Pet-friendly holiday 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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Superhost

Home in Lake Geneva

5 out of 5 average rating, 10 reviews

Charming, Pet-Friendly Lake Retreat

Escape to our cozy, pet-friendly retreat just minutes from the heart of Lake Geneva! Comfortably sleeping 6 guests, our charming getaway features two serene queen bedrooms, a plush sleeper sofa, and all the modern comforts you could need. Sip coffee on the sunny deck, roast marshmallows by the outdoor firepit, or explore nearby beaches, shops, and restaurants—just a 5-minute drive away. Whether you're cruising the lake, zip-lining through the trees, or simply relaxing in the backyard with your p

Top Guest favourite

Home in Galena

4.97 out of 5 average rating, 136 reviews

Hot Tub-Dog friendly-fire tables-pools

Step into Rolling Hills Retreat, a sanctuary from the everyday bustle! Our dog-friendly rental offers breathtaking views and numerous amenities for your pleasure and relaxation. Enjoy a swim in the indoor or outdoor pool, and discover a variety of amenities that promise an unforgettable stay. *Pickle Ball *Basketball *Pool Tables *Hiking Trails *Workout Room *Tennis Courts *Brand new (June 2024) Marina with boat rental (additional charge) *Ping Pong tables *Arcade *Scenic Waterfall *Kayaking

Guest favourite

Home in Rockford

4.91 out of 5 average rating, 156 reviews

Location+History+Art+Arcade = FUN

ARTISTIC GEM IN THE HEART OF DOWNTOWN RIVER DISTRICT! This unique home is former 1930s gas station designed for entertaining and imagining. It is not just a rental; it’s an experience. Dream kitchen w/concrete countertops & steel island. Exceptional walkability: 1 block to main St; riverfront, farmers market, restaurants, brewery, paths & more! Loads of charm w/skylit ceiling, exposed brick/ductwork, custom mosaic shower, fenced patios. 412 game arcade, painting easel & NEW fireman's pole/loft!

Guest favourite

Home in Lake Geneva

4.89 out of 5 average rating, 107 reviews

Our Sweet Retreat is waiting for you

Come spend the weekend with friends and family or celebrate the winter festivities. Lake Geneva has something for everyone. Our Sweet Retreat is close to three ski resorts, sledding for the kids, and is a short drive to downtown Lake Geneva. Tons of bars and restaurants to enjoy and explore . After enjoying your day, come home a cozy up by our fireplace. Enjoy a glass of wine or games with friends and family, we have a quaint retreat to unwind and relax. We’re just waiting for you!

Superhost

Guest suite in Poynette

4.9 out of 5 average rating, 117 reviews

Lake Wisconsin 2BR* GreatHiking nearby -Water View

Come to relax, hike, or simply enjoy nature. It's located at the eastern tip of Lake Wisconsin. It is a clean space that is great for families. Enjoy the amenities of having a fully furnished home with some of the best views in Wisconsin. Great location that is nearly equidistant to Madison, the Dells & Devil's Lake. It's a great hub for hiking with the following all within 15 - 35 minutes: Devil's Lake, Parfrey's Glen, Gibralter Rock (ice age tr), Mackenzie Center, Lodi Marsh & Mirror Lake.

Guest favourite

Home in McFarland

4.85 out of 5 average rating, 127 reviews

The little Green Birdhouse-McFarland/Monona

Adorable tiny house located just 1/2 block to Lake Waubesa with public lake access. It's a 1/2 mile walk to the Yahara bike path, access to the Capital City bike path and into downtown Madison. Spacious, open living room. A brand new kitchen with butcher block countertops. One bedroom with an attached full bath. Laminate hardwood floors throughout. 2 car parking pad. Large backyard with a firepit, brand new fence, and a nice view of the lake. The neighborhood is quiet and welcoming.

Guest favourite

Home in Galena

4.89 out of 5 average rating, 125 reviews

Cozy Retreat | Hot Tub | Firepit | Dog-friendly

Golfer? Inquire for(e) for details on our Golf Packages. Welcome to The Nest, a beautifully updated and dog-friendly home in The Galena Territory. This spacious home features 3 BR & 3 full bathrooms all on different levels, each with a Smart TV. Enjoy the large kitchen and dining room, multiple patios, & two cozy living rooms with fireplaces. Soak in the hot tub after a long day of adventures in Galena. The Nest has a max occupancy of 8 guests. Access to Owner's Club amenities included.

Guest favourite

Cabin in Fort Atkinson

4.88 out of 5 average rating, 106 reviews

Cozy Lake Cottage With The Best View & Pontoon!

Location, Location, Location! Incredible views! Retreat to this cozy Lake Koshkonong cottage with vaulted ceiling and southern exposure. Enjoy spectacular sunsets and views of the 10,000 acre lake from the north shore. Fish, hunt, boat, ski, swim, snowmobile, or simply soak up the sun and take in the view from this quiet retreat on a dead-end street. Fresh paint, bedding, and furniture make this little gem very comfortable. Great Walleye ice fishing right in front of this property!

Guest favourite

Townhouse in Galena

4.98 out of 5 average rating, 107 reviews

Farmhouse Chic|Fireplace|View|Peloton|Near Town

Are you searching for a serene and idyllic countryside escape in a winter wonderland? Look no further. Our elegantly appointed farmhouse-inspired townhome is located in the picturesque Galena Territory, boasting an array of amenities such as indoor/outdoor swimming pools, a fitness center, game room, tennis courts, 20+ miles of hiking trails, a private lake and more. Surrounded by verdant hills, the home offers a peaceful retreat while being only 20 min from Chestnut Mountain Ski Resort.

Top Guest favourite

Home in Janesville

5 out of 5 average rating, 131 reviews

Fully Renovated 2BR 1BA Gorgeous Exec Home #8ma-R

Enjoy your stay in Janesville, WI in this fully renovated two-bedroom cozy executive home Professionally Managed by Kevin Bush! The location is central to dining, shopping, and popular Janesville spots like the Rotary Botanical Gardens. This home will truly feel like your home away from home. Located just minutes from I39 giving you easy access for day trips to Madison, Milwaukee, Chicago, and surrounding. Please check out our listing on St. George Lane for more dates. Kevin, Host

Superhost

Townhouse in Galena

4.84 out of 5 average rating, 135 reviews

131 Plum Cove - 3 Beds, 3 Baths, Sleeps 8

If you're looking for a relaxing retreat with a seasonal water view and unlimited bird watching, look no further! This 3 bedroom (upstairs is a loft), 3 full bathroom, pet friendly townhouse can sleep 8+! Located in the Galena Territories, just 15 minutes from town. *Owner’s Club Access (pool, fitness center, bball courts, tennis courts, and more!) *Lake lookout site *Paved walking paths *2 decks *3 king beds *1 bed & bath per floor *PET FRIENDLY

Superhost

Home in Poynette

4.85 out of 5 average rating, 262 reviews

Quietwater-Peaceful, On Water, Nature, Sandbars!

Hot Tub on deck with sunset and water view! Enjoy the beauty of nature on the Wisconsin River and Lake Wisconsin in this rustic, yet cozy river/lake cottage. Conveniently located on the Lake Wisconsin waterfront between Madison and the Wisconsin Dells, just 1.5 hours from Milw and 3 hours from Chicago. Peaceful with GREAT VIEWS ACROSS THE WATER! We are pet friendly for well behaved dogs with a $25/night pet fee per dog.