Holiday houses in Montauk Station

4.96 out of 5 average rating, 109 reviews

Guest suite in Montauk

Twin Pond Ocean View Studio 3

Semi-private path to one of the best beaches in Montauk. Imagine not having to deal with Ditch parking but beach passes included! Twin Pond is a compound on 2.5 acres on Old Montauk Highway. Studio is one of 7 units—galley kitchen (no cooktop) with 180 degree views (1) Qn Size Bed. Walk to Town & restaurants. Modern chic with flat screen TV and WiFi. Ideal for couples/sm family. Outdoor furniture and a gas grill. Dog fee is $150 per dog. Only small to medium size dogs. No cats or other animals.

5 out of 5 average rating, 229 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)

4.95 out of 5 average rating, 19 reviews

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.

5 out of 5 average rating, 77 reviews

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.

4.87 out of 5 average rating, 82 reviews

Apartment in Montauk

Montauk- Cute, Private 1 Bedroom Apartment

Bright and cute new construction, second floor 1 bedroom apartment with private entrance. The apartment is beachy-chic in style with vaulted ceilings and airy, comfortable feel. It has a private living and bedroom space, breakfast bar with mini fridge, bathroom with spacious walk-in shower, and all the basic amenities needed for a comfortable stay. At the end of the street there is a private sunset deck and beach access where you can see amazing sunsets over Fort Pond Bay.

Superhost

4.82 out of 5 average rating, 33 reviews

Montauk Sunsets

This is a gated condo on the stunning Fort Pond Bay. Enjoy access to pool, jacuzzi, and tennis courts. Catch nightly sunsets on your own deck! Fish off of a private pier. Grill and dine right on Navy Beach. You’re walking distance to the LIRR, Navy Beach, The Surf Lodge, Duryeas, and The Montauket. About a 1/2 mile walk to ocean and main street. Shuttles take you to the harbor, town,& beaches. New flooring, appliances,new QN bed, and new sliding doors.

4.94 out of 5 average rating, 125 reviews

Guest suite in Montauk

Cozy guesthouse in an English style Tudor house

Light and airy, lots of blue and white (think Ralph Lauren) cozy and country feeling cottage in an English tudor house. The perfect place for a relaxing stay in Montauk. Reminiscent of an English county cottage with all its charm and imperfections. Its the perfect spot for a BBQ and relaxing outside with the sounds of birds chirping and the leaves rustling. 20 min walk to town, 25 min walk to the beach. I hope you'll enjoy your stay :)

4.89 out of 5 average rating, 28 reviews

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!

4.88 out of 5 average rating, 210 reviews

Dreamy Bungalow steps to Surf Lodge, Beach & Town

Welcome to Casa Bungo, a laid-back, surf inspired beach bungalow brought to you by the husband and wife team behind Studio MTK. Steps from Surf Lodge, downtown Montauk and the beach, the 2-bd bungalow is perfect for families of four or two couples. Designed and decorated with care, this is Montauk at its best! Follow us @studiomtk if you love Montauk, real estate and interior design! EH Rental Registry: 24-1259

4.88 out of 5 average rating, 243 reviews

Cottage in Montauk

Waterfront Cottage, Fort Pond MTK

Perfect cottage perched above Fort Pond with epic views and relaxed bohemian vibes. The cottage is private with a private deck on shared grounds with a fire pit, hammocks, paddle boards, kayak, and lake access. The grounds are expertly landscaped and take full advantage of fort pond views. We do live on the property full time and enjoy making our space a safe and clean environment.

4.9 out of 5 average rating, 467 reviews

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.

4.9 out of 5 average rating, 220 reviews

Apartment 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

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Other great holiday rentals in Montauk Station

5 out of 5 average rating, 7 reviews

Apartment in Montauk

Updated 4 Bed, 1 Bedroom Waterfront Condo

BridgetRating, 5 stars9 months ago

We had an amazing stay! Beautiful condo the decor is spotless & the outdoor deck is a huge bonus. Watching the sunset or having coffee in the morning really lade the stay even more relaxing. I cant wait to go back. :)

5 out of 5 average rating, 4 reviews

Montauk Sunset at your fingertip!

NickRating, 5 stars33 months ago

Picture perfect! Newly updated accommodations with all the comforts of home. Extremely clean and very well managed. The view from this place is incredible. The perfect oasis in Montauk. Khrisna was extremely responsive and accommodating in our needs. Will definitely be back again!

5 out of 5 average rating, 4 reviews

Serene Montauk Condo with Stunning Bay View & Pool

AddisonRating, 5 stars10 months ago

I had such an amazing stay at Diamondos place! I stayed for three weeks and fell in love with it. Her place is EXACTLY like the photos she provides. She was a very pleasant host and responded very quickly. This place is located in a very nice and quiet condominium community with a pool, tennis courts, and even chairs by the water! My favorite part was sitting on the large patio and watching the sunsets and deer! I would highly recommend this place as it is exactly as the listing.

5 out of 5 average rating, 8 reviews

Beautiful Waterfront Condo in Montauk!

JamieRating, 5 stars21 months ago

Our second time renting a condo at Rough Riders in Montauk. Contrary to the name, there is nothing rough about this picturesque location with unobstructed views of the ocean, pier and wonderful wildlife everywhere. The condo we rented Sept 30 -Oct 2, 2023 has a well appointed kitchen with new amenities, including a pot filler faucet over the stove! Pristine/clean condo and lovely deck for lounging w/ book and coffee. The couch is very comfortable and the master bedroom has plenty of closet and bureau space for longer stays. The 2nd bedroom has bunkbeds so not ideal for two couples but perfect for small families. The television was a little tricky (if you bring tv-loving kids). Not walkable to downtown but theres at least one restaurant/bar just outside the entry to this gated community. Short drive to shops/restaurants in downtown Montauk. Horse lovers call Deep Hollow Ranch in advance to book truly memorable trail rides. Enjoy!!

4.56 out of 5 average rating, 18 reviews

Immersed in Montauk's Mesmerizing Waterfront Bliss

BillyRating, 5 stars9 months ago

George was a wonderful host , so available and willing to help with local knowledge and suggestions. The Condo is beautiful with a stunning sea view and plenty of amenities. I would definitely recommend this place to all .

5 out of 5 average rating, 7 reviews

Condo on the Sound - Navy Beach

GabeRating, 5 stars1 week ago

Terrific condo, very communicative and friendly host, and easy check in and check out. Would recommend to everyone!

5 out of 5 average rating, 3 reviews

High Tides & Low-Key Vibes - Walk to Town & Beach

JarettRating, 5 stars1 week ago

Jessica’s place was awesome. Great location and easy to walk into town to go to the beach or grab coffee. Backyard area is awesome for hanging out and to catch the sunrise in the morning