House holiday rentals in Madison

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Popular amenities for house rentals in Madison

House rentals with a pool

Guest favourite
Home in Galena
4.95 out of 5 average rating, 243 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 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
4.89 out of 5 average rating, 127 reviews

Cozy Retreat | Hot Tub | Firepit | Dog-friendly

LindaRating, 5 stars2 weeks ago
Brian and Jonny were very responsive and communicative from beginning to end. It was a last minute trip and we were lucky to find a pet friendly place during the start of the summer season. The house was clean, cozy and close to walking trails. Although we did not take advantage of the outdoor grill or hot tub (they have a wood burning fireplace for the winter), we enjoyed the screened in porch and open concept layout of the house, as pictured in the profile. The house is situated between two other houses blocked somewhat by the trees. I would describe as semi-private where we could see their back patio/hot tub/fire pit and vice versa. But whatever your personal comfort level, you can’t beat the proximity to trails, Owners Club, and easy access to Hwy 20 to Galena! We enjoyed our stay and exploring!
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.
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!
Guest favourite
Home in Wisconsin Dells
4.88 out of 5 average rating, 216 reviews

Spacious Pine Cabin at Island Pointe

LoganRating, 5 stars2 weeks ago
Overall the experience at this cabin was great! The kids really enjoyed the pool as much as possible. A bit confusing getting in when we arrived as there are 3 lock box keypads. We saw the front door one last. The only other confusing thing was just making sure the laminated directions have only one WiFi address and password, and hopefully they will work next time. We weren't able to watch any tv at night when winding down with the kids, but it wasn't a huge deal, just would've been nice.
Top guest favourite
Home in Galena
4.94 out of 5 average rating, 150 reviews

Awesome Lodge in Galena Territory

TaylorRating, 5 stars1 week 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, 144 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!

Weekly 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!
Top guest favourite
Home in Lake Mills
5 out of 5 average rating, 21 reviews

The Yellow Door Guest House-Lower

CassieRating, 5 stars1 week 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.
Guest favourite
Home in Madison
4.87 out of 5 average rating, 31 reviews

Elsinore II

AnnaRating, 5 stars5 days 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!
Superhost
Home in Stoughton
4.93 out of 5 average rating, 15 reviews

The Orchard House

JenniferRating, 5 stars1 month ago
This is one of the most aesthetically gorgeous, peaceful and unique Airbnb experiences I've enjoyed. What an absolutely lovely sanctuary of light, simplicity, and calm refuge just 30 minutes drive through rolling farmland, woods and wetlands from downtown Madison and the UW campus. The indoor fireplace and hot tub are such fabulous highlights! I loved every aspect of the orchard house including Josh's proactive tips and quick responses to a couple of minor questions I had. This was a really lovely place to spend a long weekend. I will be back and have already told all my friends about it. Bravo!
Top guest favourite
Home in Blanchardville
4.93 out of 5 average rating, 40 reviews

Coffee with a View

JasonRating, 5 stars2 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!
Superhost
Home in Madison
4.74 out of 5 average rating, 31 reviews

Cozy Place Close To Downtown

AndrewRating, 5 stars1 week 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, 17 reviews

Downtown Verona: Cozy Hideaway

MichelleRating, 5 stars2 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.
Top guest favourite
Home in Dodgeville
4.98 out of 5 average rating, 56 reviews

Two Private Floors in Secluded Home

SebastianRating, 5 stars2 weeks ago
An incredibly caring host, ready to go above and beyond to meet your every need! This peaceful getaway is perfect for any occasion, and Brian made my stay absolutely unforgettable. Get ready to be amazed by the stunning sights and charming architecture of this cozy gem!

Private house rentals

Top guest favourite
Home in Merrimac
4.98 out of 5 average rating, 99 reviews

Real Christmas Tree Farm! Devil's Lake nearby

AlecRating, 5 stars5 days ago
this was an amazing stay and the house and property was absolutely gorgeous. would definitely come back!
Guest favourite
Home in Madison
4.95 out of 5 average rating, 41 reviews

Alluring 3 Bedroom 🏡 ➕️ Jacuzzi jet tub.

EmmaRating, 5 stars3 weeks ago
Jordan’s place was perfect for what we needed! Bathrooms and kitchen were great and the beds were comfortable. The front porch and outdoor areas are beautiful and we thoroughly enjoyed them! Location is perfect if you want to be close enough to downtown to Uber or drive but stay in a quiet area. Jordan was very accommodating and an excellent host!
Guest favourite
Home in Monona
4.93 out of 5 average rating, 89 reviews

Madison Lakefront Oasis in the Heart of Madison

JacquelineRating, 5 stars2 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!
Top guest favourite
Home in Milton
4.99 out of 5 average rating, 86 reviews

Buoys UP! Lake Life & Sunsets

MarisaRating, 5 stars4 days ago
Perfect little place for the weekend. The cabin was comfortable, clean, and inviting. The host was very friendly and responsive.
Top guest favourite
Home in South Wayne
5 out of 5 average rating, 15 reviews

Buck Moon, ATV trail and goats!

PattiRating, 5 stars3 days ago
Absolutely wonderful place to stay!! The personal touches were outstanding! Ashley has thought of everything you would need while staying at her place!! The goats were friendly and so fun! Tigger, the welcome kitty took his job seriously!! Such an amazing place!!!
Top guest favourite
Home in Stoughton
4.95 out of 5 average rating, 64 reviews

Yahara River paradise!

AnnRating, 5 stars1 week ago
We had a wonderful time.! We enjoyed the peacefulness and wildlife at Mike’s place. We took advantage of the nearby park for biking. We tried to fish off of the dock. We throughly enjoyed the hot tub on several occasions. It was wonderful having s’mores around the fire. We took advantage of local dining as well as driving 20 minutes to Madison. We loved the Brazilian Steakhouse! We also traveled 35 minutes to Fort Atkinson to enjoy our favorite dinner theater, the Fireside. There is a delicious local bakery that is inexpensive. Go in the morning because they sell out. My very favorite part was watching and listening to the birds. Mike has a bird feeder that attaches to the window in his sun room. We went to Walmart 10 minutes away and bought bird seed (on the last day I saw Mike has bird seed) and 2 cakes of suet. The suet was gone in 5 days! That’s how many birds we had. The home is clean and well appointed. They have MANY books sitting out.
Guest favourite
Home in Monona
4.97 out of 5 average rating, 68 reviews

Wonderful 3 bed home close to downtown & the lake

LindseyRating, 5 stars3 weeks ago
Luke’s place was great! Came into town to hang out with family and this place was exactly what we needed. Easy to get to a lot of things and the surrounding area was very peaceful! We truly enjoyed our time here!
Guest favourite
Home in Beaver Dam
4.91 out of 5 average rating, 69 reviews

Cute two bedroom ranch style home!

JanetRating, 5 stars1 week ago
This BNB was accurately described in its listing. The house was extremely clean and all the things you needed were there for a comfortable stay.

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

  • Wifi availability

    330 properties include access to wifi

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