Cottage holiday rentals in Wisconsin

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Top-rated cottage rentals in Wisconsin

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Top guest favourite
A cozy outdoor space is highlighted by a Cedar soaking hot tub and a Lava Rock fire table, both surrounded by quality patio furniture. Soft lighting from overhead strands creates a relaxing atmosphere, while a ceiling fan circulates air to enhance comfort.
Cottage in Two Rivers
4.99 out of 5 average rating, 131 reviews

Cedar Soaking Hot Tub~King BED~No Cleaning Fee

🤩No Cleaning Fees added to end cost! 🌟Licensed by County. Welcome to Sandy Bay LakeHouse. 🌊 Listen to the waves of Lake MI~2 blocks away~in this newly built 2BR/1BA home (2023). The home is conveniently located within walking distance of Neshotah Beach/Park (2 blocks). Ice Age Trail access directly across street ~ Walsh Field across street. Outdoor Cedar Soaking Hot Tub, along with Lava Firetop table & quality outdoor furniture ensures your time at Sandy Bay Lake House is relaxing & memorable

Top guest favourite
The logo for Witt's End Weekend Retreat features a stylized silhouette of a cottage surrounded by tall pine trees and a rising sun. The design incorporates earthy orange and green hues, conveying a sense of tranquility amidst nature, with the text prominently displayed.
Cottage in Mountain
4.98 out of 5 average rating, 200 reviews

Witt's End, a relaxing Northwoods Lakeside Retreat

Our property on Little Gillett Lake is a special place. The cottage is new, but exudes the charm and character of classic Northwoods Americana. The clear, beautiful lake allows access to Big Gillett Lake and a tributary of the Oconto River by paddle. The Nicolet National Forest offers trails while nearby larger lakes provide beaches and access for motor boats. Swim, paddle, fish, snowshoe, ATV, snowmobile, hike, eat, chill... come enjoy some worry free relaxation or step away for an adventure!

Guest favourite
Cottage in Princeton
4.96 out of 5 average rating, 218 reviews

RiverFront Cottage>Private Pier>Firepit & Wildlife

Cute little cottage located right on the Fox River overlooking the peacefulness nature has to offer. Enjoy your very own private dock as well as 200 feet of river frontage surrounded by tall mature trees. Be submerged by the community of fishermen (& women) located on Puckaway Lake, surround yourself with wildlife, or paddle down the Fox River. Soak up the sun on the dock or learn how to build the best fire in the fire pit! The adventure is all around you! Which one will you be choosing?

Guest favourite
The viewing tower features large windows that provide a panoramic view of the bay and surrounding greenery. Soft lighting is created by decorative lanterns along the ceiling. A cozy ottoman sits on the wooden floor, complementing the warm wooden walls.
Cottage in Green Bay
4.93 out of 5 average rating, 134 reviews

Waterfront Cottage with Tower and Hot Tub!

This charming cottage is an ideal respite for your family holiday to the one-of-a-kind Green Bay, Wisconsin! Look forward to exploring this historic city, visiting iconic museums, and experiencing the vibrant Packers culture. The vacation rental home sits right on the water - offering fantastic views of the bay - and is just 10 miles from downtown. After the day's adventures, return to this cozy 3-bed, 1.5-bath house and unwind as your furry friends or children play in the waterfront yard!

Superhost
A rustic cabin is situated among greenery, featuring a stone path leading to a fire pit surrounded by light blue chairs. The cabin has a covered porch and a large window, providing a connection to the natural landscape.
Cottage in Stoddard
4.91 out of 5 average rating, 316 reviews

Stylish 1 bedroom cottage on the Mississippi River

This unique place has a style all its own. Conveniently located by the Mississippi River and highway 35. The place gives you a cabin feel close to La Crosse! 15 minute drive to downtown La Crosse and 3 miles North of Stoddard puts you in a great central location for the area. Mt. La Crosse is super close to enjoy skiing/snowboarding. Goose Island is 5 minutes away. Great spot for bird watching, fishing, kayaking, boat launches, hiking or frisbee golf. Pets are welcome. No cleaning fee!

Guest favourite
Cottage in Poynette
4.86 out of 5 average rating, 105 reviews

Riverbluff Cottage *near WI's best hiking& Cascade

This cottage is located in a beautiful rural setting. Set back off the main street on a private dead-end gravel drive. It's quiet and dark. 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, wineries, and agri-tourism. This cabin is part of a duplex.

Guest favourite
The living area is adorned with wooden paneling and features a leather sectional sofa, paired with accent chairs. Panoramic windows offer views of the lake, complemented by a cozy dining area with a granite countertop. Soft lighting from hanging bulbs creates a warm ambiance.
Cottage in Sturgeon Bay
4.92 out of 5 average rating, 213 reviews

Peace of Beach, 4 season waterfront cottage

Beautiful 4 season, private 2 bedroom Knotty Pine Cottage located on the shores of Lake Michigan just 10 yards away from water in Sturgeon Bay, WI. 2 BR/1 bath cottage with beautiful stone, wood burning fireplace. A fully equipped kitchen with high bar dining which seats 8. Lots of living space with leather sectional and full size hide-away sofa sleeps 2, Main Guest Room 1 w/ queen log bed and Guest Room 2 with full size log bunk beds, Large screen tv, wifi and panoramic lake view.

Guest favourite
An open second-floor area is depicted, showcasing a sleek wooden bookshelf filled with books and decorative items. A spacious bed is positioned near a window, while a cozy seating area with black leather sofas invites relaxation. Natural light streams through the windows, highlighting the wood flooring.
Cottage in Neshkoro
4.96 out of 5 average rating, 159 reviews

Pet Friendly Antique Schoolhouse with Fenced Yard

Pond Lily is truly a unique stay; a historic schoolhouse among tranquil surroundings. Beautiful traditional craftsmanship meets all the comforts of a modern home. Pet friendly with a fenced yard. A well-stocked kitchen makes for easy home-cooked meals. The layout is ideal for small groups looking to enjoy a peaceful getaway. Snuggle up by the wood-burning fireplace in the cold months or enjoy the firepit in the warm weather. For the outdoorsman, public lands are 5 minutes away.

Top guest favourite
The cottage showcases a distinctive A-frame design surrounded by lush greenery. A spacious wooden deck with yellow Adirondack chairs invites relaxation, while large front-facing windows allow for natural light and views of the serene wooded lot.
Cottage in Sister Bay
5 out of 5 average rating, 222 reviews

Modern A-Frame, Sister Bay, Coffee Bar, Fireplace

Trade the hustle and bustle for peace and quiet at our cozy retreat, just 5 minutes from the heart of Sister Bay. Tucked away on 1.6 acres of serene woods filled with beautiful beech trees, the cottage is your perfect getaway spot. Kick back on the spacious front deck, unwind on the screened-in porch, and soak in the natural beauty all around. Inside, mid-century modern vibes meet cozy comforts, with everything you need for a relaxing, stress-free stay.

Guest favourite
An outdoor seating area features a hanging chair and a cozy couch, facing a fire pit with flames visible. The setting transitions from warm sunset hues to deep blue in the sky, while the calm waters of Lake Winnebago reflect the evening light.
Cottage in Fond du Lac
4.97 out of 5 average rating, 318 reviews

Beautiful Lake Home.

Our Beautiful two bedroom cottage is located on the shores of Lake Winnebago . Centrally located to many of Wisconsin's best attractions. Less than 1 hour from Milwaukee, Madison, Green Bay, Close to Oshkosh (EAA) and Elkhart Lake. Includes 2 bedrooms, with plush queen beds, 1 full bathroom, Laundry room with washer and dryer. The perfect home for a laid back group of friends, couples or a family to stay with all the comforts of being at home.

Guest favourite
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, 151 reviews

Rock River Rest quiet cottage 25 min to Madison

Escape the city to a cozy waterfront retreat. Nestled among centuries old Oaks along the Rock River, enjoy our 1920s cottage and private backyard directly on the river. 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 favourite
Cottage in Elcho
5 out of 5 average rating, 102 reviews

Lakefront Cottage on Upper Post Lake

NO PETS! Enjoy beautiful sunsets from this year-round lakefront cottage on Upper Post Lake in the Wisconsin north woods. Fish, swim, and water ski from the private dock. Relax by the fire and watch the eagles and listen to the loons. Located on the ATV and snowmobile trails. Walking distance to the local bar and grill. Updated two-bedroom house with full kitchen. Lovely getaway for a weekend or longer! No pets allowed!

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