to make recs to make your stay as enjoyable as possible.

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

Simple Montauk Home

We discount rates for: Weekly (15%), Monthly (20%), 12-week+ (38%) stays A simple Montauk home with an arbor enclosed property & large deck. You are renting the entire main floor. Basement is owner occupied & has its own separate private entrance. The main floor has two bedrooms that have a king & a queen bed, so this house is best for 4 people max. The common area is comprised of the living room and kitchen beneath a vaulted cedar ceiling which makes for a great space for hosting guests.

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!

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.

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.

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!

Sunset Studio Loft Cottage

Beautiful, newly-renovated, loft-style, waterfront studio cottage w/ stunning water views from the cottage & private deck. Sunset Cottage is steps away from our quiet, private beach with private beach path & benches. Indoor & outdoor showers with lush, native plants surrounding. Fully equipped kitchen & grill for happy hours & dining on the deck with front row seats to the best sunsets & star-gazing in Montauk!

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

Montauk Poolside Suite, Steps to Beach

Escape to our stylish, second-floor coastal suite in Montauk, just steps from the sand! This bright, railroad-style retreat comfortably fits 4 guests. Enjoy a private terrace with pool views, fast WiFi, and easy access to the beach and town. Perfect for a sun-soaked vacation or a quiet getaway, with two pools available seasonally. Your ideal Montauk adventure starts here!