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Cabin vacation rentals in Sheboygan

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Top-rated cabin rentals in Sheboygan

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Cabin in Valders

Log Cabin Vacation Rental

Escape to a truly authentic Wisconsin log cabin set on peaceful pastoral land near Valders. This 2,800-sq-ft retreat blends handcrafted design with modern comfort, featuring two private king suites, a spacious recreation room, and expansive outdoor living. Relax on one of 4 porches, or unwind by the fieldstone fireplace after a day exploring the region. Guests enjoy an ideal central location near Whistling Straits golf, Kettle Moraine State Park, Camp Sinawa ( Year round public access just 1 mile down Sinawa Rd that offers hiking, skiing, snowmobiles, hunting, fishing, and boating) and the scenic Door County peninsula. In summer, watch the Oshkosh Experimental Air Show or pick fruit right from your own orchard. Whether you’re gathering for a family trip or seeking a quiet rural escape, this cabin offers space, serenity, and a memorable Wisconsin experience. The Space: • Main Floor – 1,600 sq ft: King suite, living room, dining room with 10-person white pine table, Roku TV, full kitchen • Lower Level – 1,200 sq ft: Second king suite, large recreation room with 2 twin beds + cot, TV/DVD • Outdoor Living: A porch on each side of the cabin, fire pit, gas grill, picnic tables, wildlife viewing, wide-open pastoral surroundings • Interior Features: Solid wood floors, craftsman fieldstone fireplace, handmade furniture • Kitchen: Fully equipped with full-size fridge, stove/oven, dishwasher, microwave, drip coffee maker, toaster • Essentials: Star Link Internet, Free Wi Fi, washer/dryer, linens & towels, whole house cooling fan, split heating/cooling pump Guest Access: Guests have the entire home and outdoor areas to themselves. Parking available for several vehicles. Other Things to Note: This home requires 3 step stairs to access. No smoking, pets, parties, or large gatherings. Photo ID may be required at check-in. Property Details Summary: Property Type: Authentic log cabin Size: 2,800 sq ft Bedrooms: 2 private king suites + recreation room (2 twin beds + additional cots) Bathrooms: 2.5 bathrooms (includes jetted tub) Lot/Setting: Surrounded by open fields; private orchard; excellent wildlife viewing ;rural countryside setting Location Highlights (8010 Sinawa Rd, Valders, WI 54245): • Short drive to Whistling Straits Golf Course (PGA, Senior Open, Ryder Cup host) • Close to Camp Sinawa • Easy access to Kettle Moraine State Park for hiking, biking, trails • Centrally located for day trips to Door County • Convenient for visitors to the Oshkosh Experimental Air Show (EAA) • Peaceful, low-traffic rural area with expansive views and abundant wildlife

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Cabin in Elkhart Lake
4.98 out of 5 average rating, 104 reviews

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🏳️‍🌈

Guest favorite
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
4.94 out of 5 average rating, 112 reviews

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

Top guest favorite
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
4.99 out of 5 average rating, 342 reviews

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.

Guest favorite
A charming log cabin features rustic wooden architecture, complemented by red window frames. Surrounded by lush greenery, the structure offers a welcoming front porch. Natural light bathes the exterior, enhancing the serene setting among the trees, with a pathway leading to the entrance.
Cabin in Campbellsport
4.95 out of 5 average rating, 110 reviews

Wooded CABIN-Sunset & Lake Views/Kayak to Tiki Bar

Slow down at Fraser Fir log cabin, built in 1958 on Kettle Moraine Lake. In the summer, enjoy quiet moments watching the sun set from the front porch, then relax by the fire pit under a sky full of stars. Fish from the dock, kayak around the lake, or bring your boat to soak up the sun. In the winter, grab your ice-skates or ice-fishing gear and head out on the lake. With countless trails nearby, the hiking options are limitless and beautiful in every season. Your next adventure awaits.

Guest favorite
The interior living area features exposed wooden beams and large windows that allow natural light to illuminate the space. Comfortable seating arrangements include sofas and armchairs beside a wood-burning stove. A dining area with a large table is visible in the background, enhancing the open atmosphere.
Cabin in Campbellsport
4.78 out of 5 average rating, 27 reviews

Peaceful Lakeview Cabin Stay On Private Peninsula

Tucked on a private peninsula in Wisconsin’s Kettle Moraine, Birchwood Log Cabin is a quiet 4-bedroom, 2-bath retreat with stunning lake views and space for up to 14 guests. Enjoy a wraparound deck, wood-burning fireplace, and open-concept great room for cozy nights in. While our lake is view-only, you’re just a short walk to Kettle Moraine Lake’s public beach, boat launch, and vibrant Tiki Bar. Come for the stillness, stay for the trails, sunsets, and connection. Open year-round. Pets welcome!

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Cabin in Oostburg
5 out of 5 average rating, 38 reviews

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!

Top guest favorite
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
5 out of 5 average rating, 25 reviews

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.

Top guest favorite
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.
Cabin in Cascade
5 out of 5 average rating, 27 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!

Top guest favorite
Cabin in Cascade
5 out of 5 average rating, 259 reviews

sauna and hot tub 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!

Top guest favorite
Cabin in Plymouth
5 out of 5 average rating, 31 reviews

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.

Top guest favorite
Cabin in Oostburg
4.92 out of 5 average rating, 36 reviews

Rare Find! Huge Beach & Luxe Woodsy Cabin

🏖️ Private Sandy Beach + Huge Grassy Yard for Games & Fires 🪵 Feels Like the North Woods—But Just 45 Min from Milwaukee 🔥 Multiple Fire Pits + Wood-Burning Fireplace Indoors 🛏️ 3 Bedrooms + Den, 2 Baths, High-End Furnishings & Beds 🧺 2 Washer/Dryers 🚶‍♂️ Walk to Kohler-Andrae State Park & Beachfront Trails 🎯 Yard Games, Basketball, Old-Fashioned Park Play Equipment 🧘 Perfect for All Seasons 🏌️ Near PGA Golf, Kohler Spa, Waterparks & Quaint Towns

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