Cottage vacation rentals in Madison

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Quick stats about cottage rentals in Madison

Nightly prices starting at
Madison vacation rentals start at €112 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

Top-rated cottage rentals in Madison

Guests agree: these cottages are highly rated for location, cleanliness, and more.

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Top guest favorite

A cottage is nestled within a wooded area, featuring light-colored siding and a green roof. A wooden deck leads to the entrance, surrounded by autumn leaves and natural landscaping. Windows allow natural light to illuminate the interior, creating a warm and welcoming exterior.

Cottage in Poynette

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

4.96 out of 5 average rating, 265 reviews

Guest favorite

A sandy beach area leads to a two-story house with a spacious deck above. Colorful kayaks are visible beside the house, and an American flag flutters in the breeze. Lush greenery surrounds the setting, providing a serene backdrop to the retreat.

Cottage in Edgerton

Rock River Hideaway - Waterfront w/ Dock

Welcome to the Rock River Hideaway! Located just downriver from Lake Kosh, this house offers a peaceful retreat where you can put your toes in the sand at the private beach, with a natural spring waterfall. Use the kayaks, bring your own boat, fish for walleye and northern, and enjoy some s'mores on an open fire surrounded by scenic views. Watch for a nesting family of bald eagles and eaglets directly across the river from you. Book your stay today and experience the beauty of Rock County.

4.97 out of 5 average rating, 60 reviews

Top guest favorite

A recently renovated kitchen features stainless steel appliances and white cabinetry. Two windows allow natural light to fill the space, and a decorative plant enhances the aesthetic. A countertop with a marble-like finish provides ample workspace beside the stove and microwave.

Cottage in Baraboo

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*

4.99 out of 5 average rating, 215 reviews

Guest favorite

A charming two-story cottage is surrounded by a well-maintained lawn and mature trees. A paved driveway leads to a detached garage, while flower beds add a touch of color to the landscape. Clear skies provide a serene backdrop to the inviting exterior.

Cottage in Williams Bay

Clover Cottage in Williams Bay

Welcome to Clover Cottage, a non-smoking, family friendly home with modern updates, within short walk of beach, lake, coffee and restaurants (and ice-cream shops!). Enjoy coffee or tea on the porch and relax in the spacious backyard with a grill and fire pit. Beach is 0.7mi walk. Kitchen is fully equipped, including blender, Keurig, espresso maker, and more. Local attractions include Music by the Lake, Kishwauketoe Nature Conservancy, Yerkes Observatory, and more Baby gate provided.

4.97 out of 5 average rating, 154 reviews

Guest favorite

Cottage in Edgerton

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.

4.87 out of 5 average rating, 169 reviews

Guest favorite

An inviting outdoor space features a fire pit surrounded by several chairs, set on a brick patio. Soft lighting from string lights enhances the ambiance as the shimmering water of the Rock River is visible in the background.

Cottage in Edgerton

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.

4.96 out of 5 average rating, 122 reviews

Top guest favorite

A newly remodeled cottage is surrounded by vibrant garden blooms and blooming trees. The exterior features a two-story design with large windows, while a small seating area with chairs invites relaxation. The path leading to the entrance is bordered by lush greenery.

Cottage in Madison

Madison Garden Cottage (ZTRHP2-2021-00048)

Guests have their own gated entrance through a lovely garden path hidden in the heart of Madison's near-east side. It's a five minute drive to downtown or the Alliant Energy Center. Lots of action within a few blocks including: wine and coffee shops, restaurants, brew-pubs, Ohlbrich Botanical Garden, Lake Monona, bike paths, tennis and basketball courts, playgrounds, beach and boat launch, the Barrymore Theatre, and let's not forget the Gail Ambrosius Chocolate shop....

4.99 out of 5 average rating, 79 reviews

Top guest favorite

The exterior of a green cottage is surrounded by trees, featuring a welcoming front porch with a swing. A small bistro table and two red chairs are visible, complemented by natural landscaping of gravel and stones.

Cottage in Baraboo

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!

4.96 out of 5 average rating, 196 reviews

Superhost

The cottage exterior features a log-style façade surrounded by a grassy yard. Two bright green loungers are positioned on the lawn, alongside a small dining table. An American flag is displayed on the porch, enhancing the welcoming atmosphere.

Cottage in Wisconsin Dells

Pine View Cottage W/Lake Access, Inc. Boats/Beach

Grab the family and prepare for a relaxing retreat at 'Pine View Cottage,' a 2-bedroom, 1-bath vacation rental in Wisconsin. Situated across the street from Lake Delton and just 1 mile from Dells' attractions like Noah's Ark Waterpark and Mt. Olympus and 2.5 miles to downtown, this home offers the perfect balance of modern entertainment in a wilderness setting! Boasting accommodations for 5; 700 square feet of living space, and direct beach access! READ MORE

4.81 out of 5 average rating, 177 reviews

Guest favorite

Cottage in Lake Geneva

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.

4.92 out of 5 average rating, 113 reviews

Top guest favorite

A vibrant pool area is surrounded by a spacious deck featuring lounge chairs and umbrellas. Guests can be seen enjoying the water, with the large building in the background showcasing expansive windows that invite natural light. The atmosphere is lively and welcoming.

Cottage in Fontana-on-Geneva Lake

Fontana, Wis, Lake Geneva 4bd 2.5ba Abbey Springs

4 Bedroom 2 1/2 bath vacation cottage in Abbey Springs Resort Community on Lake Geneva. Resort Pass is required for all guests (included) and gives entry to the resort plus indoor and outdoor pool (Memorial to Labor Day), hot tub, games room , gym, tennis courts , pickle ball. 2 restaurants beach and fire pit on site. Newly Renovated Golf Course not included but available by paying at club house . We welcome all .

4.98 out of 5 average rating, 116 reviews

Guest favorite

A rustic cottage is situated on a grassy hillside, featuring a spacious deck with white railings. Surrounding trees provide shade, while the light-colored exterior complements the natural setting. A sloped lawn leads down towards the lake, creating a welcoming outdoor space.

Cottage in Fox Lake

The Little White Cabin, Fox Lake WI

This 2 bedroom rustic cottage feels like you're home at the beach. Light colors, easy comfort. Everything you would expect for a summer cottage, boat launch is close, great fishing, water skiing, jet skiing. Winters are for ice fishing and snow mobiles. Cozy comfort. If you are a hunter, this is your cabin for longer term rentals during fall/winter. LGBTQ friendly!

4.85 out of 5 average rating, 344 reviews