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Pet-friendly holiday rentals in Shelter Island Heights

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Shelter Island Heights pet-friendly home rentals

Pet-friendly house rentals

Guest favourite
Home in North Branford
5 out of 5 average rating, 5 reviews

The Gait House at High Gait Farm

ChesterRating, 5 stars4 months ago
Lori was an amazing host. She coordinated with me on everything prior to checking in. I explained that I would be using her home for a small surprise birthday party and she even offered to do some decorations or help out any way she could. Way above and beyond her responsibilities as a host. On top of that she set up a fire pit with firewood and even left a s’mores kit for us. The most amazing thing was she left a birthday card and gift for my girlfriend. It was completely unexpected and we were so appreciative. The home was very clean, cozy, and had everything that we were looking for.
Guest favourite
Home in New Haven
4.9 out of 5 average rating, 10 reviews

3BR Gem, 10 min to Yale, walk to Tweed

CherylRating, 5 stars1 week ago
Very nice place, welcoming and accommodating. Owner quick to respond. Would recommend to others .
Superhost
Home in Southampton
4.89 out of 5 average rating, 261 reviews

PICTURE PERFECT SOUTHAMPTON HOME-

JohnRating, 5 stars3 weeks ago
Lovely, quiet home, with well-appointed furnishings, and comfortable beds.
Superhost
Home in Milford
4.84 out of 5 average rating, 55 reviews

Relaxing 2BR Stay | Fast Wi-Fi & Full Kitchen

LindaRating, 5 stars3 months ago
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!!
Guest favourite
Home in Sag Harbor
4.85 out of 5 average rating, 160 reviews

Sag Harbor House for rent.

MichaelRating, 5 stars7 months ago
Ed was great at communicating, house was everything we could have asked for. Would definitely book again!
Superhost
Home in New London
4.89 out of 5 average rating, 56 reviews

Three Bedroom Cape Near Ocean Beach Park

TheissRating, 5 stars7 months ago
Everything was wonderful! So peaceful, clean, and comfortable! The neighborhood was quiet and safe feeling. I personally loved that it wasn’t over cluttered with decorations! Plenty of room to put your stuff down and get to your vacation. Felt right at home!
Superhost
Home in Southampton
4.75 out of 5 average rating, 24 reviews

Southampton Winter Rental, 3 bed, 2 bath

ChristyneRating, 5 stars1 month ago
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.
Guest favourite
Home in North Fork
4.91 out of 5 average rating, 103 reviews

Cozy Farmhouse Retreat in North Fork, NY

AndrewRating, 5 stars1 month ago
We came back to stay for a second time and hope to be back for many more! The place is exactly as advertised, beautiful, and an easy walk into town. Marianne and Stephen were super flexible with a few requests we had around the stay and so easy to communicate with. Greenport is the best and this home is amazing - you won’t regret booking here!

Pet-friendly home rentals with a pool

Guest favourite
Home in North Fork
4.94 out of 5 average rating, 33 reviews

Bailey House

ZarinaRating, 5 stars6 months ago
It was a lovely stay. Great location. House felt like a home and had great vibes.
Top Guest favourite
Home in North Fork
5 out of 5 average rating, 9 reviews

Stylish Beach Getaway: pool & walking location

TrishRating, 5 stars6 months ago
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!!
Superhost
Cottage in East Hampton
5 out of 5 average rating, 14 reviews

Bright Zen Beach Cottage, Pool Access, EV Charger

TamaraRating, 5 stars9 months ago
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 :)!
Guest favourite
Home in East Hampton
5 out of 5 average rating, 5 reviews

The Hideaway

NikkiRating, 5 stars7 months ago
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!
Top Guest favourite
Apartment in Fire Island Pines
5 out of 5 average rating, 101 reviews

"NORTH APT." Renovated 1 Br Apt. In Great Location

MitchRating, 5 stars7 months ago
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!!
Guest favourite
Home in East Hampton
4.86 out of 5 average rating, 49 reviews

Spacious Village Fringe East Hampton Home W/ Pool

AprilRating, 5 stars6 months ago
Amazing host and great property! Had an amazing time - thank you Daniel!!
Superhost
Home in East Hampton
4.94 out of 5 average rating, 16 reviews

Walk to Water. Stunning Home with Gorgeous Pool & Grounds.

LarryRating, 5 stars46 months ago
House is well represented. Spacious, very clean, and great location. Good for families or groups of friends.
Guest favourite
Home in Southampton
4.96 out of 5 average rating, 165 reviews

POOL in APRIL! Waterview, Free For Dogs! Kayaks

JackRating, 5 stars1 month ago
The stay was fantastic, we wanted a quick getaway for the weekend, and their home was the perfect spot. We enjoyed the space by the fire and the cleanliness of the spaces. We would love to come back for a longer stay.

Private, pet-friendly home rentals

Superhost
Apartment in East Hampton
4.75 out of 5 average rating, 20 reviews

Total Privacy in Springs.

SylviavRating, 5 stars5 months ago
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.
Guest favourite
Home in Westbrook
4.96 out of 5 average rating, 47 reviews

Zion's Light Beach Cottage

JimRating, 5 stars3 months ago
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.
Top Guest favourite
Home in East Patchogue
5 out of 5 average rating, 20 reviews

Ho Hum Holiday In Bellport with Pool

GraceRating, 5 stars4 months ago
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.
Guest favourite
Home in Water Mill
5 out of 5 average rating, 11 reviews

1940s Fisherman’s Cottage close to beach.

MelissaRating, 5 stars7 months ago
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!
Guest favourite
Guesthouse in North Fork
4.91 out of 5 average rating, 56 reviews

Southold- Adorable 1 Bedroom Cottage

VictoriaRating, 5 stars3 weeks ago
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.
Top Guest favourite
Home in North Fork
4.97 out of 5 average rating, 144 reviews

Secluded Farmhouse - Studio Apartment Style Unit

JamieRating, 5 stars2 days ago
We had a great stay at Jess and Zack’s place for my birthday weekend on the North Fork! They provided clear directions ahead of time on how to find their place and how to check in. We were greeted by the sweetest pup. The space was spotless and very comfortable. We had a fire in the fire pit one night and that was excellent. It’s super close to lots of great restaurants and wineries! I would recommend their place to anyone looking for a quiet and peaceful getaway!
Guest favourite
Home in Milford
4.94 out of 5 average rating, 81 reviews

Chic Beach Bungalow - Amazing Sunsets!

OliviaRating, 5 stars1 month ago
Lovely stay! The hosts were incredibly helpful and responsive, and the view was AMAZING! It must be absolutely gorgeous in the summer! Thank you again! :)
Guest favourite
Cottage in Amagansett
4.93 out of 5 average rating, 91 reviews

Amagansett Dunes Gem

JordanRating, 5 stars3 months ago
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!

Quick stats about holiday rentals that are pet-friendly in Shelter Island Heights

  • Total rentals

    100 properties

  • Nightly prices starting at

    $302 AUD 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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