Pet-friendly holiday rentals in Wainscott

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Popular amenities for Wainscott pet-friendly home rentals

Pet-friendly house rentals

Guest favourite
Home in The Hamptons
4.91 out of 5 average rating, 113 reviews

Private & Pristine with Pool and Kid’s Playard

BridgetRating, 5 stars1 week ago
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!
Guest favourite
Home in The Hamptons
4.96 out of 5 average rating, 106 reviews

Stylish+Modern Cape w/Saltwater Pool-5min to Beach

JessicaRating, 5 stars3 weeks ago
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!
Superhost
Home in The Hamptons
4.74 out of 5 average rating, 89 reviews

Clean Home Pool Cent-Loc. Quiet Reserve Pet Friend

AntoineRating, 5 stars9 months ago
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
Top Guest favourite
Home in The Hamptons
4.99 out of 5 average rating, 70 reviews

Southampton Beachy-Zen Cottage- walk to beach!

DavidRating, 5 stars1 month ago
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.
Top Guest favourite
Home in The Hamptons
5 out of 5 average rating, 16 reviews

Enchanted Story Book Home

AndrewRating, 5 stars1 week ago
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.
Top Guest favourite
Home in The Hamptons
4.99 out of 5 average rating, 107 reviews

Full House Two miles from the Ocean

KassandraRating, 5 stars3 months ago
Claudia was very responsive and the house was so cozy! Would definitely book again and next time with my pups 🐶
Guest favourite
Home in North Fork
4.91 out of 5 average rating, 107 reviews

Cozy Farmhouse Retreat in North Fork, NY

RachelRating, 5 stars2 weeks ago
My two girlfriends and I stayed at Marianne’s house for a weekend escape, and it was absolutely perfect! The house was clean, cozy, and easy to find. I especially loved the peaceful morning walks to the nearby coffee shop. Marianne was incredibly responsive and offered great recommendations for things to do in the area. Thank you so much, Marianne – we had a wonderful time!
Superhost
Home in The Hamptons
4.93 out of 5 average rating, 27 reviews

Quaint East Hampton Village Home with Beach Access

MeshalRating, 5 stars3 weeks ago
Beautiful cozy house and accessible to the town and beach. Highly recommended!

Pet-friendly home rentals with a pool

Guest favourite
Home in The Hamptons
4.88 out of 5 average rating, 110 reviews

4 BD w/ Heated Pool in E Hampton, Fully Furnished

SteveRating, 5 stars3 weeks ago
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.
Superhost
Guest suite in The Hamptons
5 out of 5 average rating, 8 reviews

Sag Harbor Private Entry Guest Room + Pool 4 TWO

JaimeRating, 5 stars21 months ago
My daughter and I were we out the door early and in the door late every day we stayed. We did use the pool the first day which was so nice! The space was perfect and Stephanie was on point with her communication. Thank you!!
Superhost
Home in The Hamptons
4.88 out of 5 average rating, 110 reviews

Gorgeous East Hampton Getaway

LisaRating, 5 stars10 months ago
Wendy’s house is immaculate, tastefully decorated, very spacious and extremely comfortable. Her instructions were clear and her responsiveness immediate. We would absolutely consider staying there again.
Superhost
Home in The Hamptons
4.8 out of 5 average rating, 5 reviews

Newly Renovated Sag Harbor Beach House with Pool

ArturRating, 5 stars1 month ago
Our recent stay at this Sag Harbor was absolutely delightful! The house was charming . We felt at home in the beautifully decorated and its well-equipped. The kitchen had everything we needed to prepare meals, and the living area was perfect for relaxing after a day of exploring. The location was ideal – a peaceful retreat yet just a short drive to the heart of Sag Harbor village with its lovely shops and restaurants. We also appreciated the proximity to the beaches.the pool are is like a mini resort! We will be back for sure.
Guest favourite
Home in The Hamptons
4.76 out of 5 average rating, 74 reviews

Southampton Village, Pool, Walkable, Close 2 Beach

Alyssa RiveraRating, 5 stars1 month ago
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!!!
Guest favourite
Home in The Hamptons
4.97 out of 5 average rating, 60 reviews

4 BR Hamptons Oasis w/ Pool,Jacuzzi & Beach Access

MatthewRating, 5 stars1 month ago
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!
Guest favourite
Bungalow in The Hamptons
4.91 out of 5 average rating, 618 reviews

Montauk Oceanview with Fireplace (2)

AdrienneRating, 5 stars2 weeks ago
Loved the stay! Exactly what we thought it was - extremely convenient and cozy. Plenty of beaches to walk to and the food options were plentiful. Would definitely stay again.
Top Guest favourite
Cottage in The Hamptons
4.97 out of 5 average rating, 72 reviews

Head of Pond House - Waterfront Cottage

RebeccaRating, 5 stars3 weeks ago
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!

Private, pet-friendly home rentals

Guest favourite
Apartment in The Hamptons
5 out of 5 average rating, 21 reviews

Springs Plaza

JoyceRating, 5 stars10 months ago
Super quaint and cozy stay for my husband, myself, and our dog. Qiana and Chris were sooo responsive and helpful (I asked them for a few extra items while we were there). Very clean and had exactly what we needed. Thanks very much for an awesome stay!
Guest favourite
Cottage in The Hamptons
4.98 out of 5 average rating, 44 reviews

Chic cottage on lush, secluded acre by the beach.

SamRating, 5 stars3 weeks ago
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.
Superhost
Condo in The Hamptons
4.88 out of 5 average rating, 17 reviews

Bridgehampton w/ Pool steps to town 3 bd 2.5 Bath

StaceyRating, 5 stars9 months ago
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+
Superhost
Home in The Hamptons
4.77 out of 5 average rating, 52 reviews

East Hampton: Clearwater Beach Pass

MeganRating, 5 stars1 month ago
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!
Guest favourite
Home in North Fork
4.92 out of 5 average rating, 88 reviews

Modern farmhouse w/ pool, beach, horses and winery

XiuRating, 5 stars1 week ago
I had a wonderful stay! The place was exactly as described—clean, cozy, and well-equipped. The host was friendly and responsive, making check-in and check-out super easy. The neighborhood was quiet and convenient, perfect for relaxing after a day out. I would definitely stay here again and highly recommend it to anyone visiting the area!
Superhost
Home in The Hamptons
4.84 out of 5 average rating, 69 reviews

Hamptons Oceanfront Oasis

MonicaRating, 5 stars2 days ago
Had a lovely time in the Hamptons! Tasha was an amazing host- easiest check in/out, very responsive, and gave great recommendations for places in the area. Would love to stay here again!
Top Guest favourite
Cottage in The Hamptons
5 out of 5 average rating, 32 reviews

walk to bay, woods cottage

RobertRating, 5 stars3 weeks ago
Excellent location. The nearby beach is lovely. Brooke is a caring host. Highly recommend this property.
Superhost
Home in The Hamptons
4.77 out of 5 average rating, 151 reviews

Cozy & quiet gem

SimonRating, 5 stars1 week ago
It was a for a group of friends who were attending a local event and this made the perfect base to explore the Hamptons. Close to East Hampton and a short Uber to Montauk and Sag Harbour. The property was spotless and everything was as described.

Quick stats about holiday rentals that are pet-friendly in Wainscott

  • Total rentals

    160 properties

  • Nightly prices starting at

    $332 NZD before taxes and fees

  • Total number of reviews

    2.2K reviews

  • Family-friendly rentals

    140 properties are a good fit for families

  • Rentals with a pool

    140 properties have a pool

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

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