
Pet-friendly holiday rentals in Madison
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Top-rated pet-friendly home rentals in Madison
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Pet-friendly house rentals

House on water! Near UW, Capital & Alliant Center
A comfortable stay in a great neighborhood of charming older homes with an amazing view of the lake. Since we were there in the colder season, we were not able to enjoy the lake access and water activities. our host Douglas was very responsive and had detailed helpful instructions.

The orchard
Really enjoyed our stay in this home! Only 30 minutes from Madison and Lake Mills is a cute town in its own right. Kitchen is well stocked!

Wild Rose Ranch Guest house
The house was very spacious for our family of 6. We loved the location, view, and short drive to everything we wanted to do.

Entire House Janesville Wi
Was in town for a comedy festival. This spot was a great location and was in a quiet peaceful area while still being close to everything we wanted to do. Instructions for check in/check out were super easy to follow. Very comfortable stay!

S & H Farm & Charm
We absolutely loved the home! With 4 smaller kids, it was the perfect setup for them wear themselves out. They were able to ride their bikes, play with the animals and fly kites. The dogs were also able to run free in the pasture and wear themselvesout. The location was great for biking or walking on the trail and great for walking to great local ice cream. Great place for a relaxing few days!

Coffee with a View
We travel a lot and this is one of the best Air BnB's we've ever stayed at. This house is equipped with literally everything. It is very clean and well kept. There are thoughtful touches like soft sheets, nice bath products, blackout shades, games, and local recommendations. On top of that (and much more) there are also surprise luxury touches like heated toilet seats and floors. This house is so comfortable and feel like home. It is very close to Main Street, where we enjoyed going to a few different bars and restaurants. This would be the perfect place for a large family, several couples, or a group of friends.

Charming, Updated and Historic
Really cool home. Easy check in and Jay was always quick to respond to any messages.

Lake Geneva cottage with private beach access
We had a wonderful stay at Jennifer’s place! It was a beautiful house with plenty of space for our group. Not to mention it was a stone’s throw away from the lake! We also had some personal issues that caused us to be a bit behind on checkout, and we appreciated Jennifer and Angela’s understanding.
Pet-friendly home rentals with a pool

Villa @ Chula Vista Resort w/FREE Waterpark Passes
Eric was super helpful and quickly responded to my questions. The place was even nicer than the pictures. Very spacious, comfortable and clean. The waterpark was great and the kids had a blast. I loved being in the Villas. We still had all of the amenities of being at the hotel but without the crowds. it was really nice to have our own parking lot. We're looking forward to staying at Eric's place again sometime soon!

Chula Vista Resort Condo
This stay was just what our little family needed. It was very spacious which made it so nice fire everyone to feel like they had enough room.

Kettle 2BR Cabin on 15 lush acres w pool and lake
Noam was very communicative and friendly. His cabin was cozy and everything I wanted. He had disc golf on the property as well as a beautiful private lake. We will definitely be back next year and highly recommend this spot!

FUN-tana All Year Round Abbey Springs Fontana WI
Joan's daughter, Rebekah, communicated directly with me through the Airbnb app. She provided detailed check-in instructions, a phone number to contact her, etc. It seems Rebekah lives in Hawaii so please keep note of that for response times, etc. The house was comfortable, very clean, and well-appointed. Joan and Rebekah have a beautiful collection of original art, artifacts, etc. so please keep that in mind if you are bringing small children to the home. Please note that the 1st floor bedroom has a king bed and full bathroom; and the lower level has 2 twin beds in the open area, 1 full bed and 1 twin bed in the first bedroom, and 1 full bed and 1 futon in the second bedroom (including a full laundry and utility room in a closed room).

May the Forest Be With You @ Spring Brook Resort
My friends and I had a great time at Spring Brook! They were super responsive and flexible, thanks so much for a great vacation :)

Sunset retreat. Pool n hottub and tubing river.
Johnathan is one of the best host I had this far. He went above and beyond trying to help watch UFC 314.

Dells Suite - Sleeps 6 - Dog-Friendly
Host was always responsive. We went for a quick weekend getaway and our place was clean, well stocked, and quite cozy! Hopefully get to go back soon!

Relaxing Four Season Getaway near Lake Geneva
We were genuinely surprised to find a place in this location so close to the relatives we were visiting. Genoa City is not exactly the hotspot on the border! The neighborhood was quiet and friendly, but no overly inquisitive citizens. Property was perfect for our requirements, with the fenced in back yard that allowed us to let our pet out whenever without having to use a leash. Nice personal welcoming touches were unexpected and truly appreciated, since we arrived late and weren't able to do any shopping before hand. Beds were comfortable and spaced throughout the second floor, with expansion in the lower basement if necessary for bigger families, especially those with older children. School immediately across the street is great for spontaneous recreation of all types if you have the equipment. Our dog has not had the opportunity to enjoy such a large open space for quite some time and it was great to wear him out for the evening prior to bedtime. Abundant TVs throughout the home!
Private, pet-friendly home rentals

Pet-Friendly Industrial 2 Bedroom Near UWW Campus!
Wonderful stay with comfortable beds, great communication, Tea/coffee for the morning, new everything, and really clean. We appreciated Ben's responsiveness and that he went above and beyond to accommodate us for our 3 night stay. It is right near the U of W - Whitewater but quiet in the apartment. There was only some noise at night upstairs one of the nights. However, a quick text to Ben and he worked with them to get it quiet again. SO appreciated this stay and Ben's hosting skills! THANK YOU!

Sunny Lakeside Retreat. Dog Friendly!
The little blue bungalow was the perfect getaway for a weekend! We are new to the Midwest and enjoyed a snowy picturesque weekend at Chelsea and Cale’s awesome place. Very cute decor, environmentally friendly, lovely hosts and great location. We’ll have to come back in the summer sometime!

McG Resorts Chic Chalet
Joleen was a great host - very clear communication, easy check-in and check-out, and the home was beautifully decorated. Would recommend staying here to anyone visiting Monroe - we will be back for sure!

Children and pet friendly. 25 minutes to capital
Our stay at Tricia's was wonderful. We came into town, with our dog, to visit our son at school. The rooms were very clean and comfortable. Check-in was convenient and Tricia was quick to respond if we needed anything. The neighborhood was very nice with a park and a few restaurants in walking distance. There was a short drive to campus which allowed us to pick up our son and bring him back to hang out. We all enjoyed ourselves and Tricia made it feel like home. We have already recommended a stay here to our family and will not hesitate to book again. Deanna and Tony Wirick

Cozy Lakeside Cabin on Lake Koshkonong
This place was amazing, what an incredible view. Thank you so much for sharing your space. Erica’s place had everything you’ll need to have a great time with family and friends. I will definitely be back soon.

Sunny Fresh Private - Entire Madison Home
Home was cute as a button and very comfortable. Great stay!

Rustic Cabin @ Sandstone Rustic Retreat
Highly recommend! Beautiful, seclusive area with endless activities for all to enjoy minutes from the Dells. Pet friendly too! If you are looking to do outdoor adventuring stop scrolling, this is your place! Easy drive to hike Devil's lake.

Cozy Cottage in Baraboo Bluffs
We very much enjoyed our stay at Granny's cottage. We went skiing at Devil's Head for the weekend and this place was the perfect place to stay! (Especially after reading the online reviews about the Devil's Head hotel/lodging...yikes!!). This place has everything you could possibly need, and then some. I would definitely recommend staying here to anyone looking for a simple, peaceful, country getaway! Gretchen was very clear and upfront with her communication, and always very responsive to any questions we had. She does have a lot of "rules" but none of them are hard to follow as long as you are a semi-decent human being.
Quick stats about holiday rentals that are pet-friendly in Madison
Total rentals
240 properties
Total number of reviews
16K reviews
Family-friendly rentals
120 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
160 properties have a dedicated workspace
Wifi availability
240 properties include access to wifi
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- Wilderness Territory
- Chula Vista Resort Water Parks
- Wild Rock Golf Club
- Kalahari Resorts Wisconsin Dells
- Devil's Lake State Park
- Devil's Head Resort
- Noah's Ark Waterpark
- Lake Kegonsa State Park
- Mirror Lake State Park
- Mt. Olympus Parks, Outdoor Theme Park
- Henry Vilas Zoo
- Yellowstone Lake State Park
- Lost World Water Park
- Mt. Olympus Water & Theme Parks
- Mt. Olympus Parks, Parthenon Indoor Theme Park
- Cabin 857-1- Christmas Mountain Village
- Cascade Mountain
- Wisconsin State Capitol
- Tom Foolerys Adventure Park
- University Ridge Golf Course
- Tyrol Basin
- Kalahari Indoor Water Park
- Wild West water park
- Klondike Kavern Water Park