
Cottage holiday rentals in Madison
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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

The Bobber Simple Cabin -Quaint 1BR/1BA-perfect HQ
This cottage is located in a beautiful rural setting. Set back off the main street with a private dead-end gravel drive. It's quiet and dark - perfect for stargazing. 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, breweries, wineries, and agri-tourism.

Cozy cottage in the heart of Lake Country
Entire cottage in the heart of Lake Country. Merryhill Cottage is nestled on two acres with mature trees. Included on the two acres- the host's farmhouse, a guest house and barn. The feeling of a country setting but with easy access to Hwys 16, 83 and I 94. Close to shopping, restaurants, parks, hiking, cross country skiing and snowshoeing, lakes, and beaches (10 min. to Delafield and Oconomowoc and 15 min. to Pewaukee.) Perfect for day trips to Madison (54 min.) and Milwaukee (30 min.).

The Napping Farm
For ten years we have welcomed travelers from all over the world to our cozy and unique farm house and we would love to host you, come as you are. If you can, please read all information provided in this listing. This is a private country house on 120 acres of woods and fields, cut in with trails, in Wisconsin's Driftless Region. Located 30 min to Devil's lake, 45 to Wisconsin Dells and only 25 Minutes to downtown Madison. Events or a party, Common Gardens for more details, we love events.

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*

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.

Relaxing Cottage near Devils Lake Baraboo WI Dells
Welcome to our charming two-bedroom cottage, perfect for relaxation and 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 Cozy Lake House/Perfect Lake Front Getaway!
Welcome to The Cozy Lake House, your year-round haven for relaxation and celebration! Savor breathtaking sunsets, indulge in boating, watersports, and high-speed internet, and make special memories during holidays, bachelorette party's getaways, birthdays, family reunions, micro weddings, and more. With a fully equipped kitchen, spacious rooms, and the tranquil lakeside setting, every moment here is magical. Reserve your spot now and experience the ultimate in lakeside living!

Rock River Rest quiet river stay 25 min to Madison
Escape the city to your own waterfront retreat. Nestled among centuries old Oaks along the Rock River, enjoy our cozy 1920s cottage and private backyard with direct river access. 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.

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.
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

Warm & Cozy 3-Bedroom Cottage - With Hot Tub

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

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

Cottage on Clover. Charming, quiet walk to town.

Waterfront w/Dock, Incredible Views, & King Bed

Rock River Hideaway - Waterfront w/ Dock

Beautiful 2 bd, 2.5 ba Cottage w/Seasonal Lakeview

A vintage charming 2-bedroom cottage!

Cute & Cozy Cottage

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

Sunset Bay Hideaway
Private cottage rentals

The Butterfly Cottage

Charming & Peaceful, Cozy Galena Retreat!

Charming Lakeside Cottage

Enjoy Beautiful Sunsets at Lakeview Lodge

Lake Country Guest Cottage

Cottage with Pond at Hidden Creek Estates

Lake View Cottage near Public Boat Launch

Blue Cottage in the Bay - Walk to beach and shops
Quick stats about cottage rentals in Madison

Nightly prices starting at
Madison holiday rentals start at $52Â SGD per night before taxes and fees

Verified guest reviews
Over 190 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
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- Cottage rentals United States
- Devil's Lake State Park
- Mt. Olympus Water & Theme Parks
- Noah's Ark Waterpark
- Mt. Olympus Parks, Outdoor Theme Park
- Wisconsin State Capitol
- Lake Kegonsa State Park
- Mirror Lake State Park
- Yellowstone Lake State Park
- Tyrol Basin
- Kalahari Indoor Water Park
- Cabin 857-1- Christmas Mountain Village
- Henry Vilas Zoo
- Mt. Olympus Parks, Parthenon Indoor Theme Park
- Wild Rock Golf Club
- Lost World Water Park
- Alligator Alley
- Tom Foolerys Adventure Park
- Cascade Mountain
- Wild West water park
- Klondike Kavern Water Park
- Wollersheim Winery & Distillery
- University Ridge Golf Course
- Pirate's Cove Adventure Golf
- Extreme World