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Pet-friendly holiday 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 favourite
Home in Fairfield
4.95 out of 5 average rating, 21 reviews

Once a Pond - time and stress slow down.

LindaRating, 5 stars2 weeks ago
This was a beautiful home to stay at for our visit to Fairfield University. It was peaceful location near the school. The house itself was gorgeous with everything we needed for our stay. Thank you.
Superhost
Home in North Branford
4.86 out of 5 average rating, 7 reviews

The Gait House at High Gait Farm

DaveRating, 5 stars1 week ago
We had to find a place last minute due to some unexpected circumstances, and Lori was incredibly accommodating. We only needed it for one night to fit five of us, and the three-bedroom setup was perfect. She went above and beyond by offering early check-in and late check-out, and even brought us muffins and coffee since she knew we had to hit the road early. The space was cozy, clean, and very comfortable. The Wi-Fi was a little spotty at times, but it didn’t cause any major issues. All in all, a great stay — we’ll definitely be back next time we’re in town!
Superhost
Home in New London
4.89 out of 5 average rating, 56 reviews

Three Bedroom Cape Near Ocean Beach Park

TheissRating, 5 stars8 months ago
Everything was wonderful! So peaceful, clean, and comfortable! The neighborhood was quiet and safe feeling. I personally loved that it wasn’t over cluttered with decorations! Plenty of room to put your stuff down and get to your vacation. Felt right at home!
Top guest favourite
Home in Old Mystic
5 out of 5 average rating, 25 reviews

The Breezy Knoll House

NicholasRating, 5 stars3 days ago
This was a great location for our little pups and family to spend Easter weekend, very close and accessible to Mystic Attractions. The fenced in yard was great for our dogs and the closed in porch was a plus!
Guest favourite
Home in Black Rock
4.97 out of 5 average rating, 86 reviews

Cape on the Water

JohnRating, 5 stars5 days ago
Jim's place is very clean and well appointed. Very nice location. And Jim is a great host.
Top guest favourite
Home in Wallingford
5 out of 5 average rating, 60 reviews

New England Charmer

CatherineRating, 5 stars1 week ago
Erin was very responsive and approachable. She gave clear instructions on entry and exit to the house. It was cozy and clean and relaxing. He little touches of luxury were everywhere to be found. I would go again in a heartbeat.
Top guest favourite
Home in Mystic
4.99 out of 5 average rating, 89 reviews

The Magnolia House, a Magical Vacation Rental in Mystic CT

JoeyRating, 5 stars2 weeks ago
Our recent stay at The Magnolia House in Mystic, CT, was delightful. The home comfortably accommodated our group of five adults and one infant. Its location provided easy access to Mystic's attractions, making our visit convenient and enjoyable. We highly recommend The Magnolia House to anyone visiting the area!
Guest favourite
Home in Milford
5 out of 5 average rating, 6 reviews

Big House On Maddox

DianeRating, 5 stars6 months ago
We stayed here in the entire home for a wedding weekend. Both units were fabulous and Cole was very responsive when we had an issue with the key pad. The bride

Pet-friendly home rentals with a pool

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

Private & Pristine with Pool and Kid’s Playard

StephenRating, 5 stars4 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 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 stars3 weeks 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.
Top guest favourite
Home in Cheshire
5 out of 5 average rating, 132 reviews

Pool House

MelissaRating, 5 stars3 months ago
This was our second time back to the pool house and it was amazing, again. We thinks of everything to make you feel welcome. Milk and eggs in the fridge. Muffins and croissants waiting for you. Pristine home. Fully stocked kitchen. I was even able to host a few family members for Christmas dinner and had everything I needed to make a lovely dinner. We also travel with two dogs and Sue is so accommodating, making our pups feel right at home. Thank you, Sue, for making our holidays away from home so peaceful and enjoyable.
Superhost
Home in East Hampton
4.88 out of 5 average rating, 109 reviews

Modern East Hampton Home w/ Heated Saltwater Pool

BrittanyRating, 5 stars7 months ago
The house is beautiful, looks like photos. Stephen is a great host! Overall great stay, could not recommend more!
Guest favourite
Home in Litchfield
4.99 out of 5 average rating, 84 reviews

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

DanielRating, 5 stars2 months ago
Great house and great host. The place was beautiful -- big kitchen, comfortable bedrooms, great bathrooms (especially in the master bedroom), nice setup outside (jacuzzi and BBQ), etc. Perfect place for a family weekend in Litchfield. Location was perfect -- a 2 minute drive to great coffee, pastries, bread, ice cream, etc. in Bantam. Liz was an excellent host -- very helpful and responsive. We'd love to visit again soon.
Guest favourite
Cottage in Montauk
4.92 out of 5 average rating, 263 reviews

Montauk Oceanview Studio 6

RebeccaRating, 5 stars2 weeks ago
Ron’s cottage was at a perfect location and easily walkable to the beach. The cottage had plenty of space and everything you could need!
Top guest favourite
Cottage in Montauk
4.92 out of 5 average rating, 159 reviews

Montauk Cottage Escape

JulieRating, 5 stars5 months ago
Wonderful time staying at Milton and Megan's. The location was perfect and the home had everything we needed and more to work remotely for the week. Thank you!
Guest favourite
Home in Litchfield
4.93 out of 5 average rating, 185 reviews

Stunning Views, Bucolic Bliss in 1790s Farmhouse

TessaRating, 5 stars1 week ago
This wonderful antique home is in a Beautiful spot in the heart of Litchfield CT, and a delight early spring when the fields of daffodils awake! This unique 1793 house has a great view & sunset, fireplace, simple spa/gym making it a gem even when the pool is closed. Nearby the town with lots to offer and local farms for food shopping too. What’s not to love 💛 Bonus is a great host offering a home that is in touch with the realities of rentals, pets and people -not picky, precious or punitive. Happy to recommend and return! Thank you Elizabeth!

Private, pet-friendly home rentals

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

Total Privacy in Springs.

SylviavRating, 5 stars6 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.
Guest favourite
Home in Shelter Island
4.88 out of 5 average rating, 26 reviews

Peaceful and Private 3 bedroom home in the woods

Robert,Donald JrRating, 5 stars8 months ago
Maura was an excellent host and the home was perfect! We enjoyed the weekend very much and cannot thank Maura enough for her kindness, responsiveness, warm hearted spirit, and for opening up her home to us. Will always keep this spot in mind for future SI adventures!
Guest favourite
Guest suite in Wolcott
4.93 out of 5 average rating, 56 reviews

Modern cozy, pet friendly

MelissaRating, 5 stars2 weeks ago
Had a wonderful time at Altin’s place - perfect for a quick overnight near my in-laws. The space was gorgeous, clean & well-appointed. Had everything we needed and more!
Superhost
Flat in Montauk
4.76 out of 5 average rating, 21 reviews

Twin Pond Ocean View 2 Bedroom #4

CatherineRating, 5 stars11 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 favourite
Cottage in Newtown
4.93 out of 5 average rating, 241 reviews

Private and Serene home close to I-84 and shopping

TadRating, 5 stars1 week ago
We Enjoyed our stay with Rio. He was kind and informative. He went above and beyond to make sure our stay was as comfortable as possible. We would definitely stay again.
Guest favourite
Flat in Wallingford
5 out of 5 average rating, 22 reviews

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

GiovanniRating, 5 stars2 months ago
Stayed here for about a month and felt right at home with spacious rooms and lots of amenities provided, being 20 degrees in winter the apartment stood very warm and clean and it was a wonderful place to call home for 30 days. Kisha was very helpful and responsive when I needed to communicate and she’s very kind. If I’m ever near the area in the near future I would definitely book here again no hesitation! Thank you!
Guest favourite
Guest house in North Fork
4.91 out of 5 average rating, 57 reviews

Southold- Adorable 1 Bedroom Cottage

VictoriaRating, 5 stars1 month ago
Marta & Pete were great hosts. Left helpful instructions and a list of places in the area. The Cottage was definitely a great place to celebrate our anniversary. We wish we could have tried some of their oysters, but look forward to going back during the beach season when they're probably plentiful.
Guest favourite
Cottage in Deep River
4.91 out of 5 average rating, 22 reviews

Serene Waterfront Cottage

RobertRating, 5 stars4 months ago
As always, we love our stay at the cottage. It’s becoming our home away from home when visiting our son. Thanks for all our goodies! Always a great surprise! Have a wonderful Christmas. We’ll see you next year I hope.

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

  • Total rentals

    40 properties

  • Nightly prices starting at

    £60 before taxes and fees

  • Total number of reviews

    1.3K 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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