
House holiday rentals in Westhampton
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Top-rated house rentals in Westhampton
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Popular amenities for house rentals in Westhampton
House rentals with a pool

Private completely fenced in property. Near beach.
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!

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

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

Stunning Central E. Hampton Home w/ gunite pool.
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!

Long Island home w/ large pool
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!

1940’s Westhampton renovated bungalow
Sarah was wonderful as a host and the home was very well maintained in a beautiful neighborhood. Thank you!

Walk to Water. Stunning Home with Gorgeous Pool & Grounds.
House is well represented. Spacious, very clean, and great location. Good for families or groups of friends.

Waterview+Pool, FreeForDogs! Kayaks/PingPong/Bikes
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

Amagansett, Waterfront retreat
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!

The Greenport Bungalow
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!!

Montauk beach house!
Lovely, well kept and comfortably furnished. This home has everything you need for a comfortable stay. Owner is helpful and very responsive. Highly recommened!

Elegant, resort style, clean, north shore home
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.

Maritime Village Getaway with Backyard
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!

Beachfront Paradise
We stay at Patti's place twice a year for a time of reflection. The location is peaceful and restful, right on the water. Patti always has a plate of cookies waiting for us and lets us know about any changes. We had a cold, wet first day, so were particularly delighted to be able to use the new gas fireplace, which kept everything warm and cozy. We're booked in for late fall already!

Historic Beachside Glamour
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.

Year-Round Waterview 4 Bds/2Bths, Sleeps 13 Linens
This house was very good for me and my friends and we would love to go back!
Private house rentals

Peaceful and Private 3 bedroom home in the woods
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!

The Perfect North Fork Escape
We had a wonderful stay. Cute and comfortable house in an amazing location. Very comfortable for a family of 4.

Sag village, 4 en-suite BRs, hot tub, beach 5 mins
We love staying at this house! Beautiful, spacious, peaceful and great location (walking distance to water and town). Exactly the R&R we needed from the city. We'll be back!

Clean Home Pool Cent-Loc. Quiet Reserve Pet Friend
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

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

Private Beach access along the Wine Trail
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!

The Raffle Beach House
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.

The Perfect Escape. #private #bestprices #quiet
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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- Beach
- Jones Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Gilgo Beach
- Napeague Beach
- Ocean Beach Park
- Cooper's Beach, Southampton
- Dunewood
- Quotonset Beach
- Robert Moses State Park
- Walnut Public Beach
- Shinnecock Hills Golf Club
- Woodmont Beach
- Giants Neck Beach
- Bethpage State Park
- Seaside Beach
- Clinton Town Beach
- Jennings Beach
- Amagansett Beach
- Shennecossett Beach
- Sunken Meadow State Park
- Copiague Beach