Cottage vacation rentals in Madison

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Top-rated cottage rentals in Madison

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Guest favorite

A modern bathroom features a spacious walk-in shower enclosed by sleek black framing. The shower includes dual showerheads and a built-in bench. Natural light enters through a frosted glass window, with white tiles covering the walls and a hexagonal tile floor below.

Cottage in Williams Bay

4.98 out of 5 average rating, 125 reviews

Clover Cottage in Williams Bay - with Hot Tub!

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 Hot tub, 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.

Top guest favorite

A spacious wooden deck offers seating with a black metal table and four chairs, set against a backdrop of a vibrant sunset over the Wisconsin River. Trees frame the view, and a cooler is positioned nearby, inviting relaxation amidst the scenic landscape.

Cottage in Poynette

4.96 out of 5 average rating, 222 reviews

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

Superhost

A charming white cottage is surrounded by greenery, featuring a sloped roof and a prominent red chimney. A covered porch with white railings offers a welcoming entrance, while large windows allow natural light to fill the interior.

Cottage in Arena

4.89 out of 5 average rating, 290 reviews

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.

Top guest favorite

An outdoor seating area features gray cushioned chairs and a rectangular table, positioned on a wooden deck. The view extends over green fields and trees, under a partly cloudy sky, creating a peaceful environment for relaxation.

Cottage in Baraboo

4.99 out of 5 average rating, 169 reviews

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*

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

Don't waste your weekend driving when Serenity Cottage is only an hour from Milwaukee or Madison. This charming lakehouse has beautiful views and a private island. Both the cottage frontage and island have firepits. 2 kayaks, 2 paddle boards, and a pedal boat are included in the rental. This property is a 4 minute walk from the Sinissippi Lake Pub which has indoor and outdoor seating. Downtown Hustisford is only a 2 minute drive and offers restaurants and shops. Serenity awaits!

Guest favorite

A private pier extends into the water, adorned with white seating and a patterned rug. A lakefront cottage with large windows is visible in the background, surrounded by greenery, while trees and a blue sky reflect a serene environment.

Cottage in Delavan

4.93 out of 5 average rating, 84 reviews

Spring Special Lakefront Cottage on Delavan Lake

Escape to this lakefront cottage for your next “lake-cation”. The newly renovated Cottage on Willow Point would be the perfect destination. 3 bedroom, 1.5 bath and sleeps up to 9 comfortably. Beautiful outdoor deck and dining space. 15 steps from the lake and includes a private 120 foot pier, sun deck and ladder! We are a fully furnished rental. We also rent another cottage that can accommodate bigger groups. Please email for more info! Thecottageondelavanlake@gmail.com

Top guest favorite

The exterior of a charming cabin is framed by large, mature trees and well-maintained green lawns. A welcoming front entrance with a red door is visible, and surrounding landscaping includes shrubs and flower beds, creating a serene outdoor environment.

Cottage in Williams Bay

4.96 out of 5 average rating, 106 reviews

Peaceful, serene cottage near Lake Geneva

Welcome to Serenity. Not your typical lake cabin, Serenity has a Mid Century flair in a wooded, quiet and peaceful setting just minutes from the beach and boat launch on Williams Bay. Enjoy morning coffee in the large dining room as our neighborhood turkeys wander through the yard. There is an outdoor dining set with charcoal grill, and a gas fire pit to warm you up on cool nights, and an additional family room in the loft to play games or relax in front of the TV.

Guest favorite

An open front door leads to a view of the calm lake, framed by trees. A grassy path extends towards the water's edge, with a glimpse of the neighboring structures visible in the distance.

Cottage in Pardeeville

4.9 out of 5 average rating, 155 reviews

Lake View Retreat

A perfect spot to escape! Just a short stroll to Park Lake with stunning sunsets. Our cozy cottage/lake view is just what you need to relax and unwind after the day's adventures. A stocked kitchen/LR with coffee, games, DVD player, DVD'S, 40” smartTV. Prime location to all things fun! Lake activities, hiking, exploring in the summer and ice fishing, downhill skiing and snowmobiling in the winter! We love sharing our space and know you will love it just as much.

Top guest favorite

Cottage in Roscoe

4.99 out of 5 average rating, 72 reviews

Cottage with Pond at Hidden Creek Estates

Our Cozy Cottage on 60 forested acres offers 3 miles of manicured trails and fishing in a .5 acre pond. Stocked with brand new kitchen appliances, perfect for cooking meals. With 3 bedrooms and 3 full baths, 10 people can stay comfortably. It's the perfect escape for business or pleasure. Nearby, our cozy wine bar is open Wed-Fri (3 pm - 9 pm) and Sun (11 am - 5 pm) to the public. Inquire for one-room stays or check our other two Airbnbs options on the Estate.

Guest favorite

A bright bedroom corner features large glass doors providing a view of the lake. A white dresser sits against the wall beneath a decorative mirror, with a lamp adding warmth to the space. Soft curtains frame the window, allowing natural light to fill the room.

Cottage in Hustisford

4.96 out of 5 average rating, 114 reviews

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.

Top guest favorite

The modern cottage features a red exterior with a metal roof, surrounded by a spacious patio area. Accessible seating arrangements are present, and potted plants add a touch of greenery. Expansive views of the surrounding prairie are visible in the background under a partly cloudy sky.

Cottage in Mount Horeb

4.95 out of 5 average rating, 104 reviews

Barnhaus on the prairie

Our Barnhaus is a modern retreat in the countryside between Madison and Mount Horeb. We are 9 miles west of Madison and 3 miles east of Mount Horeb. We charge no cleaning fee and we pay your airbnb fees. Our oasis is on a hill with a view out over our 65 acres of prairie. Bring the family dog and walk the trails down to the sugar river creek that wanders through our property. Enjoy the coyotes calling during peaceful, star filled evenings.

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

4.97 out of 5 average rating, 152 reviews

Cottage · Cottage · Relaxing Cottage near Devils L

Escape to Pinehaven Cottage, a cozy getaway near Devil's Lake and Wisconsin Dells. This charming cottage features two bedrooms, an indoor double-jetted tub, and a fully stocked kitchen. Unwind in the living room with satellite TV, enjoy the warmth of a Vermont wood stove, or savor nature from the porch swing. The beautiful Baraboo bluffs and a serene 2-acre pond complete this tranquil setting. Book now to create lasting memories at Pinehaven!