
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.

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
Great location! Hosts were very attentive!
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!

A vintage charming 2-bedroom cottage!
My husband and I really enjoyed our stay at Tara’s cottage! The cottage is so cute and clean and we felt right at home. Tara checked on us and gave us some great recommendations on where to eat and where we could pick up some groceries. We were able to bring our fur babies which was a huge plus. The neighborhood is very nice and I felt very safe walking the dogs by myself. I hope we are able to come back sometime! I would definitely stay here again!

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.

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.

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!

Hike/Bike/UTV-Cheese Country Trail Stay
Super cute little “cottage”. The set up is just beautiful. The amazing grounds and responsiveness of Brooke and Cole were just amazing. This home was the icing on the cake to first combined family holiday

North Cliff Cabin on Lake Wisconsin
We loved our stay at Michael & Anna’s place—it was very accessible to local attractions but still felt super peaceful and private. The cabin was very clean, comfortable and cozy—we enjoyed relaxing indoors with the beautiful lake view and also outdoors on the spacious patio which offered an inflatable hot tub and fire pit. Michael also left great recommendations for local spots and hiking which we took advantage of. Such a relaxing getaway and would highly recommend! Thanks for the great stay!
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

Cozy Como Getaway
It was a beautiful home! She got back to us right away if there was anything we needed! The home was clean and she had plenty of extra towels blankets and anything we would need

Peaceful, cozy cottage overlooking Prentice creek
Had a peaceful and relaxing weekend staying in this cozy cottage. Walked around the beautiful grounds. This place doesn't disappoint for a quiet weekend in nature. :)

Hummingbird Haven Cottage on Lake Koshkonong
Linda's Airbnb was fantastic!! The house is right next to the water and it is a beautiful sight from the inside window. There is a fire pit and chairs outside to enjoy the lake. Overall, the house was extremely clean. We really enjoyed everything the house had to offer and definitely want to come back soon! Loved this spot!!

The Green Heron Cottage full kitchen - King bed
We just spent the weekend at Rachel's home in Horicon, Wi. with our adult granddaughters. We loved it!! It was so cozy and welcoming. We felt instantly at home. Every room was immaculate. The 3 bedrooms were lovely and a very nice size! The beds were oh, so, comfortable and the bedding choices of sheets and comforters on each bed were beautiful. Wifi was great! Very clean kitchen and well stocked. We had no problem making a nice meal and eating on the large dining table. We would definitely like to stay again when we are in the area. Thank you Rachel for your wonderful hospitality and for your quick responses and easy check in!

Quaint and cozy cottage
This was a great weekend gateway spot. The location is only a few minutes driver away from the downtown area. The host was very friendly and helpful.

Hilltop haven. relax…relax…relax
great place to hide for a couple of days yet drive 2 miles and do anything you want

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.
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- Wilderness Territory
- Chula Vista Resort Water Parks
- Wild Rock Golf Club
- Kalahari Resorts Wisconsin Dells
- Devil's Head Resort
- Devil's Lake State Park
- Noah's Ark Waterpark
- Henry Vilas Zoo
- Mirror Lake State Park
- Lost World Water Park
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- Yellowstone Lake State Park
- Mt. Olympus Parks, Outdoor Theme Park
- Cabin 857-1- Christmas Mountain Village
- Mt. Olympus Parks, Parthenon Indoor Theme Park
- Lake Kegonsa State Park
- Cascade Mountain
- Klondike Kavern Water Park
- Alligator Alley
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- Wisconsin State Capitol
- Extreme World
- Pirate's Cove Adventure Golf
- Wild West water park