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House vacation rentals in Amagansett

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Popular amenities for Amagansett house rentals

House rentals with a pool

Guest favorite
Home in East Hampton
4.88 out of 5 average rating, 106 reviews

4 BD w/ Heated Pool in E Hampton, Fully Furnished

IanRating, 5 stars2 weeks ago
We had a wonderful time in this beautiful home that is in an idyllic Hampton's setting. Ashton was a great host and for sure we will be back.
Superhost
Home in East Hampton
4.88 out of 5 average rating, 109 reviews

Modern East Hampton Home w/ Heated Saltwater Pool

BrittanyRating, 5 stars7 months ago
The house is beautiful, looks like photos. Stephen is a great host! Overall great stay, could not recommend more!
Guest favorite
Home in Southampton
4.93 out of 5 average rating, 14 reviews

Southampton Escape, Heated Pool, hot tub, 3 bed,

LaurenRating, 5 stars10 months ago
The house was great! Our two infants loved the large deck and pool. So close to town and the beach. It was a perfect getaway!
Top guest favorite
Home in East Hampton
5 out of 5 average rating, 36 reviews

Stunning Central E. Hampton Home w/ gunite pool.

DonnaRating, 5 stars3 months ago
Our family enjoyed a wonderful post- Christmas getaway at Jennifer’s beautiful home. The house is fabulous - well- located, pristine , beautifully decorated and well-stocked. It was relaxing and perfect. We did not have much need to reach out (everything was effortless) but when we did, Jennifer was very responsive and helpful. Highly recommend!
Guest favorite
Home in East Hampton
5 out of 5 average rating, 5 reviews

The Hideaway

NikkiRating, 5 stars7 months ago
Dorina’s home was the calm, peaceful reprieve from the city we were looking for. Her home was so comfortable and she went above and beyond to make sure we had everything we needed. The backyard was a little oasis with a large pool (with floats!), several (6 I think) lounger chairs, two 6 top tables in different areas and a functioning grill. We spent most of our time here! Dorina was fast to respond, helpful with recommendations and overall what you hope to have in a host. We would definitely come back to Dorina’s home!
Guest favorite
Home in Mastic Beach
4.93 out of 5 average rating, 120 reviews

Gorgeous Waterfront and Indoor Pool Family Oasis!

EricRating, 5 stars3 months ago
Five stars doesn't feel like enough, if anything I'd say everything was better than we'd expected based on the pictures and the reviews! First, as others have mentioned John was an incredible host, the place was well stocked and had all sorts of snacks and drinks (and a nice bottle of wine); he also bought us dinner and was very good about keeping in touch the whole time we were there. The house was amazing top to bottom, but I have to specifically call out the pool, which was jaw-droppingly beautiful and the perfect temperature despite cold weather outside. We loved the neighborhood and yard to walk our dogs, and the kitchen was great to cook in (made me miss having a gas stovetop). We'll definitely be visiting again, it was the kind of stay that sets a new bar for what to look for in a vacation!
Guest favorite
Home in East Hampton
4.84 out of 5 average rating, 31 reviews

Private East Hampton Estate

CokiRating, 5 stars7 months ago
Marks home was beautiful, peaceful and near to so many great areas. The pool and backyard were wonderful and relaxing. We loved it! Highly recommend!
Superhost
Home in Southampton
4.91 out of 5 average rating, 45 reviews

New Southampton mega home with heated gunite pool!

SamuelRating, 5 stars3 months ago
Great place to stay and great host !

Weekly house rentals

Guest favorite
Home in Amagansett
4.93 out of 5 average rating, 14 reviews

Amagansett, Waterfront retreat

DanielleRating, 5 stars7 months ago
My family had a wonderful time at Robert’s home. The house was clean and cozy and the view of the water was peaceful. He was super communicative and friendly and check in/out was a breeze. The house is in a great area and super close to East Hampton, Amagansett, and Montauk. Highly recommend!
Guest favorite
Home in North Fork
4.98 out of 5 average rating, 186 reviews

Nofo Bungalow-In The Heart of Greenport Village

AlyssaRating, 5 stars2 weeks ago
This was a beautiful experience! The house is AWESOME! So clean, so cozy, and full of amenities. The backyard space is inviting and has a fire-pit! Absolutely worth the money— a true gem. The house is walking distance to everything, and truly makes you feel like you’re on vacation- even if you’re only an hr from home. We will be back next year!!! :)
Guest favorite
Home in North Fork
4.97 out of 5 average rating, 254 reviews

The Greenport Bungalow

SaraRating, 5 stars2 weeks ago
This is an AMAZING Airbnb. High quality blankets, towels, ornamental details throughout the space. Comfortable beds. Beautiful ambient lighting. Large backyard with a fire pit. The neighborhood is quiet, beautiful houses, surrounded by water, with lovey little shores and nooks to walk to. My 4 year old had toys to play with and a little potty that all came with the home. I will DEFINITELY stay again. My family and I loved this place.
Top guest favorite
Home in Montauk
5 out of 5 average rating, 20 reviews

Montauk beach house!

StephanieRating, 5 stars5 months ago
Lovely, well kept and comfortably furnished. This home has everything you need for a comfortable stay. Owner is helpful and very responsive. Highly recommened!
Top guest favorite
Home in Shelter Island
5 out of 5 average rating, 29 reviews

Family Friendly Oasis Steps to Water - Heated Pool

(Email Hidden By Airbnb)Rating, 5 stars6 months ago
Kate's place is an absolute gem! This was our first time to Shelter Island, and we loved the laid-back atmosphere. Kate's home has everything you need to have a relaxing weekend, from the amazing, heated pool to the kayaks on the beach, a 2-minute walk from the house! Having been in the hospitality business for over 25 years I tend to be super critical about cleanliness and amenities offered.....this house does not disappoint! We were a group of 10 attending a winery dinner and decided to stay for the weekend. We only left the house to attend the dinner, the rest of the time we stayed at the house, either in the pool, on the deck BBQing or inside chatting where there are two living rooms and a very well-equipped kitchen. The bedrooms were nicely decorated and comfortable! We would definitely recommend and hope to stay again. :)
Guest favorite
Home in Southampton
4.96 out of 5 average rating, 166 reviews

POOL in APRIL! Waterview, Free For Dogs! Kayaks

MeganRating, 5 stars2 days ago
The house is beautiful! Great location. Amy and Roger were extremely helpful and responsive. Lots to do! We had an amazing visit!
Guest favorite
Home in Bridgehampton
4.76 out of 5 average rating, 38 reviews

Cheerful 3 bed-3bath beach cottage home with pool

JillRating, 5 stars3 months ago
Had a great weekend. We felt right at home and comfortable. Close to town and winery’s.
Guest favorite
Home in Montauk
4.89 out of 5 average rating, 63 reviews

Twin Pond Ocean View White Cottage

ParomitaRating, 5 stars2 weeks ago
Jeanne’s house is a cute and clean cottage in a peaceful environment! The location is great as it is walking distance from the town! She is very responsive with her communication and we had a wonderful time last week!!! Thank you!!!

Private house rentals

Guest favorite
Home in Shelter Island
4.88 out of 5 average rating, 26 reviews

Peaceful and Private 3 bedroom home in the woods

Robert,Donald JrRating, 5 stars8 months ago
Maura was an excellent host and the home was perfect! We enjoyed the weekend very much and cannot thank Maura enough for her kindness, responsiveness, warm hearted spirit, and for opening up her home to us. Will always keep this spot in mind for future SI adventures!
Top guest favorite
Home in East Hampton
5 out of 5 average rating, 14 reviews

Restored farmhouse, walk to Carissa's, beach, town

IsabelRating, 5 stars7 months ago
We just spent an unforgettable weekend at J.P’s beautiful house, and we can't wait to be back! The house is absolutely beautiful, with impeccable taste and attention to detail. But what truly makes this property shine is its phenomenal location. Right in the middle of East Hampton and Amagansett and a 15 minute drive to Sag Harbor— couldn’t have asked for more. Also Carissa’s bakery is just a 6 minute walk. And, of course, no Hampton's experience is complete without a visit to Goldberg's for their classic lox and bagels - which is also a short walk away. The house itself is spacious, bright, and beautifully appointed, with everything you need to unwind and relax. Every room is nice and cozy and the kitchen is stunning with everything you need to cook with the amazing produce available at the so many farm stands around the area. (We loved Balsam and Amber Waves) J.P. was incredibly responsive and thoughtful, providing excellent recommendations and ensuring our stay was perfect.
Top guest favorite
Home in North Fork
4.88 out of 5 average rating, 123 reviews

The Perfect North Fork Escape

EricRating, 5 stars7 months ago
We had a wonderful stay. Cute and comfortable house in an amazing location. Very comfortable for a family of 4.
Superhost
Home in East Hampton
4.88 out of 5 average rating, 110 reviews

Gorgeous East Hampton Getaway

LisaRating, 5 stars8 months ago
Wendy’s house is immaculate, tastefully decorated, very spacious and extremely comfortable. Her instructions were clear and her responsiveness immediate. We would absolutely consider staying there again.
Superhost
Home in East Hampton
4.74 out of 5 average rating, 89 reviews

Clean Home Pool Cent-Loc. Quiet Reserve Pet Friend

AntoineRating, 5 stars7 months ago
Mike is a great host with helpful recommendations and plenty of advice. The house is amazing. Well located, calm, clean and so convenient. The pool is huge and very deep. Everything is perfect. Felt like at home. We will be back
Guest favorite
Home in North Fork
4.92 out of 5 average rating, 12 reviews

Private Beach access along the Wine Trail

RaeganRating, 5 stars3 weeks ago
I would highly recommend Melissa's place in Jamesport. It was a great location with room to enjoy with some family members including children. It was perfect with some toys and a big outdoor area (and a private beach!) for us all to spend some time together while visiting family in the area. Melissa was accommodating and clear in her directions and gave us a warm welcome with a greeting basket, information about the area and coffee! The location is lovely and everything about the house was fun and comfortable. Thanks!
Guest favorite
Home in Sag Harbor
4.85 out of 5 average rating, 262 reviews

Exclusive Sag Harbor Compound

WyattRating, 5 stars4 months ago
We loved our stay here. The house was sparkling clean and the yard was big and beautiful. Can only imagine the vibes here during the summertime when the pool is open!
Guest favorite
Home in Montauk
4.71 out of 5 average rating, 21 reviews

The Raffle Beach House

JenniferRating, 5 stars5 months ago
We must have passed the residence hundreds of times going out Montauk over the past 40 years. What a hidden gem. We were so fortunate to have the opportunity to stay at this location. The home was very well appointed, tidy and clean. What a gem of a home, even in the off season. We would love to return.

Quick stats about house rentals in Amagansett

  • Total rentals

    300 properties

  • Nightly prices starting at

    ﺩ.ﺇ441 before taxes and fees

  • Total number of reviews

    3.4K reviews

  • Family-friendly rentals

    270 properties are a good fit for families

  • Pet-friendly rentals

    130 properties allow pets

  • Rentals with a pool

    190 properties have a pool

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