Cottage vacation rentals in Cottage Grove

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Top-rated cottage rentals in Cottage Grove

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Guest favorite

A wooden bridge spans a gently flowing stream, surrounded by lush greenery. The water reflects the blue sky and nearby boats are visible on the lake in the background. Tall grass and vibrant foliage border the water, enhancing the serene setting.

Cottage in Williams Bay

4.98 out of 5 average rating, 127 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 rocky ledge is observed with a view of rolling hills and valleys under a partly cloudy sky. A child wearing a baseball cap is positioned to the side, gazing thoughtfully into the expansive landscape, framed by scattered trees and natural rock formations.

Cottage in Poynette

4.96 out of 5 average rating, 226 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

Top guest favorite

Two goats are seen in a grassy area, one with light brown and white fur and curved horns, while the other is black with a collar. They stand amidst lush greenery, with a barn structure in the background.

Cottage in Rockton

4.96 out of 5 average rating, 237 reviews

Country Farm Cottage

Cozy farmhouse Country Cottage on a historic private farm setting. Safe, quiet, peaceful space to relax. Minutes to golfing, hiking, antiques, canoeing, camping, parks, or use as writers retreat. Rockton has great shopping & dining, 20 min to trendy eateries in Beloit WI. Close to local wedding venues Wineries 25 min away May- Nov: orchards cider & donuts Child friendly Visit our Goats Wifi & Roku TVs No Smoking inside No Pets Farm animals and pets on the farm Host lives on same farmstead

Guest favorite

An outdoor seating area is depicted, featuring a gray wicker sofa set and a wooden coffee table. Sunlight filters through the surrounding trees, casting dappled light across the deck. Nearby views of the neighborhood and street are visible.

Cottage in Lake Geneva

4.94 out of 5 average rating, 119 reviews

Chic & Charming Cottage - walkable to everything!

Nestled in the heart of Lake Geneva's historic Maple Park, this chic and charming cottage offers the perfect setting for making memories. Relax on the porch, stroll to nearby coffee shops, restaurants, boutiques, the beach, or simply stay in to soak up the cottage charm. Thoughtfully restored and designed with timeless character, it’s the perfect setting for gathering with friends and family to make memories that last a lifetime. This retreat captures the spirit of classic Lake Geneva living.

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, 291 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

A charming white cottage sits within a landscaped area, surrounded by a white picket fence. Lush greenery and flowering plants are visible in the foreground, while trees stand in the background under a clear blue sky.

Cottage in Hartland

4.95 out of 5 average rating, 138 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.).

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, 170 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

Cottage in Wonder Lake

4.93 out of 5 average rating, 139 reviews

The Cozy Lake House/Perfect Lake Front Getaway!

Welcome to The Cozy Lake House, your year-round haven for relaxation and celebration! Savor breathtaking sunsets, indulge in boating, watersports, and high-speed internet, and make special memories during holidays, bachelorette party's getaways, birthdays, family reunions, micro weddings, and more. With a fully equipped kitchen, spacious rooms, and the tranquil lakeside setting, every moment here is magical. Reserve your spot now and experience the ultimate in lakeside living!

Top guest favorite

An antique Underwood typewriter is displayed, featuring a classic black finish and round keys. The intricate metal mechanics are visible, with the typebars poised above the keyboard. The wood surface beneath adds warmth to the vintage piece.

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.

Superhost

The exterior of the cottage features cream-colored siding and a welcoming front porch with chairs. Inside, the bedroom exhibits a cozy layout with a double bed adorned in neutral tones and decorative pillows. A stunning sunset reflects on the lake, surrounded by gentle clouds.

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.

Guest favorite

A fire pit is filled with bright flames, surrounded by a stone patio. The lake reflects the warm colors of twilight, with a pier and boats visible in the background. Soft greenery frames the scene, enhancing the tranquil outdoor setting.

Cottage in Hustisford

4.97 out of 5 average rating, 115 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

A modern bathroom is shown, featuring a glass-enclosed shower with sleek fixtures. A compact vanity with a dark wood finish is positioned next to a white toilet. Decorative towels hang neatly, and toiletries are organized on a mounted shelf. Natural light enhances the neutral color scheme.

Cottage in Baraboo

4.97 out of 5 average rating, 155 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!