Cottage holiday rentals in Wisconsin

Cottage in Medford

Cozy A-frame on Clear Lake

Relax and enjoy the slower pace of lake life. Catch pan fish from the dock or kayak the chain of lakes! Water not your thing? Use our Cozy A-frame as the base camp for your summer UTV trip or winter snowmobile fun, we sit right on the trail systems. This cozy A-frame built in 2005 features a fireplace, tile floor, full bath and loft area that sleeps 5. Located on Clear Lake near Medford in north central Wisconsin, just down the road from 2 supper clubs and a general store with gas pump.

26 Dec – 2 Jan

Cottage in Neshkoro

Nostalgic Lakehouse with Ferry Pontoon & Hot Tub

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, paddle/solar-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!

18–25 Nov

Cottage in Phillips

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.

28 Feb – 7 Mar

Cottage in Herbster

Applegate Cottage - South Shore of Lake Superior

Applegate cottage is an adorable cottage located just a short walk from the beautiful beach in Herbster, Wisconsin on the Lake Superior Scenic Byway. Whether you like hiking, biking, kayaking, skiing or just relaxing, there’s something nearby for everyone. Bayfield County has orchards, wineries, the Apostle Islands, sea caves, boutique shopping, waterfalls, great restaurants and so much more! Best of all…the sunsets! And, every season brings it’s own beauty!

14–21 Oct

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.

Cottage in Gays Mills

Remote Driftless Gem Stream and Sauna near Viroqua

Settle into this pristine farmhouse nestled in a valley in the rolling, forested hills of the Driftless Region, southwest Wisconsin. Start your day with a cup of coffee on the front porch. Go on a long walk or bike ride, then return to the cottage to cook, play board games, listen to our record collection or visit Viroqua (25 minute drive) for a farm-to-table 5-star dinner. Build a warm fire indoors or out, or go for a sauna by the babbling stream.

28 Aug – 4 Sep

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.

21–28 Oct

Cottage in Sister Bay

Beechwood Cottage - Secluded A-Frame in Sister Bay

Completely escape from your every day life at the cottage with only a short 5-minute drive to everything Sister Bay has to offer. Our cottage is located on a 1.6 acre private wooded lot surrounded by beechwood trees. The cottage has a large open deck in the front and a spacious screened in porch in the back. The interior is decorated with a warm mid-century modern charm and is equipped with everything needed for a relaxing stay.

1–8 Jan

Cottage in Glenwood City

Stay Awhile Cottage at Piney Hill Farm

Stay Awhile cottage is located on our 80 acre farmstead in the rolling hills of Western Wisconsin. Relax in this quiet, peaceful setting, hike along the creek, or through the woodlands and fields, enjoy the plentiful birds and wildlife, and let your creative juices flow. You may see or hear the occasional Amish buggy roll by. Bring your bike in the summer, and snow shoes in the winter.

10–17 Jun