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House holiday rentals in Westhampton

Find and book unique houses on Airbnb

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Popular amenities for house rentals in Westhampton

House rentals with a pool

Superhost
Home in Hampton Bays
4.79 out of 5 average rating, 108 reviews

Private completely fenced in property. Near beach.

VictoriaRating, 5 stars4 days ago
Four adult ladies enjoyed this beautiful home in the perfect location for our best friend’s weekend trip! House was clean, had everything we needed, all 4 beds are very comfortable and rooms spacious! AJ was very responsive and attentive to our requests . We visited several vineyards in the area during our stay and loved all host recommendations (Borghese Vineyard, Rose Hill & Sparkling Pointe were our top favs!), Centro 336 is the perfect spot for a delicious dinner, Hampton Maid literally best brunch and Hampton Coffee Company is our top choice for a caffeine fix! Tony’s Asian Fusion via Uber Eats hit the spot on our 1st night in after long drive. It was also beneficial to have a few supermarkets, Dollar Tree and other stores within a mile of the property , to grab a forgotten item {or 2 as we did!}! We also used North Fork Designator Driver services for vineyard trips, highly recommend! Love this location and grateful for the amenities and privacy it offered us!
Guest favourite
Home in East Hampton
4.88 out of 5 average rating, 107 reviews

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

IanRating, 5 stars1 month 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.
Guest favourite
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 favourite
Home in East Hampton
5 out of 5 average rating, 36 reviews

Stunning Central E. Hampton Home w/ gunite pool.

DonnaRating, 5 stars4 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!
Top guest favourite
Home in Shirley
5 out of 5 average rating, 16 reviews

Hope Haven

HilarioRating, 5 stars8 months ago
I was in Dion’s place with my family we really enjoyed the time we spent there,everything was perfect the pool was something that my kids enjoyed a lot, and hopefully we will come back again, for sure I totally recommend his house if you want to go and have a couple days of fun and relax thank you again Dion.
Top guest favourite
Home in North Fork
5 out of 5 average rating, 12 reviews

Long Island home w/ large pool

TautraRating, 5 stars3 months ago
My stay here was phenomenal! From the host’s response time, down to the amenities that were placed throughout the house. As soon as you walk in, it felt like home. The house is spacious and highly functional. The design of the house offers a perfect blend of modern mixed with nostalgic elements. The best stay by far. Would love to book again!
Guest favourite
Home in Westhampton
5 out of 5 average rating, 13 reviews

1940’s Westhampton renovated bungalow

FarbodRating, 5 stars8 months ago
Sarah was wonderful as a host and the home was very well maintained in a beautiful neighborhood. Thank you!
Guest favourite
Home in Southampton
4.96 out of 5 average rating, 169 reviews

Waterview+Pool, FreeForDogs! Kayaks/PingPong/Bikes

ChristiRating, 5 stars1 week ago
We had a wonderful two day stay at Roger and Amy’s place. It was fantastic- such a beautiful, inviting home. Our kids had a blast in the heated pool- we could barely get them to come out despite it being under 60 degrees out! The kitchen was stocked with more than just kitchen basics- the spice cabinet had soo many different choices ! It was probably the most perfect AirBnb experience I’ve had and we travel plenty.

Weekly house rentals

Superhost
Home in New London
4.88 out of 5 average rating, 179 reviews

Waterview Cove 1 @ Ocean Beach: 6 Queen 1 Sofa Bed

CraigRating, 5 stars2 weeks ago
This place is perfect for a large group with lots of queen size beds. Easy walk to Ocean beach.
Guest favourite
Home in Amagansett
4.93 out of 5 average rating, 14 reviews

Amagansett, Waterfront retreat

DanielleRating, 5 stars8 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 favourite
Home in North Fork
4.97 out of 5 average rating, 255 reviews

The Greenport Bungalow

ElizabethRating, 5 stars1 week ago
My family and I stay in greenport quite a bit and all agreed that this was our favorite Airbnb to stay in! The house was comfortable and beautifully designed. The host was so helpful when we had questions. Also, the water pressure in the showers was awesome which is hard to come by! Thank you for a great stay - we will be back!!
Top guest favourite
Home in Montauk
5 out of 5 average rating, 20 reviews

Montauk beach house!

StephanieRating, 5 stars6 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!
Guest favourite
Home in Syosset
4.9 out of 5 average rating, 51 reviews

Elegant, resort style, clean, north shore home

FredRating, 5 stars9 months ago
The inside and outside areas were meticulously maintained. The weather was great, so we were able to really enjoy the pool and deck. Michelle was extremely responsive and did a great job with instructions, recommendations, and communications. One member of our party needed to work a few days, and the office space in the basement was perfect.
Guest favourite
Home in North Fork
4.94 out of 5 average rating, 109 reviews

Maritime Village Getaway with Backyard

AlexandraRating, 5 stars2 weeks ago
Mary’s Greenport home was a wonderful oasis during Spring Break! We loved waking up to rabbits hopping around the backyard in the morning. We enjoyed firing up the grill and sharing a meal outside. This is definitely great place to book if you have kids who love being outdoors (the yard is completely fenced in!) we loved being in close proximity to great shopping, beaches/parks & restaurants. We would love to visit again in the summer. Thanks for everything!
Guest favourite
Home in East Lyme
4.96 out of 5 average rating, 187 reviews

Beachfront Paradise

TanyaRating, 5 stars2 weeks ago
Patti was great to communicate with and the place is wonderful. The beach is right outside the front door and it's such a serene atmosphere. Mattresses are extremely hard so it would nice to have newer and softer beds, but aside from that - great stay!
Guest favourite
Home in Madison
4.87 out of 5 average rating, 23 reviews

Historic Beachside Glamour

GretchenRating, 5 stars6 months ago
A lovely cottage on a quiet street (at least in the fall!). The interior is just beautiful with all the wood floors, walls, ceilings. The kitchen was - unusual! Clearly they had to retrofit an old home to accommodate modern appliances, but all worked well.

Private house rentals

Guest favourite
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 favourite
Home in North Fork
4.88 out of 5 average rating, 123 reviews

The Perfect North Fork Escape

EricRating, 5 stars8 months ago
We had a wonderful stay. Cute and comfortable house in an amazing location. Very comfortable for a family of 4.
Guest favourite
Home in East Haven
4.89 out of 5 average rating, 102 reviews

Welcome To Piper's Rest

ErnestoRating, 5 stars2 weeks ago
Very beautiful house by the water nice neighborhood and very clean lovely home would love to stay here 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 stars8 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
Top guest favourite
Home in Old Saybrook
4.97 out of 5 average rating, 121 reviews

Year Round Beach House in Old Saybrook, CT.- Pets

SueRating, 5 stars2 weeks ago
Laurie s place is very nice, spacious and clean. Plenty of space to eat, hang out and 2 bath. The fenced in yard is great for dogs or kids. We weren't in full summer season so we're not taking advantage of the beach and water options but they offer alot. Allowed for an early check in which was great as we were in town for a memorial service.
Guest favourite
Home in North Fork
4.92 out of 5 average rating, 12 reviews

Private Beach access along the Wine Trail

RaeganRating, 5 stars1 month 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 favourite
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.
Guest favourite
Home in Old Greenwich
5 out of 5 average rating, 15 reviews

The Perfect Escape. #private #bestprices #quiet

DawnRating, 5 stars6 months ago
Andrea was a fantastic host who was warm, welcoming and her home was beautiful and very clean! She accommodated last minute after another reservation didn’t pan out because they had to make an unexpected repair to the home. So grateful to have had the opportunity to stay with her and the art show was a success thanks to her generosity of accommodating last minute. It’s no wonder her listing has all 5 star rating - Would recommend staying with her any time!

Quick stats about house rentals in Westhampton

  • Total rentals

    190 properties

  • Nightly prices starting at

    £30 before taxes and fees

  • Total number of reviews

    2.2K reviews

  • Family-friendly rentals

    170 properties are a good fit for families

  • Pet-friendly rentals

    90 properties allow pets

  • Rentals with a pool

    120 properties have a pool

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