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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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Apartment in Sag Harbor

4.83 out of 5 average rating, 184 reviews

Pet friendly Apt. Plus cabin, EV charger & sauna.

Artists apartment and cabin located on quaint cul-de-sac just outside Sag Harbor Village, minutes from Long Beach, pet friendly beaches are even closer. Centrally located for easy commutes to all towns and even ocean beaches. Free bikes, surf boards, 3 stand up paddle boards and 2 canoes. Life vests for you and pets A large tick free, shaded, shaded dog run. The cabin is a separate sleeping space from the apartment and has a 2 person SAUNA recently installed. WIFI AC and heat but No bathroom!.

Cottage in Ledyard

4.9 out of 5 average rating, 105 reviews

Mystic, CT Pet-Friendly Cottage with Hiking Trails

The Cottage features a spacious bedroom, private bathroom, and fenced-in rear garden courtyard. Property amenities include onsite hiking trails, EV chargers, an outdoor lounge, hammocks, a firepit, gas grill, and lawn games. We are Connecticut Green Lodging Certified. From gourmet breakfasts made of organic, locally sourced ingredients to organic bath amenities in eco-friendly dispensers, Sustainability and love for the natural world are in everything we do. Just 6 miles to Mystic, Connecticut.

Guesthouse in Southbury

4.93 out of 5 average rating, 317 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).

Home in Old Saybrook

4.97 out of 5 average rating, 119 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

Home in New Milford

4.97 out of 5 average rating, 100 reviews

Idyllic retreat on the water <1.5 hrs to NYC.

Private getaway on 3+ acres on the river with no visible neighbors, sit by the river or in the enclosed patio with view of the water, walk the trails in the area. Great for short escapes or longer discounted stays enjoy great restaurants, antiquing, swimming, hiking, and access to all New England has to offer. In spring, summer and fall lots of open air activities to be had. Fishing, boating, farmers markets and flea markets. In winter many nice walks to be had, skiing is not too far away.

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.

Cottage in Danbury

4.9 out of 5 average rating, 101 reviews

The Nugget: Sunlit Cottage with Hot Tub & Fire Pit

Escape to our cozy and recently renovated 1950s cottage, located in a private lake community on Candlewood Lake in Danbury, Connecticut. Our two-bedroom, one-bathroom cottage boasts seasonal lake views from the front room, deck, and backyard, giving you a secluded and relaxing experience. Danbury is located just 60 miles from NYC, making it the perfect getaway for those looking to escape the city and enjoy the natural beauty of the area. Follow us on IG @thenugget_ct for more!

Home in Stonington

4.87 out of 5 average rating, 113 reviews

Waterfront Cottage with Dock

Arts and Crafts cottage on an ocean cove in Stonington with dock and close to the beaches. On same cove as Saltwater Farm Vineyard and nearby to Mystic Aquarium and Seaport, great restaurants, and Foxwoods and Mohegan Sun resorts. You’ll love the backyard and dock. I offer complimentary canoe, kayak and paddle board use so you can enjoy the water. Bring your own boat or rent one for 50% off at Stonington Marina. My place is good for couples, families with kids, and pets.

Home in Stratford

4.94 out of 5 average rating, 157 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. 🍂 Fall seasons + hot tub = pure bliss

Home in Bristol

4.92 out of 5 average rating, 157 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.

Home in Groton

4.92 out of 5 average rating, 118 reviews

Comfy Cottage - Cozy 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.

Home in North Fork

4.9 out of 5 average rating, 203 reviews

Greenport Beach House

Nestled steps from the beach, and all that Greenport and the North Fork has to offer, this exquisitely charming 3 bedroom 2 bathroom waterfront home is absolutely delightful.. You’ll love my place because of the views, the location, the people, the ambiance, the outdoors space, and the Saltwater pool.. My place is good for couples, solo adventurers, business travelers, families (with kids), groups, and furry friends (pets).

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Popular amenities for Madison pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

Home in Sag Harbor

4.85 out of 5 average rating, 160 reviews

Sag Harbor House for rent.

Home in Coventry

4.72 out of 5 average rating, 39 reviews

Cabin Love at the Lake

Home in Black Rock

4.96 out of 5 average rating, 84 reviews

Cape on the Water

Home in New London

4.82 out of 5 average rating, 39 reviews

Ocean Beach Family Fun near Mystic!

Home in Westport

5 out of 5 average rating, 17 reviews

Cozy Retreat - Near Shops & Beaches, Pet Friendly!

Home in North Fork

4.91 out of 5 average rating, 101 reviews

North Fork Escape - Walk To Village, Beach, Parks

Home in Mystic

4.99 out of 5 average rating, 84 reviews

The Magnolia House, a Magical Vacation Rental in Mystic CT

Home in Clinton

4.68 out of 5 average rating, 81 reviews

Year-Round Waterview 4 Bds/2Bths, Sleeps 13 Linens

Pet-friendly home rentals with a pool

Home in East Hampton

4.93 out of 5 average rating, 108 reviews

Private & Pristine with Pool and Kid’s Playard

Bungalow in East Hampton

4.93 out of 5 average rating, 107 reviews

East Hampton Ranch with Access to Clearwater Private Beach

Home in East Hampton

4.87 out of 5 average rating, 100 reviews

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

Home in Litchfield

4.82 out of 5 average rating, 105 reviews

The Getaway-HOST & Co.

Home in North Fork

4.94 out of 5 average rating, 33 reviews

Bailey House

Home in Litchfield

4.99 out of 5 average rating, 80 reviews

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

Home in Sag Harbor

4.86 out of 5 average rating, 100 reviews

Sag Harbor Wonder, 3 bedroom 2 Bath & Heated Pool

Home in East Hampton

4.94 out of 5 average rating, 16 reviews

Walk to Water. Stunning Home with Gorgeous Pool & Grounds.

Private, pet-friendly home rentals

Apartment in East Hampton

4.75 out of 5 average rating, 20 reviews

Total Privacy in Springs.

Home in Southbury

4.9 out of 5 average rating, 21 reviews

Cozy Family and Pet friendly 3 br Home

Apartment in Montauk

4.75 out of 5 average rating, 20 reviews

Twin Pond Ocean View 2 Bedroom #4

Cottage in Newtown

4.92 out of 5 average rating, 233 reviews

Private and Serene home close to I-84 and shopping

Guest suite in Groton

4.92 out of 5 average rating, 78 reviews

Heart of Mystic's Historic District

Home in North Fork

4.98 out of 5 average rating, 138 reviews

Secluded Farmhouse - Studio Apartment Style Unit

Cottage in Amagansett

4.93 out of 5 average rating, 89 reviews

Amagansett Dunes Gem

Guest suite in Newtown

4.95 out of 5 average rating, 82 reviews

Light and airy, pet friendly rental in Newtown

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
10 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi

Destinations to explore