Cabin holiday rentals in Sheboygan County

4.98 out of 5 average rating, 105 reviews

Cabin in Elkhart Lake

Fernwood Elkhart Lakefront: hot tub, pier, kayaks

Beautiful, serene lakehome on pristine Elkhart Lake. The hot tub, deck, screen porch & stone patio all have gorgeous lake views. The private pier is perfect for a dip, paddling or lounging by the water before basking in a luxurious sunset soak in the hot tub. Enjoy a stroll into the adorable town of Elkhart via the rustic lakefront path. With a chef’s kitchen and extensive amenities, it's perfect for a weekend or extended stay year round! We strive to be inclusive and welcoming 🏳️‍⚧️BLM🏳️‍🌈

4.94 out of 5 average rating, 113 reviews

A serene view features the sun setting over a calm lake, reflecting warm tones on the water. Silhouettes of ducks can be seen peacefully swimming, while distant trees line the shoreline, creating a tranquil atmosphere.

Cabin in Random Lake

The Random Cabin (On Random Lake)

Suprising Waterfront Cozy Unique Rustic Modern. These all describe the Random Cabin. In the small inviting village of Random Lake sits a small but mighty house. 2 bedrooms, beautiful kitchen, tree fort style loft, 2nd living/kid room w/ arcade & pinball. Everything you could want. Fish off the pier or use our kayaks to explore the lake. Ride our bikes around town & then cuddle up in front of the fireplace. The village beach is only a few blocks away, so is the bustling downtown. Memories await

4.99 out of 5 average rating, 349 reviews

The A-frame cabin is framed by lush greenery and colorful landscaping. A welcoming pathway leads to the entrance, featuring a spacious deck. The cabin's dark exterior contrasts with the surrounding trees, creating a serene and private atmosphere.

Cabin in Elkhart Lake

Elkhart A-Frame, Wooded Retreat near Road America

The Elkhart A-Frame is an ideal location for the adventure seeker who wants a unique and private experience that is still close to all the action. The home sits on a wooded three-acre private retreat only about a mile from the village of Elkhart Lake, Road America, and Golf Courses. This unique cabin was built in the 1970's but has been recently renovated with a fun Scandinavian modern flair. It has all the amenities for a memorable vacation stay that provides plenty of epic photo opportunities.

5 out of 5 average rating, 44 reviews

Cabin in Oostburg

Log Cabin At The Lake

This charming rustic-luxe 1946 log cabin brings all the vibes: stunningly-renovated w/ elevated comforts & steps from some of Lake Michigan’s best WI shoreline. This spacious retreat offers 3 bedrooms, 2 ½ baths, and space up to 11. Enjoy beach access, cozy gas fireplace, patio with a hot tub, sauna, & cold plunge circuit, outdoor grill, dining & fire pit. Just off of I-43 & just south of Sheboygan, this up-and-coming area has everything you need for a wonderful vacation any season of the year!

An A-frame cottage is shown surrounded by green trees. The exterior features a rich red wooden finish, complemented by a wooden deck with steps leading up to it. A welcoming sculpture stands beside a dog on the grass, and various outdoor decorations are visible.

4.91 out of 5 average rating, 11 reviews

Rustic Cozy A- Frame Retreat Hike Fish Kayak!

Come experience the charm of a sun-drenched A-frame cottage, offering breathtaking sunsets, and serene lake glimpses. Whether cozying up indoors with a book and coffee, or enjoying a warm campfire, with s'mores, indulging in seasonal activities, like fishing, kayaking, ice fishing, or exploring nearby attractions like Solu winery, Tiki Beach, every moment promises blissful relaxation and adventure. With Kettle Moraine State Forest as your backdrop, unforgettable memories await at every turn.

4.97 out of 5 average rating, 29 reviews

A deck furnished with wooden chairs offers a view of the reflective lake surrounded by vibrant autumn foliage. Colorful trees frame the water, enhancing the natural setting. Tables and seating are visible in the open space below, providing areas for gathering.

Cabin in Plymouth

Walking distance to Road America, Lakefront

Nestled in the woods, you will find fun for the whole family. Our Little Elkhart lakefront cottage has two bedrooms that can easily sleep six guest. We offer kayacking, biking, swimming, an outdoor fire pit, two decks overlooking the lake, and highspeed internet service. This cottage sits on 3/4 acres less than 1 mile from Road America, 4 miles from downtown Elkhart Lake, and several beautiful golf courses. It has all of the amenities for your memorable family vacation. Sorry no pets.

An aerial view showcases the cabin nestled among lush greenery, adjacent to a serene lake. A well-maintained path leads from the home to the water's edge, framed by trees reflecting vibrant autumn colors. The peaceful landscape invites relaxation and exploration.

5 out of 5 average rating, 28 reviews

Lakeside Cabin Retreat Private Lakehouse Hideaway!

Welcome to Highlander Hideaway, where the extraordinary meets the serene. Nestled in a longhouse-style architecture with an abundance of windows that frame captivating views of the lake just feet from the shore, you will find yourself immersed in natural beauty from the moment you arrive. Relax and unwind in your home away from home with all the modern comforts and amenities, and proximity to everything. We do not allow parties, including bachelor/bachelorette parties. Book your stay now!

5 out of 5 average rating, 265 reviews

hot tub and sauna on 5 private acres

Looking for a peaceful retreat? Experience 5 acres of tranquil, private woodland paradise. Cool nights are perfect for warming up in the hot tub or infrared sauna which overlook the meadow. Explore hiking trails and lakes that the scenic Kettle Moraine has to offer. Grill a delicious meal and later craft perfect s’mores by campfire as the crickets sing. Unwind at SoLu winery, just a minute down the road. Near Road America, Kettle Moraine State Forest, and Dundee. Your getaway awaits!

A rustic cabin exterior is featured, showcasing dark wood siding and a sloped roof. A small front porch is visible, and flower pots adorn the entrance. Lush greenery surrounds the cabin, with a low wooden fence providing an inviting boundary.

Cabin in Plymouth

4.69 out of 5 average rating, 94 reviews

Cabin moments away from Road America and Lakes

Just steps from Crystal Lake. This cozy cabin serves as a great base for year round activities in the Kettle Moraine forest area. There are nearby wineries, golf courses, lakes, and winter/summer trails to enjoy. Cabin is located next to Rumors Roadhouse which offers BBQ and live music. Road America, one of the world's fastest permanent road racing tracks, is 5 minutes away. Cabin guest enjoy discounted meals and beverages at Rumors Roadhouse BBQ as part of their stay.

The two-story timber cabin features a spacious deck adorned with several blue lounge chairs, overlooking a sandy beach area. Lush greenery and a clear blue sky frame the scene, while the gently sloping landscape leads to a peaceful lake.

5 out of 5 average rating, 45 reviews

Willows Cabin Cascade, On Lake

Near Kohler, between Green Bay & Milwaukee, this two-story craftsman timber cabin is on a 20 acre non-motorized private lake. With a sand beach and trails this quite property is wonderful for friends & families. The gated community has a basketball & tennis court, kayaks, canoes, and a dock perfect for dropping a fishing line. Nearby wineries, golf courses such as Whistling Straights, and Kettle Moraine State Forrest allow guests to relax or explore. No parties!

5 out of 5 average rating, 35 reviews

Cabin in Plymouth

The Cabin on Kettlewood Acres - Private Forest

Escape to the peaceful Kettlewood log cabin tucked among rolling kettles and quiet woods. Relax on the front porch swing, sip French press coffee, or unwind by the fire pit. Just a mile from the Parnell Tower and trails, minutes from Solu Winery, and less than 15 minutes from Plymouth for anything you need. Nestled near Mauthe Lake and Long Lake State Parks, adventure awaits in every direction. A true hidden treasure. Take a look and book your stay today.