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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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Home in Lake Geneva

4.88 out of 5 average rating, 103 reviews

Celebrate the holidays at Our Sweet Retreat

Our Sweet Retreat is your home for the holiday. Sweetly decorated, all it needs is you. Come spend the weekend with friends and family or celebrate the holiday festivities. Lake Geneva has something for everyone. From Santa cruises, and shopping, to bars and restaurants our home is located in the lake como community a short drive from downtown lake Geneva Stay at home and cozy up by our gas fireplace and watch your favorite movie or start a cookie baking tradition. We have what you need.

Guest favourite

Home in Galena

4.97 out of 5 average rating, 122 reviews

Open for Summer Reservations-Hot Tub-Dog friendly

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 Galena

4.89 out of 5 average rating, 120 reviews

Cozy Retreat | Hot Tub | Firepit | Dog-friendly

New for 2024 - Golf Packages -- inquire for(e) more details! 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

Guest suite in Madison

4.98 out of 5 average rating, 593 reviews

DT+Bikes+Pvt Suite+Jacuzzi+Parking+Near Campus

Located in a unique pocket of DT, across from Brittingham Park, Monona Bay, Brittingham Boat Rental & a bike/walking path. You will love our welcoming neighborhood! We are a short walk from UW-Madison, Hospitals, State Street & the Capitol. We have a friendly dog, Bella, who stay upstairs, but you could see her wandering outside. We have been inspected and are licensed with the city. ZTRHP1-2020-00027. Ask us about the availability of high-quality mid-drive ebikes to use during your stay!

Guest favourite

Home in McFarland

4.84 out of 5 average rating, 115 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

Townhouse in Galena

4.98 out of 5 average rating, 101 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.

Guest favourite

Home in Janesville

5 out of 5 average rating, 129 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

Home in Lake Geneva

5 out of 5 average rating, 10 reviews

Charming, Pet-Friendly Lake Retreat

Escape to our charming Lake Geneva retreat, perfect for up to 6 guests and their furry friends! With two cozy queen bedrooms, a sleeper sofa, and all the modern amenities you need, this home offers the perfect blend of relaxation and convenience. Unwind in the backyard around the outdoor firepit or explore the nearby attractions, just 5 minutes away—beaches, dining, and local bars await. Whether you're cruising Lake Geneva, zip-lining, or enjoying the outdoors, this retreat has it all!

Guest favourite

Home in Delavan

4.89 out of 5 average rating, 104 reviews

Victorian in Delavan, near Lake Geneva & Alpine

Family & friends will be close to all Delavan offers staying at this beautiful historical 1901 Victorian home. One block from charming brick-paved downtown Delavan, you'll have shopping, music, parks & great restaurants at your fingertips! Your private gazebo w/ fireplace provides an ideal retreat, while the bandstand livens things up across the street! Playgrounds, sledding hill, beach, lake & arboretums are all within 4 blocks; skiing & Lake Geneva are just a 15-minute drive away!

Home in Wonder Lake

4.9 out of 5 average rating, 10 reviews

Just Off The Lake Comfort

Take it easy at this delightful and tranquil freshly rehabbed 2 bed 1 bath getaway. Need a long weekend, visit family, extended stay for work, or travel nursing commitment? Excellent hospitals nearby, a beach at the end of the block, seasonal boat, canoe, and paddle boards available to rent & local activities await you. Our home is very clean & quiet. Large (50% fenced) yard. Streets are lit with no sidewalks. Pre-approved pets are welcome. Additional shedding pet cleaning fee $50.

Guest favourite

Home in Lake Geneva

4.95 out of 5 average rating, 58 reviews

Pet friendly, fenced in yard, % donated to rescue

Ohana means family. Family means no one gets left behind. Welcome to Wonder Paws! A place for you and your pets to escape the ruff work week and get some much-needed time away. We welcome all pets and people. Our nautical themed house has something for everyone. Conveniently located just 2 blocks from Lake Como, and 10 minutes from downtown Lake Geneva. Our house is able to accommodate 10 adults with 2 full bathrooms. A percentage of each stay will be donated to an animal rescue.

Townhouse in Galena

4.86 out of 5 average rating, 132 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

Holiday rentals for every style

Get the amount of space that is right for you

Flats

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space that's all yours, with room for everyone

Popular amenities for Madison pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

Guest favourite

Home in Middleton

4.92 out of 5 average rating, 38 reviews

Sunny contemporary home with pool close to all

Guest favourite

Home in Baraboo

4.9 out of 5 average rating, 107 reviews

Wild Rose Ranch Guest house

Guest favourite

Home in Roscoe

5 out of 5 average rating, 49 reviews

S & H Farm & Charm

Guest favourite

Home in Blanchardville

4.82 out of 5 average rating, 17 reviews

Coffee with Buddy

Guest favourite

Home in Wales

4.95 out of 5 average rating, 120 reviews

Charming, Updated and Historic

Guest favourite

Home in Edgerton

4.93 out of 5 average rating, 111 reviews

Sweet beach front on Lake Koshkonong w/large house

Home in Williams Bay

4.77 out of 5 average rating, 48 reviews

Family and pet friendly Home in Williams Bay

Home in Lake Geneva

4.73 out of 5 average rating, 11 reviews

Your Cozy Lockwood Lodge Awaits! Pet Friendly

Pet-friendly home rentals with a pool

Guest favourite

Cabin in Galena

5 out of 5 average rating, 138 reviews

Hot tub, Wood Fireplace, Firepit, Pool, Axe throw,

Guest favourite

Townhouse in Galena

4.93 out of 5 average rating, 14 reviews

Townhome - Indoor Pool, Arcade, Hiking, Skiing

Guest favourite

Home in Galena

4.93 out of 5 average rating, 195 reviews

Galena Getaway

Apartment in Fontana-on-Geneva Lake

4.78 out of 5 average rating, 179 reviews

FUN-tana All Year Round Abbey Springs Fontana WI

Guest favourite

Home in Galena

4.92 out of 5 average rating, 91 reviews

The Getaway Place-Carefree, Fun & Pet Friendly

Guest favourite

Home in Genoa City

5 out of 5 average rating, 51 reviews

Winterful Life: Relax & Ski near Lake Geneva

Guest favourite

Townhouse in Galena

4.97 out of 5 average rating, 124 reviews

Close to Ski & Game Room! Close to all amenities

Guest favourite

Villa in Ringwood

4.89 out of 5 average rating, 150 reviews

Living the High Life Pool House

Private, pet-friendly home rentals

Guest favourite

Yurt in Cambridge

4.98 out of 5 average rating, 170 reviews

YurtSimple

Guest favourite

Bungalow in Lake Geneva

5 out of 5 average rating, 56 reviews

Cozy Lakeside Retreat. Dog Friendly!

Guest favourite

Guest house in Stoughton

4.94 out of 5 average rating, 356 reviews

Country cabin, birders paradise.

Guest favourite

Flat in DeForest

4.98 out of 5 average rating, 49 reviews

Children and pet friendly. 25 minutes to capital

Guest favourite

Apartment in Galena

5 out of 5 average rating, 13 reviews

#Dog Friendly# Fireplace, King Bed, Access to Poo

Townhouse in Fitchburg

4.8 out of 5 average rating, 212 reviews

Clean, quiet & family-friendly Townhouse-14 people

Guest favourite

Home in Madison

4.78 out of 5 average rating, 9 reviews

Sunny Fresh Private - Entire Madison Home

Guest favourite

Cabin in Wisconsin Dells

5 out of 5 average rating, 32 reviews

Rustic Cabin @ Sandstone Rustic Retreat

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

Total rentals
210 properties
Total number of reviews
16K reviews
Family-friendly rentals
100 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
140 properties have a dedicated workspace
Wifi availability
210 properties include access to wifi

Destinations to explore