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Cottage vacation rentals in Madison

Find and book unique cottages on Airbnb

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Popular amenities for Madison cottage rentals

Cottage rentals with free parking

Superhost
A rustic sunroom features large windows and skylights, allowing natural light to fill the space. A wooden table with benches is centered in the room, complemented by a woven rug. Views of the surrounding trees and lake are visible through the glass.
Cottage in Elkhorn
4.75 out of 5 average rating, 95 reviews

Stonefire Cottage at Lake Wandawega

JasonRating, 5 stars8 months ago
It was great. Plenty of room for a large group. Very comfortable and very clean. Well be back
Guest favorite
The property is surrounded by a white fence and features a spacious yard with lush green grass. A wrap-around porch is visible, along with a fire pit area, creating an inviting outdoor space. Large trees provide shade, contributing to a serene environment.
Cottage in Delavan
4.88 out of 5 average rating, 8 reviews

Relax & Reconnect in This Cozy Lake Area Retreat

AmyRating, 5 stars6 months ago
You will not find a better host! I stay in a lot of Air BandB's and she truly was communicative, kind, easy to access and accommodating. This location is prime and the fact that you can bring your dog and have CUTE pop out holes for them to peek out - WOW! You can't go wrong with the convenience and location!
Top guest favorite
A calm lake surface reflects the clear blue sky and surrounding trees, creating a serene and tranquil setting. The shoreline features decorative docks and charming cottage structures, hinting at a peaceful retreat along the water.
Cottage in Lake Geneva
5 out of 5 average rating, 27 reviews

Cozy Como Getaway

JasmineRating, 5 stars6 months ago
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
Guest favorite
Cottage in Fontana-on-Geneva Lake
5 out of 5 average rating, 44 reviews

Beautifully Designed Lake Geneva Escape

JaclynRating, 5 stars6 months ago
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.
Guest favorite
Cottage in Lake Geneva
4.97 out of 5 average rating, 92 reviews

Close to Town + Beach • Historic Pemberley Cottage

ChristianRating, 5 stars3 months ago
Madeline was a great host and very responsive with communication. The home is older but clean, cozy and comfortable. Only downfall is a single bathroom for 8 people but we made it work. Would like to visit again in the summer time to take advantage of everything within walking distance. Definitely recommend and would like to stay here again.
Guest favorite
The bedroom features warm lighting that highlights the wooden bed frame with a plush bedspread. Two bedside tables are positioned next to the bed, and decorative curtains frame the window, offering a view of a private outdoor area. A small bench is placed at the foot of the bed.
Cottage in Horicon
4.93 out of 5 average rating, 14 reviews

The Green Heron Cottage full kitchen - King bed

KathleenRating, 5 stars1 week ago
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!
Superhost
The cottage features a wooden exterior with a large overhanging roof. A spacious deck is lined with chairs, and decorative string lights hang above. The front is surrounded by a low wooden fence, while trees provide a natural backdrop.
Cottage in Wisconsin Dells
4.85 out of 5 average rating, 52 reviews

Hilltop haven. relax…relax…relax

TerryRating, 5 stars7 months ago
great place to hide for a couple of days yet drive 2 miles and do anything you want
Top guest favorite
A patio area is illuminated by string lights, creating a warm ambiance in the evening. Comfortable seating surrounds a central table, while well-maintained greenery adds a natural touch to the spacious yard. Trees provide a serene backdrop, enhancing the outdoor experience.
Cottage in Lake Geneva
5 out of 5 average rating, 27 reviews

Quaint and cozy cottage

ZenaidoRating, 5 stars1 month ago
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.

Lakefront cottage rentals

Guest favorite
A sandy beach area features two blue adirondack chairs positioned on the shore. A wooden dock extends into the water, supporting a covered boat lift. Lush greenery lines the opposite bank, framed by a clear sky dotted with clouds.
Cottage in Edgerton
5 out of 5 average rating, 43 reviews

Rock River Hideaway - Waterfront w/ Dock

DavidRating, 5 stars3 months ago
Ashley was super helpful and flexible and the house was exactly as advertised.
Top guest favorite
A scenic backyard features several light blue Adirondack chairs arranged around a stone fire pit. Lush green grass adds to the inviting atmosphere, while a serene lake view and trees line the background under a colorful sunset sky.
Cottage in Merrimac
5 out of 5 average rating, 32 reviews

Lakefront Retreat w/ Stunning Views

AllisonRating, 5 stars1 month ago
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!
Top guest favorite
A charming stone structure stands beside a vibrant lakeside landscape, framed by tall trees displaying autumn foliage. The sky showcases a blend of colors during sunset, reflecting on the serene water in the background.
Cottage in Hustisford
5 out of 5 average rating, 63 reviews

Charming Lakeside Cottage

JillRating, 5 stars1 month ago
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!
Superhost
Cottage in Fort Atkinson
4.57 out of 5 average rating, 7 reviews

Bin Kottage

Rich Or RachelRating, 5 stars6 months ago
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.
Guest favorite
A spacious deck is visible in the foreground, featuring a white railing that overlooks a grassy area. Beyond the grass, trees provide shade and a view of the lake is seen through the foliage, with additional structures lining the opposite side of the water.
Cottage in Pardeeville
4.89 out of 5 average rating, 28 reviews

3BD/Sleeps 8 - cozy cottage + lake view and access

AllisonRating, 5 stars2 months ago
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.
Top guest favorite
A fire pit is surrounded by six wooden Adirondack chairs, positioned on a grassy area by the water's edge. The calm lake reflects soft hues of the sky, while trees provide shade on the tranquil shoreline.
Cottage in Fort Atkinson
4.95 out of 5 average rating, 41 reviews

Hummingbird Haven Cottage on Lake Koshkonong

ChianaRating, 5 stars1 month ago
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!!
Superhost
A scenic view of the calm lake is presented, featuring a long wooden dock extending into the water. Green grass covers the foreground, providing a spacious area for relaxation. Blue skies with a few clouds and distant hills complete the tranquil outdoor setting.
Cottage in Lodi
4.8 out of 5 average rating, 54 reviews

Cozy 3 Bedroom Cottage- Public Beach Next Door!

GarrettRating, 5 stars2 months ago
This place was just as described! Very comfortable and beautiful right on the lake.
Guest favorite
A person is preparing to kayak from a wooden dock, with a boat anchored nearby. The calm water reflects the surrounding trees and sky. The scene is set on Lake Delevan, offering a tranquil atmosphere for outdoor activities.
Cottage in Delavan
4.95 out of 5 average rating, 84 reviews

Cozy 2 bedroom cottage on lake Delavan with kayaks

JonRating, 5 stars3 weeks ago
Tiffany was extremely accommodating and responsive with every question my wife and I had. The location was beautiful, quiet and there was lots of activities to do in the surrounding areas. The lake house itself was clean and had everything you could need for a weekend stay!

Pet-friendly cottage rentals

Top guest favorite
The charming cottage displays a yellow exterior with white trim and a welcoming porch. An American flag is featured by the door, while a manicured lawn surrounds the house. Pathways guide visitors to the entrance, framed by greenery and landscaping.
Cottage in Williams Bay
4.94 out of 5 average rating, 47 reviews

A vintage charming 2-bedroom cottage!

CindyRating, 5 stars2 months ago
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!
Top guest favorite
The exterior of a cozy home features a gravel pathway leading to a patio area with outdoor seating, including two orange chairs and a black table. Potted plants and hanging flowers add a touch of color. A grill is positioned nearby, surrounded by greenery.
Cottage in McFarland
4.96 out of 5 average rating, 74 reviews

Cute & Cozy Cottage

JackieRating, 5 stars2 weeks ago
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.
Top guest favorite
Cottage in Roscoe
4.99 out of 5 average rating, 72 reviews

Cottage with Pond at Hidden Creek Estates

JenniferRating, 5 stars3 months ago
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!
Superhost
A charming entrance to the cottage features a pathway leading to a front door painted in a warm orange hue. Surrounding greenery includes well-kept grass and landscaped flower beds, while seating options offer a place to relax and enjoy the natural surroundings.
Cottage in Mineral Point
5 out of 5 average rating, 3 reviews

Hike/Bike/UTV-Cheese Country Trail Stay

JamieRating, 5 stars5 months ago
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
Guest favorite
The exterior of a spacious cottage is displayed, featuring a well-maintained yard bordered by lush greenery. Large windows with flower boxes complement the inviting entrance, while a two-car garage with a green door is visible on the right side. A smooth driveway leads to the front door.
Cottage in Elkhorn
5 out of 5 average rating, 19 reviews

Hilltop Cottage

남헌Rating, 5 stars5 months ago
Quite neighborhood and a beautiful place. Very nice place.
Top guest favorite
A wooden deck overlooking a tranquil lake at sunset features a reclining chair and a seated dog, with soft golden light casting shadows. The railing offers a view of the water, while trees frame the scene, enhancing the outdoor atmosphere.
Cottage in Poynette
4.92 out of 5 average rating, 60 reviews

North Cliff Cabin on Lake Wisconsin

HannahRating, 5 stars2 days ago
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
Guest favorite
A warm and welcoming living area features a simple fireplace set within a light stone surround. Two accent chairs in muted tones sit on a soft area rug, while decorative wall art and a floor lamp enhance the space's comfort and charm.
Cottage in Delavan
4.87 out of 5 average rating, 30 reviews

Blue Beach Cottage - ~5 min Walk to Private Beach!

AbbieRating, 5 stars1 week ago
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.
Superhost
Cottage in Monona
4.87 out of 5 average rating, 60 reviews

Cheerful 3-bedroom cottage 2 blocks from the lake

LauraRating, 5 stars1 month ago
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!

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