Top 15 Vacation Rentals In The Hamptons, NY - Updated 2021

vacation rentals in the hamptons

The Hamptons is just about 90 minutes from the city of New York and yet it is a captivating and a stimulating holiday destination altogether. It is a city with so many attractions and things to do that it will take your breath away for sure. Explore the stunning beaches and traverse the lovely dunes when you are here. It is also home to some of the most famous American celebrities who escape to this lovely town when the weather gets too hot in New York City. This sunny and beachy destination is also famous for its windmills and offers tons of exciting activities for the visitors. Apart from lazing on its gorgeous sandy shores, try out one of the gourmet restaurants, visit one of the wineries, or drink one of the frozen cocktails. And plenty of amazing accommodations are available here too - from cozy cottages in West Hampton to lovely Amagansett vacation rentals. So, here are some of the top vacation rentals in the Hamptons, NY where you can enjoy an informal and relaxed stay.

1. Apartment at the beach (from USD 280)

On par with the best vacation rentals by the beach in the Hamptons, this apartment is a great accommodation option for a relaxed holiday. Welcome to this ground-level apartment equipped with a lovely spacious patio that can accommodate up to five persons. This unusually attractive property is just a minute to the beach while the ocean is only 4.82 km (3 mi) away. It is in proximity to historical attractions, good restaurants, and sunny beaches. Cook in the equipped kitchen as you please and stay connected to the internet as there is unlimited Wi-Fi access. Other amenities include air conditioning, a washing machine, an indoor fireplace, and free parking space.

Vacation at the Beach: Entire Home
Hampton Bays, New York, United States
96 reviews
Entire apartment 4 Beds 3 Bedrooms 1 Bathrooms
Top guest reviews
Amenities & Room:
the a/c was very modern and efficient
there are great amenities in the home and the beds are extremely comfortable
there wasn't any food but he kitchen was well stocked with tools and equipment
nice to have heaters in each room
each room has its own temperature control system which is great
very clean and well appointed
everything was super clean and communication was great
it was clean and decorated very nicely
clean open and all a family needs
furthermore it is a very clean place
great communicative host
the host was very responsive throughout our stay
jose was an excellent host
jose is an excellent host
overall jose was a great host and we would definitely stay here again
beautiful spot in a great location
a beautiful house at a beautiful location
great location with easy access to shopping restaurants and highway yet in a nice quiet neighborhood
close to all and perfect spot for a much needed beach gateway
perfect location home and experience
Read more reviews

2. Village cottage at prime location (from USD 307)

The cottage enjoys a central location in Southampton Village and can accommodate two persons at a time. Enjoy your vacation in this intimate, tidy, and well-lit cottage, which is just a few steps from amenities such as beautiful beaches, wineries, restaurants, and plush shopping centers. The cottage features a fully equipped cottage where you can prepare meals if you do not want to eat outside. Some other key amenities offered here are a laptop-friendly workspace, cable TV, free on-site parking, and Wi-Fi access.

Tiny Home in Prime Spot in Southampton Village
Southampton, New York, United States
332 reviews Superhost  
Entire guesthouse 2 Beds 3 Guests 1 Bedroom 1 Bathroom

Accommodates: 3
Minimum Nights: 2

Top guest reviews
Amenities & Room:
an easy walk to breakfast or coffee
jen's place is as described very comfortable/modern and clean
everything was very clean
awesome place cute clean cottage with modern touches
quiet and very clean
the cottage is clean and cozy
the house itself is clean stocked with everything you need and stylish
the host was responsive and very helpful
jen was an amazing host
jen is a great host
jen is a great host and super helpful
jen is a most thoughtful host
great location right near town
great location in the heart of southampton
good location close to the main street
súper well stocked kitchen; great location
wonderful location on a quiet road
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3. Beautifully remodeled cottage in East Hampton Village (from USD 533)

It is easy to fall in love with this renovated cottage that can comfortably sleep six people and is at a convenient distance from many local beaches. Located centrally, it is also a few minutes walk to the dining and shopping facilities in East Hampton. This air-conditioned cottage is one of the best luxury vacation rentals in the Hamptons. It is luxuriously furnished and has three bedrooms and a well-fitted bathroom. Facilities on offer include a heater, parking space, a washer/dryer, a TV with cable channels, and internet access.

East Hampton Village: Beautifully Renovated 3 Br Classic Cottage Walk To All
41 reviews
House 3 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
The living room is also comfy and has a large TV screen- great for watching movies
The cottage had everything we needed and wanted including a wonderful outdoor deck that opens in the den and leads to wonderful open kitchen large dining room and large comfortable living room
The house is bigger than it looks on the outside
Everything is exactly how it's portrayed in the pictures and the host
The 3 bedrooms are all roomy and also nicely decorated
The house was clean and very comfortable
The house was very nicely decorated extremely clean and exactly as pictured in the listing
I can not say enough as to how professional she is and as far as the house everything was amazing
It was perfect: characterful and charming; neat and tidy; comfortable for hanging out; close to great beaches; and most importantly
She was always available via phone or text message and made a nice list of restaurants waiting for us on arrival Four stars
and the owner could not be more accommodating
the host is very nice and accommodating
Brenda was very responsive and home met our needs being close to town
She had lots of information about the towns in the area
This home is perfectly located to ride bikes everywhere
The location was great - a short walk to East Hampton Village if you wanted Would definitely recommend the property
We stayed in the house the week leading into Labor Day
I especially loved the beds No detail was spared to make sure guest feel at home Perfectly located in East Hampton we walked into town to shop and dine
We could walk to town Egypt Beach from the house
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4. Waterfront home with gorgeous views of the dock (from USD 526)

For a relaxed vacation in the Hamptons with your family or friends, book this lovely waterfront home in Westhampton Beach. Make the most of its outdoor deck that provides breathtaking views of the dock and is also equipped with a hot tub, sun loungers, a dining set up and more. Inside, the home is fully furnished in the welcoming and open-plan living and dining area that offer gorgeous bay views. A stylish kitchen with a breakfast bar, three comfy bedrooms, and two well-appointed bathrooms complete the interior of this home. The beach is just a short walk away from this pet-friendly vacation rental.

Waterfront Hamptons Home w/ Dock & Stunning Views!
Westhampton Beach, New York, United States
44 reviews
Entire house 3 Beds 3 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
the kitchen is small but has a nice counter top space with bar stool chairs
the main bedroom had a very comfortable bed
it’s not fancy but it is cozy and relaxing
house was clean upon arrival which was appreciated
everything in the house was clean and easy to access
he continued to talk over us saying the house is clean his cleaners said they cleaned
that said it was very clean comfortable and well appointed
great hot tub - works perfectly & very clean
hot tub worked great and neighbors were extremely friendly
good value in a great location
fantastic location loved the footprint of this house
house was in a great secluded location right on the water
definitely inspired me to book more trips to this location
overall nice stay beautiful location and the hot tub was a hit
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5. Well-furnished carriage house cottage (from USD 249)

Nestled in a historic and green neighborhood, this carriage house cottage is ideal for a group of four adults. Relax and unwind in the fully furnished living and dining areas or rustle up delicious meals for everyone in the contemporary kitchen. A cozy and inviting bedroom, a breakfast nook and one and a half bathrooms are also available in the cottage. A small and well-maintained lawn is also located right outside the cottage. Hampton Jitney is at a walking distance from the property.

Carriage House - Cottage in East Hampton Village
East Hampton, New York, United States
108 reviews
Entire cottage 3 Beds 1 Bedroom 1 Bathrooms
Top guest reviews
Amenities & Room:
full size kitchen with keurig was a bonus
they had very thoughtful and useful amenities for a comfortable stay (water cookies beach chairs umbrellas)
what a gem the cottage has everything that anyone would need for a comfortable stay
yvonne & dan’s cottage is newly renovated extremely clean and very comfortable
it was great to have two bathrooms and two floors for space between the guest
house was clean and cozy
the cleanliness is off the charts spotless - which is so important to us when traveling these days
the carriage house was very clean and comfortable
the place is super clean and feels brand-new
everything was kept very clean and beautifully renovated
had a wonderful stay everything was so clean and the hosts really make you feel at home
yvonne is a great and very accommodating host
yvonne and dan were also very helpful hosts and easy to communicate with
yvonne and dan are wonderful hosts - easy to communicate with and accommodating
great location close to main street in east hampton
the close proximity to main street shops and restaurants is great
great place close to town and the beach
the location was great in east hampton
great location and value in east hampton
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6. Centrally located apartment and cabin (from USD 200)

Bring your children and pets along on your holiday to the Hamptons and stay at this chic apartment and cabin in Sag Harbor. This accommodation is centrally located in the Hamptons, providing easy access to Bridgehampton, East Hampton, Southampton, and more. A five-minute walk from this property will take you to a lovely dog walking beach. The fully furnished apartment has a stylish living area, a kitchenette, a dining area, a gorgeous bedroom, a sun room with a claw-foot tub, and a beautiful bathroom. The cabin has a cozy bedroom, a breakfast room, a patio and an outdoor shower.

Quiet off road Artists Apartment & Guest Cabin.
Sag Harbor, New York, United States
117 reviews
Entire apartment 2 Beds 2 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
fridge was well stocked with all sorts of snacks ac and wifi are great
common area: the ceiling fan is wobbly when on “high
kitchenette is well stocked with breakfast essentials and healthy snacks
had a great night sleep - quiet surroundings and extremely cozy bed
very quiet and a very comfortable setting
the space was also incredibly clean and cozy
place was great very clean and comfortable
if this place really got a proper cleaning these items would've been clean
everything was also very clean and overall had a great stay
the space is clean comfortable and really the perfect getaway
brian was great host and gave great advice about the area
he is attentive and caring
bryan was a wonderful host who enhanced my stay in sag harbor tremendously
he is a friendly and considerate host
he is a polite and kind host
the location is fantastic
great location with everything you need
great location and very comfortable bed
great location: quiet street very close to water and town
location was better than we expected
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7. Well-appointed lakeside retreat (from USD 400)

Ideal for a couple or two close friends traveling together, this vacation rental is situated on the shores of Lake Montauk. Spend some time taking in the scenery at the covered outdoor deck or stroll down the grassy area to admire the water view from up close. The interior of the house is welcoming in its open-concept living, dining and kitchen areas. A comfy bedroom and a contemporary bathroom are also available in the house. In the summer, you will have access to a private lake beach where you can enjoy swimming, paddle boarding or kayaking.

Relaxing Lake Retreat
54 reviews
bungalow 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
the tv internet and roku were all easily accessible and simple to use
everything was very clean recently renovated and well-stocked
very clean and many things to do on the property
the place was very comfortable neat and clean
we felt the space was incredibly clean as well as comfortable
the bathroom was clean and modern and the shower was full-sized not a tight stall
kelly and rick were the friendliest hosts
kelly is a great host we plan to return
kelly and rick were incredible hosts i absolutely recommend this property
bed was comfortable tv with netflix/streaming media (owner provided did not have to log in)
it has everything you need in a great location just a few miles away from the village
this is a peaceful quiet location on montauk
great property amazing location and kelly and rick are super nice and helpful
always like staying at duffys- such a great location and terrific hosts see ya soon
we recommend this place 100%
Read more reviews

8. Luxury condo in Ocean Beach (from USD 619)

If you want to stay close to the beach during your holiday in the Hamptons, then book this luxury condo in an Ocean Beach resort. Located in Montauk Surf Club Resort, this condo is a well-appointed duplex that has two well-equipped bathrooms, a spacious bedroom, and an open-concept living, dining and kitchen area. An outdoor deck with seating is ideal to soak up the sun. Guests will also have access to resort amenities like an outdoor pool, tennis courts, a bathhouse, a fitness studio, and more. The beach is just a few steps away and the village of Montauk is a two-minute walk away from this property.

Montauk Surf Club Oceanside Resort Condominium
64 reviews
condo 1 Bedroom 2 Bathrooms
Top guest reviews
Amenities & Room:
the condo was very clean and comfortable with all the amenities you need
the pool is gorgeous or you can get an umbrella and chairs to hang out at the beach
the unit is clean and well kept
the place was clean and the location had a view of the pool
the surf club staff was wonderful
the staff was amazing and so helpful
the owner is so sweet and so nice
the owner always responded quickly and checked in before going to make sure we were all set
the owner immediately contacted me about the booking and providing a lot of useful information
great restaurants lobster rolls frozen yogurt are within walking distance
great location right on the ocean and really great pool on the property
Read more reviews

9. Charming cottage in East Hampton near Georgica Beach (from USD 503)

If you’re looking for vacation rentals in East Hampton, NY, then this listing might interest you. You will love this two-story home, which can sleep a maximum of eight persons and is in proximity to Georgica Beach and Main Beach. Located in East Hampton Village, it is a short walk to boutique shopping, restaurants, and entertainment choices. The stay features four well-decorated bedrooms and three full bathrooms. Go for a swim in the pool and stay connected to the world of the Internet even while staying here. Other amenities include a washer/dryer, a TV with cable channels, and air-conditioning.

Charming East Hampton cottage w/pool, near Georgica beach
58 reviews
cottage 4 Bedrooms 3 Bathrooms
Top guest reviews
Amenities & Room:
The beds are so comfortable
the oh-so-essential espresso machine ) towels
My mother loved the kitchen since they have everything you need to cook whatever you want to cook including good knives
all four lovely bedrooms are comparable in size and accommodations
Pam & the festival of fifty team
The pool is fantastic and the yard is extremely spacious
We stayed in the house with another family (4 adults et 4 children)
plenty of clean and fluffy towels soft bed sheets toiletries three coffee pots and a clean inviting pool
The owners thought of every detail and it was perfectly put together - colors furnishing and style
and the grounds of the property were beautiful
The hosts were also very responsive to any questions we had
some of us a swim
since booking was always in communication and generous in supplying directions recommendations in the area and things we may need
It met all our needs and more
She was patient and responded to all my questions
a CVS pharmacy around the corner and
quiet and only 1 2 mile away East Hampton village is close too and there is a very nice market with fine products within a 2 minutes walk (Red Horse Market)
The cottage is located perfectly - probably a less than 5 minute drive to shopping and restaurants
Great location with lots of parking
The only negative point would be the Highway 27 witch is near behind the backyard and quite loud at certain times
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10. Private room between Southampton and Westhampton Beach (from USD 196)

You will love this deluxe private room, which is strategically situated between Southampton and Westhampton Beach. Ideal for two persons, you can relax in the garden or go for a swim in the pool while staying here. The Dune Road beaches are only 6.43 km (4 mi) away from here. The hosts can arrange for a free drop or pickup to the Hampton Jitney and Long Island Rail Road. Start your day with a delicious breakfast every morning and avail other facilities like Wi-Fi access, free parking space, laptop-friendly workspace, and cable TV.

Sweet Master Bedroom & Bath in Hamptons with Pool
Hampton Bays, New York, United States
196 reviews
Private room in house 1 Bed 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
the house and the heated pool are outstanding
loved the pool and pool area (lounge chairs etc
having access to an amazing heated pool was a real luxury
kathleen and george’s place was lovely and comfortable
we had a nice room with private bathroom and private entrance
it was very clean cozy and pleasant
very comfortable clean and nice
the room was very clean and big
amazing stay great communication service cleanliness & so friendly
didn’t use pool but it was big and clean
they were great open hosts and very helpful
kathleen was a gorgeous host
kathleen is a friendly host with great hospitality
hosts are very accommodating and friendly
she is such a friendly and helpful host
good conversation and location
the location is great as well
great location in close proximity to wineries and restaurants
the pool is a plus the location is a quick drive to nearby beaches and great vistas
very close to the beautiful beach and very nice restaurants
Read more reviews

11. Charming studio between ocean and village (from USD 350)

This delightful studio cottage is set on a historical property of Bridgehampton and is perfect for a couple or single travelers. It can sleep two guests simultaneously and is strategically situated between the ocean and the village. It has its own separate entrance and a secured parking area. Its patio can be used for outdoor dining and barbecue grilling. There is a squishy king-size bed in the bedroom while the kitchenette is fitted with a coffee machine, microwave, and a mini-fridge. Other facilities on offer are a TV with cable channels, a heater, air-conditioning, and internet access.

Charming studio cottage between village and ocean. The perfect Hamptons escape
66 reviews
cottage 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
The cottage is adorable and very private
The king size bed was very comfortable and we enjoyed sipping wine on the patio
The property was exactly as described and every convenience provided: linens shower towels beach towels and chairs
There were plenty of helpful pamphlets and guides for the area
Spacious clean with all the amenities one might need
It was very clean and within walking distance to town
clean and a very comfortable bed
The cottage is as exactly as described
Host was lovely helpful and available for questions
Simple in the best most replenishng
The host tries very hard to be helpful
Naimy was terrific and very accomodating
charming perfect cottage wonderful hostess
The location is perfect -- close to town and close to the beaches and local wineries
It was secluded but close to the village
The cottage is beautiful quaint and clean - walking distance to town and quick drive to several beaches
There is a short walk to town along Montauk Highway and
Beautiful cottage located in the back of the property off the main highway
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12. Cozy apartment near Bay beaches

Come and stay in this cozy apartment for a few days and return home completely refreshed. Apt for five persons, you will love the privacy, the tranquility of the gardens, and a dip in the pool. The property is just about 1.60 km (1 mi) from the Hampton Jitney, as well as the Southampton railway station. Also, you will be only minutes from the pristine bay beaches and the ocean. In case you are a golf lover, the stay is only a few minutes from some of the reputed and finest golf courses in the area. Conveniences on offer are a kitchen, a laptop-friendly workspace, cable TV, free parking, and Wi-Fi access.

"Life is Good"
Southampton, New York, United States
100 reviews
Entire flat 2 Beds 1 Bedroom 1 Bathroom

13. Family getaway in Amagansett

Situated at a stone’s throw from the famous Amagansett Square, this beautiful family home is in proximity to restaurants, Atlantic Avenue Beach, shops and exciting live events. Spacious and elegantly furnished, the property can fit a maximum of five people. The pet-friendly accommodation features five nicely done bedrooms and a modern bathroom. The comfy living room here gives you the perfect excuse to sit back and relax while watching a film or reading a good book. Use the well-appointed kitchen to prepare your favorite dishes and admire the blooming flowers in a spacious backyard. Other facilities include heaters, parking space, and TV with cable channels.

Family Getaway by the Ocean in Amagansett!
54 Old Montauk Hwy.
House 5 Bedrooms 2 Bathrooms

14. Luxury home close to beach

This stunning village home is ideal for a group of friends or a family reunion and it can accommodate up to eight people simultaneously. With a pool, four furnished bedrooms and four and a half modern bathrooms, the property is in proximity to a stunning beach. Its kitchen is equipped with all the facilities to cook your favorite meals. Although the air-conditioned home is situated on a peaceful village street, the stay is not far off from the town. Some other key amenities include parking space, heating, washer/dryer, TV with cable channels, fireplace, and internet access.

Luxury East Village Custom Home - Walkable To Town
17 McGuirk Street
House 4 Bedrooms 5 Bathrooms

15. Renovated beach bungalow near beaches and village

Ideal for a small family, this fully renovated beach bungalow can accommodate three persons at a time, and it offers a well-furnished bedroom and a bathroom. The property is a short walk to the village and the ocean beaches. Strategically situated between Amagansett and East Hampton villages, it offers you all the amenities for a relaxed stay. The pet-friendly accommodation features a string of modern amenities like heater, parking space, air conditioning, and Internet access.

Best Value For South Of Highway Location In Amagansett / East Hampton
12 reviews
cottage 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
but that was fine with me
(there is WI-FI)
(I literally needed to duck when walking from room to room
The description of the property is accurate - for clarification there is no TV cable
we were able to take our truck with the dogs to the beach
The cottage was clean nicely and conveniently furnished
The house is clean bright and stocked with everything you need
The cottage was as described clean simple very comfortable bed
Owner was very responsive to questions
bike rentals etc Drive or bike to beach Nice deck and yard
Best location simple living good vibes
We both don't drive a car
You can actually walk everywhere
A great deal in beautiful Amaghansett
Cozy little space a stones throw from shopping and restaurants
There was no problem biking to beach (5 min) the IGA (10 min) town (1 min) Easthampton (15 min)
The property is as described Great location close to restaurants and bike rentals not far from the beach
We were close enough to restaurants and still easily rode our bikes to the beaches Since it was off season
Read more reviews

Enjoy a heavenly holiday in the Hamptons

Enjoy a unique location in The Hamptons, as it is situated not too far off from the thriving New York City and is yet a peaceful seaside resort. Come and fall in love once again with your partner while vacationing here. Whether you’re looking for a cozy cottage in East Hampton or luxurious Westhampton vacation rentals, there are plenty of options available to you. Choose a homely stay from these vacation rentals in the Hamptons and enjoy a pleasurable vacation.

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Pala Sen is an avid follower of travel and health updates, current affairs and entertainment news from all across the world and writing is a passion for her. She had been previously associated...Read more

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