22 Amazing Vacation Rentals In The Hamptons, New York - Updated 2024

Pala
Pala 
Updated
| 7 min read

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.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 07, 2024.

1. Cozy beach cottage with a lovely backyard (from USD 138)

At 500 square feet (46.45 square meters), this cozy beach cottage is best suited for small groups. The bedroom has a queen-size bed while the living room has a sleeper sofa, so up to four people can be accommodated here. The kitchen is fully equipped, allowing you to prepare your favorite home-cooked meals. For entertainment, you can stream movies and shows on television or play games with your companions.

Outside, there’s a lovely garden with a picnic table, fire pit, and grill. This is the perfect place to have a cookout and just hang out with your loved ones. If you want to swim, South Edison Beach and Kirk Park Beach are within walking distance.

Stayed at this property?
Montauk, New York, United States
PRIVATE VACATION HOME 4 Guests 1 Bedroom 1 Bathroom

Top guest reviews
Amenities & Room:
good ac and comfy bed
the interior is well maintained and was very comfortable
Cleanliness:
and there were plenty of clean beach towels
highly recommended nice clean and refinished bathroom
Host:
dana was super nice and helpful
Location:
quaint house in the perfect location
easy walk to beach and restaurants
cozy little house thats easily accessible and in easy walking distance to town or surf lodge
very cozy house that makes one feel relaxed and it’s close to the ocean and sites
we've been going out to montauk for decades and i'm so glad we found this place
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2. Contemporary house with a private pool (from USD 622)

Bright and lovely, this contemporary house features three bedrooms for six people and two bathrooms with heated floors. The kitchen has everything you need for meal preparation, while the living room has a television with cable access and a DVD player. High-speed WiFi — around 500 Mbps — is also provided, so you can stream movies on your devices without worrying about lags.

In the yard, there’s a heated swimming pool where you can swim to relax. There are also many beaches nearby if you prefer swimming in the ocean. Other attractions that might pique your interest include Moriches Bay, Cupsogue County Park, and Long Island Game Farm.

Stayed at this property?
Remsenburg, New York, United States
PRIVATE VACATION HOME 6 Guests 3 Bedrooms 2 Bathrooms

Top guest reviews
Cleanliness:
had a great stay in this super clean home
clean comfortable and close to everything you would want to do
Host:
owner very responsive snd easy to reach
enjoyed our stay very much christine was a wonderful host
Location:
walking distance to a small and lovely beach
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3. Spacious house perfect for large groups (from USD 850)

With 2,400 square feet (222.97 square meters) of space, this house is perfect for large groups and families. The 7 beds can sleep 12 people, and the kitchen is equipped with all the essential appliances and utensils. For entertainment, there are four flat-screen televisions and a wide variety of board games and toys for children. If you want to stream movies, high-speed WiFi is available here.

The outside area is just as marvelous. There’s a private pool if you want to swim to cool down. If you’re feeling tired after a long day, you can soak in the hot tub to soothe your tired muscles.

Stayed at this property?
Montauk, New York, United States
PRIVATE VACATION HOME 12 Guests 4 Bedrooms 3 Bathrooms

Top guest reviews
Amenities & Room:
great property with a private fenced backyard and a beautiful pool and hot tub
Host:
carter is the best host you can ask for
carter was a great host attentive to what we needed
very nice and helpful owner
thank you so much carter and kate for hosting us
the home was toddler friendly and our family was quite comfortable during our stay
Location:
great location to town and beach
absolutely beautiful house with perfect location for montauk’s beach and town
loved this property perfect location and setting for a girls getaway
the beach is a quick walk away easy for multiple visits every day
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4. Lovely cottage near restaurants and other attractions

This lovely cottage has a king-size bed, but if you have a third guest, they can sleep on the couch. Additionally, this rental has a well-equipped kitchen for your dining needs and WiFi access for entertainment. Games are also available if you want more fun.

This property is wonderfully located in the Hamptons. There are many restaurants nearby, allowing you to indulge in the local food scene. You can also find countless fantastic attractions that are worth checking out. A few examples include Moriches Bay, Cupsoque Beach, Long Island Game Farm, and William Floyd Estate.

Stayed at this property?
Remsenburg, New York, United States
cottage 3 Guests 1 Bedroom 1 Bathroom

Top guest reviews
Cleanliness:
the cottage was extremely clean and had everything one could possibly need
Host:
the host is very helpful gracious and excellent communicator
however the property is beautiful and amanda was super helpful
Location:
awesome location beautiful neighborhood close to everything
i love the house and the location
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5. Elegant property with a pool (from USD 2178)

Nestled in the heart of the Hamptons, this elegant property encompasses two distinct homes, offering 5 bedrooms that comfortably house more than 14 guests. Enjoy a luxurious stay with premium amenities including a pool, hot tub, state-of-the-art kitchen, and more than four pristine bathrooms.

Surrounded by nature’s symphony of crashing waves and chirping birds, the estate ensures a bug-free environment. It’s steps away from a peaceful beach and a renowned farm stand. Spanning 3,500 square feet (325.16 square meters), the property guarantees security with advanced surveillance.

Stayed at this property?
Wainscott, New York, United States
PRIVATE VACATION HOME 14 Guests 5 Bedrooms 5 Bathrooms

Top guest reviews
Amenities & Room:
the downstairs bed was incredibly comfortable
the property is quiet and the outside areas and pool very relaxing
beautiful yard with plenty of room for my pup to run around
Host:
owner and property manager were both very helpful and responsive
ben was very flexible and responsive throughout our entire stay
the owners were really helpful and check in/check out was easy
Location:
such a beautiful home tucked away in a quiet neighborhood
2 mile walk to the beach though off-season was gorgeous
the property is quiet and on a beautiful street with an easy walk to the beach
this house was the perfect place for our family to gather
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6. Bightly lit home with a gourmet kitchen (from USD 3150)

Boasting a modern design, this spacious property easily accommodates a large group of travelers. It features six pristine bathrooms and a sun-drenched living space that opens to a pool, spa, and garden. The gourmet kitchen, equipped with premium appliances such as a Viking stove and SubZero fridge, also features a breakfast bar. Adjacent to the kitchen is a grand dining area, separable by chic barn doors.

Entertainment is enhanced by seven Roku TVs, a vast 15-foot (4.57 meter) screen, and a Sonos sound system. Added comforts include air-conditioning, washer, and dryer.

Stayed at this property?
East Hampton, New York, United States
PRIVATE VACATION HOME 10 Guests 5 Bedrooms 7 Bathrooms

Top guest reviews
Amenities & Room:
the home theatre had a huge screen and was comfortable to lounge / enjoy a movie or show
Cleanliness:
everything was clean and set up perfectly to have a relaxing stay
the house was immaculate and nicely decorated
Host:
host was very responsive to questions
doug is a great host and we had a great time
doug was a great host imo: accomodating and pleasant to communicate with
Location:
the house is perfectly situated close to the center of east hampton
we loved the beautiful neighborhoods we could walk through as well as a quick walk to beach
beautiful place we had an amazing time
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7. Spacious abode with kid-friendly amenities (from USD 495)

Situated in a serene cul-de-sac, this opulent abode comfortably hosts 12 guests. Embracing modernity, it boasts Gigabit WiFi, a Nest climate-control system, and a Sonos sound setup. The gourmet kitchen, adorned with upscale gadgets and marble tops, is perfect for culinary experiments. The south-facing backyard features a heated 40ft (12.19 m) saltwater pool.

Just around a five-minute drive from pristine beaches and a stone’s throw from Westhampton’s bustling Main Street, this property is ideal for tourists. With facilities for both work and play, children and adults alike will find their niche. Pets are welcome, and top-tier amenities ensure the utmost convenience.

Stayed at this property?
Westhampton Beach, New York, United States
PRIVATE VACATION HOME 12 Guests 6 Bedrooms 5 Bathrooms

Top guest reviews
Amenities & Room:
we especially enjoyed the backyard which has a beautiful heated pool fire pit grill and loungers
we were able to enjoy the pool in may since it’s heated
beds were comfy pool was great and kitchen had everything it needed to have for a long weekend
we loved the heated pool fire pit and the kids loved the bouncy house
Cleanliness:
very clean updated and well kept house huge pool great yard
the house is very spacious with a huge backyard
Host:
and the property owner was helpful and communicative throughout
it’s a lovely home very spacious and accommodating
the owner mark is super friendly and easy to communicate
we had a great time mark was super helpful
very kid friendly with lots of toys and bikes
Location:
the house is in a great location
the house was in a good area close to beaches restaurants and wineries
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8. Refined farmhouse nestled in a serene locale (from USD 339)

Nestled in a serene locale, this refined farmhouse once graced by Bill Bradley and Sally Quinn offers a tranquil escape. It boasts three spacious bedrooms, offering a restful stay. Dive into a saltwater gunite pool or unwind by the gas firepit after dark.

The modernized interior, featuring a sleek kitchen and a washer-dryer combo, ensures comfort. Families benefit from child-centric amenities such as baby safety gates and playing equipment. Note that pool heating costs and cleaning fees apply based on the duration of your stay.

Stayed at this property?
East Hampton, New York, United States
154 reviews   Superhost Wifi Available
ENTIRE HOME 4 Beds 8 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
beds and furniture were all very comfortable
we loved that the living room faced directly the kitchen
everything was picture perfect and the beds were so incredibly soft and luxurious
the master bedroom and bath a dream the dinning room surrounded by windows incredible
the living room was huge
Cleanliness:
ashley's place was very clean and had all the necessities for a few nights stay
ashley’s house was great it was clean and decorated beautifully
the house was beautiful very clean and stocked with everything needed for a relaxing weekend
very modern house extremity beautiful clean
sparkling clean newly renovated welcoming ambiance and home
Host:
ashley was a perfect host
ashley is an amazing host
ashley is also a great host
responsive host helpful with any questions throughout
ashley was a perfect host for my bday gateway
Location:
the location is perfect- close to the beach the bay and springs
the location was wonderful close to town and beaches and a short 25 minutes to montauk
beautiful home in a great location a short drive from the main streets of east hamptons and amagansett
it’s in a great location close to restaurants shops etc
an ideal home for a small family or group of close friends
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9. Cozy rental with a year-round hot tub (from USD 683)

Nestled on a 2-acre (0.81-hectare) land in the Hamptons, this residence promises a sublime blend of luxury and comfort. Boasting five tastefully furnished bedrooms, guests can indulge in amenities such as a contemporary kitchen, WiFi, and a year-round hot tub. The private pool, open from May 15th to October 15th, offers another refreshing escape. Fitness enthusiasts can also enjoy access to an upscale gym, while gourmet cooks will appreciate the high-end kitchen.

The house also welcomes pets, making it the perfect vacation home for all members of your family.

Stayed at this property?
East Hampton, New York, United States
93 reviews   Superhost Wifi Available
ENTIRE HOME 5 Beds 9 Guests 5 Bedrooms 4 Bathrooms

Accommodates: 9

Top guest reviews
Amenities & Room:
cody’s place is very well kept with very tasteful furniture high quality linens and amazing amenities (gym and pool)
Cleanliness:
was completely spotless and smelled beautifully clean upon arrival
we also found the house impeccably clean which can sometimes be an issue with other airbnbs
cody's house is absolutely amazing it is clean stylishly appointed and stocked with everything we could have needed
Host:
cody was responsive and helpful throughout our stay
owner comes off cordial and super responsive
cody was an amazing host and available to answer any questions and always responsive
cody was an amazing host always reachable for last minute questions
cody has been a wonderful host really helpful through the entire process
Location:
not only was the location convenient the lot was beautiful
the gym is incredible as is the basement bedroom that offered privacy and a huge walk in closet
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10. Charming house close to the beach (from USD 200)

This charming house, set in a tranquil neighborhood, offers a perfect getaway for your family. With four bedrooms featuring one king bed, two queen, and a bunk bed, it’s suitable for large groups. Essential amenities include a well-appointed kitchen, WiFi, workspace, and a seasonal heated outdoor pool. Outside, you can also enjoy a private deck featuring a grill and a dining area.

Located just minutes from the village of Bridgehampton and exquisite beaches, this pet-friendly retreat ensures a peaceful stay for all guests.

Stayed at this property?
Water Mill, New York, United States
78 reviews   Superhost Wifi Available
ENTIRE HOME 5 Beds 8 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
downstair master has a wonderful view of the yard and is very comfortable
beds were comfy and kitchen was great to cook in
my family and i loved the heated saltwater pool and the beautiful garden area that surrounded it
Cleanliness:
very clean and cozy
the place was very clean and comfortable
the house was clean and the bedrooms were very comfortable
very thoughtful details very comfortable and perfectly clean incredibly cozy spot for an autumn getaway
the house was very clean (the thing i appreciate the most ) and the design was well thought out
Host:
the hosts were very communicative and helpful in providing local recommendations
the home is comfortable and beautiful and the hosts were communicative and accommodating
hosts are very thorough—make sure to read all instructions
the hosts are well organized and extremely responsive
the house is perfect for families owners were very accessible and communicative
Location:
gorgeous house in a perfect location
gorgeous house in a great location
beautiful house in a great location
great location close to beach shops restaurants
incredibly beautiful house in perfect location
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11. Apartment at the beach (from USD 281)

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 kilometers (3 miles) 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 WiFi access. Other amenities include air conditioning, a washing machine, an indoor fireplace, and free parking space.

Stayed at this property?
Hampton Bays, New York, United States
131 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 4 Beds 5 Guests 3 Bedrooms 1 Bathrooms

Accommodates: 5

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
Cleanliness:
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
Host:
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
Location:
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
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12. Village cottage at prime location (from USD 214)

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 WiFi access.

Stayed at this property?
Southampton, New York, United States
411 reviews   Superhost Wifi Available
Entire guesthouse 2 Beds 3 Guests 1 Bedroom 1 Bathroom

Accommodates: 3

Top guest reviews
Amenities & Room:
an easy walk to breakfast or coffee
jen's place is as described very comfortable/modern and clean
Cleanliness:
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
Host:
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
Location:
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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13. Beautifully remodeled cottage in East Hampton Village (from USD 450)

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.

Stayed at this property?
53 reviews   Wifi Available
House 6 Guests 3 Bedrooms 1 Bathroom

Accommodates: 6
Minimum Nights: 14
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

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
Cleanliness:
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
Host:
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
Location:
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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14. Well-furnished carriage house cottage (from USD 199)

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.

Stayed at this property?
East Hampton, New York, United States
261 reviews   Superhost Wifi Available
Entire cottage 3 Beds 4 Guests 1 Bedroom 1 Bathrooms

Accommodates: 4

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
Cleanliness:
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
Host:
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
Location:
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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15. Pet-friendly apartment best for families (from USD 123)

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.

Stayed at this property?
Sag Harbor, New York, United States
170 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

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
Cleanliness:
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
Host:
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
Location:
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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16. Lakeside retreat with water views (from USD 225)

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.

Stayed at this property?
71 reviews   Wifi Available
bungalow 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
the tv internet and roku were all easily accessible and simple to use
Cleanliness:
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
Host:
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)
Location:
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%
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17. Luxury condo with outdoor pool (from USD 293)

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.

Stayed at this property?
76 reviews   Wifi Available
condo 4 Guests 1 Bedroom 2 Bathrooms

Accommodates: 4
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

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
Cleanliness:
the unit is clean and well kept
the place was clean and the location had a view of the pool
Host:
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
Location:
great restaurants lobster rolls frozen yogurt are within walking distance
great location right on the ocean and really great pool on the property
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18. Charming cottage with pool (from USD 800)

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.

Stayed at this property?
East Hampton, New York, United States
cottage 8 Guests 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
Cleanliness:
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
Host:
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
Location:
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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19. Deluxe room with pool access (from USD 550)

You will love this deluxe private room, which is strategically situated between Southampton and Westhampton Beach. Ideal for two people, 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 kilometers (4 miles) 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 such as WiFi access, free parking space, laptop-friendly workspace, and cable TV.

Stayed at this property?
Hampton Bays, New York, United States
244 reviews   Wifi Available
PRIVATE ROOM IN HOME 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

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
Cleanliness:
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
Host:
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
Location:
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
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20. 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.

Stayed at this property?
73 reviews   Wifi Available
cottage 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2
Minimum Nights: 4
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

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
Cleanliness:
It was very clean and within walking distance to town
clean and a very comfortable bed
The cottage is as exactly as described
Host:
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
Location:
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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21. Private apartment with pool

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 kilometers (1 mile) 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 WiFi access.

Stayed at this property?
Southampton, New York, United States
100 reviews  
Entire flat 2 Beds 5 Guests 1 Bedroom 1 Bathroom

22. Pet-friendly waterfront home with hot tub

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.

Stayed at this property?
Westhampton Beach, New York, United States
51 reviews   Wifi Available
ENTIRE HOME 3 Beds 6 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 6

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
Cleanliness:
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
Host:
hot tub worked great and neighbors were extremely friendly
Location:
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
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 homey stay from these vacation rentals in the Hamptons and enjoy a pleasurable vacation.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
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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