Pet-friendly vacation rentals in Madison

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Madison pet-friendly home rentals

Pet-friendly house rentals

Guest favorite
Home in Southampton
4.89 out of 5 average rating, 257 reviews

PICTURE PERFECT SOUTHAMPTON HOME-

JohnRating, 5 stars2 weeks ago
Super clean and comfortable. Kitchen had everything needed to cook at home. High end appliances. Conveniently located to shopping and restaurants. Beautiful, quiet neighborhood. Host was super responsive and friendly. One of our favorite Airbnb stays. Highly recommend and hope to return.
Guest favorite
Home in Sag Harbor
4.85 out of 5 average rating, 160 reviews

Sag Harbor House for rent.

MichaelRating, 5 stars5 months ago
Ed was great at communicating, house was everything we could have asked for. Would definitely book again!
Superhost
Home in Coventry
4.73 out of 5 average rating, 40 reviews

Cabin Love at the Lake

JonRating, 5 stars1 week ago
I appreciated all the snacks and drinks that were included. Bathroom was stocked with everything you'd need and there was detergent for the washer too
Guest favorite
Home in Black Rock
4.96 out of 5 average rating, 84 reviews

Cape on the Water

AlexaRating, 5 stars1 month ago
This beautiful cape on the water in Black Rock is perfect. Jim is an excellent host, responding right away when we had a couple of questions. We lived in the area all our lives and after retiring out of state we returned for the holidays this year. The house is in an excellent location, close to everything, and the house itself was just beautiful. It looks recently remodeled with a well equipped kitchen and 2 full baths. The downstairs was open, but cozy, and the bedrooms were really comfy. The view of Ash Creek is just beautiful. The house also had everything you would need in the kitchen, bathrooms, and bedrooms. Wifi and smart TVs completed any need you would want in a rental. It is walking distance to a lot of restaurants and a short walk to St. Mary's by the Sea which is a beautiful walk by the water. We were so glad we found this gem!
Superhost
Home in New London
4.83 out of 5 average rating, 41 reviews

Ocean Beach Family Fun near Mystic!

MelissaRating, 5 stars2 weeks ago
Mary’s place was just what the doctor ordered for my family get together!
Guest favorite
Home in Westport
5 out of 5 average rating, 17 reviews

Cozy Retreat - Near Beach, -15% 3+ Night till 1/31

MelanieRating, 5 stars2 months ago
Great find in Westport! Walking distance to main street with shops & restaurants. Didn't realize that someone lived in the unit below until we saw the check-in instructions but it was totally fine/you didn't even notice it during the stay.
Guest favorite
Home in North Fork
4.91 out of 5 average rating, 101 reviews

Cozy Farmhouse Retreat in North Fork, NY

JacquieRating, 5 stars3 months ago
Very nice setup for two couples, a baby, and a dog - could spread out with bedrooms and full bathrooms on each floor. Comfortable space with amenities you'd want while traveling with a dog and a baby (fenced in yard, laundry, etc). Very walkable to all the shops & restaurants in town, and easy drives to wineries & breweries. The only drawback was that it was close to a fire station and the sirens woke the baby from a nap.
Superhost
Home in Norwalk
5 out of 5 average rating, 9 reviews

Full house with serene yard. Three week minimum

JuliaRating, 5 stars17 months ago
Marta is a great host, very nice and helpful with always quick response. The house is spacious, neat with 4 rooms, supplies are sufficient. Location is quiet and convenient to get everything, eat, shopping, fitness etc. We had a very nice 2 weeks stay here, thank Marta. Very good to recommend.

Pet-friendly home rentals with a pool

Guest favorite
Home in East Hampton
4.93 out of 5 average rating, 109 reviews

Private & Pristine with Pool and Kid’s Playard

StephenRating, 5 stars2 months ago
Marta’s place was the perfect getaway for my family. The bedrooms were large with comfortable beds. The kitchen was huge with high end appliances, and the yard was a dream for our young dog. Lovely surroundings in the woods but close to town for shopping and restaurants. Truly an unforgettable experience!
Guest favorite
Bungalow in East Hampton
4.93 out of 5 average rating, 107 reviews

East Hampton Ranch with Access to Clearwater Private Beach

KateRating, 5 stars4 months ago
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.
Guest favorite
Home in East Hampton
4.87 out of 5 average rating, 103 reviews

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

KathrynRating, 5 stars1 month ago
I stayed at Ashton's place by myself on a visit to see my parents, who also live in Springs. It was everything I could have hoped for. So peaceful, and such a beautiful space. Amazing high ceilings and natural light. The yard is gorgeous, so I can only imagine how lovely it is when the weather is warm. Ashton himself is very responsive and accommodating. I was sad to leave!
Superhost
Home in Litchfield
4.82 out of 5 average rating, 105 reviews

The Getaway-HOST & Co.

CrystalRating, 5 stars5 months ago
I absolutely enjoyed my weekend here. The home is beautiful. Everything you could possibly need was provided In the home. Everything was clean, and neat. House is filled with light. The pool and hot tub were enjoyable. The host were amazing and had great communication, assisted us when needed right away. I would highly recommend staying here, and they are pet friendly which is always a plus for me. The yard is fenced in. Which made it easy to let the dog out, and great for the dog to explore. A++++ Will probably be back sometime In the future.
Guest favorite
Home in North Fork
4.94 out of 5 average rating, 33 reviews

Bailey House

ZarinaRating, 5 stars5 months ago
It was a lovely stay. Great location. House felt like a home and had great vibes.
Guest favorite
Home in Litchfield
4.99 out of 5 average rating, 83 reviews

Hilltop House w/POOL/SPA- HOST & Co.

NoahRating, 5 stars1 month ago
Great, clean, well-equipped house close to town and other attractions. Easy entry and smooth communication with Elizabeth.
Guest favorite
Home in East Hampton
4.98 out of 5 average rating, 64 reviews

Stylish Oasis, Gorgeous Pool, Private Beach Access

AnnaRating, 5 stars6 months ago
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!
Guest favorite
Home in Fairfield
4.97 out of 5 average rating, 37 reviews

Fairfield! 5 bedroom, 3.5 bath on cul-de-sac

ColleenRating, 5 stars4 months ago
The host Joanna was very responsive with communication. The house was big and clean (I am extremely picky with cleanliness). We stayed there for parents weekend at Fairfield University which was about a 25minute drive to the senior beach houses which wasn't terrible. For those Sacred Heart University families it is super close to their campus. The house is in a quiet, safe, family community. Overall, we were very happy!

Private, pet-friendly home rentals

Superhost
Apartment in East Hampton
4.75 out of 5 average rating, 20 reviews

Total Privacy in Springs.

SylviavRating, 5 stars4 months ago
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.
Superhost
Apartment in Montauk
4.75 out of 5 average rating, 20 reviews

Twin Pond Ocean View 2 Bedroom #4

CatherineRating, 5 stars9 months ago
We come to Montauk often & loved this spot. Walkable & convenient to town plus a beach pass. The accommodation had plenty of space for a family with convenient parking. Highly recommend!
Guest favorite
Cottage in Newtown
4.92 out of 5 average rating, 238 reviews

Private and Serene home close to I-84 and shopping

AlyssaRating, 5 stars2 weeks ago
The place was clean and matched the description and listing. Quaint and private, the house has the essentials. heat works well as we stayed during a cold time. Rio communicated really well and said he was available if we needed anything.
Guest favorite
Apartment in Wallingford
5 out of 5 average rating, 21 reviews

Eclectic 2 BR, 1 Ba apt w/Free Off-Street Parking

KateRating, 5 stars1 month ago
Kisha was kind and thoughtful. The apartment was spotless, beautifully decorated and provided all amenities. Being dog friendly was also a plus for us as we were displaced u water damage at our house just 5 miles away.
Guest favorite
Cabin in North Fork
4.86 out of 5 average rating, 101 reviews

Beach & Forest: Cozy Cabin, Hot Tub, Peloton

AllisonRating, 5 stars1 month ago
We had a fabulous time! Can't wait to come back. Was equally perfect for two toddlers as it was for four adults! Beautiful property, amazing hot tub, comfortable beds, great kitchen... everything was lovely.
Guest favorite
Cabin in Rocky Point
4.89 out of 5 average rating, 468 reviews

Great little place just for a couple

JerryRating, 5 stars1 week ago
Honestly really enjoyed this stay. Based on some of the reviews I thought it was going to be much smaller than it was - but it’s basically as described. We came on the weekend of a snowstorm so unfortunately didn’t get to enjoy the outdoor seating and grill, but had everything we needed in terms of cooking, TV, staying warm, etc.
Guest favorite
Home in North Fork
4.98 out of 5 average rating, 139 reviews

Secluded Farmhouse - Studio Apartment Style Unit

AbigailRating, 5 stars6 days ago
We had a wonderful time staying in this lovely secluded cottage. Jess and Zach thought of everything, the room was beautifully curated, and the bed was beyond comfortable. We will definitely return!
Guest favorite
Guest suite in Newtown
4.95 out of 5 average rating, 83 reviews

Light and airy, pet friendly rental in Newtown

JenniferRating, 5 stars5 days ago
Perfect spot to meet up with family for a concert in Newtown! Everything was just as described!

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

  • Total rentals

    40 properties

  • Nightly prices starting at

    ﺩ.ﺇ294 before taxes and fees

  • Total number of reviews

    1.1K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 properties include access to wifi

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