
Cottage vacation rentals in Madison
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Top-rated cottage rentals in Madison
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Vacation rentals for every style
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Popular amenities for Madison cottage rentals
Cottage rentals with a hot tub

Christmas Mountain Village - 2BR Cottage 2
We had a great stay! The BNB was clean for the most part, (the pull out bed had quite a few crumbs and popcorn left behind) but was comfortable and fun. We unfortunately didn't get to use the amenities the resort had for our entire stay as it was closed for construction. Rating 5 star for the Host as the issues we did have wasn't the hosts fault.

Christmas Mountain Village - 2BR Cottage 8
S&T’s spot was perfect for what my family needed. Comfortable, close enough to the dells in the winter and great atmosphere at the resort itself. Would recommend for family time

Clover Cottage in Williams Bay - with Hot Tub!
We had a great weekend away at Michael's place in William's Bay. The house was very clean and comfortably furnished, we had everything we needed. Hot tub was well maintained, beds were comfortable, and there were several options for morning coffee. The location was great for us, close to several restaurants and cafes. I would absolutely book again.

Enjoy Fun & Relaxation This Winter in Wis. Dells!
Christmas Mountain Resort is a nice place to stay. Been there several times before.

Cottage · Cottage · Relaxing Cottage near Devils L
Lisa & Dave are amazing hosts and I would definetly recommend staying with them for anyone looking to explore the area!

Fontana, Wis, Lake Geneva 4bd 2.5ba Abbey Springs
Had a great stay. The neighborhood is very nice and the clubhouse had a nice gym.
Pet-friendly cottage rentals

Rock River Hideaway - Waterfront w/ Dock
Ashley was super helpful and flexible and the house was exactly as advertised.

Charming Lakeside Cottage
Clean, comfortable, beautiful home in wonderfully relaxing setting. Great for a getaway from it all and very fun to have kayaks, pedal boat and paddle boards. Jenna is so responsive and caring that she beat the amount of time I’ve ever waited when calling for something from a front desk at a hotel! Fantastic host!

Cute & Cozy Cottage
Jordyn's hospitality was unmatched! She was always pleasant to communicate with prior to our stay, once we arrived she never skipped a beat showing us the property and checked in with a message the next morning to see if everything went well the first night and asking if we needed anything. She went above and beyond when I asked if she had a 9x13 pan for cooking breakfast, she didn't, but she went and bought one right away so i didn't have to bring it from home. The property was cute and cozy, we highly recommend Jordyn and her property. An amazing experience. Thank you so much.

The Lazy Dais Cottage on Pike Lake.
Angela’s place was very clean and cozy. The Lake view is beautiful. Angela was a great host and was very responsive when I had questions. Highly recommended.

Barnhaus on the prairie
Robert’s Barnhaus was perfect for our three days in Mount Horeb. Our vacation plans took us to many surrounding attractions such as House on the Rock, Field of Dreams, Cave of the Mounds, and Madison which were all easily accessible while staying on the quiet peaceful confines of the farm. The accommodations and space allowed my family to stretch out after busy days and have a comfortable place to relax. Our evenings making dinner or watching the sunset over the fields or cooking s’mores over the fire pit were the exclamation point we all wanted before we fell asleep in the comfortable beds. We hope to return to Wisconsin very soon and know we have a home away from home.

Cottage with Pond at Hidden Creek Estates
Clean, inviting house with great amenities and plenty of space. Conveniently close to Ledges Horse Show. There was a small problem before check in but they communicated such issue and had a great alternative and worked out perfectly. We ordered food from nearby Hidden Creek restaurant and I highly recommend - SO GOOD!

Hilltop Cottage
Quite neighborhood and a beautiful place. Very nice place.

North Cliff Cabin on Lake Wisconsin
Michael’s place had open access to lake with great view, spacious yard with fire place, and well equipped kitchen and bathrooms. We loved our stay and would recommend to anyone for a getaway from city
Private cottage rentals

Stonefire Cottage at Lake Wandawega
It was great. Plenty of room for a large group. Very comfortable and very clean. Well be back

3BD/Sleeps 8 - cozy cottage + lake view and access
Cute and cozy place to stay! 20 minutes from Cascade Mountain. My friends and I loved the small town feel of the area and had absolutely no complaints.

Blue Cottage in the Bay - Walk to beach and shops
This was a perfect place for a short getaway! It was very family friendly, in a great location, and very clean. We would recommend to anyone looking to stay in the Lake Geneva area.

Cozy 3 Bedroom Cottage- Public Beach Next Door!
This place was just as described! Very comfortable and beautiful right on the lake.

Cozy 2 bedroom cottage on lake Delavan with kayaks
We had a great time here. The house was cozy and beautiful. Great place to rent with great restaurants near by and it has peace and quiet.

Waterfront w/Dock, Incredible Views, & King Bed
My wife and I loved this stay, it was clean and cozy with a beautiful peaceful view. The back patio was exactly what we wanted to enjoy the river scene. The living room was the best place to relax after a busy day in Madison. We said as we left that we can’t wait to stay again next time we visit Wisconsin.

Blue Beach Cottage - ~5 min Walk to Private Beach!
Wanted to Stay Longer! We loved everything about this beautiful house. Beautiful decor, lovely lighting, gas fireplace, and sooooooo clean. The beds are amazingly comfortable. We stayed here on our drive back home to Montana after road-tripping to Indiana to adopt our dog. Dog & kids loved the spacious, fenced-in backyard. Stay here if you can. You will not want to leave.

William Harris Stone cottage
Stayed with three children in between the holidays. Host was friendly and responsive and available. Home was clean and tidy. Made visiting with family who resides in town very easy. Appreciated the host's flexibility and generosity. Every amenity was user-friendly: shower, coffeemaker, thermostat, laundry, microwave, etc. Finding towels, extra blankets and pillows, etc. very simple. Spacious home so no cabin fever. Location is walkable (assuming no mobility issues) to the main street where there are good restaurants, bakeries, and coffee shops. Also walkable to the Piggly Wiggly and the Quik Trip for any necessities. Would highly recommend.
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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
- Henry Vilas Zoo
- Mirror Lake State Park
- Mt. Olympus Water & Theme Parks
- Lost World Water Park
- Mt. Olympus Parks, Outdoor Theme Park
- Mt. Olympus Parks, Parthenon Indoor Theme Park
- Cabin 857-1- Christmas Mountain Village
- Cascade Mountain
- Tom Foolerys Adventure Park
- Yellowstone Lake State Park
- Wisconsin State Capitol
- Wild West water park
- Tyrol Basin
- Alligator Alley
- Klondike Kavern Water Park
- Extreme World