
House holiday rentals in Madison
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Top-rated house rentals in Madison
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Popular amenities for Madison house rentals
House rentals with a pool

Comfortable 4 Bed 4 Bath in the Galena Territory!
This is our 2nd time staying at James's beautiful Galena home. James thought of everything. All the kitchen appliances that you need to make your meals. Plenty of room for everyone. James was quick to respond and very helpful. We plan to stay here again.

Peaceful, Cozy Home w/ Club Amenities in Galena.
We had a wonderful stay! The house was stocked with everything we needed. The kids had so much fun with all the toys and games and us adults loved the deck and firepit. It was the perfect place for our family. We saw a bunch of wild turkeys, a few deer and lots of other wild life. Everything was clean, the beds were comfortable and the thoughtful extras were much appreciated. Brittany and Tim were great hosts!

Perfect Location! Owner Club Access, Dog Friendly!
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.

Galena Getaway
Great location. So close to everything. Would definitely stay again!

Modern Home w/Amazing Views, Hot Tub, Game Room
We had such a great time! We took the whole family (10 people) and there was plenty of room. The basement was great for keeping the kids entertained. They were wore out from playing video games, air hockey, basketball, and hot rubbing. The area has beautiful views, and feels very private even though there are houses close buy - which we prefer just in case we would need help. We all wished we could have stayed longer! We highly recommend and will definitely be back!

Spacious Pine Cabin at Island Pointe
Lovely updated cabin among other cabins in resort on Lake Delton. Spent 3 days with my 2 sisters and enjoyed the peaceful surroundings as great getaway from, yet easy to reach Dells attractions. As summer fully starts next week I expect the place will be much busier as it seems a very good family resort with pool and playground for kids. Nice, sandy beach on lake a short walk away. There are stairs to access the cabin from the deck. Use key pad hidden behind upper deck screen/storm door. Lower level has nice extra family room to spread out guests. Bring Duraflame type logs if you’d like to use fireplace. We enjoyed that on a cooler night.

Awesome Lodge in Galena Territory
We had a great stay at the cabin for my brother’s bachelor party weekend. We played 2 golf courses, ate at one of the resort restaurants, and went downtown for dinner one night. It’s a 2 minute drive to the courses and 10 minutes to downtown. Great location that sat on one of the par 4s.

Pools, Hot Tub, Fire tables, dog friendly
This home had everything needed to have a relaxing vacation. Its always difficult to find a nice home that allows pets. We enjoyed morning coffee on the back deck which reminded us of being in a treehouse. We walked our dogs around this peaceful neighborhood while enjoying all the wild flowers. We came home rested and relaxed!
Weekly house rentals

The Yellow Door Guest House-Lower
very cool mid-century decor and filled with everything you might possibly need during your stay. the host was very responsive to messages. I was attending a wedding at Wildwood Cottage and this was an excellent lodging option for me. definitely would recommend to anyone staying in the area who appreciates a vintage vibe.

Nothing Else Like It!
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!

Elsinore II
We stayed as a family of 3, with a preschool child, visiting friends who lived in the area. We loved having plenty of clean, private space for our family. the neighborhood was quiet and peaceful. The beds were comfortable and checkout instructions were simple. Everything was exactly as described and omghe host was friendly and responsive to any questions!

Madison Lakefront Oasis in the Heart of Madison
This is a gem if you like to walk to local restaurant have access to all the stores you need and a need to feel surrounded by nature. The master bedroom was so wonderful with a screen door to leave open at night for fresh air, also a small balcony to view the water from bedroom. We left the outdoor summer lights on the deck that somehow reflected on the ceiling of the master bedroom at night it left a beautiful light pattern, magical place, to see turtles, birds and we saw a heron as we left the house, resting on the dock. Great location and amazing hosts! We had dinner on the grill with music it was simply perfect.- Thanks, again to our hosts! Worth it!

Cozy Place Close To Downtown
Comfortable and spacious home -- nice outdoor areas, including porch and yard. Quiet neighborhood, yet very close to everything in Madison. Great pet-friendly place. Thank you.

Downtown Verona: Cozy Hideaway
Alex’s place was far better then staying at a hotel. We were visiting family and attending a wedding. Perfect location. Alex had everything that we needed. We will defiantly book again. Thank you.

Newly Constructed 1 Bedroom Home near Lake Waubesa
I was at this place with my family for a week and we had a great time staying there. Host Brian is very responsive. Great place to spend your weekends.

Two Private Floors in Secluded Home
I had a fantastic stay a Brian's lovely and spacious home. The setting was beautiful, peaceful, and serene. His house was very clean, spacious, and fully provisioned. Brian was a WAY above average Airbnb host: he was unobtrusive but very responsive, and had the fridge stocked with milk, fresh fruit, artisan bread, wine, etc. He went above and beyond! His home is well located to explore the beauty of the Driftless region of Wisconsin - close to a number of charming towns, good access to state parks and bike trails, and gorgeous scenery. And it was so nice to stay in an Airbnb listing that wasn't owned by some anonymous entity, stocked with only the cheapest and most basic furnishings, but was instead a comfortable home. I highly recommend both the listing and the area!
Private house rentals

Real Christmas Tree Farm! Devil's Lake nearby
We were extremely happy with our stay at Paul and Erika’s Airbnb. They had truly thought of everything with little toiletries supplied for those who may have forgotten them, multiple board games available, wood for bonfires, and a helpful welcome guide. The Christmas Tree Farm was beautiful and at night we were pleasantly surprised by hundreds of fireflies out in the fields. Such a cool experience! The close proximity to the Dells and Devil’s Lake made it the perfect location. The hosts were also very responsive and proactive on the Airbnb app. Highly recommend!

Cottage gem: Spotless, secluded & bring the dog!
Great stay, extremely responsive and accommodating host. We had a great stay.

Coffee with a View
Couldn't have asked for more. Fantastic property and a responsive, friendly host. He even reached out to offer early check-in. We'll be back! From the wife: One of the best stays we’ve had! The host was super responsive—when our kids lost a ball, Kevin showed up with 2 new ones AND chalk. The cabin was spotless, with cozy couches, blackout curtains, comfy beds, & blankets everywhere. We loved the smart fridge for music, strong Wi-Fi, & the heated toilet seat (game changer!). Shower had great pressure, towels were plush & smelled amazing & the AC kept us cool. Porch felt like a villa in Costa Rica, especially in the rain. Early check-in, a generous welcome gift & even dog bags for our pups. Massage chair, grill, and space to spread out—we will DEFINITELY be back again, next time without our crazy children!

1898 Farmhouse on 75 acres - MJ's Farm
We rented this super-clean, charming farmhouse for a UW-Madison graduation weekend. The drive back and forth required some planning, but the manicured grounds and rolling-hill farmland location were peaceful and relaxing. The kitchen had everything we needed, the WiFi was solid, and there was plenty of hot water and towels for everyone. It was a great stay!

The Gathering Place
Ashley’s decor was very cute . Enjoyed our stayed . Location worked great for us we were in town for wedding .

A-Frame Arbor One Block From The Beach!
This home was a true gem! We arrived after dark and were greeted by warm, glowing lights that made the place feel straight out of a storybook. The photos really don’t do it justice—it’s even more charming and inviting in person. The beds were cozy and the reclining couches were perfect for unwinding after busy days. Having a bathroom in each bedroom plus a half bath downstairs was perfect. Daniel was a fantastic host: thoughtful, friendly, and quick to respond to anything we needed. There was plenty of space for all eight of us to gather around the table for meals and game nights. We especially loved the fun touches like the loft room and unique staircase—it gave the home a unique and fun character. If you’re thinking about booking, you won’t regret it!

Beautiful 4000sqft spacious home
The house and grounds were perfect for what we needed. The kids and the dog settled right in. Plenty to do with hot tub, pool table, ping-pong, foosball, etc.

MCM Ranch by Lake & DT Madison
Perfect place for a girls trip! Close to everything, but in a sweet and quiet neighborhood. Would stay at the Jade Jackalope again and again!
Quick stats about house rentals in Madison
Total rentals
330 properties
Total number of reviews
16K reviews
Family-friendly rentals
210 properties are a good fit for families
Pet-friendly rentals
100 properties allow pets
Rentals with dedicated workspaces
200 properties have a dedicated workspace
Wi-Fi availability
330 properties include access to Wi-Fi
Destinations to explore
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- Wilderness Territory
- Kalahari Resorts Wisconsin Dells
- Devil's Lake State Park
- Wild Rock Golf Club
- Noah's Ark Waterpark
- Mt. Olympus Water & Theme Parks
- Mt. Olympus Parks, Outdoor Theme Park
- Chula Vista Resort Water Parks
- Mirror Lake State Park
- Lake Kegonsa State Park
- Yellowstone Lake State Park
- Cabin 857-1- Christmas Mountain Village
- Devil's Head Resort
- Tyrol Basin
- Henry Vilas Zoo
- Tom Foolerys Adventure Park
- Wisconsin State Capitol
- Kalahari Indoor Water Park
- Lost World Water Park
- Mt. Olympus Parks, Parthenon Indoor Theme Park
- Cascade Mountain
- Alligator Alley
- Klondike Kavern Water Park
- University Ridge Golf Course