House holiday rentals in Madison

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Popular amenities for Madison house rentals

House rentals with a pool

Top Guest favourite
Home in Galena
4.96 out of 5 average rating, 283 reviews

Comfortable 4 Bed 4 Bath in the Galena Territory!

AnitaRating, 5 stars2 days ago
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.
Guest favourite
Home in Galena
4.95 out of 5 average rating, 244 reviews

Peaceful, Cozy Home w/ Club Amenities in Galena.

KellyRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Galena
4.92 out of 5 average rating, 101 reviews

Perfect Location! Owner Club Access, Dog Friendly!

TaewonRating, 5 stars3 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, 200 reviews

Galena Getaway

ChrisRating, 5 stars1 week ago
Great location. So close to everything. Would definitely stay again!
Guest favourite
Home in Galena
4.89 out of 5 average rating, 121 reviews

Modern Home w/Amazing Views, Hot Tub, Game Room

RobinRating, 5 stars2 months ago
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!
Superhost
Home in Wisconsin Dells
4.88 out of 5 average rating, 217 reviews

Spacious Pine Cabin at Island Pointe

MarjorieRating, 5 stars1 week ago
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.
Top Guest favourite
Home in Galena
4.94 out of 5 average rating, 150 reviews

Awesome Lodge in Galena Territory

TaylorRating, 5 stars2 weeks ago
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.
Top Guest favourite
Home in Galena
4.97 out of 5 average rating, 147 reviews

Pools, Hot Tub, Fire tables, dog friendly

JenniferRating, 5 stars1 day ago
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

Top Guest favourite
Home in Lake Mills
5 out of 5 average rating, 22 reviews

The Yellow Door Guest House-Lower

CassieRating, 5 stars2 weeks ago
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.
Top Guest favourite
Home in Sun Prairie
4.96 out of 5 average rating, 101 reviews

Nothing Else Like It!

MaryjaneRating, 5 stars4 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
4.88 out of 5 average rating, 32 reviews

Elsinore II

AnnaRating, 5 stars1 week ago
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!
Guest favourite
Home in Monona
4.93 out of 5 average rating, 89 reviews

Madison Lakefront Oasis in the Heart of Madison

JacquelineRating, 5 stars3 weeks ago
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!
Superhost
Home in Madison
4.74 out of 5 average rating, 31 reviews

Cozy Place Close To Downtown

AndrewRating, 5 stars2 weeks ago
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.
Guest favourite
Home in Verona
4.94 out of 5 average rating, 18 reviews

Downtown Verona: Cozy Hideaway

MichelleRating, 5 stars3 weeks ago
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.
Guest favourite
Home in McFarland
4.96 out of 5 average rating, 28 reviews

Newly Constructed 1 Bedroom Home near Lake Waubesa

Srija ReddyRating, 5 stars1 month ago
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.
Top Guest favourite
Home in Dodgeville
4.98 out of 5 average rating, 57 reviews

Two Private Floors in Secluded Home

KathrynRating, 5 stars1 day ago
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

Top Guest favourite
Home in Merrimac
4.98 out of 5 average rating, 101 reviews

Real Christmas Tree Farm! Devil's Lake nearby

ErinRating, 5 stars2 days ago
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!
Top Guest favourite
Home in Madison
4.98 out of 5 average rating, 62 reviews

Cottage gem: Spotless, secluded & bring the dog!

AmeliaRating, 5 stars3 weeks ago
Great stay, extremely responsive and accommodating host. We had a great stay.
Top Guest favourite
Home in Blanchardville
4.93 out of 5 average rating, 41 reviews

Coffee with a View

JasonRating, 5 stars6 days ago
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!
Guest favourite
Home in Marshall
4.96 out of 5 average rating, 92 reviews

1898 Farmhouse on 75 acres - MJ's Farm

KevinRating, 5 stars1 month ago
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!
Superhost
Home in Sun Prairie
4.88 out of 5 average rating, 72 reviews

The Gathering Place

VickieRating, 5 stars2 days ago
Ashley’s decor was very cute . Enjoyed our stayed . Location worked great for us we were in town for wedding .
Guest favourite
Home in Madison
4.93 out of 5 average rating, 41 reviews

A-Frame Arbor One Block From The Beach!

NickRating, 5 stars6 days ago
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!
Superhost
Home in Verona
4.89 out of 5 average rating, 38 reviews

Beautiful 4000sqft spacious home

RichardRating, 5 stars4 days ago
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.
Top Guest favourite
Home in Monona
4.97 out of 5 average rating, 97 reviews

MCM Ranch by Lake & DT Madison

LeslieRating, 5 stars1 week ago
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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  4. Dane County
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