Pet-friendly vacation rentals in Shelter Island Heights

We found Dmitry's place to be just as advertised - it was warm, comfortable and well stocked for our family get together. We enjoyed the views of the water and the open common areas. We especially appreciated having a full bath and bedroom on the first floor for our elderly mother.

My stay surpassed every expectation. The house is conveniently located near the airport and less than 10 minutes from downtown. The property offers self check in with clear instructions. The host is very responsive. Thanks Premium Trips

Great place to stay at if you're planning a visit to the Southampton-Sag Harbor area. comfortable house, clean and modern. Quiet and peaceful neighborhood. You will need a car (or bicycle) but it's only about 10 minute drive to Southampton and about 15 to Sag Harbor. Some really decent restaurants nearby and lots of other fun things within a very short drive. We really enjoyed coming back to the house after a day out and enjoyed the outdoor space too. Hoping to be back there in the future. Highly recommended!

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!!

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!

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

Location was perfect for us- easy to find and close to things that are important to us (family in area, beach, shopping). Fenced yard made bringing our little dog that much easier- especially during the rainy day! Kitchen was well stocked thankfully as we were cooking Thanksgiving dinner (but not well stocked in the casserole dish, baking tin department-- which is usually not an issue for most people!). Decent coffee was supplied with a Keurig. Beds were comfortable. Everything was clean. I liked that he didn't leave a long list of what we needed to do before leaving as that is often a hardship when trying to leave a house with kids before a long drive. I would definitely stay here again.

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.

We had a wonderful stay at Peter's home. It was beautifully decorated, very comfortable and a quick drive to Springs. Access to the private clearwater beach was a plus! Thank you for sharing your beautiful home with us.

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

The moment we stepped into the house our holidays began: it got everything we needed and had such welcoming vibe. Clean, charming and cosy. And not to forget the great quiet location, just a couple of minutes away from the restaurants of Sag Harbor, the shops in East Hampton and the fantastic beaches. The host is highly responsive and solved a - minor - issue within hours. We can highly recommend this place!!

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!!

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!

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!!

Our family of 4 had a wonderful time! We stayed for almost two weeks. The property is beautiful and puts you close to town of EH and Montauk. You are half hour or less away from Wolffer, Main Beach, Montauk, great shopping, amazing restaurants etc. We spent a lot of time riding bikes to the beautiful private beach and swimming in the heated pool. The house is clean, comfortable and has everything you need. Our girls loved to hang out in the sunroom and play basketball in the backyard. Can’t say enough good things about Ellen and how great of a host she is. Highly Recommend!

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!

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.

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.

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!

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.

This place was cozy and quaint. We were only missing a can opener! You too will like it! I would stay here again

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! :)

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!

We had a great fall getaway with our adult children and small dog here. Lots to do nearby: good food, beach walks, trail walks, water views, sunsets and sunrises. Exactly what we look for in our annual fall beach weekend: we've done Cape Cod, Boston North shore and RI before, and CT shore is just as much fun and as pretty. House was perfect for 5 adults: we made dinner in the well equipped kitchen one night, our 12 lb dog felt right at home in the small yard. We didn't use the grills or the outdoor shower that is here, but def was nice to know they were there and available. The nights we were there were a bit chilly, but the space warmed up nicely. def is on our short list for next year!