
Cottage holiday 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.

Lake Wiscosnin Cozy Cottage
Relax and unwind at this cozy cottage on the Wisconsin River with fantastic views. Enjoy the park right across the street with fishing, a picnic pavilion, beach and playground for your kids. Public boat launch is only a block away. Full laundry and eat in kitchen features quartz counter tops and makes you feel like you're home away from home. Many local restaurants and bars within driving distance, as well as wine tasting and 2 ski resorts. Keurig and a propane grill provided. CableTV and Wifi

Country Farm Cottage
Cozy farmhouse Country Cottage on a historic private farm setting. Safe, quiet, peaceful space to relax. Minutes to golfing, hiking, antiques, canoeing, camping, parks, or use as writers retreat. Rockton has great shopping & dining, 20 min to trendy eateries in Beloit WI. Close to local wedding venues Wineries 25 min away May- Nov: orchards cider & donuts Child friendly Visit our Goats Wifi & Roku TVs No Smoking inside No Pets Farm animals and pets on the farm Host lives on same farmstead

RiverFront Cottage>Private Pier>Firepit & Wildlife
Cute little cottage located right on the Fox River overlooking the peacefulness nature has to offer. Enjoy your very own private dock as well as 200 feet of river frontage surrounded by tall mature trees. Be submerged by the community of fishermen (& women) located on Puckaway Lake, surround yourself with wildlife, or paddle down the Fox River. Soak up the sun on the dock or learn how to build the best fire in the fire pit! The adventure is all around you! Which one will you be choosing?

Cozy Farmhouse close to Devils Lake & Wis. Dells
Newly renovated and Listed July 2021!! *discount passes to some dells attractions* Relax with the whole family at this peaceful place to stay. This newly renovated farmhouse is conveniently located between Baraboo and Wisconsin Dells. This property has 3 bedrooms and 2 baths, sleeps up to 10 people, Sleeps 8 in beds additional futon and large sectional in basement. It is equipped with a game room in the basement with a pool table and air hockey table, along with other games. *inquire*

Riverbluff Cottage *near WI's best hiking& Cascade
This cottage is located in a beautiful rural setting. Set back off the main street on a private dead-end gravel drive. It's quiet and dark. This is a simple, clean, and affordable space for those who are looking to get closer to nature. Conveniently located nearly equidistant to Madison, Wisconsin Dells, and Devil's Lake State Park. A wonderful HQ for exploring the natural beauty of Driftless Wisconsin. Plenty of hiking, skiing, wineries, and agri-tourism. This cabin is part of a duplex.

Waterfront w/Dock - Incredible Views - King Bed
Escape to a charming cottage on the tranquil Rock River in Edgerton, WI, where each season offers unique beauty. In summer, enjoy kayaking, fishing, and boating. Fall brings vibrant foliage and crisp air, perfect for outdoor walks. Winter transforms the landscape into a serene, snow-covered wonderland. With picturesque views, modern amenities, and nature at your doorstep, this cozy retreat invites relaxation and adventure year-round. Watch the stars light up the night sky in any season.

Cottage near Devils Lake Baraboo
Welcome to our charming two-bedroom cottage, perfect for rejuvenation! It features a queen-sized and a full-sized bed, ideal for a small family or couple. Enjoy the double jetted tub or the luxury shower. A fully equipped kitchen, satellite TV, DVD player, and air-conditioning ensure comfort. Warm up by the Vermont wood-burning stove from November to April. Enjoy the pond view, Baraboo bluff, and meet our friendly horses and dogs. We look forward to welcoming you!

The Peacock Cottage
Cozy, quiet, accessible Lake Geneva home with large open living area, vaulted ceilings, large 1-acre wooded lot. 3 minutes from beach, 5 minutes to both Lake Geneva and Williams Bay, 2 minutes to a local Wisconsin-style convenience store. Welcome to the Peacock Cottage! Located on a deep, private lot surrounded by woods, so it's great to let loose without any nearby traffic. We are super into cozy homes, and love creating spaces that are restful and fun.

Charming and Cozy Cottage on Lake Sinissippi!
Pine Shore Retreat is a charming cottage so close to the lake that you feel like you are in a houseboat! The east side location means you have fabulous sunset views, as well as swimmable, hard bottom frontage off the platform pier. It is a small space, just one bedroom, but very cozy. Comfort is the focus, with new, high-end furnishings. The stainless steel refrigerator, granite countertops and a gas range in the kitchen offer a higher end experience.

Rock River Rest quiet cottage 25 min to Madison
Escape the city to a cozy waterfront retreat. Nestled among centuries old Oaks along the Rock River, enjoy our 1920s cottage and private backyard directly on the river. Relax while watching wildlife out the picture window and listening to vintage vinyl or jump in the car for an easy commute to UW-Madison/Epic. The cottage is ideal for a romantic getaway, remote work or artist retreat. Located 30 min from Madison or a short drive from MKE + Chicago.

River's Edge Cabin, LLC
We welcome you to be our guest in our comfy, warm cabin nestled on the lower Wisconsin River. We are close to many area attractions including Frank Lloyd Wright's Taliesin, House on the Rock, American Players Theater, Wisconsin Dells, and much more! Activities include canoeing, fishing, hunting, shopping in quaint villages, or just relaxing watching the river... Our cabin is easy to get to and close to area villages but in a private setting.

The Beach House
Cute year round home with fantastic evening sunsets on the East shore of Lake Winnebago. Enjoy the lake life with this 3 bedroom, 1.5 bath, private beach and pier, located on a private beach road and a close drive to restaurants in the surrounding area. Ideal for Walleye Weekend, EAA Convention, Road America, Green Bay Packer games, Wisconsin Badger games, Milwaukee Brewer games, Ryder Cup and more
Popular amenities for cottage rentals in Madison
Cottage rentals with a hot tub

Christmas Mountain Village - 2BR Cottage 2

Christmas Mountain Village - 2BR Cottage 8

Enjoy Fun & Relaxation This Fall in Wis. Dells!

Clover Cottage in Williams Bay - with Hot Tub!

Christmas Mountain Village two bedroom cottage

The Cottage on Lake Galena

Kosh Cottage

Fontana, Wis, Lake Geneva 4bd 2.5ba Abbey Springs
Pet-friendly cottage rentals

1939 Cottage on Clover | Walk to Town!

A-Frame Escape | Riverfront + Fire Pit w/ Sauna

The Butterfly Cottage

Rock River Hideaway - Waterfront w/ Dock

Charming Lakeside Cottage

A vintage charming 2-bedroom cottage!

Cute & Cozy Cottage | 2BR Near Madison

Cottage on the Pond - Big Green Lake
Private cottage rentals

Storybook Cottage~Cozy 3 bed/1bath~Long Term Stay

Lakeside Pewaukee Cottage

Storybook Countryside Cottage

Beautifully Designed Lake Geneva Escape

Charming Cottage!

Lake View Cottage near Public Boat Launch

Lakefront Cottage Spectacular Sunsets Boat Rental

Aiken 1083 in Galena
Quick stats about cottage rentals in Madison

Nightly prices starting at
Madison holiday rentals start at $64Â SGD per night before taxes and fees

Verified guest reviews
Over 160 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Madison rentals

4.9 Average rating
Madison stays are highly rated by guests – averaging 4.9 out of 5!

Nearby attractions
Madison’s top spots include Henry Vilas Zoo, Wisconsin State Capitol and Olbrich Botanical Gardens
Destinations to explore
- Chicago Holiday rentals
- Upper Peninsula Holiday rentals
- Platteville Holiday rentals
- Downtown Chicago Holiday rentals
- Indianapolis Holiday rentals
- Minneapolis Holiday rentals
- Wisconsin River Holiday rentals
- Milwaukee Holiday rentals
- Minnesota River Holiday rentals
- Ann Arbor Holiday rentals
- Traverse City Holiday rentals
- Twin Cities Holiday rentals
- Flat rentals Madison
- Rentals with outdoor seating Madison
- Waterfront rentals Madison
- Rentals with a firepit Madison
- Rentals with an EV charger Madison
- Rentals with beach access Madison
- Lakehouse rentals Madison
- Rentals with a hot tub Madison
- Ski-in/ski-out rentals Madison
- Private suite rentals Madison
- Pet-friendly rentals Madison
- Beachfront rentals Madison
- Rentals with breakfast Madison
- Serviced apartment rentals Madison
- Rentals with pools Madison
- Family-friendly rentals Madison
- Cabin rentals Madison
- Rentals with a fireplace Madison
- Fitness-friendly rentals Madison
- Rentals with a patio Madison
- Villa rentals Madison
- Rentals with a washing machine and dryer Madison
- Rentals with lake access Madison
- House rentals Madison
- Hotel rooms Madison
- Apartment rentals Madison
- Cottage rentals Wisconsin
- Cottage rentals United States
- Devil's Lake State Park
- Glacier Canyon Lodge
- Noah's Ark Waterpark
- Wisconsin State Capitol
- Lake Kegonsa State Park
- Mirror Lake State Park
- Cascade Mountain
- House on the Rock
- Henry Vilas Zoo
- Wollersheim Winery & Distillery
- Kohl Center
- Chazen Museum of Art
- Overture Center For The Arts
- Monona Terrace Community And Convention Center
- Governor Dodge State Park
- Dane County Farmers' Market
- Camp Randall Stadium
- Madison Childrens Museum
- American Players Theatre




