Cottage vacation 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.

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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
4.97 out of 5 average rating, 141 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 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
4.96 out of 5 average rating, 243 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

Guest favorite
A serene view over a body of water reflects the vibrant colors of sunset, including orange and pink hues, while clouds create patterns across the sky. The surrounding hills frame the scene, creating a peaceful and natural atmosphere.
Cottage in Poynette
4.83 out of 5 average rating, 103 reviews

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.

Guest favorite
A winding gravel path meanders through lush fields of green and tall corn plants, framed by overhanging trees. Soft sunlight filters through the branches, illuminating the pathway that leads deeper into the countryside.
Cottage in Dane
4.87 out of 5 average rating, 737 reviews

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.

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
4.99 out of 5 average rating, 184 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*

Guest favorite
The exterior of the historic cottage features a blend of stone and wooden siding, showcasing two stories with multiple windows. Lush greenery surrounds the structure, adding a natural element. A unique stone chimney stands prominently, highlighting the cottage's rustic charm.
Cottage in Mineral Point
4.81 out of 5 average rating, 258 reviews

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.

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
4.96 out of 5 average rating, 175 reviews

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!

Guest favorite
The home is set on a spacious lot surrounded by mature trees, showcasing a welcoming exterior design with light-colored siding and a gabled roof. Lush greenery and flowering plants create a natural border along the pathway, leading to an inviting front porch.
Cottage in Lake Geneva
4.92 out of 5 average rating, 107 reviews

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.

Guest favorite
Two wooden Adirondack chairs are positioned on a grassy area along the water's edge, facing a calm river. Reflections of trees and the surrounding landscape are visible in the still water, creating a serene outdoor setting.
Cottage in Edgerton
4.85 out of 5 average rating, 148 reviews

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.

Top guest favorite
A charming cottage is located near the water's edge, framed by lush green grass and a few trees. Outdoor equipment, including kayaks and a table setup for dining, adds convenience for guests. The exterior is painted in a soft blue, enhancing its inviting appearance.
Cottage in Hustisford
4.96 out of 5 average rating, 130 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.

Superhost
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
4.84 out of 5 average rating, 331 reviews

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!

Guest favorite
The exterior of The Secret Cottage features a welcoming porch with a bright yellow front door. Surrounding greenery offers a peaceful setting, while stone and wooden accents create a blend of modern and rustic aesthetics. A pathway leads to the entrance, lined with plants.
Cottage in Wisconsin Dells
4.96 out of 5 average rating, 141 reviews

Secret Cottage - 8min to Downtown Dells, Fire pit

The Secret Cottage is your vacation cottage with style! 3 bedrooms, 3 baths WiFi available HuluLive...so you won't miss the game Full sized kitchen overlooking a huge private back yard Fire pit Chill shed Gas grill Minutes to all the Wisconsin Dells offers Space to relax Perfect home base for all your adventures and unwinding.

Popular amenities for Madison cottage rentals

Quick stats about cottage rentals in Madison

  • Nightly prices starting at

    Madison vacation rentals start at € 34 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

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