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

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 MINIMUM STAYS REQUIRED Updated, spacious and comfortably furnished home in Montauk. Well situated to get you most places on foot or bike. Less than 10 minute walk to town, beaches, restaurants, nightlife. Walk to Sole East where you can enjoy use of pool and have lunch or a cocktail. Great place to enjoy your time in Montauk. Additional nightly fees apply for 5th guest. Pets considered with prior owner approval (Dogs ONLY). Additional Pet Fee applies.

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!

Spacious East Hampton Getaway with Pool
This bright and comfortable 3 bedroom, 2 bath Scandinavian home awaits! Located just a 5 minute drive Sag Harbor and 10 minutes to the heart of East Hampton to enjoy beaches, shopping, restaurants and bars. The light hardwood floors create a crisp feel that you have to witness. The first floor's two guest beds open out to a lovely eat-in kitchen with dining and living rooms featuring a wood-burning fireplace and pool to check every box for year-round fun.

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...

Riverhead Farmhouse
In the center of it all lies this newly renovated farm ranch, located in a farming area of Riverhead town. It has a private and tranquil setting but yet so close to so many things like shopping, wineries, breweries, farm stands, restaurants and the bay and ocean.

Montauk Oceanview
This fully furnished oceanview 1bd cottage steps to the beach with hardwood floors, an open beam ceiling, and a working fireplace allows you to enjoy Montauk throughout all seasons. There is a fully equipped kitchen,cable,central air,wireless,and an outside grill.

Cozy Cottage on the Great Pond near beach.
In the heart of wine country is the adorable , nautical inspired cottage surrounded by nature, on a beautiful freshwater pond, a quick walk or bike ride away from a beautiful beach on Long Island Sound. Hiking, fishing, wine tours, farmstands abound!
Popular amenities for Amagansett cottage rentals
Cottage rentals with a hot tub

montauk heated pool sunset spa cottage

3 bedroom Hamptons cottage 5 mins from beach

Walk/Bike to East Hampton Village & Ocean Beaches

Lovely 2 BR Beach House No. Shore

4 Br Beach House; Short Walk to Beach!

Private Room in the House that Art Built

Calf Creek Cottage (Water Mill/Bridgehampton)
Pet-friendly cottage rentals

Southampton hidden gem! Beach cottage, water views

Charming Beach Cottage, Vineyards & Sunset Views

Chic cottage on lush, secluded acre by the beach.

Bay View Cottage- Short Walk to Private Beaches

Beach Cottage 3 | New Suffolk | Northfork

walk to bay, woods cottage

Peaceful cottage, perfect city break. Hot tub.

Coastal Cottage | 1 Mi to Town | 2 Cozy Fire Pits
Private cottage rentals

Traditional Cape on Gardiner's Bay at Fresh Pond

Southampton Village Cottage

East Hampton Fisherman’s Cottage with Secret Bath

*Chic, Family Friendly Hamptons Cottage With Pool

Large Waterfront Cottage on Historic Estate

Sag Harbor Cottage

Walk to ocean beaches and Amagansett village

Cozy Cottage Close to the Beach
Quick stats about cottage rentals in Amagansett
Total vacation rentals
Explore 10 vacation rentals in Amagansett
Nightly prices starting at
Amagansett vacation rentals start at $365 CAD per night before taxes and fees
Verified guest reviews
Over 380 verified reviews to help you choose
Family-friendly vacation rentals
10 properties offer extra space and kid-friendly amenities
Pet-friendly vacation rentals
Find 10 rentals that welcome pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 of Amagansett vacation rentals include wifi access
Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Amagansett rentals
4.9 Average rating
Amagansett stays are highly rated by guests—averaging 4.9 out of 5!
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