
Cottage holiday rentals in Madison
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Top-rated cottage rentals in Madison
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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.

Warm & Cozy 3-Bedroom Cottage - With Hot Tub
Perfect home base for a girls weekend in Galena. Loved having plenty of bathrooms for everyone to get ready, lots of comfy couches for reading and lounging during downtime and of course the hot tub. We enjoyed our stay so much we are already talking about coming back.

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

Clover Cottage in Williams Bay - with Hot Tub!
Michaels place was great and had everything we needed. The house was clean, well stocked and we really enjoyed the hot tub. We would definitely stay again

The Cottage on Lake Galena
great place! pristine clean. lovely surroundings and very beautiful cabin inside and out. we loved our stay.

Fontana, Wis, Lake Geneva 4bd 2.5ba Abbey Springs
Jonathan’s home was spacious and comfortable for our large group. Plenty of space to spread out or gather to celebrate. We loved the grill, spacious dining room table, large TV, and multiple bathrooms.

Bring the family - 2 bdrm cottage on great resort
Pet-friendly cottage rentals

The Butterfly Cottage
We took our family on a long weekend vacation to explore Lake Geneva and this was such a perfect lake side cottage that was only 20 mins from Lake Geneva. It was so nice to come home to a quiet spot to fish and relax. The cabin is so clean, cozy, cute and had more then everything we needed.

Rock River Hideaway - Waterfront w/ Dock
Ashley was super responsive and really easy check in and check out. Super nice house, very peaceful! The book had everything we needed in it! Restaurant advice along with instructions for everything we needed. Strongly recommend this house! Thanks! Michelle

Charming Lakeside Cottage
We had a wonderful stay at Jenna’s place. A perfect location on the lake, fantastic backyard and plenty of amenities. Would definitely love to return!

The Bobber Simple Cabin -Quaint 1BR/1BA-perfect HQ
We really loved staying at The Little Bobber! A really cute community feel, there's another place on the other side of this one and a larger cabin attached to the property as well. We were the only couple staying there at the time, but I can see how much fun it would be to rent out with a big family/friend gathering. This is a private property on the end of a secluded driveway, it was really quiet (which we loved.) There is a cute path that leads down to the river below, we didn't catch any fish but saw plenty of bass near the water's edge which was fun. We loved that we could bring our pups, it made everything feel much homier. Bonus: the adorable snack basket full of tasty treats and coffee.. so cute! We would definitely stay here again.

Cute & Cozy Cottage
Jordyn is extremely responsive and always available (without invading guests’ privacy). The cottage was an absolute dream — comfy, private, quiet, and surrounded by beautiful lakes and miles and miles of boardwalk and paved trails. We stayed for 12 days after surgery at UW, and it was a perfect place for recovery, rehab, rest & relaxation.

Dakota's Como Cottage
super cute cozy cottage! wonderful location and space! very responsive host! private location, beautiful. only downside was only one small bathroom.

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

Cozy 2 bedroom cottage on lake Delavan with kayaks
Had a great stay! Place was beautiful and the location was great! Tiffany was very responsive :) The second bedroom was smaller than anticipated but it made sense due to the size of the house. The private beach you have access to is less than a minute walk and we caught some good fish over there. Overall had a great stay and would highly recommend staying here!
Private cottage rentals

Cozy Como Getaway
Super cute place!

Serenity Woods Galena Retreat!
Jamie’s rental, Serenity Woods is a tidy 2BR home in a cul-de-sac with four other very similar homes. It’s very clean, peaceful, and attractively decorated. The best features for us were a bed/bath combo upstairs and a bed/bath combo downstairs. The patio in back is private and wooded, nice for reading and relaxing. This is a modern, clean & restful space, but it’s still convenient and close to Galena’s recreational choices. Jamie communicated promptly with us on questions and issues. We truly enjoyed our stay there and left eager to return again!

Charming Cottage!
The house had everything we needed. The decor and amenities inside and out were all very well thought out. This airbnb was very charming. We really enjoyed our stay.

Enjoy Beautiful Sunsets at Lakeview Lodge
Stayed here with a couple of friends for a girls weekend, and this was the perfect place! We loved the cabin feel and the bonfire pit. Melissa was very responsive and helpful when needed!

A vintage charming 2-bedroom cottage!
We had the best weekend in Tara's lovely home. It had everything we needed and we loved how she decorated the home. It was in an awesome location. Also, Tara was really on top of communicating with us and making sure we didn't have any questions and to see if we needed anything. We will plan on returning and highly recommend this wonderful Airbnb!

3BD/Sleeps 8 - cozy cottage + lake view and access
This stay was a bit tricky for me because I was trying to accommodate constant schedule adjustments with family and friends who were traveling from outside of the state and country. I appreciated Cortney was willing to accommodate the adjustments along the way. Thank you!

Cottage with Pond at Hidden Creek Estates
Kerry was very responsive and helpful with our needs. The home was beautiful and we were happy to be able to bring our dogs. There were pretty extensive trails around the property that made walking them easy. We would certainly book with her again!

Lake Country Guest Cottage
1 million stars! This cottage was absolutely a dream for my sister and me. The only downside was that we were not able to stay longer due to our own travel plans. Gorgeous property fabulous house, incredible location! Every single detail was thought of in this gorgeous cottage. Don't hesitate, just book it, you won't regret it.
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
- Tom Foolerys Adventure Park
- Henry Vilas Zoo
- Mt. Olympus Parks, Parthenon Indoor Theme Park
- Lost World Water Park
- Kalahari Indoor Water Park
- Wisconsin State Capitol
- Alligator Alley
- Klondike Kavern Water Park
- Cascade Mountain
- Extreme World