
Pet-friendly holiday rentals in Hampton Bays
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Top-rated pet-friendly home rentals in Hampton Bays
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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.

The Gait House at High Gait Farm
We had to find a place last minute due to some unexpected circumstances, and Lori was incredibly accommodating. We only needed it for one night to fit five of us, and the three-bedroom setup was perfect. She went above and beyond by offering early check-in and late check-out, and even brought us muffins and coffee since she knew we had to hit the road early. The space was cozy, clean, and very comfortable. The Wi-Fi was a little spotty at times, but it didn’t cause any major issues. All in all, a great stay — we’ll definitely be back next time we’re in town!

3 BR/Pool. Walk to Beach & Town!
My friends and I had a lovely stay at Good Tauk! The location is peaceful and the house is wonderful--very well stocked, beautifully decorated and quite spacious. It's a very short walk to town (shops/restaurants) and the beach. And a quick drive to Shadmoor State Park and Hither Hills State Park for hiking. Adam was incredibly helpful and responsive--a truly fantastic host. We hope to stay again this summer!

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.

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

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.

Southampton Winter Rental, 3 bed, 2 bath
We were so excited to find this house available again. We were here a few years ago and always wanted to return. It was just as wonderful as we remembered. Iris is a great host. She meets every request with prompt enthusiasm. We highly recommend her and this beautiful home.

Westport Gem - walk to shops, dining, town center
Really enjoyed our stay at this property. It was extremely clean and cosy and I especially loved the kitchen. They thought of everything you might need and made sure it was available. The garden and deck were lovely but unfortunately we didn't get to use due to the weather. The location is just perfect and very close to Westport shopping area which was full of beautiful shops and restaurants. I particularly loved that the host was so responsive and flexible and really tried to make everything easy for us. Would definitely stay here again.
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.

Modern East Hampton Home w/ Heated Saltwater Pool
The house is beautiful, looks like photos. Stephen is a great host! Overall great stay, could not recommend more!

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!!

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!

Twin Pond Ocean View 2 Bedroom #4
We come to Montauk often & loved this spot. Walkable & convenient to town plus a beach pass. The accommodation had plenty of space for a family with convenient parking. Highly recommend!

Privately Located Beach Cottage Escape
We knew we weren't going to be on the beach but we wanted to be near the beaches and we were. The cottage was a little Gem in a secluded area off a main road with a private neighborhood behind. The landscaping was so adorable with Adirondack chairs and a fire pit w/ outdoor bbq & seating area. It was cutely decorated with a newer kitchen & ALL the things needed for your stay! The loft bedroom was so cool & games in the L.R.! Our family had a wonderful gathering and fun stay. The beaches were beautiful and we got to bring our dog, Freedom along for the fun! We'd stay here again!

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.

Private vacation home, close to beach
We loved our stay in Westbrook! Mia's lovely home exceeded our expectations in terms of decor, furnishings, cleanliness, comfortable beds, and well-stocked kitchen and bath ... all in a quiet and private setting. The house was especially well-situated for us. We had tickets for a special theater performance at Gillette Castle one evening, and then had to be in New Haven on the next day. All were easy drives. And, there are amazing fine dining options nearby. We'll definitely try to book this wonderful place any time we have events in the area. Thank you, Mia, for a magical Autumn weekend in Connecticut!
Quick stats about holiday rentals that are pet-friendly in Hampton Bays
Total rentals
200 properties
Nightly prices starting at
£68 before taxes and fees
Total number of reviews
5K reviews
Family-friendly rentals
180 properties are a good fit for families
Rentals with a pool
120 properties have a pool
Rentals with dedicated workspaces
140 properties have a dedicated workspace
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- 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
- Marvin Beach