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.

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Guest favourite

Cottage

4.98 out of 5 average rating, 119 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.

Guest favourite

Cottage

4.96 out of 5 average rating, 215 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 favourite

Cottage

4.9 out of 5 average rating, 286 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 favourite

Cottage

4.95 out of 5 average rating, 135 reviews

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.).

Guest favourite

Cottage

4.92 out of 5 average rating, 110 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 favourite

Cottage

4.94 out of 5 average rating, 109 reviews

Chic & Charming Cottage - walkable to everything!

Nestled in the heart of Lake Geneva's historic Maple Park neighborhood, this chic and charming 125-year-old cottage seamlessly blends timeless character with modern sophistication. Meticulously restored and thoughtfully designed, it offers an inviting blend of historic charm and contemporary luxury. Perfect for a tranquil retreat or lively gatherings, this enchanting haven provides the ultimate escape from city life, creating the perfect setting for unforgettable Lake Geneva memories.

Guest favourite

Cottage

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.

Guest favourite

Cottage

4.97 out of 5 average rating, 149 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 favourite

Cottage

4.98 out of 5 average rating, 101 reviews

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 .

Guest favourite

Cottage

4.98 out of 5 average rating, 150 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 favourite

Cottage

4.91 out of 5 average rating, 205 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 favourite

Cottage

4.95 out of 5 average rating, 129 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.