
Holiday rentals in Montauk Station
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Top-rated holiday rentals in Montauk Station
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Endless Summer Studio Condo w Balcony Bayview
Look no further for your perfect holiday in Montauk! This stylishly renovated large waterfront studio condo has everything you need for a truly amazing stay because there’s no place like home, except for the beach. This gated waterfront complex includes tennis courts, a heated swimming pool, hot tub, fishing pier with a gazebo, BBQ by the beach waiting for you to have a lobster bake, walking trails, an on-site laundry room and parking. Get sand on your toes and let the Mtk sun kiss your nose!

Remarkable Montauk Views: 4 Bedroom, Pool
Sunset and Water Views!! Elegantly designed home equipped w fantastic appliances, situated minutes away from ocean beaches and Montauk town. Features a large 3,000 square foot house with a wraparound balcony, koipond and outdoor shower. Dive into the delightful pool (Non Heated) and enjoy all the thoughtful details of this residence. Please review our guidelines and additional disclosures. We maintain a strict no-event, no-party, and no-smoking policy both inside the home and on the property

Montauk Cottage Escape
EH Town Rental Registry: 23-483 Escape to Montauk’s Quiet Side- Enjoy the peaceful beauty of Montauk in the off-season from this updated, spacious, comfortable home - close to town, beaches, and scenic trails. Between cozy nights in and crisp coastal walks, this is the perfect retreat for a weekend getaway or a work-from-home reset. Reliable Wi-Fi and a fully equipped kitchen make it easy to settle in for a few days—or weeks. Dogs are welcome with prior approval (Additional pet fee applies.)

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)

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

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!

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.

1 BR Loft Apt- Montauk Manor- Pools, Tennis & Gym!
This is our 5th season as the owners of Unit #126, which is of the nicest units at Montauk Manor. We are hosting our 925 sq. ft. one BR loft corner unit with a cathedral high ceiling, brand new kitchen and bathrooms plus with a sleeper sofa and TVs on both floors. Montauk Manor is an amazing property that features 3 tennis courts, indoor & outdoor pools, a nice sized fitness center, an on-site restaurant/bar and much more!

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: 24-1259

Montauk Modern Home
Relax with the whole family at this peaceful place to stay. This home is a brand new construction situated with water views. Walking distance to popular restaurants and pebble beach. Ideal for family/extended family. No unrelated guests allowed. No pets/smoking/parties of any kind (including bachelor/bachelorette’s) Hot tub is closed from Jan 1 to April 1. It can be opened for a fee if requested.

DITCH PLAINS SURF HOUSE
Beach house on quiet street, 200 yards to Montauk's best surfing beach, Ditch Plains. The house is a simple all white home with 2 decks, BBQ, bikes, kayak, and easy open floorplan. You can hear the ocean all day long on this hidden Montauk street. Easily walk or bike to the beach, where you find waves, food trucks in the summer & miles of sand and ocean heading west to Montauk.

Waterfront House on Fort Pond, MTK
Spacious house right on Fort Pond with relaxed bohemian vibe. Enjoy the open kitchen, reclaimed wood beams, and hand crafted furniture. Access directly to the water from the back yard. There are two other cottages that are two bedrooms each on property as well. We do live on the property full time and enjoy making our space a safe and clean environment.
Popular amenities for Montauk Station holiday rentals
Other great holiday rentals in Montauk Station

Montauk Sunset at your fingertip!

Updated 4 Bed, 1 Bedroom Waterfront Condo

Serene Montauk Condo with Stunning Bay View & Pool

Condo on the Sound - Navy Beach

Beautiful Waterfront Condo in Montauk!

Immersed in Montauk's Mesmerizing Waterfront Bliss

Gorgeous designer home in the heart of Montauk

Crowley Cottage
Destinations to explore
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- Foxwoods Resort Casino
- Charlestown Beach
- Cooper's Beach, Southampton
- Southampton Beach
- Ocean Beach Park
- Easton Beach
- Mohegan Sun
- Second Beach
- East Matunuck State Beach
- Bonnet Shores Beach
- The Breakers
- Hammonasset Beach State Park
- Long Island Aquarium
- Mystic Seaport Museum
- Burlingame State Park
- Fort Adams State Park
- Salty Brine State Beach
- Orient Beach State Park
- East Hampton Main Beach
- Meschutt Beach
- Narragansett Town Beach
- Easton's Beach
- Ditch Plains Beach
- Wölffer Estate Vineyard




