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Pet-friendly holiday rentals in Madison

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Madison pet-friendly home rentals

Pet-friendly house rentals

Top guest favourite
Home in Sun Prairie
4.96 out of 5 average rating, 101 reviews

Nothing Else Like It!

MaryjaneRating, 5 stars3 weeks ago
We spent the weekend here and enjoyed the house, especially our time hanging out in the yard and on the back deck! The house was very clean and thoughtfully prepared for guests. We appreciated the blackout shades, comfortable beds, and relaxing vibe. And having a garage space was very convenient!
Guest favourite
Home in Madison
4.96 out of 5 average rating, 196 reviews

Great location near the lake/bike loop!

KimRating, 5 stars2 weeks ago
One of the things I really appreciated was how proactive Mark was in his communications. He reached out before, during and at the end of our stay. We enjoyed the comfortable beds, the well-stocked kitchen and grilling out on the patio. We also appreciated having a queen in each bedroom. Mark gave us some good recommendations for nearby restaurants. The house was conveniently located and the neighborhood felt very safe. Would definitely recommend!
Guest favourite
Home in Poynette
4.92 out of 5 average rating, 189 reviews

Island View Hideaway-Peaceful, On Water, Sandbars!

SandyRating, 5 stars1 month ago
Beautiful spot to relax, close to great hiking trails. The home was comfy and had some thoughtful extras.
Guest favourite
Home in Janesville
5 out of 5 average rating, 134 reviews

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

LuisaRating, 5 stars1 week ago
We found it to be a comfortable and pleasant place, we will return again with my family. It's a very quiet place, I definitely recommend it :)
Top guest favourite
Home in East Troy
4.98 out of 5 average rating, 103 reviews

Lakeside Getaway

RebeccaRating, 5 stars3 weeks ago
We had a great stay at Lexi’s place. The view is great and the house had everything we needed to make ourselves at home for the week. We would definitely stay here again when we are in the area.
Superhost
Home in Lake Geneva
4.85 out of 5 average rating, 232 reviews

3BR Home w/ Hot Tub 1.5 blocks from Lake Como

NicoleRating, 5 stars2 months ago
Great place by the lake. Close to Chicago for a day trip and great restaurants nearby. The home was well equipped with what we needed and the hot tub was a perfect temperature for the chilly evenings. Zan was a responsive host and we had no issues throughout our stay. The beds and couches were comfy and clean. Would definitely stay again.
Top guest favourite
Home in Woodstock
4.95 out of 5 average rating, 190 reviews

The Tailor House: 2BR w/ Hot Tub near Woodstock Sq

MeirRating, 5 stars4 days ago
Great stay! House has a ton of character, private hot tub was lovely! Well stocked and comfortable! Will definitely come again next time we’re looking to get away!
Guest favourite
Home in Edgerton
4.92 out of 5 average rating, 121 reviews

Fun Lake Kosh Private Pier, Decks, Fire Pit, Grill

JoeyRating, 5 stars1 month ago
Wonderful home for a big family or group! Lots to do (if you’re not already busy!). The home has everything you need to rest, relax, and make killer meals. Madison is a quick 30 minute drive away as well. Highly recommend.

Pet-friendly home rentals with a pool

Top guest favourite
Cabin in Galena
4.98 out of 5 average rating, 117 reviews

Family Fun! Hot Tub•Fire Pit•Game Room•3 Kings!

VincentRating, 5 stars1 week ago
Beautiful, thoughtfully designed and appointed home. Loved the 3 season screened-in porch with the woods and ravine behind it. Master bed might be the most comfortable I’ve slept in at any rented property. Host was responsive and helpful and instructions were clear. Highly recommended.
Guest favourite
Home in Galena
4.92 out of 5 average rating, 101 reviews

Perfect Location! Owner Club Access, Dog Friendly!

TaewonRating, 5 stars2 weeks ago
Our family—including me, my wife, our daughter, and our puppy—had a wonderful time. Ginger was very kind and provided detailed information, including how to use the amenities like the swimming pools. The property was clean, cozy, and conveniently located near downtown, where we had a great time exploring. We’d definitely recommend this place to any family and would love to return on our next trip to Galena.
Guest favourite
Home in Galena
4.93 out of 5 average rating, 199 reviews

Galena Getaway

JoshRating, 5 stars1 week ago
Very accommodating and family friendly place. Our family enjoyed being outside every free minute we had.
Top guest favourite
Home in Galena
4.97 out of 5 average rating, 145 reviews

Pools, Hot Tub, Fire tables, dog friendly

KimberlyRating, 5 stars1 week ago
We had a wonderful stay! Doreen was always in communication making sure we had everything we needed. Our family of 5 was looking to getaway for a few days and this was a great place for it! The home was clean and cozy with lots of thoughtful touches throughout to make us feel welcome. We got to enjoy the amenities at the club house, and were just close enough to town to enjoy the restaurants and shops. My kids want to come back already!
Guest favourite
Home in Galena
4.94 out of 5 average rating, 135 reviews

Family-Friendly Wooded Retreat- 3 Ensuite Bedrooms

NicoleRating, 5 stars1 month ago
Joel’s place was absolutely beautiful! It was secluded and peaceful but also very close to down town. I loved drinking my coffee outside in the mornings it was so peaceful! I’d recommend Joel’s air bnb to anyone wanting to travel to galena. I’d go back in a heartbeat! Joel was a great host. He gave us all the information and checked In on us throughout our stay. We had a great time!
Guest favourite
Holiday home in Galena
4.96 out of 5 average rating, 111 reviews

Aspen House - A Private Quiet Getaway In Nature

CecileRating, 5 stars1 week ago
We loved that it had four bathrooms. It's very quiet. The surroundings are beautiful and natural. We liked that it's not too close to downtown Galena and all that commotion. Our dog was right at home, too. ;⁠-⁠)
Guest favourite
Cabin in Lake Geneva
4.85 out of 5 average rating, 110 reviews

Luxury Log Cabin retreat home

AndrewRating, 5 stars1 month ago
Debbie was very communicative before and during our stay. The property has plenty of yard room for outdoor activities and we loved that we didn’t feel stacked up against a bunch of other houses. The driveway can accommodate a group of cars and we loved the reclining couch in the basement. I’d highly recommend this property.
Guest favourite
Townhouse in Galena
4.98 out of 5 average rating, 112 reviews

Farmhouse Chic|Fireplace|View|Peloton|Near Town

KatyRating, 5 stars3 weeks ago
It was a great stay!

Private, pet-friendly home rentals

Guest favourite
Guest suite in Verona
4.96 out of 5 average rating, 93 reviews

Peaceful Guest Suite at The Retreat

AmandaRating, 5 stars1 month ago
Liz was very responsive and very kind. She made the space feel cozy and relaxing. She was incredibly nice and checked in throughout our stay. The detail and thought put into the Airbnb made our time there memorable and relaxing, including extras for our dog staying with us. I would highly recommend this space for anyone coming to the area.
Top guest favourite
Guest house in Stockton
4.98 out of 5 average rating, 363 reviews

Highview Country Escape - Cozy Cabin with a view

RafalRating, 5 stars1 month ago
We had a fantastic stay at this beautiful property nestled on a hill in the middle of nature. The location is peaceful and scenic—perfect for a relaxing getaway. Our dogs absolutely loved the wide open space to run and explore, which made the trip even more special. One of the highlights was the lovely pond on the property, full of fish and a great spot to sit by and enjoy the surroundings. Highly recommend this place for nature lovers and pet owners alike!
Guest favourite
Townhouse in Sun Prairie
4.98 out of 5 average rating, 101 reviews

Prime Time - 3 Bedroom with Fireplace! Sleeps 12

SierraRating, 5 stars6 days ago
Great stay! Love how walkable the location was for a nice walking moment in the morning. Felt comfortable for the amount of people too.
Guest favourite
Guest house in Spring Green
4.95 out of 5 average rating, 115 reviews

Teacher’s Lounge

KimRating, 5 stars6 days ago
LOVED this place!! The garden outside is spectacular. Daisy the dog is a sweet greeter, and Aaron was super friendly and helpful. We love the Spring Green area, and this location could not be more perfect. The space is spotless, comfy, quiet, and looks exactly like the pictures. We will be back the next time we come to see a show at APT!! Thank you for your kind hospitality.
Superhost
Apartment in Madison
4.75 out of 5 average rating, 540 reviews

Waterfront Condo 2Blocks to Capital GREAT Location

MallikaRating, 5 stars2 days ago
Chris's condo by the lake was the perfect summer retreat! Beautiful view from the balcony, nice kitchen, perfect breakfast table and a little work table, comfortable couch, and just walking distance to the lake! I loved the decor and it just created a really relaxing summer lake vibe! Everything I needed was there!
Guest favourite
Flat in Albany
4.94 out of 5 average rating, 188 reviews

Sugar River Hideaway

AngelaRating, 5 stars6 days ago
The place ended up better then we expected, the pictures don’t quite so it justice. It was extremely clean and comfortable. Despite being on a street surrounded by businesses and bars it was nice and quiet. It was about a 20 minute drive to New Glarus.
Guest favourite
Flat in New Glarus
4.88 out of 5 average rating, 119 reviews

Nördlich Chalet - Trail-side, 1 Bdrm in New Glarus

KathyRating, 5 stars3 weeks ago
Loved our stay! Great location! Wonderful living space, bath and bedroom! Very comfortable bed, and we loved the little kitchen. And pet friendly was very much appreciated! Will stay again!
Guest favourite
Guest suite in Madison
4.94 out of 5 average rating, 236 reviews

Private garden level flat in brand new house

AaronRating, 5 stars6 days ago
This little spot was absolutely perfect for us— right in the center of town and walkable to many things. Everything was clean and comfortable and the unit served us well during our weekend. Jennifer was very generous, kind, and helpful. We’ll be back!

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

Destinations to explore

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  5. Madison
  6. Pet-friendly rentals