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.

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.

Guest Suite in Montauk

Forget your worries, and relax in this newly renovated ground floor, studio apartment. Your private entrance opens to an expansive living space, welcoming you to your Montauk get away! Queen bed. L-shaped couch (with capacity for one-additional guest. Kitchenette with seating welcomes you to eat at home. In addition to the private bathroom, there is access to a shared outdoor shower. Baby/toddler supplies available upon request. Two night minimum stay.

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!

Dockside 2BR - Marina - Dining - Charter Access Un

Any closer to the marina and you’d be swimming in the Atlantic. Our sweet little cottage sits right on Westlake Marina. From your front door, you can book a charter, grab a bowl of Westlake Fish House’s famous clam chowder, or walk to Gosman’s for a sundae and a sunset. Inside enjoy heated floors, plush beds, and a fully-equipped kitchen, making this a perfect place to land after all the Montauk fun.

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

Ocean End Apartments unit 4 oceanview

Unit 4 is an oceanview 1 brm apartment at a beachfront Montauk locale with perfect proximity to all town activities! Fall asleep to the lull of the ocean. Steps to the sand and town! Full kitchen, Queen bedroom, queen sofa bed in living area, full bathroom, large front deck. Family friendly and perfect for girls weekend! Oceanfront table outside to dine! The best table in Montauk!

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