Cottage holiday rentals in Wisconsin

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Top-rated cottage rentals in Wisconsin

Guests agree: These cottages are highly rated for location, cleanliness and more.

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Top Guest favourite

Cottage in Two Rivers

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 just 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 Firetop table & quality outdoor furniture ensures your time at Sandy Bay Lake House is relaxing & memorable

ValueLocationQuiet

4.99 out of 5 average rating, 165 reviews

Top Guest favourite

Cottage in Mountain

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!

LocationFamilyPets

4.98 out of 5 average rating, 222 reviews

Guest favourite

A charming cottage features a unique tower with large windows, providing scenic views. Lush greenery surrounds the home, and a spacious yard invites outdoor activities. A cozy front porch is accessible, while a fire pit sits on the lawn, enhancing the outdoor experience.

Cottage in Green Bay

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!

ValueFamilyBathroom

4.91 out of 5 average rating, 165 reviews

Top Guest favourite

Aerial view of the Farmhouse showcases its charming green exterior surrounded by lush trees and well-maintained lawn. A gravel driveway leads up to the entrance, with a patio area visible in the background, indicating a space for outdoor enjoyment.

Cottage in Crivitz

Great Country Get-Away, Enjoy the Outdoors

The Farmhouse, a serene lakefront cottage, provides a relaxing holiday away from the hustle & bustle of cities & close neighbors. This 2 bedroom/2 bath home with 2 large living spaces awaits you at the end of a ¾ mile long private dead-end road. It is the only residence located on a scenic 20 acre lake abounding with frogs, turtles, muskrats, ducks, geese, & eagles. Enjoy the tranquility from the large lakeside deck or roast marshmallows over a fire in the private outdoor firepit. No pets.

FamilyValueBarbecue

5.0 out of 5 average rating, 108 reviews

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

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.

FamilyLocationHiking

4.93 out of 5 average rating, 243 reviews

Top 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

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.

LocationValueLayout

4.96 out of 5 average rating, 179 reviews

Top Guest favourite

A serene view of a two-story cottage situated next to a reflective creek, surrounded by lush greenery. The building features large windows that offer a glimpse into the inviting interior. The clear blue sky and sun-dappled trees enhance the peaceful atmosphere.

Cottage in Westby

Timber Creek Retreat

Timber Coulee Creek, a Class 1 trout stream, ripples right through the backyard. King size bed, roomy heated garage for your car. You will enjoy watching deer and turkey as they amble through the property. Bald eagles soar overhead and fish jump in the stream. Listen to the gurgle of the water flowing over the rocks and the music of the birds. Try your hand at fly fishing. Sit around the fire pit, roast marshmallows, watch the flames dance and the stars come out.

ValueLocationTV

4.99 out of 5 average rating, 166 reviews

Top Guest favourite

Cottage in Sister Bay

A-Frame Cottage, Fire Pit, Coffee Bar, Sleeps 4

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.

ValueLocationCondition

5.0 out of 5 average rating, 247 reviews

Top Guest favourite

A relaxing living area features a stone fireplace as its focal point. Comfortable seating options, including a leather chair and a spacious sofa, are arranged around a rustic coffee table. Large windows allow natural light to fill the space, with glimpses of the surrounding scenery.

Cottage in Fond du Lac

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.

ValueFamilyTV

4.97 out of 5 average rating, 327 reviews

Top Guest favourite

A serene view of the Wisconsin River is captured, reflecting soft hues of sunset in the calm water. Lush greenery lines the riverbank, creating a natural frame. Gentle ripples adorn the water's surface, enhancing the tranquility of the landscape.

Cottage in Muscoda

River's Edge Cabin, LLC

We welcome you to be our guest in our comfy, warm cabin nestled on the lower Wisconsin River. We are close to many area attractions including Frank Lloyd Wright's Taliesin, House on the Rock, American Players Theater, Wisconsin Dells, and much more! Activities include canoeing, fishing, hunting, shopping in quaint villages, or just relaxing watching the river... Our cabin is easy to get to and close to area villages but in a private setting.

FamilyLocationParks

4.95 out of 5 average rating, 221 reviews

Superhost

A wooden deck is illuminated by string lights, featuring a hot tub and outdoor seating. The cottage, with a blue door and an umbrella, is adjacent to a sauna. A warm ambiance is created as twilight sets in, highlighting the inviting outdoor spaces.

Cottage in Townsend

Waters Edge Cottage: Cozy. Sauna. Hot Tub

SAUNA, HOT TUB, STARS. The name says it all. Waters Edge Cottage, located right on the shore of beautiful full recreation Pickerel Lake! Step off the deck and into the hot tub or sauna right on the shore. Waters Edge Cottage has 1 Bedroom with a Queen Bed plus a loft with 3 twin beds, fully stocked kitchen & full bath. Pontoon Boat available to rent! Golf, ATV, Wineries, Hiking, Biking, Swimming, fishing and more! Come enjoy Waters Edge

FamilyLocationQuiet

4.86 out of 5 average rating, 111 reviews

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

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!

ValueFamilyLaundry

5.0 out of 5 average rating, 124 reviews