
Pet-friendly vacation rentals in Shelter Island Heights
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Top-rated pet-friendly home rentals in Shelter Island Heights
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Popular amenities for Shelter Island Heights pet-friendly home rentals
Pet-friendly house rentals

3BR Gem, 10 min to Yale, walk to Tweed
Very nice place, welcoming and accommodating. Owner quick to respond. Would recommend to others .

PICTURE PERFECT SOUTHAMPTON HOME-
Lovely, quiet home, with well-appointed furnishings, and comfortable beds.

Sea Roost
Our stay at Ron’s was exactly what we needed. An escape from the city in a beautiful cozy cabin on the beach. The house is expertly decorated and incredibly comfortable, from the beds to the chairs to the deck furniture, which we sat on to drink coffee in the morning even in the dead of winter. The kitchen was a major highlight- it had pretty much every pot/utensil you could think of and was so well appointed and fun to cook in. The location is tucked back enough off the main road that it’s very private and quiet, maybe with the small exception of the neighbor’s dog who liked to make himself known when he heard us coming in and out! We really enjoyed walking down to the beach for some chilly but beautiful beach walks. The studio couldn’t have been more charming. Unfortunately the pipes had frozen to the studio so it didn’t have running water while we were there but Ron let us know ahead of check in and it wasn’t a problem for us. Amazing spot, and lovely host!

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

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
Thanx for a great time! We're from Port Jeff area, so close by, but we love to have extended stays on the North Fork. Was central to all our favorite places: Love Lane in Southhold, Hellenic Greek Restaurant in East Marion, Magic Fountain Ice Cream and Laurel where I grew up, etc. Some places were still closed for off season, but still plenty to enjoy! Apartment was cozy, bathroom has nice shower, king sized bed was perfect. Will try to come back during summer season. Great breakfast too, thanx Jess and Zach!
Pet-friendly home rentals with a pool

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!!

Bright Zen Beach Cottage, Pool Access, EV Charger
Simply put - A perfect stay! Jami’s home is peaceful and beautiful and in an ideal location in Easy Hampton. We felt very welcomed and ‘at home’ for our entire stay. Jami is also an excellent communicator. Thank you very much much for sharing your home with us, Jami. We will be back :)!

The Hideaway
Dorina’s home was the calm, peaceful reprieve from the city we were looking for. Her home was so comfortable and she went above and beyond to make sure we had everything we needed. The backyard was a little oasis with a large pool (with floats!), several (6 I think) lounger chairs, two 6 top tables in different areas and a functioning grill. We spent most of our time here! Dorina was fast to respond, helpful with recommendations and overall what you hope to have in a host. We would definitely come back to Dorina’s home!

"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!!

Spacious Village Fringe East Hampton Home W/ Pool
Très belle maison qui correspondait à la description et aux photos ! Nous avons passé un très bon séjour dans cette maison !

Long Island home w/ large pool
This house was fantastic! We cooked a full Thanksgiving dinner here! The house was well stocked with everything we needed, from kitchen essentials to paper products. The layout of the house was great. Jane was very accommodating and made things easy for us! The house was immaculate and met all of our needs. I hope it’s available next Thanksgiving! Perfect location! Close to town, yet quiet and private! It was my granddaughter’s first Thanksgiving and I’m so glad we had this house to celebrate in!
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.
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.

Hamptons Cottage.
I highly recommend this Airbnb. The house was clean, cozy and everything was new. Location was central to a lot of villages with a lot of restaurants and shops. The host was very responsive and answered any questions very quickly.

Hamptons Retreat | Pool, Volleyball, Jacuzzi
Un hogar sensacional, he vuelto y volvería siempre.

Zion's Light Beach Cottage
We had a great stay at this cottage- it was a perfect size for our family and was extremely clean, warm and comfortable. We especially enjoyed the quick walk to the beach, and proximity to town. Hosts were very friendly and responsive but never intrusive. Would highly recommend.

Ho Hum Holiday In Bellport with Pool
We needed a dog-friendly ranch style to home with three bedrooms and two bedrooms close to Sayville, where we would be celebrating Thanksgiving. I was lucky enough to find this rental which was clean, comfortable and ideal for our two-night stay. Adam was attentive and easily accessible via text. I would highly recommend this lovely home.

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.

Amagansett Dunes Gem
Judy’s place is super lovely and in a fantastic location! Easy walk to the beach or quick ride into town. Easy to communicate with as well. Highly recommend!

The tidy place close by Yale hospitals and campus
sin duda unas vacaciones maravillosas en un lugar muy acogedor, el patio para mis niños fue genial, todo limpio tal cual las fotografías, Milagros excelente anfitrion. GRACIAS POR TODO
Quick stats about vacation rentals that are pet-friendly in Shelter Island Heights
Total rentals
100 properties
Nightly prices starting at
ﺩ.ﺇ661 before taxes and fees
Total number of reviews
3.3K reviews
Family-friendly rentals
100 properties are a good fit for families
Rentals with a pool
40 properties have a pool
Rentals with dedicated workspaces
60 properties have a dedicated workspace
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- Beach
- Yale University
- Foxwoods Resort Casino
- Ocean Beach Park
- Quotonset Beach
- Giants Neck Beach
- Clinton Town Beach
- Shennecossett Beach
- Cooper's Beach, Southampton
- Woodmont Beach
- Horton Lane Beach
- Mystic Seaport Museum
- South Pine Creek Beach
- Connetquot River State Park Preserve
- Wildemere Beach
- Sasco Hill Beach
- Morningside Beach
- Anchor Beach
- Fenway Beach
- East Beach
- Monhegan Bluffs Beach
- Sunken Meadow State Park
- Great South Beach
- Fire Island National Seashore