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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
A peaceful view along the pond features a charming white house set against a backdrop of trees. A kayak is visible in the water, suggesting opportunities for outdoor activities. Soft light from the sky creates a tranquil atmosphere by the water's edge.
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
The exterior of the house features a two-story white façade with brown accents. A patio area includes a table and several chairs, alongside lounge chairs arranged on green grass. A tree provides partial shade, with two propane tanks visible on the side.
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
A spacious, fenced-in backyard features lush green grass and mature trees providing ample shade. A dog can be seen playing in the open area, while a sitting space with a table and chairs is positioned amidst the greenery, inviting relaxation.
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 favorite
A cozy ranch home is set in a peaceful neighborhood, surrounded by lush green grass and mature trees. The light-colored exterior features a welcoming front entrance, and a driveway extends to the side, providing easy access to the home.
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 favorite
A scenic view of Ash Creek is captured, showcasing calm waters reflecting the clouds overhead. In the foreground, a grassy yard is bordered by a wooden fence, while a small red shed is positioned to the right, providing additional storage space.
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 favorite
A private entrance features a wooden deck leading to a white double door framed with mixed wood accents. The vibrant red exterior wall provides a charming backdrop, with greenery visible nearby, enhancing the welcoming feel of the home.
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 favorite
A single-story expanded cape home is framed by lush greenery and colorful flowering plants. Bright blue skies provide a clear backdrop, while the welcoming front door enhances the inviting exterior. The landscaped yard includes well-maintained grass and various garden features that promote relaxation.
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 favorite
A relaxed seating area features a dark sectional sofa adorned with soft pillows. A light-colored area rug complements the hardwood flooring. The space is brightened by natural light flowing in from an unseen window, leading towards an adjacent room.
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 favorite
A large, fenced-in backyard features a wooden playground with a slide and climbing structure, surrounded by lush greenery. Soft grass covers the ground, creating a safe play area for children. Mature trees provide natural shade in this private outdoor space.
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 favorite
The outdoor area features a spacious backyard with a patio, outdoor dining set, and a barbecue grill. The wooden exterior of the house is complemented by lush greenery and a fenced perimeter, creating a serene environment for gatherings.
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 favorite
An inviting outdoor area features a heated pool surrounded by a spacious patio. Comfortable lounge chairs are neatly arranged on the side, with umbrellas providing shade. Lush greenery and trees create a serene backdrop, enhancing the tranquil setting of the Pool House.
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
The living room features a blend of modern and mid-century design with a wood-planked ceiling. A large flat-screen TV is mounted on the wall above a wood-burning fireplace. A comfortable seating area includes a black leather couch and two orange chairs, complemented by decorative accents.
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 favorite
A spacious home is set against a backdrop of tall trees with vibrant autumn foliage. Sunlight filters through the branches, casting long shadows on the grassy slope covered with fallen leaves.
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 favorite
An open floor plan reveals a studio space with hardwood flooring and an open beam ceiling. A spacious bed is placed against one wall, complemented by a light-toned nightstand. A circular fireplace is positioned near a blue accent chair and a dining table.
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 favorite
A well-maintained backyard is shown, featuring a paved patio area furnished with a table and chairs. Lush green grass surrounds the space, alongside a small tree and shrubs. The home's exterior displays calming blue siding, and several windows brighten the space.
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 favorite
The exterior of a spacious house is shown, featuring multiple windows and a large enclosed porch. Lush greenery surrounds the home, with vibrant flowers in shades of pink and purple adding color. A well-maintained lawn provides ample outdoor space, complemented by stone landscaping.
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
A wooden deck overlooks a lush garden, surrounded by tall trees. Colorful flowers are visible along the garden path, while a natural, serene landscape creates a private and peaceful environment.
Apartment 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 favorite
The exterior of a single-story home is set among lush greenery, featuring a varied facade with shingle and clapboard elements. Symmetrical landscaping includes neatly trimmed shrubs and a spacious lawn. A pathway leads to the front door, framed by tall trees providing natural shade.
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 favorite
A modern kitchen features sleek cabinetry and a spacious island with a stone base. Three bar stools are positioned at the island, next to stylish pendant lights. A stainless steel refrigerator and a microwave are visible, along with various kitchen essentials arranged thoughtfully on the counter.
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
A wide sandy beach extends towards the ocean, with gentle waves lapping at the shore. The clear blue sky meets the water at the horizon, creating a serene coastal view.
Apartment 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 favorite
A two-story home is nestled among trees, featuring light-colored siding and a gray roof. A red patio umbrella provides shade over a seating area in the yard, while a gravel pathway leads to the front door, enhancing the natural surroundings.
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 favorite
A cozy bedroom features a spacious bed with comfortable linens, complemented by a decorative bench at the foot. Warm wood tones enhance the inviting atmosphere, while a ceiling fan provides airflow. An adjacent doorway reveals the fully equipped kitchen, adding functionality to the space.
Apartment 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 favorite
A sunlit living area features a light-colored sofa accented with blue pillows. A coffee table sits in front, and a ceiling fan adds comfort. Large windows provide views of greenery outside, while a side table with a lamp enhances the cozy ambiance.
Guesthouse 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 favorite
A dog stands on a wooden dock, facing a tranquil waterway at sunrise. The still water reflects trees and a gentle glow from the rising sun, creating a serene landscape. The peaceful atmosphere is enhanced by nature's sounds.
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 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

    1.3K 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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