
Pet-friendly holiday rentals in Shirley
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Top-rated pet-friendly home rentals in Shirley
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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.

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!

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!

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.

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.

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!

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.
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!!

"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!

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.
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.

Quaint duplex + pvt yard. Walk to town & beach!
I had an amazing stay at this Airbnb! Henri was incredibly responsive and made sure all of my questions were answered promptly, which made the whole process seamless and stress-free. The home itself was spotless, well-maintained, and had everything we needed for a comfortable stay. It was spacious and thoughtfully stocked with all the essentials, from kitchen items to fresh linens. I felt right at home from the moment I arrived. Highly recommend this place if you're looking for a welcoming, comfortable, and well-equipped spot to stay!

"House of Tranquility!" Private Apt., Great Area!
Robert was an awesome host! Super easy to communicate with and made check-in and check-out a breeze. We even got to meet him he made balloon animals and did magic tricks for our kid, which was the sweetest thing ever. Seriously such a down-to-earth, kind person. The neighborhood was quiet, cute, and felt really safe. The house was beautiful and way bigger than we expected! We had everything we needed and felt totally at home. Definitely planning to book with him again!

Cheerful Studio Getaway/Garden/By Lake State Park
Great place for families Safe & clean Highly recommended!!! Peacefully garden oasis

Home away your home
Nice place exactly what the pictures show .. Super nice host.. but if you are looking for a quiet place. This place is definitely not it. You can hear every move and every sound from the people that live upstairs last night we spent a good few hours hearing a baby cry. Also they have the children’s toys such as a trampoline up against the window of the unityou do park on the street and the owner or tenants whoever lives upstairs parks in the driveways. it’s a very tight walk in between cars in the driveway because they do park a lot of cars in the driveway side-by-side.

The Suite at Pound Ridge
This was the perfect stay. I felt at home and the grounds are beautiful. The location is a perfect getaway but close to a lovely small town. The owners are great, kind, and so thoughtful. I appreciate them and everything they've done to make my stay better. It was a last minute holiday getaway and I'm so grateful they saved the day. Thank you so much! I'd definitely love to 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.

Chic Beach Bungalow - Amazing Sunsets!
I am 68 & I have traveled pretty extensively and have to say, this was the coziest, cleanest & well-stocked Airbnb I’ve ever stayed at - absolutely has everything you could want/need. My cousins & I kept on saying, “If we could just win the lottery and buy this place! 😀 Thank you Cail, Jayne & Dylan for sharing this little piece of Paradise! 🤗
Quick stats about holiday rentals that are pet-friendly in Shirley
Total rentals
20 properties
Nightly prices starting at
£38 before taxes and fees
Total number of reviews
1.5K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
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- Beach
- Jones Beach
- Fairfield Beach
- Southampton Beach
- Rye Beach
- Yale University
- Gilgo Beach
- Rye Playland Beach
- Napeague Beach
- Point Lookout Beach District 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
- Rye Town Beach
- Seaside Beach
- Clinton Town Beach
- Jennings Beach
- Amagansett Beach