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Pet-friendly vacation rentals in Southold

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Southold pet-friendly home rentals

Pet-friendly house rentals

Guest favourite
Home in Southampton
4.89 out of 5 average rating, 266 reviews

PICTURE PERFECT SOUTHAMPTON HOME-

StephanieRating, 5 stars3 weeks ago
If Marty would be so kind to sell me his house, I would buy it!! It is so sweet and beautiful and the area is so lovely for a young family and we can't wait to stay again. The kitchen was well equipped and the place so was clean with all the comforts.
Guest favourite
Home in North Fork
4.94 out of 5 average rating, 34 reviews

Bailey House

ZarinaRating, 5 stars7 months ago
It was a lovely stay. Great location. House felt like a home and had great vibes.
Guest favourite
Home in Sag Harbor
4.85 out of 5 average rating, 160 reviews

Sag Harbor House for rent.

MichaelRating, 5 stars8 months ago
Ed was great at communicating, house was everything we could have asked for. Would definitely book again!
Top guest favourite
Home in East Hampton
4.95 out of 5 average rating, 230 reviews

Private beach, fully updated house, on 2 acres.

CaitlynRating, 5 stars2 months ago
This home is beautiful and so spacious! Proximity to East Hampton and Springs, yet very private and peaceful. Couldn’t recommend enough!
Superhost
Home in Westhampton Beach
4.67 out of 5 average rating, 3 reviews

Short walk to whb main street

DelaneyRating, 5 stars8 months ago
Highly recommend!! Debbie was more than accommodating and responsive throughout the whole process! The house is is an amazing location! You can walk to get coffee, shop or eat within a 5-10 min walk. House was very well exactly like the pictures and spotless!
Guest favourite
Home in Water Mill
4.91 out of 5 average rating, 100 reviews

Elegant Modern Artist's Residence

TimRating, 5 stars1 week ago
We had a great time in Water Mill. The house was the perfect size and only minutes away from everything we wanted to do and see. The back yard and deck were super private and beautifully maintained. We recommend staying at this house!
Guest favourite
Home in Branford
4.89 out of 5 average rating, 53 reviews

Spacious Modern Beach House

BeckyRating, 5 stars3 weeks ago
We were gathered from around the country for my Mother s Memorial. It was such a pleasure to stay in such a peaceful environment, as emotions were high. It was healing. Beautiful home, and all directions were clear. If it had been a little later in the Spring and the weather warmer, it would have been even better. I highly encourage anyone to stay and enjoy what the area has to offer in Gregory's beautiful home. You will have a wonderful vacation!
Top guest favourite
Home in East Patchogue
5 out of 5 average rating, 20 reviews

Ho Hum Holiday In Bellport with Pool

GraceRating, 5 stars5 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.

Pet-friendly home rentals with a pool

Guest favourite
Home in East Hampton
4.93 out of 5 average rating, 110 reviews

Private & Pristine with Pool and Kid’s Playard

ChrisRating, 5 stars2 weeks ago
We had a great stay. Comfortable house with a big yard and pool. Located close to EH village and also the Springs bay beaches.
Guest favourite
Home in East Hampton
4.88 out of 5 average rating, 107 reviews

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

IanRating, 5 stars1 month ago
We had a wonderful time in this beautiful home that is in an idyllic Hampton's setting. Ashton was a great host and for sure we will be back.
Superhost
Home in East Hampton
4.88 out of 5 average rating, 110 reviews

Gorgeous East Hampton Getaway

LisaRating, 5 stars9 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 East Hampton
4.88 out of 5 average rating, 109 reviews

Modern East Hampton Home w/ Heated Saltwater Pool

BrittanyRating, 5 stars8 months ago
The house is beautiful, looks like photos. Stephen is a great host! Overall great stay, could not recommend more!
Top guest favourite
Home in North Fork
5 out of 5 average rating, 9 reviews

Stylish Beach Getaway: pool & walking location

TrishRating, 5 stars7 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!!
Top guest favourite
Home in North Fork
5 out of 5 average rating, 12 reviews

Long Island home w/ large pool

TautraRating, 5 stars3 months ago
My stay here was phenomenal! From the host’s response time, down to the amenities that were placed throughout the house. As soon as you walk in, it felt like home. The house is spacious and highly functional. The design of the house offers a perfect blend of modern mixed with nostalgic elements. The best stay by far. Would love to book again!
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 stars47 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, 169 reviews

Waterview+Pool, FreeForDogs! Kayaks/PingPong/Bikes

ChristiRating, 5 stars2 weeks ago
We had a wonderful two day stay at Roger and Amy’s place. It was fantastic- such a beautiful, inviting home. Our kids had a blast in the heated pool- we could barely get them to come out despite it being under 60 degrees out! The kitchen was stocked with more than just kitchen basics- the spice cabinet had soo many different choices ! It was probably the most perfect AirBnb experience I’ve had and we travel plenty.

Private, pet-friendly home rentals

Guest favourite
Cottage in North Fork
4.97 out of 5 average rating, 151 reviews

Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven

RashaRating, 5 stars3 weeks ago
We absolutely loved our quick getaway from the city at Kate’s lovely home. It is hard to articulate in words just how beautiful of a home and location this was. It was truly magical. We were very comfortable as a family traveling with young children. Despite the weather being a bit chilly, we had a wonderful time soaking the views and discovering “treasures” by the water. We cannot wait to come back again soon.
Guest favourite
Cottage in Hampton Bays
4.92 out of 5 average rating, 84 reviews

Hamptons Cottage.

SharonRating, 5 stars2 weeks ago
Honestly probably the BEST AirBnB I have ever stayed in, and we use AirBnb a lot. The place is immaculate, and everything seemed brand new. It is even much nicer than the photos online show, and I feel it's even bigger than the pictures show. I forgot my charger at the unit, and she contacted me right away and saved it for me. She was quick to respond to anything I asked. The location is great, on a quiet dead end street. The neighborhood is very quiet. 10 minute drive to Southampton Village and just a few minutes from Ponquogue Ocean beach. The backyard is huge and pretty. The rooms are sunny and bright. Everything seemed brand new. The beds were comfortable. Sheets and towels were pristine. Kitchen had coffee, and there is a Hampton Coffee 5 minutes away. Design and decor were really top notch. There is a little table and chairs outside. She leaves beach towels! There is even a little electric fireplace. A truly perfect stay and Ana is so nice! Can't wait to come back.
Superhost
Home in North Fork
4.81 out of 5 average rating, 90 reviews

Summer Retreat at the beach , enjoy Wine Country

AmyRating, 5 stars5 months ago
We had a great stay. The house was warm and inviting. Very peaceful and quiet. Plenty of room for the family. Very easy to get to and very close to downtown. I would highly recommend!!! Steve was very friendly and responsive to all our needs!
Superhost
Home in North Fork
5 out of 5 average rating, 4 reviews

Peaceful in Peconic

MollyRating, 5 stars9 months ago
We loved this vacation, Peconic is the perfect place to spend 2 peaceful weeks by the Sound. The cabins are comfortable and the kitchen has great cookware and sharp knives. There are ticks here, check yourself regularly.
Superhost
Cabin in East Hampton
4.83 out of 5 average rating, 6 reviews

Peaceful, Summer Pool, Close to Ocean & Village

LyRating, 5 stars7 months ago
Christine tiene un lugar maravilloso, tranquilo muy lindo y pensó en absolutamente todo para que uno se sienta cómodo y que no hiciera falta nada, había de todo lo que uno llegara a necesitar en la casa y también para los niños. Es una casa muy completa, cuenta con todo y seguridad para los niños. Pasamos unas vacaciones increíbles en su casa con nuestros hijos definitivamente regresaríamos sin pensarlo. Muchas gracias por todo!!
Guest favourite
Guest suite in North Fork
4.92 out of 5 average rating, 155 reviews

GREENPORT RETREAT- PRIVATE 2 BR APT w/ PRIV BEACH

MoranRating, 5 stars8 months ago
We had a wonderful stay at George’s. The unit is exactly as described, don’t be deterred by the adherence to the house, it’s completely private. It’s at a great location for north fork explorations and the amount of towels was outstanding!
Guest favourite
Home in North Fork
4.92 out of 5 average rating, 12 reviews

Private Beach access along the Wine Trail

RaeganRating, 5 stars1 month ago
I would highly recommend Melissa's place in Jamesport. It was a great location with room to enjoy with some family members including children. It was perfect with some toys and a big outdoor area (and a private beach!) for us all to spend some time together while visiting family in the area. Melissa was accommodating and clear in her directions and gave us a warm welcome with a greeting basket, information about the area and coffee! The location is lovely and everything about the house was fun and comfortable. Thanks!
Top guest favourite
Place to stay in East Hampton North
5 out of 5 average rating, 8 reviews

Studio Private Small Close to Town Car Not Needed

ReginaRating, 5 stars5 months ago
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.

Quick stats about vacation rentals that are pet-friendly in Southold

  • Total rentals

    80 properties

  • Nightly prices starting at

    $153 CAD before taxes and fees

  • Total number of reviews

    1.5K reviews

  • Family-friendly rentals

    70 properties are a good fit for families

  • Rentals with a pool

    20 properties have a pool

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

Destinations to explore