
Cottage vacation rentals in Montauk
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Top-rated cottage rentals in Montauk
Guests agree: these cottages are highly rated for location, cleanliness, and more.

Luxury cottage by the sea with hot tub and pool
We built this guest cottage to provide an ultimate luxury experience for people wanting to escape from hectic life!With incredible coastal views, this home is a haven of tranquility. It sits on a special stretch of the Connecticut coast, with spectacular bird and wild life-watching year-round. Enjoy great shopping in Guilford's boutiques around the historic town green. Watch the sun set over the water and relax in the hottub for some night time star gazing year round (pool open June-beg/mid Oct)

Chic Artist Loft Cottage
We loved all things SEA…my family built this special Artist Loft Tiny Cottage Retreat. Over the years, family & guests have created beautiful memories here. The Cottage has a large fenced yard, & deck. The inside is an open layout, light and airy. It is very clean and designed with care. The living rm area has a sleeping sofa with a staircase to the loft that has a platform bed and a tiny twin cot. The kitchen is fully equipped & there is a full bath & W/D. 1 mile to Main St/1.5 mi. to Beaches.

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 Oceanview
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.

Savor Ocean Sunsets at a Soothing Beachfront Haven
Newly renovated and featured as a top Airbnb by New York Magazine, The Beach Cottage has been designed and decorated in a modern organic style, with a palette of whites and neutrals to create a serene and peaceful escape. Relax in the airy, light and open living room, which features a wall of glass for indoor/outdoor living with expansive, uninterrupted water views. Stay on the property for swimming, beach walks, sunsets and BBQs - or venture out to enjoy all the North Fork has to offer.

Charming Southampton Light filled Cottage
Escape and relax in this beautiful tranquil Southampton retreat! Newly remodeled cottage just blocks from the water. The home is nestled on 1/2acre quiet park-like setting located at the end of a long gravel driveway. Enjoy the private outdoor space with a fire pit, outdoor dining table, new dual BBQ and lounge chairs. Inside, the large dining room table easily sits 8. This stylish Coastal farmhouse has all new beds and furniture. Complete with Wifi, Cable, AC and Nespresso maker!

The Cottage at Indian Cove
A charming original turn of the century cottage that was recently renovated. One main room plus a full bathroom and Ikea kitchen. It includes a back porch that gets a perfect amount of late afternoon sun. The cottage has electric baseboard heat for cool nights. We are located in Indian Cove beach Association with a two block walk to the beach. You are welcome to enjoy our kayaks, bikes to tour the area and a fire pit.

Quaint Cottage on Long Island's South Shore.
The Cottage is a lovely space enclosed in hedges for privacy on a one acre property. I do have 3 dogs, they are kept in a separate gated area on the property. The cottage is located 3 miles from downtown Patchogue which is enjoying a renaissance. There are many restaurants and cultural activities as well as ferry access to Fire Island (Davis Park) in the warmer weather. We are also the "Gateway" to The Hamptons.

Secluded 1Br cottage on the lake, close to Ditch
This is the best of Montauk living, right by the lake, close to Ditch, and with an incredible, lush front yard suitable for outside dining or having a couple friends over for dinner. Walk down to the lake to enjoy the sunset, or stroll over to the Crow's Nest for drinks or dinner. No need to drive, it's well within walking distance. Join the many that have experienced the magic of our cottage at South Lake.

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.

Carriage House - Cottage in East Hampton Village
Darling cottage in East Hampton Village. Situated in a historic picturesque tree-canopied neighborhood. Easy stroll to Newtown Lane and Main Street shops. (1/2 mile). Classic atmosphere. Very comfortable, bright, and clean. A perfect place from which to enjoy East Hampton and the surrounding area. Fully renovated (2019).

3 Bedroom Cottage Gem
Traditional Shelter Island house, located in the heart of central village. This 3bedrooms/2 bathrooms house is really quiet, convenient for tennis players with courts cross the street, 4bikes to borrow. This house is close to restaurants and is close to the beach as well...
Popular amenities for Montauk cottage rentals
Pet-friendly cottage rentals

SPA DEPARTURES NEAR THE SEA

Southampton Village Cottage

Direct Shoreline Long Island Sound Waterfront

SILVER SANDS BEACH COTTAGE MILFORD NEAR YALE/TRAIN

The Red Cottage Circa 1936

Beach Cottage 3 | New Suffolk | Northfork

Waterfront Cottage With Unforgettable Views

The Beach Cottage Oasis
Private cottage rentals

Charming Beach Cottage, Vineyards & Sunset Views

The Melody Too

Historic Cottage

Cozy Shelter Island 2 Bedroom 1 Bath Cottage

Private Modern 2 Bedroom Steps From The Ocean

Steps to Train, Dining & Beach US Open Golf

A Cheerful 2 - Bedroom Cottage

Adorable Cottage
Luxury cottage rentals

Charming Scandinavian Inspired Beach Cottage

Waterfront beach cottage

Ocean Front Home in Town Private Beach

Large Waterfront Cottage on Historic Estate

Chic cottage on lush, secluded acre by the beach.

Luxury Gem At The Heart of Sag Harbor Village

Steps to the Beach - Designer Cove House Cottage

3 Min Walk to Beach| 1 Mile to Town | Fam-Friendly
When is the best time to visit Montauk?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ716 | ﺩ.ﺇ896 | ﺩ.ﺇ727 | ﺩ.ﺇ804 | ﺩ.ﺇ1,172 | ﺩ.ﺇ1,631 | ﺩ.ﺇ1,899 | ﺩ.ﺇ2,317 | ﺩ.ﺇ1,348 | ﺩ.ﺇ1,267 | ﺩ.ﺇ1,028 | ﺩ.ﺇ716 |
| Avg. temp | -2°C | -1°C | 3°C | 8°C | 13°C | 18°C | 21°C | 21°C | 17°C | 11°C | 6°C | 1°C |
Quick stats about cottage rentals in Montauk

Total vacation rentals
Explore 40 vacation rentals in Montauk

Nightly prices starting at
Montauk vacation rentals start at ﺩ.ﺇ551 per night before taxes and fees

Verified guest reviews
Over 3,950 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Montauk vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Montauk rentals

4.9 Average rating
Montauk stays are highly rated by guests—averaging 4.9 out of 5!
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- Cooper's Beach, Southampton
- Charlestown Beach
- East Matunuck State Beach
- Ocean Beach Park
- Mohegan Sun
- Bonnet Shores Beach
- Easton Beach
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- The Breakers
- Mystic Seaport Museum
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