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 Oostburg
4.97 out of 5 average rating, 338 reviews

Sandalwood Cottage - 300 Feet From Lake Michigan

A HIDEAWAY one mile East of I-43 nestled in beautiful wooded acreage across from Lake Michigan, on a private drive. Just South of Sheboygan. Close by: Whistling Straits & PGA golf courses. Ice Age Trail in the Kettle Moraine, Elkhart Lake - Road America, Charter Fishing, Kohler Andrae State Park, Several State & local beaches, & several 5 star restaurants. 2 hours & 20 min from Chicago. 45 min from Milwaukee, 65 min from Green Bay. Rest, Relax and Unwind in the tranquil setting at Sandalwood.

Guest favourite
Cottage in Princeton
4.94 out of 5 average rating, 253 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
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
5.0 out of 5 average rating, 105 reviews

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.

Top Guest favourite
The cottage is surrounded by lush greenery, featuring a charming exterior with white siding. A small deck presents a seating area furnished with two chairs and a grill, inviting outdoor relaxation amidst the tranquil setting.
Cottage in Phillips
4.94 out of 5 average rating, 159 reviews

Charming Cottage on Wilson Lake

With a queen bedroom, sitting room/guest room with a futon and cable tv, bathroom with shower, and a complete kitchen, it is a cozy retreat for a couple or single traveler looking for privacy and relaxation. The cottage is located on Wilson Lake, part of Phillips Chain of Lakes. There is a small beach area with a wonderful fire pit with free fire wood, picnic bench and swim raft located on the property. We offer use of our Canoes, Kayaks and a paddle board free of charge to all guests.

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, 389 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 a solo adventurer.Full list of amenities available, but worth noting here that coffee isn't provided. There is a drip coffee maker, also kpods use.

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
4.99 out of 5 average rating, 159 reviews

Timber Creek Retreat

Get away for a restful stay at this scenic hidden gem of Vernon County. Timber Coulee Creek, a Class 1 trout stream, ripples right through the backyard. 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.

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, 240 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
Cottage in Neshkoro
4.91 out of 5 average rating, 261 reviews

Nostalgic Lakehouse with Pontoon, HotTub & VHS

This thoughtfully restored 1960s cottage sits on peaceful Spring Lake: perfect for swimming, fishing, and creating nostalgic memories lake with your family. Outside you'll enjoy a beautiful private backyard with a hot tub, pedal-powered pontoon boat, yard games, fire pit, fishing poles, and dock. Inside you'll make lifelong nostalgic memories with the huge selection of 1980/90s video games, Goosebumps books, board games & VHS films. Centrally located in an activity-filled area of WI!

Guest favourite
The exterior of a spacious lakeside home is showcased, featuring large windows and a welcoming porch. A green lawn extends towards the water, accompanied by bright blue kayaks and a swing set. A tall tree provides shade, enhancing the outdoor ambiance.
Cottage in Random Lake
4.86 out of 5 average rating, 115 reviews

Private 3 bedroom lake house

A beautiful spacious 3 bedroom with sofa bed (sleeps 9 guests) with lake access just steps away from the backyard. Includes washer and dryer, all cooking amenities and a grill, 3 TVs with cable (including Netflix and Disney+ capabilities), a two person canoe n 3 kayaks, hammock, board games, and books for leisure reading. Fish off the private peer. Light the bonfire in the fire pit (firewood included) by the patio onlooking the lake. Pets are allowed with a $200 pet fee.

Top Guest favourite
Cottage in Sister Bay
5.0 out of 5 average rating, 244 reviews

2 Bed A-Frame, Fire Pit, Coffee Bar - Sister Bay

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
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
4.97 out of 5 average rating, 327 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.

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
5.0 out of 5 average rating, 117 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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