
Holiday rentals in Montauk Beach
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Top-rated holiday rentals in Montauk Beach
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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.
4.94 out of 5 average rating, 77 reviews
Ditch Plains/ Chic ocean view beach retreat
Private magical 2 acre surf retreat a five min walk to the famed Ditch Plains beach. Nestled on a private road in the best area, this newly renovated airy 3 bedroom, 3 bath has luxurious lawns, sprawling nature, and stylish lounging areas indoors and out. Wolf & Bosch luxury appliances. Tasteful furnishings and linens. Listen to the waves and enjoy sunsets and ocean & lake views from several patios and balconies. Plus Weber BBQ, wi-fi. central A/C & heat, charming outdoor dining area & fire pit.
4.91 out of 5 average rating, 35 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.
5.0 out of 5 average rating, 19 reviews
Modern Montauk retreat with wood stove by Harbor
Scandinavia meets Montauk in this sophisticated, comfy, all-season getaway. • 950 sq ft, 2 BR, 1 bath, high-end kitchen, W/D, A/C • Wood stove, Solo stove, patio, outdoor shower, high-end linens, furnishings & decor, large private fenced yard • Steps to LI Sound & Harbor. 3 mi to ocean/Town • Owner is in a private space w/ own entrance in the house. No shared spaces! • Note: Nightly rates now include Airbnb guest fee • Ask about dogs & flexible rental periods CLICK "MORE" for IMPORTANT INFO!
4.95 out of 5 average rating, 139 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)
5.0 out of 5 average rating, 261 reviews
Atlantic Whispers
Wake up to ocean vistas every morning in a charming cottage. There are stunning views of the waves, soothing ocean sounds, and a gentle sea breeze. Sip coffee on a sun-drenched porch, enjoy a sunset stroll along sandy beaches, or simply unwind with the mesmerizing horizon as your backdrop, this cottage provides the perfect blend of comfort and charm. The cottage features a cozy interior with a working fireplace, modern amenities, and large windows that showcase the stunning seaside scenery.
4.9 out of 5 average rating, 672 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
4.93 out of 5 average rating, 113 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.
5.0 out of 5 average rating, 98 reviews
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.
5.0 out of 5 average rating, 28 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.
4.97 out of 5 average rating, 145 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
4.88 out of 5 average rating, 233 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.
4.97 out of 5 average rating, 37 reviewsPopular amenities for Montauk Beach holiday rentals
Other great holiday rentals in Montauk Beach

Montauk Surf Cabin with Deck on a Nature Preserve
4.91 out of 5 average rating, 11 reviews
Gorgeous designer home in the heart of Montauk
4.83 out of 5 average rating, 84 reviews
Twin Pond Ocean View White Cottage
4.91 out of 5 average rating, 81 reviews
Renovated Montauk Home
4.99 out of 5 average rating, 91 reviews
Best location in MTK 3bd/2bath + home office
4.97 out of 5 average rating, 69 reviews
4-Minute Walk to Secluded Beach - Hither Hills Gem
4.81 out of 5 average rating, 54 reviews
Stones throw to Montauket & Duryeas!
4.96 out of 5 average rating, 57 reviews
Waterfront House on Fort Pond, MTK
4.89 out of 5 average rating, 162 reviewsDestinations to explore
- Mohegan Sun
- Foxwoods Resort Casino
- East Matunuck State Beach
- Cooper's Beach, Southampton
- Bonnet Shores Beach
- Ocean Beach Park
- Charlestown Beach
- Mystic Seaport Museum
- Mystic Aquarium
- Southampton Beach
- Easton Beach
- University of Rhode Island
- Soundview Beach
- The Breakers
- Second Beach
- Hammonasset Beach State Park
- Easton's Beach
- Wölffer Estate Vineyard
- Ocean Beach
- Fort Adams State Park
- Meschutt Beach
- Orient Beach State Park
- Ditch Plains Beach
- Splish Splash Water Park





