
Pet-friendly vacation rentals in Southold
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Top-rated pet-friendly home rentals in Southold
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Popular amenities for Southold pet-friendly home rentals
Pet-friendly house rentals

PICTURE PERFECT SOUTHAMPTON HOME-
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.

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

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

Private beach, fully updated house, on 2 acres.
This home is beautiful and so spacious! Proximity to East Hampton and Springs, yet very private and peaceful. Couldn’t recommend enough!

Short walk to whb main street
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!

Elegant Modern Artist's Residence
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!

Spacious Modern Beach House
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!

Ho Hum Holiday In Bellport with Pool
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

Private & Pristine with Pool and Kid’s Playard
We had a great stay. Comfortable house with a big yard and pool. Located close to EH village and also the Springs bay beaches.

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

Gorgeous East Hampton Getaway
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.

Modern East Hampton Home w/ Heated Saltwater Pool
The house is beautiful, looks like photos. Stephen is a great host! Overall great stay, could not recommend more!

Stylish Beach Getaway: pool & walking location
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!!

Long Island home w/ large pool
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!
Walk to Water. Stunning Home with Gorgeous Pool & Grounds.
House is well represented. Spacious, very clean, and great location. Good for families or groups of friends.

Waterview+Pool, FreeForDogs! Kayaks/PingPong/Bikes
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

Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven
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.

Hamptons Cottage.
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.

Summer Retreat at the beach , enjoy Wine Country
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!

Peaceful in Peconic
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.

Peaceful, Summer Pool, Close to Ocean & Village
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!!

GREENPORT RETREAT- PRIVATE 2 BR APT w/ PRIV BEACH
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!

Private Beach access along the Wine Trail
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!

Studio Private Small Close to Town Car Not Needed
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
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- Beach
- Charlestown Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Foxwoods Resort Casino
- Napeague Beach
- Ocean Beach Park
- Cooper's Beach, Southampton
- Dunewood
- Walnut Public Beach
- Shinnecock Hills Golf Club
- TPC River Highlands
- Quotonset Beach
- Giants Neck Beach
- Seaside Beach
- Amagansett Beach
- Sunken Meadow State Park
- Woodmont Beach
- Blue Shutters Beach
- Clinton Town Beach
- Jennings Beach
- Shennecossett Beach
- Connetquot River State Park Preserve