Cottage holiday rentals in Wisconsin

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Top-rated cottage rentals in Wisconsin

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Guest favourite
A vibrant sunset casts shades of pink and purple over calm waters, with silhouettes of hills in the background. A group of people is gathered on a wooden dock, with a boat covered in a tarpaulin nearby. Trees frame the scene, adding to the natural beauty.
Cottage in La Crosse
4.87 out of 5 average rating, 366 reviews

Sunsets on the Edge

My place is 10 minutes from downtown La Crosse, close to the airport, but you'll feel a world away. You’ll love my place because of the peace and quiet, but mostly THE VIEWS. All the modern conveniences of dishwasher, microwave, shower and stove/fridge, washer & dryer. You'll never see the same sunset! My place is good for two people or solo adventurers.Full list of amenities available, but worth noting here that coffee is NOT provided. There is a drip coffee maker, as well as a spot for kpods.

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, 140 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, 206 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, 225 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?

Top guest favourite
A rustic fire pit sits in the foreground, surrounded by a grassy area. In the background, a modern green cottage with large windows is visible, framed by trees, creating a serene outdoor setting.
Cottage in Elcho
4.96 out of 5 average rating, 113 reviews

Cozy lake front cottage, escape with amenities

Relax and play at this adorable cottage, on the water or on the trails. The Lake Effect on Lower Post Lake gives all the feels. It takes place before you arrive, the nature, the trees, the “up north” vibe. This beautiful lake home greets you with wonderful pine throughout. You can see the lake from the first steps in the door. It's modern and bright. The property sits higher up from the lake giving you an eye-level view of the peaceful surroundings. Plenty to do or not do, it's your call.

Top guest favourite
A cozy cottage is framed by surrounding trees, featuring a stone fire pit in front. Large glass doors illuminate the interior from within, while wooden siding adds a natural touch. Two outdoor chairs are positioned nearby, offering a serene view of the landscape.
Cottage in Sturgeon Bay
4.93 out of 5 average rating, 219 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.

Top guest favourite
The cottage is surrounded by vibrant autumn foliage, showcasing shades of orange and yellow. A spacious deck extends from the wood-paneled structure, which features large windows. A welcoming hot tub sits outside, inviting relaxation amidst the natural setting.
Cottage in Mountain
4.99 out of 5 average rating, 113 reviews

Hot Tub in the Forest Cozy Home on Peaceful Lake

Our Cottage atop of Big Gillette Lake(a quaint no gas motor lake) offers a unique Northwoods experience. Nestled on a dead end road in the middle of the 1.5 million acre Nicolet National Forest, enjoy panoramic views of the lake. Soak in the relaxing hot tub King/Queens chair with a birds eye view of the lake! Winter season is upon us! Watch the snow fall from the hot tub! Then enjoy the fireplace inside. We are on a ATV/Snowmobile route. 1 mile away from being on the trail!!

Top guest favourite
A firepit area is surrounded by several chairs, with strings of warm lights illuminating the space. Tall trees provide shade, while the river view showcases greenery along the banks, creating a serene outdoor setting ideal for gatherings.
Cottage in Wautoma
4.94 out of 5 average rating, 102 reviews

Peaceful Bayside Cottage

Soak up the modern and vintage charm of our recently updated cottage. Cozy yet open floor plan with large windows and patio doors allow you to enjoy the peaceful view of the water and wildlife right outside your door .Our upstairs loft has 2 beds and serves as our third bedroom. Downstairs fully stocked kitchen spacious dining living area two bedrooms with plenty of closet space a laundry room with washer and dryer so you can enjoy all the comforts of home.

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, 230 reviews

Sister Bay A-Frame w/ Coffee Bar & Fire Pit

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.

Top guest favourite
The exterior of the cottage is visible, elevated on a small hill surrounded by lush green ferns and trees. A wrap-around deck features railing, offering a view of the surrounding nature and enhancing the tranquil setting.
Cottage in Sturgeon Bay
4.86 out of 5 average rating, 272 reviews

Glidden Cottage -Beach Access!

Our cottage is situated on the “quiet side” of Door County on the meandering Glidden drive along the Lake Michigan shoreline. The cottage is perched upon a small hill and surrounded by pine trees in a relaxed country setting. Guests have dedicated access to Lake Michigan right across the street. The sand beach provides for an excellent location for kayaking, sunbathing, swimming, and walks. Glidden Cottage is only five miles from Sturgeon Bay.

Top guest favourite
The image captures a vibrant sunset over the lake, with a palette of deep oranges, purples, and pinks reflecting off the tranquil water. The silhouette of trees along the horizon enhances the serene ambiance of the natural landscape.
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!

Top guest favourite
The exterior of a stone cottage is presented, featuring a front porch with a wooden overhang supported by triangular beams. Lush greenery surrounds the entrance, complemented by colorful flower boxes and well-maintained landscaping. The warm tones of the stone create a rustic and inviting appearance.
Cottage in Woodman
5 out of 5 average rating, 114 reviews

The Cottage at Streamwalk

Located off the beaten path in a beautiful pristine valley, this 1 bed, 1 ½ bath cottage offers high end furnishings with a vintage flair modeled after a true english stone cottage. The cottage offers miles of private walking trails on 100 private acres along the renowned Big Green trout stream. Our small highland cow herd roams the pastures, making it feel like you truly are in the Scottish Highlands.

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