
Cottage vacation rentals in Madison
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Madison
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Madison cottage rentals
Cottage rentals with free parking

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

Beautifully Designed Lake Geneva Escape
We had an amazing stay in Fontana at the Cottage. The space was beautiful, in a great location, extremely well-stocked, and very comfortable for our group. Wouldn’t hesitate to stay here again next year.

New Modern Cabin on 2 Acres with Water Views
We had a great stay in the cabin! It was clean and there was a lot of space. Perfect for us to have three bedrooms and three bathrooms and the kids loved the bunk beds! The view to the river and lake was much better than expected!

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!

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

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.

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.
Lakefront cottage rentals

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

Lakefront Retreat w/ Stunning Views
I was part of a group of 10 that stayed here, and we all fit and enjoyed ourselves! There was lots to do in the surrounding area, and staying on the lake offered us beautiful scenery! The neighborhood was also pretty quiet. The house was great and stocked with helpful toiletries!

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!

Bin Kottage
Such a lovely place on a beautiful lake. We loved sitting in the hot tub, enjoying the sounds of the lake and enjoying the cool breeze. Plenty of space for our large family. The game room was a total hit with everyone.

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.

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!!

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

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.

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

COZY Cottage | 4 BEDS | Fenced yard
Adorable historic home with high secure fenced in yard for our dogs! Loved the large porch overlooking the backyard with comfy furniture, small dining table w chairs, and grill, partially covered for shade or avoiding rain. The only bathroom is on upper level with bedrooms. Located on curve of busy street so tricky to pull out from driveway. Traffic noise woke us up early. 3/4 mile to Lake Geneva shore/beach and most of shopping and dining. Lots of good restaurants, some within walking distance and some we had to drive. Very cool pedestrian trail around Lake Geneva - access is 3/4 mile from house at the beach. Didn't use kitchen very much but seemed pretty well stocked. There was a separate ice maker and a Keurig with coffee pods provided (no decaf).

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.

Cheerful 3-bedroom cottage 2 blocks from the lake
Everything was exceptional for our stay! We were in town for a basketball tournament and we were close to every place we needed to be! The neighborhood was very cute, quiet and friendly. The house was perfect for my family to stay. Keith was even kind enough to allow our dog to come with since boarding was all booked up! We had zero issues during our stay and would 100% book again! I highly recommend!
Destinations to explore
- Platteville Vacation rentals
- Milwaukee Vacation rentals
- Lake Geneva Vacation rentals
- Wisconsin Dells Vacation rentals
- Oshkosh Vacation rentals
- Galena Vacation rentals
- Rockford Vacation rentals
- Appleton Vacation rentals
- Schaumburg Vacation rentals
- Dubuque Vacation rentals
- Sheboygan Vacation rentals
- Chicago Vacation rentals
- Villa rentals Madison
- Apartment rentals Madison
- Rentals with outdoor seating Madison
- Ski-in/ski-out rentals Madison
- Pet-friendly rentals Madison
- Lakehouse rentals Madison
- Rentals with a washer and dryer Madison
- Hotel rentals Madison
- Rentals with pools Madison
- Rentals with breakfast Madison
- Condo rentals Madison
- Private suite rentals Madison
- Beachfront rentals Madison
- Rentals with a fire pit Madison
- Rentals with beach access Madison
- House rentals Madison
- Rentals with a fireplace Madison
- Fitness-friendly rentals Madison
- Rentals with a patio Madison
- Rentals with lake access Madison
- Rentals with a hot tub Madison
- Waterfront rentals Madison
- Family-friendly rentals Madison
- Cabin rentals Madison
- Kid-friendly rentals Madison
- Serviced apartment rentals Madison
- Cottage rentals Wisconsin
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- 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
- Mt. Olympus Parks, Outdoor Theme Park
- Mt. Olympus Water & Theme Parks
- Lost World Water Park
- Lake Kegonsa State Park
- Yellowstone Lake State Park
- Cabin 857-1- Christmas Mountain Village
- Mt. Olympus Parks, Parthenon Indoor Theme Park
- Wisconsin State Capitol
- Cascade Mountain
- Tom Foolerys Adventure Park
- Pirate's Cove Adventure Golf
- Alligator Alley
- Tyrol Basin
- Extreme World
- Wild West water park