Pet-friendly holiday rentals in Sag Harbor

The house is beautifully nestled on a quiet street. We spent five days at the house and very much enjoyed our time there. James was quite responsive to several questions that we had.

Claudia's cottage exceeded my expectations. We were greeted at check-in. Everything was clean and so welcoming and cozy. I loved the loft upstairs and is comfortable to sleep in. It is tucked away from the street with a small yard surrounded by trees for privacy. Across the street is a cafe with great healthy pre-made food options. It is about a 10 - 15 min walk to the waterfront with all the shops and restaurants. We were there for the Hampton Classic and it was only a 15 min drive to the showgrounds. Terrific week overall!

Great spot in Hampton Bays! The house was as described and in a very cute and walkable neighborhood. Super close drive to the beach and a couple of local restaurants and eateries. Loved how private the spot felt too! David’s done a wonderful job with the backyard, so you get the comfort of having close neighbors without the intrusiveness. Pool was awesome. We definitely enjoyed it!

Mike is a great host with helpful recommendations and plenty of advice. The house is amazing. Well located, calm, clean and so convenient. The pool is huge and very deep. Everything is perfect. Felt like at home. We will be back

Our family of four just had a very nice stay. The house is located in a pretty part of the Springs near Louse point. We enjoyed making meals in the well equipped kitchen and eating outside on the patio. And when we were too lazy to make food there are a lot of convenient options nearby in Amagansett or the Springs.

This is the second time we stayed at Kim’s. It was another pleasant experience. Kim is responsive and easy-going. Her home is welcoming and very dog-friendly. We love that Kim has beach access and it is walking distance. The convenience of her home being close to Southampton and Sag Harbor restaurants and shops is a plus. Thanks for having us, Kim. We will be back. xo - Dave, Sasha & Ginger.

Went with a bunch of my girlfriends and had such an amazing time! Lisa's home was amazing and we all felt right at home! So happy that it was a common ground where my girlfriends and I were able to gather around and create unforgettable memories.

Just returned from an awesome stay at Travis’s cottage. Travis and Morgan are great hosts and were very helpful with providing local suggestions and prompt communication. The property is great and was the perfect home base for our first trip to the North Fork. The location is ideal: quiet, charming, and centrally located to everything (wineries, beaches, breweries, farms, and great restaurants in Mattituck and the nearby towns). As a family with two young kids (6 y/o and 18 months), the fenced yard was a huge bonus - private, peaceful, and perfect for relaxing while the kids played safely. The house itself is cozy, clean, and full of character. We’d absolutely stay again on our next visit to the area.

Marta could not have been more accommodating! She was responsive and provided everything we needed. She even went the extra mile and insta cart-ed garbage bags and paper towels when we ran out. She could not have been a kinder host! We had the best weekend and would HIGHLY recommend staying at Marta’s place! We will definitely be back!

Ashton’s house a very comfortable and extremely clean home. It is spacious, allowed tremendous privacy and met our needs perfectly for an amazing family vacation. Everything was just as explained with no surprises. Great stay and a very accommodating host.

Not our first and not our last time at Michael’s place. Thank you again for your hospitality and will for sure be staying at your place in the near future.

This was the perfect weekend that my family and I were looking for. Chris is a great host; responsible, responsive, and super friendly. The cabin was absolutely beautiful and clean, with AC and amenities included that made our experience unique. The pool is incredible and everything was provided to have the best time. Honestly, I highly recommend this place for any family or friends looking to spend a quiet and relaxing weekend at this outstanding place. Definitely worth it and I cannot recommend this place enough!!!!

We had the best weekend! The place was safe, clean and easy to find and close to all the local shops. There was no hose to clean off the outside chairs so that we could lounge and the Pool did need some cleaning (the scooper there was broken) but we did what we could! Minor details honestly. All in all I give 5 starts because the host was fantastic and the home was beautiful. Hope to stay there again in the future!!!

Gorgeous house and property that is even better than the photos. Like other reviews have mentioned, the highway noise in the backyard is definitely present, but easy enough to ignore. Really enjoyed our stay and communication was great!

Had a wonderful stay with my family. Clean, comfortable, great location. Good communication. Had a little trouble with the front door first day but someone was available quickly to help. A+

I can’t say enough wonderful things about this spot and Monika. This is our second stay- my husband, toddler, dog and I loved it last summer and came back. The back sliding doors open onto a porch where birds chirp and visit all day. The bright green lawn under towering trees is perfect for playtime or a family picnic. Little touches of thoughtfulness and charm are just everywhere. Monika’s hospitality is unparalleled- snacks and a handwritten note upon arrival, homemade treats throughout our stay, and nearly instant responses. Without being asked, she even sent us a hand-drawn walking route for a dog and baby and directions for getting there. Beaches, playgrounds, town centers, bagels etc are a short drive. The street is busy so wouldn’t go for a nearby walk necessarily but thats pretty standard throughout the Hamptons. For parents of young kids: FYI there isn’t laundry, but truthfully I just packed more- that’s how much we liked it. A laundromat is also nearby tho!

Great hidden little gem in MTK, close to town. Perfect space inside, and out. Pet friendly was an extreme plus. Will be back.

Myshkin’s place made for a nice 3-night getaway. It is private, clean, and quiet. About 10 min drive from each Sag and EH which made for easy access to both. The private beach is a 5 min walk and was great even in the offseason. In short, it makes for a great escape in a quiet part of the Hamptons.

Carin’s house was peaceful and relaxing. We stayed a short weekend and was great for what we needed. Large space, enough room to stretch out with our toddler. Beach towels and blankets were a nice touch, and bath robe for me and my little were a fun after beach treat. One thing of note, we are sensitive to dog allergies and some of the bedding did have some traces of dog hair. Just wanted to make sure others might know, I probably should have read the listing more clearly that it’s dog friendly.

My friends and I booked Renee’s place for a relaxing getaway weekend. The house was exactly what we needed, clean, private, and full of everything we needed. Renee was responsive and flexible and overall just a wonderful host. We would stay here again in a heartbeat!

We had a great time at Vanessa’s apartment with our dog. Vanessa was always responsive and very helpful along the way. Centrally located between all of the surrounding towns and the apartment had everything you needed! The nature of the complex does allow for some outside noise from neighbors but the apartment complex was very peaceful and well kept. We hope to be back in the summer time to explore more of the beaches!

Excellent location. The nearby beach is lovely. Brooke is a caring host. Highly recommend this property.

Incredible place to stay as a solo traveler. Clean, organized and efficient space with everything you could possibly need on site ! Amazing host with such knowledgeable recommendations for the surrounding area. Would absolutely stay here again & could not recommend more.

We enjoyed our stay at Cosmo’s place. It was exactly as described, clean, and clutter-free. We were in The Hamptons for work, so it was great with Wi-Fi and the ability to cook. We also found the location very convenient and easy to find, and we would love to rent Cosmo’s place next time we find ourselves in The Hamptons!