Holiday houses in Fort Pond

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Top-rated holiday rentals in Fort Pond

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A spacious living area features wood-paneled walls and high ceilings with exposed beams. Large windows invite natural light, complemented by modern pendant lighting. Two comfortable sofas are arranged around a central coffee table, with a kitchen area visible in the background, showcasing wooden cabinetry.
Home in Montauk
4.94 out of 5 average rating, 77 reviews

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.

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Guest favourite
A large outdoor swimming pool is framed by a wooden deck, with two buildings positioned nearby. The house features light-colored siding and multiple sets of steps leading to the pool area, surrounded by open green space and trees in the background.
Home in Montauk
4.96 out of 5 average rating, 56 reviews

Stones throw to Montauket & Duryeas!

Located on a quiet, private road, this home is perfect for your summer getaway. With over an acre of land, there is plenty of space for outdoor living. Enjoy the pool, playground ,and large deck all day long. Walk down to Montauket for sunset and Duryeas for breakfast, lunch or dinner. Truly, a special spot. 3 bedrooms railroad style with separate outside entrances to two of the three rooms Pool is not heated and will be closed for the season starting October 5th! RR-26-58 Exp: Feb 19, 2028

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Guest favourite
A modern home is set against a twilight sky, accessible via a well-lit stone pathway lined with greenery. The landscaped garden features low shrubs and ornamental grasses, while the house is designed with large windows that provide a glimpse of the inviting interior.
Home in Montauk
5.0 out of 5 average rating, 19 reviews

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. 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! Pool open may-Oct.

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Top Guest favourite
Home in Montauk
4.9 out of 5 average rating, 10 reviews

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.

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Top Guest favourite
Two wooden Adirondack chairs are positioned on a spacious sun deck, overlooking expansive views of lush greenery and the waterfront. The bright blue sky complements the serene atmosphere, creating an inviting space for relaxation and enjoyment of the natural surroundings.
Condo in Montauk
5.0 out of 5 average rating, 260 reviews

Montauk Waterfront Condo w/ Sunset Views

Modern 1 Bedroom Condo in gated community (Rough Riders) with sunset views from beautiful deck. The community has multiple tennis courts, pool, jacuzzi, and sauna (pool / sauna / jacuzzi only open Late May - early October). The property is great for walks along the boardwalk and many guests enjoy swimming off the pier. The unit is less than a 5 minute car / Uber ride to town and a short 5-10 minute walk to Navy Beach and Duryea's. Strong wifi in unit, Smart TV ( Netflix, etc, - no cable)

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Top Guest favourite
An outdoor seating area features a round table surrounded by four wooden chairs under a vibrant red umbrella. The grassy ground extends towards a clear view of the ocean, framed by trees and shrubs, with a gravel path leading away from the space.
Bungalow in Montauk
4.93 out of 5 average rating, 112 reviews

Montauk Beach Bungalow East Apt.

Charming, clean, private, quiet, 2 bed 1 bath ocean view apartment across from ocean beach via through dunes path. Check the surf from the living room window. Dine in or out with the moon rising over the ocean. Includes BBQ and fire pit, outside table. Private entrance, lawn, outdoor shower, storage space for bikes, etc. Perfect vacation rental. Full kitchen with stove oven, fridge, sink, coffee maker, toaster, microwave, pots pans dishes etc - monthly discounts. Small bathrm & shower

ValueFamilyAccuracy

Top Guest favourite
A two-story home is set on a well-maintained lawn, featuring a path of stone pavers leading to the front door. Lush green bushes and trees frame the property, enhancing its inviting appearance. Clear blue skies complement the house's white exterior.
Apartment in Montauk
4.97 out of 5 average rating, 38 reviews

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.

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Top Guest favourite
Condo in Montauk
5.0 out of 5 average rating, 97 reviews

Cozy Poolside 1 BR in town | Fast WiFi

Enjoy crisp ocean air and stunning pool views from our private terrace, with two heated pools, open for your enjoyment through October 12th! This bright, 5-star coastal retreat features blazing-fast 493 Mbps Wi-Fi and a welcoming dining area that doubles as a comfortable remote workspace. Our railroad-style retreat comfortably fits 4, with queen-sized bed and sofa-bed. Located just steps from the Montauk sand, you can easily walk to both the beach and town for the ultimate autumn escape.

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Top Guest favourite
An inviting living area is presented, featuring a white brick fireplace as a focal point. Comfortable seating includes light-colored sofas adorned with varying throw pillows. Large windows allow natural light to fill the space, and double doors lead to the outdoor area.
Holiday home in Montauk
4.97 out of 5 average rating, 142 reviews

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.

LocationFamilyAir conditioning

Guest favourite
Home in Montauk
4.88 out of 5 average rating, 233 reviews

Laid Back Bungalow btwn Surf Lodge, Beach & Town

Welcome to Casa Bungo, our laid-back, surf inspired beach bungalow in the heart of Montauk. Located on Edgemere Street, in between Surf Lodge & downtown and walking distance to the beach, our 2-bd bungalow is perfect for families or two couples. Owned by the husband and wife team behind Studio MTK, a local interior design firm, this is Montauk at its best! Follow us @studiomtk to learn more! EH Rental Registry: 26-1155

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Top Guest favourite
A bright kitchenette features modern cabinetry and a stainless-steel sink. Adjacent, a dining area with two chairs faces a spacious living room, highlighted by large windows allowing natural light and showcasing a comfortable sofa and wall-mounted TV.
Home in Montauk
4.97 out of 5 average rating, 37 reviews

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.

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Superhost
A sandy beach is framed by a wooden fence, with gentle waves rolling onto the shore. A clear blue sky meets the horizon, while a few people are seen walking along the water’s edge, enjoying the coastal scenery.
Apartment in Montauk
4.84 out of 5 average rating, 176 reviews

Montauk ocean view 3

Charming oceanfront Montauk locale with perfect proximity to all town activities! Fall asleep to the lull of ocean waves. Oceanview and steps to the sand and town! New kitchen, Queen bedroom, new queen no bar sofabed in living area. Recently renovated new rain shower bathroom, plus a large front deck for al fresco dining! Perfect for families, and a girls weekend!

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Popular amenities for Fort Pond holiday rentals