
Pet-friendly holiday rentals in Westhampton
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Top-rated pet-friendly home rentals in Westhampton
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Popular amenities for Westhampton pet-friendly home rentals
Pet-friendly house rentals

Once a Pond - time and stress slow down.
We had a fantastic stay! Johanna and her husband were extremely friendly, helpful, and graciously hospitable. We felt very welcomed. They were very responsive to a few requests we had and even made up a futon as an extra bed when asked about sleeping arrangements for my family of five. We had a great time roasting s’mores over a campfire by the pond and my son caught his first fish. Great memories! On our next visit to Fairfield, this will be the first rental I will be looking for.

3BR Gem, 10 min to Yale, walk to Tweed
Everything was perfect. Peaceful neighbor. The host was helpful & responsive. I definitely recommend this property, will come again!

PICTURE PERFECT SOUTHAMPTON HOME-
If Marty would be so kind to sell me his house, I would buy it!! It is so sweet and beautiful and the area is so lovely for a young family and we can't wait to stay again. The kitchen was well equipped and the place so was clean with all the comforts.

Charming 2BR Home | Fast Wi-Fi & Outdoor Space
Ritestay was a great place. We didn’t spend much time there because we were there to see our daughter. Would be perfect in the summer!!

Sag Harbor House for rent.
Ed was great at communicating, house was everything we could have asked for. Would definitely book again!

OCEAN COAST LUXURY BEACH HOUSE/45 min to NYC
Victoria's place was wonderful! It was spacious and comfortable and gave our family plenty of room to spread out and enjoy our visit. Victoria was a very responsive host and made check in and check out stress free and easy! There was ample parking for our cars and the house was private - it was the "house behind the house" so we weren't subject to busy traffic noise on the street. (Got a little confusing for DoorDash drivers but we worked it out :D). I will book this same place next time I am up for an extended weekend with the family. Highly recommend!

Cape on the Water
We had a wonderful stay at this beautiful home. Everything was just perfect – from the clean and cozy space to the peaceful surroundings. You can tell how much care and thought went into making guests feel welcome. I would absolutely stay here again and highly recommend it to anyone looking for a relaxing and charming place to stay.

Luxurious Hamptons Beach Heated Pool Wineries
Our family had a nice stay over Thanksgiving. The house was as described and clean on the inside. Laura was very responsive and answered any questions quickly. I only took 1 star off check-in as the property grounds were not well kept. This made it hard locate the driveway while also making the front entry dirty with all the leaves. All in all, we would stay here again as it met our needs for our family trip.
Pet-friendly home rentals with a pool

Private & Pristine with Pool and Kid’s Playard
We had a great stay. Comfortable house with a big yard and pool. Located close to EH village and also the Springs bay beaches.

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.

Bailey House
It was a lovely stay. Great location. House felt like a home and had great vibes.

Stylish Beach Getaway: pool & walking location
Maher’s house was an amazing peaceful experience. I enjoyed my time there and he had great recommendations to restaurants and activities! He was very responsive with all questions we had. I will totally stay here in the future if I can get the chance again!! Thank you Maher!!

Peaceful, Summer Pool, Close to Ocean & Village
Christine was a great host and we enjoyed our stay at the cabin!

"NORTH APT." Renovated 1 Br Apt. In Great Location
Had an absolutely wonderful stay! Location is perfect and Jaime was incredibly friendly throughout!! He let me know that they had everything we would need.. but as a self-described obsessive packer I didnt listen. He wasn't kiding! They had beach chairs, umbrellas, and everything else you need for the perfect beach day. I brought an entire wagon of stuff and used one bag. It really is an awesome little find!!

Hamptons Escape minutes from Beaches and Nightlife
Our family spent a great weekend here. There was plenty of rooms for everyone to have their own, and everything was clean, cozy, and comfortable. The home was exactly as shown in the pictures and everything we could have needed was there. The hot tub was lovely both nights, and the pool area looks pretty though was not yet opened for the season. This is a perfect spot to bring your family, to relax, and enjoy all that the Hamptons, and Hampton Bays has to offer. We hope to return soon!

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!
Private, pet-friendly home rentals

Total Privacy in Springs.
The place is roomy and clean. The bed is comfy and the shower is great. There were juices and sodas and water in the mini fridge, a coffee maker with coffee and some wrapped snacks. A comfortable place to stay in a very pricy part of Long Island if you prefer a home over a hotel. We were only there for the 2 nights of our stay since we were out all day and for that it was perfect.

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 Suite at Pound Ridge
Close to our friends and super easy to checkin and very clean & comfortable. Thank you, planning to return again and again. 11/10 !

1940s Fisherman’s Cottage close to beach.
Madelaine’s cottage was the perfect location for our weekend in Water Mill! The house was cozy with a spacious and private backyard. The location is centrally located, and we were even able to walk to and from breakfast and the farmers market. I would recommend the cottage and would absolutely stay again!

Southold- Adorable 1 Bedroom Cottage
Marta & Pete were great hosts. Left helpful instructions and a list of places in the area. The Cottage was definitely a great place to celebrate our anniversary. We wish we could have tried some of their oysters, but look forward to going back during the beach season when they're probably plentiful.

Secluded Farmhouse - Studio Apartment Style Unit
We had the most amazing time and are hopeful to come back again! We also hired Jessica, a private chef, to cook dinner for us, and not only was she accommodating to our dietary restrictions and palate preferences, but more so so seemed to go out of her way to make sure we had the perfect meal and experience. I’m telling everyone about our visit and insisting that they go. Truly, this was an 11/10 experience.

Adorable 1-bedroom place with indoor fireplace
We made dinner for my relatives and use the grill, which was wonderful. We enjoyed sitting at around the table and talked for hours. It was very peaceful. We both had a good night sleep.

2br Private Apt, Pet Pal, Event, Students, Nurse
We stayed there during the Christmas holidays to spend time with our son, who moved there recently. It was a nice visit and even though this place was a tad bit small but perfect for what we needed. Our daughter had a room for herself but still within the same space with us, like a 2 bedroom suite. Better than staying at a hotel. Our only complaint is that the climate control system could be improved. It was very warm at 72°C even though it was set by the host to 68°F.
Quick stats about holiday rentals that are pet-friendly in Westhampton
Total rentals
100 properties
Nightly prices starting at
£75 before taxes and fees
Total number of reviews
990 reviews
Family-friendly rentals
90 properties are a good fit for families
Rentals with a pool
60 properties have a pool
Rentals with dedicated workspaces
70 properties have a dedicated workspace
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- The Hamptons Holiday rentals
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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
- Walnut Public Beach
- Shinnecock Hills Golf Club
- Quotonset Beach
- Robert Moses State Park
- Giants Neck Beach
- Seaside Beach
- Amagansett Beach
- Sunken Meadow State Park
- Bethpage State Park
- Woodmont Beach
- Clinton Town Beach
- Jennings Beach
- Shennecossett Beach
- Copiague Beach