
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

Sugarland Cottage
The Sugarland cottage is designed to accommodate up to 8 guests. It has a full kitchen, bathroom with shower, two bedrooms, one with a queen bed and the other with a double and 2 twin beds. Downstairs is a pull out queen sized Murphy bed. Situated in a major southern Wisconsin tourism area, Sugarland cottage is close to the Wisconsin River and only 30 minutes from Madison and 10 minutes from Spring Green home of Frank Lloyd Wright’s Taliesin, American Player’s Theater, and House on the Rock.

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*

Rock River Rest, river cottage close to Madison!
Escape the city to our 1920s vintage riverside cottage. Nestled among centuries old Oaks, enjoy your own private sanctuary with over 100 feet of waterfront. Relax with a bonfire under the stars, sip coffee watching wildlife up close or unwind after a day kayaking from our waterfront. Perfect for couples, travelers, or business persons -- come and enjoy the scenic countryside, all with the convenience of location: we are a quick 25 minutes to Madison or a short drive from MKE + Chicago.

Quiet Waterfront 2BR w/Dock & Huge Patio
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 on Clowney
Escape to a Charming 1849 Historic Cottage in the Heart of Mineral Point!! The cottage nestled just 2 blocks from Mineral Point's vibrant downtown. This cozy retreat offers the perfect blend of historic charm and modern comfort. Featuring 2 Bedrooms, Fully Stocked Kitchen, Off Street Parking, and Private backyard! Immerse yourself in the tranquility of this unique historic cottage. Unwind, relax, explore nearby art galleries and shops, and experience the charm of Mineral Point.

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.

Seven Oaks Bed & Breakfast
Come stay at our top rated Bed & Breakfast, located two blocks from the beautiful Lake Geneva. Relax in our California king suites, each contains a spa tub and shower, with heated floors and towel rails in the bathroom. Your complimentary breakfast basket is placed in your fridge prior to arrival, as well as complimentary gift of wine & cheese. Free WIFI is available on the property. No Pets, ADULTS over 21 ONLY.

Cozy Lake Geneva Cottage | Near Lake & Town
Step back in time in this cozy retreat, filled with vintage charm that is tucked away near the peaceful Historic Maple District. Perfect for couples, small groups and families. The Location: 0.9 Miles to Geneva Lake & Downtown: A flat, scenic stroll through the beautiful Historic Maple District - Many guests love the walk! 8 min to Grand Geneva Resort & Spa18 min to Burlington 20 min to Alpine Valley
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

A-Frame Escape | Riverfront, Fire Pit, Cozy Loft!

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

Tranquil 2 Bedroom Getaway on Private Lake
Private cottage rentals

Charming & Peaceful, Cozy Galena Retreat!

Lakeside Pewaukee Cottage

Charming Cottage!

Enjoy Beautiful Sunsets at Lakeview Lodge

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

Hidden Creek Estate Cottage | Restaurant & Trails

Enjoy Hikes, Fishing & Relaxation-30 min to Dells

Walkable to Lake & Downtown Lake Geneva
Quick stats about cottage rentals in Madison

Nightly prices starting at
Madison holiday rentals start at € 77 per night before taxes and fees

Verified guest reviews
Over 170 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
- Indianapolis Holiday rentals
- Downtown Chicago Holiday rentals
- Minneapolis Holiday rentals
- Wisconsin River Holiday rentals
- Milwaukee Holiday rentals
- Minnesota River Holiday rentals
- Traverse City Holiday rentals
- Ann Arbor Holiday rentals
- Wisconsin Dells Holiday rentals
- Private suite rentals Madison
- Rentals with an EV charger Madison
- Beachfront rentals Madison
- Rentals with a firepit Madison
- Waterfront rentals Madison
- Fitness-friendly rentals Madison
- Rentals with a patio Madison
- Rentals with lake access Madison
- Pet-friendly rentals Madison
- Flat rentals Madison
- Rentals with outdoor seating Madison
- Apartment rentals Madison
- House rentals Madison
- Hotel rooms Madison
- Family-friendly rentals Madison
- Rentals with beach access Madison
- Villa rentals Madison
- Rentals with pools Madison
- Serviced apartment rentals Madison
- Lakehouse rentals Madison
- Rentals with breakfast Madison
- Cabin rentals Madison
- Ski-in/ski-out rentals Madison
- Rentals with a fireplace Madison
- Rentals with a washing machine and dryer Madison
- Rentals with a hot tub 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
- Wollersheim Winery & Distillery
- Henry Vilas Zoo
- Kohl Center
- Chazen Museum of Art
- Overture Center For The Arts
- Governor Dodge State Park
- Camp Randall Stadium
- Dane County Farmers' Market
- Monona Terrace Community And Convention Center
- Madison Childrens Museum
- American Players Theatre
- Alliant Energy Center




