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

Cottage in Williams Bay

4.98 out of 5 average rating, 108 reviews

Clover Cottage in Williams Bay - Walk to Beach

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.

Guest favorite

Cottage in Poynette

4.96 out of 5 average rating, 207 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

Cottage in Arena

4.9 out of 5 average rating, 282 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.

Guest favorite

Cottage in Fox Lake

4.92 out of 5 average rating, 106 reviews

Cozy Cottage with Bedroom Lake Views!

Located on a hilltop peninsula overlooking Fox and Nippersink Lakes, Cozy Cottage is a 630 sq ft, 2 bed / 1 bath recently updated home with a large backyard — perfect for relaxing. You'll be conveniently located a 5 minute walk from waterfront bars and restaurants and have close driving proximity to: Downtown Fox Lake / Metra Station - 5 min Lake Geneva - 30 min Six Flags Great America - 30 min Illinois Beach State Park - 40 min Want to stay in? Our high speed wifi has you covered.

Guest favorite

Cottage in Pardeeville

4.91 out of 5 average rating, 153 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.

Superhost

Cottage in Wind Lake

4.78 out of 5 average rating, 136 reviews

StayLakeside on Wind Lake / On-site Pontoon Rental

With chic furnishings throughout you will be met with thoughtful touches at every turn while at your lakeside retreat. Everything has been cultivated with intention in order to provide our guests the most inclusive lakeside experience. From its charming tongue and groove ceiling to its beaded paneled walls, you'll feel right where you were meant to be. The lakeside deck is one of our favorite spots on the property as it offers inspiring south facing lake views.

Guest favorite

Cottage in Baraboo

4.97 out of 5 average rating, 145 reviews

Relaxing Cottage near Devils Lake - Whirlpool tub

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!

Guest favorite

Cottage in Lake Geneva

4.98 out of 5 average rating, 145 reviews

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.

Guest favorite

Cottage in Lake Geneva

4.91 out of 5 average rating, 204 reviews

Dakota's Como Cottage

We love pooches, and behaved dogs under 50 lbs are very welcome. Please include them when making your reservation. We do charge a pet fee with a maximum of 2 dogs. Please bring their beds and refrain from allowing them on the beds and furniture. Paw prints or pet stains on the sheets or comforters will get billed an additional cleaning fee.

Guest favorite

Cottage in Wisconsin Dells

4.95 out of 5 average rating, 122 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.

Superhost

Cottage in Antioch

4.83 out of 5 average rating, 166 reviews

#1 The Lodge @ The Cottages on Petite Lake

This beautiful and spacious lakefront lodge has views, charm and wonderful amenities. Enjoy your morning coffee with a beautiful sunrise from your private deck right over the water. Spend your days on the lake with the beach just steps away. End the night with a bonfire or movie in the comfortable great room.

Guest favorite

Cottage in Richland Center

5 out of 5 average rating, 167 reviews

Beautiful 1 Bedroom Cottage Tucked Away in the Hills of the Driftless Area

From the moment you arrive the views of the Driftless area will take your breath away. Step inside the cottage to admire the beautiful craftsmanship of this once old feed mill turned stunning cottage. This cottage is filled with history, views, feathered friends, and all the amenities one could want.