Pet-friendly vacation rentals in Madison

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Madison

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

A cozy outdoor seating area is presented with a round white table and two matching chairs. A bouquet of sunflowers in a vase is central, accompanied by snacks and bottles of local beverages. The backdrop features a wooden fence and decorative plants.

Cottage in Ledyard

4.91 out of 5 average rating, 109 reviews

Mystic, CT Pet-Friendly Cottage with Hiking Trails

Unwind at this peaceful, private Cottage with a fenced garden courtyard. Enjoy onsite hiking trails, EV chargers, an outdoor lounge, hammocks, firepit, lawn games, and a gas grill. Your stay includes organic breakfasts and eco-friendly amenities. Just 6 miles from Mystic, the Cottage is your dream escape. Book your stay now and create lasting memories with your pet! ❤️The Cottage books fast for weekends, holidays, & all of summer and fall. We recommend booking soon to guarantee your getaway.❤️

Guest favorite

A spacious wooden deck features a picnic table shaded by a striped umbrella. A gas grill stands nearby, and comfortable seating is arranged around the space. Lush greenery surrounds the area, creating a private and serene outdoor experience.

Home in North Fork

4.91 out of 5 average rating, 104 reviews

Cozy Farmhouse Retreat in North Fork, NY

A 1905 farmhouse with modern touches, Arthur's Vineyard is a cozy 3-bed, 2-bath home in walking distance of Greenport village's beaches, marina, restaurants and boutiques. An open plan living area, breezy decor and a large landscaped backyard for spending relaxed summer days and nights with your family and friends, including the 4-legged ones. Walk to the train station/jitney or take a short drive to the wineries & farm stands of the North Fork. Recent updates: central heat/AC & new bathrooms.

Guest favorite

An inviting outdoor patio area is featured, shaded by a wooden structure. Decorative string lights hang overhead, while a variety of seating options are provided. Lush greenery and orange lilies enhance the landscaped garden, creating a peaceful and tranquil setting.

Guesthouse in Southbury

4.93 out of 5 average rating, 318 reviews

Charming Guest Cottage with Modern Amenities

Private Guest House set on 5+ Acres, along with Historic Colonial Home. Bright and sunny and over looks pool and gardens (seasonal). Efficiency with Kitchen featuring 2 burner stove, Microwave, Under Counter Fridge/Freezer/Ice Maker, Dishwasher, Granite Counters. . Dining Area, Great Room w/ soaring ceilings, French Doors to private patio, hardwood floors. Loft with full-sized bed, and sofa can be a to Queen Size Sleeper. Full bath with extra-large shower. Dog friendly (approval needed).

Top guest favorite

Home in Old Saybrook

4.97 out of 5 average rating, 121 reviews

Year Round Beach House in Old Saybrook, CT.- Pets

Our Beautiful Home is Located in Saybrook Manor Association and only a short walk to the beach . We have 4 Bedrooms that can accomadate 8 people,pull out couch,2 bathrooms, a Dining Room,Kitchen, and Spacious Living room.Our Yard is fenced in for your privacy & pets.Our home comes with many ammenities such as movies,games,kayaks, Clamming &Crabbing tools,Bikes,Floats & Beach Chairs.We have a beautiful backyard to enjoy games,barbecue or just to relax & unwind.Enjoy our beautiful & quaint beach

Guest favorite

A spacious yard is surrounded by trees, providing shade and greenery. The house is visible in the background, showcasing a charming exterior. A wooden deck with seating is located adjacent to the home, and a fenced area offers a secure space for pets or children to play.

Home in Groton

4.94 out of 5 average rating, 125 reviews

Cozy Cape Escape - Walk to Downtown Mystic

Just over half a mile to Downtown Mystic, we are close to the action but far enough away to avoid the noise and traffic. We are pet friendly, offer private parking, and a large fenced in yard. Whether you want to explore what this area has to offer or simply stay home, sit back, and listen to the birds, this place has it all! Fully furnished with towels, linens, WiFi, cookware, and access to Netflix and a PlayStation 4. The hosts are local and are happy to provide assistance or suggestions.

Guest favorite

A serene view of Long Meadow Pond is presented, bordered by sandy areas and lush trees. The calm waters reflect the bright blue sky and distant foliage, offering a tranquil setting for outdoor activities. The scene captures a peaceful lake environment ideal for swimming and kayaking.

Cottage in Bethlehem

4.98 out of 5 average rating, 99 reviews

Cozy Getaway | Pet Friendly | Litchfield Cty

Escape to the Cottage at the Grove - with a cozy wood burning fireplace and inviting sectional it is the perfect winter sanctuary. Well equipped with all the amenities; from a fully stocked kitchen to bath salts for the deep soaking tub. One bedroom w/ en-suite bath & pull-out full size sofa bed. Just 30 min to Mohawk or Southington Ski Mountains. Just 10 min to downtown Litchfield, close to local farms & vineyards. For security we have two exterior cameras facing the door & driveway.

Guest favorite

A serene view of a calm lake is framed by lush green trees in the background. Two black Adirondack chairs are positioned on the grassy shore, facing the water. A wooden dock extends into the lake, providing a peaceful spot for reflection.

Cottage in Plymouth

4.94 out of 5 average rating, 113 reviews

Lakefront Cozy Oasis 2BR w/ stunning sunset views

It’s the Lakefront Paradise you’ve been searching for: Escape to Cozy Oasis where peaceful waters meet modern comfort! Wake to stunning views, spend the day kayaking around the lake, and unwind with breathtaking sunsets from your private deck. This pet-friendly retreat offers high-speed WiFi for remote work, fully equipped kitchen for home-cooked meals, and cozy entertainment spaces. Perfect for romantic getaways or family adventures - your serene lakeside escape awaits!

Guest favorite

A spacious backyard is presented, featuring a playground set with a slide and a small playhouse. A wooden deck offers seating, while a shaded area is created by a large tree. A red shed is visible in the background, surrounded by well-maintained grass.

Home in Bristol

4.92 out of 5 average rating, 171 reviews

Cozy Family Home - Kid & Pet Friendly

3 bedroom house on a quiet street. 5mins down the road from ESPN and Lake Compounce. Kid friendly. Pet friendly. Workspace available. 1 bedroom w/ king bed. 1 bedroom w/ queen bed. 1 bedroom w/ 2 twin beds. Fully finished basement with 60inch TV, kids toys and fitness equipment/stationary bike. Deck and below deck hang out space. Though we aren’t living here full time, it’s still the place we call home, and we will use it when it’s not booked. Long stays welcome.

Guest favorite

A charming cottage is presented, featuring a white exterior with dark green shutters. The entrance is framed by a welcoming porch and surrounded by seasonal foliage. A paved driveway curves gently towards the home, adding to the inviting street view.

Home in Groton

4.9 out of 5 average rating, 126 reviews

Cozy Cottage - Lux Bed, Backyard - Pets Welcome

Friendly, quiet neighborhood. Newly renovated packed with amenities. Brand new theater system will offer an at home movie experience and the shower is to die for. Fenced backyard for private play with the pup. Beat the crowds in quiet Groton at this peaceful cottage retreat. Located on Hamburger Hill less than 2mi to Highway access, 5mi to the Naval Sub Base and 10mi from Downtown Mystic and New London. Kitchen fully equipped for a holiday meal.

Guest favorite

A spacious backyard is framed by trees and flowering plants. A storage shed is positioned against the back, while a lush green lawn invites outdoor activities. Natural light highlights the well-maintained landscape, creating a serene environment perfect for relaxation.

Home in Stratford

4.94 out of 5 average rating, 173 reviews

Cozy Colonial - Private Hot Tub & Entire House

The way Airbnb was meant to be, something special... a home away from home. No long rule book, just be respectful. Come and stay in this cozy colonial home centrally located in Stratford CT. Walk to the park, soak in the spa, sip tea, listen to music, play games, and relax. Less than 10 minutes from some of the best CT has to offer - beaches, shopping, restaurants, grocery, entertainment, hiking, train to NYC / Yale, and more.

Guest favorite

An outdoor dining area is located beneath a wooden pergola, surrounded by a spacious lawn. A stone patio features a table with blue metal chairs. Lush greenery is visible in the background, along with a cottage painted in muted colors, accented by vibrant flowering bushes.

Cottage in Montauk

4.87 out of 5 average rating, 100 reviews

Secluded 1Br cottage on the lake, close to Ditch

This is the best of Montauk living, right by the lake, close to Ditch, and with an incredible, lush front yard suitable for outside dining or having a couple friends over for dinner. Walk down to the lake to enjoy the sunset, or stroll over to the Crow's Nest for drinks or dinner. No need to drive, it's well within walking distance. Join the many that have experienced the magic of our cottage at South Lake.

Superhost

A rocky shoreline is framed by a silhouetted tree against a colorful sunset. Clouds display shades of pink and orange as the sun sets over the water, creating a serene atmosphere. The beach area offers a peaceful view of nature.

Home in Shelter Island

4.9 out of 5 average rating, 115 reviews

There's a Beach Getaway!

Welcome to our family-friendly oasis just two blocks from beautiful beaches! Our house offers an open space living area, an expansive yard, fire pits, and a basement with a playroom and workout area. Enjoy our quiet neighborhood. We provide kid-friendly toys, beach gear, bicycles, and more. Sleeps six, with additional options available for larger parties. Cleaning fees for winter stays are 0$.