Beautiful Cabins, Chalets, and Cottages in Wisconsin
Let’s take a trip to Wisconsin. That’s probably not a statement you hear very often. The Badger State is often overlooked by the travel media, and we are not sure why! Wisconsin is a wonderful Midwest state to travel too! Whether you are into a world famous brewery tour in Milwaukee, hunting and fishing in the backwoods, exploring the country’s largest water park in the nostalgia filled Wisconsin Dells, or relaxing along the miles and miles of expansive lakeshore in Door County, Wisconsin definitely has something for everyone. Can you believe we left out the amazing cheese? We didn’t neglect the incredible Wisconsin cheese culture on purpose, we are still trying to think of a way to justify basing a vacation entirely on consuming dairy without sacrificing or waistline!
Below we have listed some of the coolest and most unique cabins, chalets, and cottages that we have found as vacation rentals in Wisconsin. There are 20 places in total, so if you are looking for something specific, keep scrolling until you find it. There is something for everyone on this list - from mega mansions for your entire family perched on the edge of Lake Michigan, to cute little cabins tucked away in the woods, we are sure you will find something that sparks that travel fire. The properties below are listed on Airbnb, read more about why we like to use Airbnb when we travel here. To see more photos and availability for each listing, click the orange text to be taken directly to the Airbnb listing for the property. We hope you are inspired to check out the Badger State and consider it for your next vacation! If you love this list, be sure to check out our other list of Wisconsin properties with a more luxury flair! This list has Airbnb rentals in Wisconsin that are true luxury escapes!
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Sunrise Vista
Wautoma, Wisconsin. 3 Bedrooms, 2 Bathrooms, Sleeps 10.
Check out the beauty of Sunrise Vista, a delightful lakeside sanctuary tucked into the scenic beauty of Wautoma, Wisconsin. This enchanting retreat boasts over 2,000 sq ft of space, featuring three cozy bedrooms and a delightful game room—a perfect setting for relaxation and creating cherished memories. Venture outside to the inviting patio, where breathtaking lake views and the soothing sounds of nature await. Dive into water activities on the non-wake lake, indulge in the relaxation of the hot tub, and savor the lakeside lifestyle that defines the essence of Sunrise Vista. Check out this link for more photos and availability of Sunrise Vista!
Clay Banks Lakehouse
Clay Banks, Wisconsin. 3 Bedrooms, 3 Bathrooms, Sleeps 8.
Conveniently located just a short drive from central Door County, including Ephraim, Fish Creek, Jackson Port, and Whitefish Dunes, the Clay Banks Lake House is perfectly situated. Moreover, it's only 40 minutes from Lambeau Field, 2 hours from Milwaukee, and a mere 3.5 hours from Chicago. This haven is not just a destination; it's a gateway to world-class golf and spa facilities at Kohler and Whistling Straights, all within an easy hour's drive. Nearby, you'll find charming Wisconsin small towns, state parks, large sandy beaches, apple orchards, and sledding hills—offering the ideal year-round getaway. Unwind with a glass of wine from a historic winery, or spend the day shopping and sightseeing in the nearby charming Wisconsin small towns. Check out this link to find more photos and availability of the Clay Banks Lakehouse!
Second Wind
Green Lake Wisconsin. 3 Bedrooms, 2 Bathrooms, Sleeps 8.
Check out Second Wind to indulge in relaxation with family or friends against the scenic backdrop of lake views. Take advantage of the opportunity to play a few rounds of golf at the esteemed 23rd-ranked golf course in the country, conveniently located just minutes away—The Golf Course of Lawsonia. Wake up to the serene beauty of lake views and savor your morning coffee on the expansive deck of this newly renovated home. Conveniently situated within walking distance from the historic downtown area, this vacation rental provides easy access to charming local restaurants, shops, and amenities! Don’t miss the local beach and boat rentals! Check out this link to find more photos and availability of Second Wind!
Bird House
Cascade, Wisconsin. 2 Bedrooms, 1 Bathroom, Sleeps 4.
This modern and minimalist Scandinavian cabin looks so beautiful! You can truly escape it all being secluded on 5 acres in the woods. This cabin is ideally located near the Kettle Moraine State Forest, surrounded by prairie and mature trees that enhance the serene atmosphere. Experience the bliss of nature as you unwind in the 4-person infrared sauna, indulge in an outdoor shower, or gather around the fire pit for some marshmallow roasting. Inside, find solace by the fireplace as you stream your favorite show on the projector screen or simply appreciate the breathtaking view through the expansive glass doors. Check out this link to find more photos and availability of the Bird House!
One of a Kind Home in Downtown Green Bay
Green Bay, Wisconsin. 1 Bedroom, 2 Baths, Sleeps 5.
This home in Downtown Green Bay is a super unique rental. We love the industrial and farmhouse feeling inside. This was such a cool renovation, it features some of the original wood planking from the 1900s. This home is a quick ride to Lambeau if you are in town for the game. There are several bars and restaurants near by, but the home has a great kitchen if you feel like preparing some meals at home. This house can sleep five and entertain up to 12 so come relax with your family and friends! Check out this link to find more photos and availability of this awesome Downtown Cottage!
Secluded Cabin with Cedar Hot Tub
Viola, Wisconsin. 2 Bedrooms, 1 Bathroom, Sleeps 4.
Wow! How cozy and romantic does this cabin look?! We love the cedar hot tub and the luxurious outside shower. This cabin is definitely private, there are 115 acres of private land with 360 views! When you are ready to come inside, there are two king loft bedrooms, a full kitchen, and a custom hibachi grill. If your are lucky, you may see a farmer rolling hay, but there are no other neighbors to be found. Check out this link for more photos and availability of this adorable secluded cabin!
A Retreat on the Quiet Side of Door County
Bailey’s Harbor, Wisconsin. 3 Bedrooms, 2 Bathrooms, Sleeps 6.
This is the perfect place to explore Door County in the fall and winter months! Those fall colors are legendary! It is walking distance to the North Bay nature preserve and the stunning shoreline of North Bay! This is the perfect place for nature lovers, kayakers or anyone who enjoys getting out and on the water. The house is surrounded by the unspoiled beauty of a cedar forest that provides a needed respite. Check out more photos and availability of this awesome Door County cabin near the North Shore!
Beachwood Cottage - a Sister Bay A Frame
Sister Bay, Wisconsin. 2 Bedrooms, 2 Bathrooms, Sleeps 4.
This cute little cottage is the perfect combination of modern and rustic. It is secluded on private acreage, but it is less than 5 minutes away from all the attractions that Sister Bay has to offer! 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. The spacious loft is made for comfort and features a memory foam queen bed. The relaxing sitting area is perfect for reading a book while looking out the large windows spanning the entire front of the cottage. Check out more photos and availability of the Beachwood Cottage in Sister Bay here!
Do you love a good A-Frame cabin like this one? Be sure to check out our list of some of the coolest and cozy A-Frame cabins we have seen for rent here! The Cabin at Shady Grove
Egg Harbor, Wisconsin. 2 Bedrooms, 2.5 Bathrooms, Sleeps 5.
Relax among five acres of mature and private trees in this newly renovated vintage log home. It has 2 bedrooms, 2.5 baths, and sleeps five guests. The property is completely secluded and private, yet only a five minute drive to town and the beach. Relax and unplug. Reconnect with your family, friends, and nature. Welcome to the cabin at Shady Grove! This cabin is set along the beauty of Door County and all the area has to offer! Check out more photos and availability of this rustic cabin in rural Wisconsin here!
Modern Lakefront Cabin in Door County
Sturgeon Bay, Wisconsin. 3 Bedrooms, 2 Baths, Sleeps 10.
This stunning modern cabin is located on Clark Lake in Door County, in the heart of the bay of the Northeast shore. Close to Lake Michigan, Cave Point, and Whitefish Dunes! Enjoy the lake life with fishing, swimming, and boating - all the while being close to all the amazing restaurants and wineries in Door County. This modern-eclectic cabin has the best second-story view of the entire lake, with floor-to-ceiling windows and ample room to kick back with a cup of coffee or glass of wine. Relax in the sunroom with cozy seating, and a stunning view of the lake. You'll find shallow swimming off the dock for kids and a spacious deck with a farm table and patio furniture to enjoy one of Door County's epic sunsets! Click the link to see more photos, availability, and all the watersports options at this awesome modern cabin!
Aspenshire Cabin
Ferryville, Wisconsin. 2 Bedrooms, 1 Bathroom, Sleeps 4.
Aspenshire Cabin, nestled in a valley overlooking a private stream, offers a serene retreat in the beautiful Driftless Region, known for its rolling hills and picturesque landscapes. This newly remodeled cabin exudes the cozy sophistication of Old English charm, creating a welcoming space for relaxation and retreat. Explore the 10 acres of land, relax in the hot tub, or enjoy the outdoor fire pit and screened-in porch. Inside, a gas fireplace adds to the cozy ambiance. The cabin is close to the scenic Mississippi River, ideal for fishing, water sports, and breathtaking sunsets. Nearby attractions include the Rush Creek State Nature Preserve and historic Villa Louis in Prairie Du Chien. In winter, enjoy cross-country skiing and snowshoeing. Check out this link to find more photos and availability of Apenshire Cabin!
Wooden Tiny House on a Private Lake
Chetek, Wisconsin. 1 Bedroom, 1 Bathroom, Sleeps 2.
Located on over 100 acres of mixed hardwood forest and glacially carved lakes with abundant wildlife and great hiking trails, this tiny house is truly an ESCAPE! The tiny house is your chance to connect to nature. There is no WiFi in the tiny house, but WiFi access can be made available if needed. Enjoy a private lake view with the comfort of a queen-sized bed on the first floor, living area furnished with a fold-flat couch, electric fireplace and a TV & BluRay DVD player. Full bath features large vanity with tub/shower combo. Amazing outdoor deck with Adirondack chairs begging to help you relax! Click this link for more photos and availability of this beautiful tiny home escape!
If you think this place looks amazing - be sure to check out our list of awesome Tiny Homes for rent!
Secluded Waterfront Log Cabin
Eagle River, Wisconsin. 4 Bedrooms, 3 Bathrooms, Sleeps 16.
You will love your trip to Island View Lodge, the perfect family destination for your Northwoods lakefront vacation! You and your group can unwind in the professionally designed landscapes and serene sandy swimming beach while taking in breathtaking views of the magnificent Catfish Lake and its three peaceful islands. This unmatched park-like environment is idyllic and secluded, with water surrounding the property on all sides. Indulge in the exceptional craftsmanship of this exquisite handcrafted log lodge, skillfully constructed from enormous northern pine logs. This lodge is perfect in the winter also - it is very close to the region’s famous snow mobile trails. Check out this link for more photos and availability of Island View Lodge!
Adventure Filled Farm Stay
Oostburg, Wisconsin. 5 Bedrooms, 3.5 Bathrooms, Sleeps 15
This adventure filled farm stay is going to wow your entire family! You will be surrounded by 40 acres of farmland, but you will be a short drive to Lake Michigan. On the property there is a one acre pond with row boat and kayaks, a basketball court, and a volley ball court. Inside the farmhouse has been completely renovated and has all the modern amenities like a full kitchen, three large bedrooms, and a bunk room. The barn on the property has been redone as well and features a cool cocktail lounge, perfect for watching the big game or your favorite movie! Get away from the stress of the city at this awesome farm stay! Check out this link for more photos and availability of the Oostburg Farm!
Kodiak Cabin on Long Lake
Comstock, Wisconsin. 2 Bedrooms, 1 Bathroom, Sleeps 6.
This stunning Scandinavian inspired cabin was completed in 2020. The cabin sits at the end of the road on a private lot with a perfect view of sunsets over the nature side of the lake. Drive past farm fields and into the woods, turning onto your private gravel road, where you'll arrive at the driveway. Watch loons, tundra swans, eagles, beavers and deer while you relax by the lake. The best part about this cabin - it is dog friendly! Check out this link to the Kodiak Cabin on Long Lake here for more photos and availability!
Sandy Beach Lake Michigan Cabin
Oostburg, Wisconsin. 2 Bedrooms, 2 Bathrooms, Sleeps 8.
Wow! This cabin looks downright amazing. We love how close you are to the water. Imagine falling asleep in that hammock to the sounds of those waves. You and your group will have a private beachfront - over 200 feet of it! Wake up with your morning coffee in front of those huge windows and cuddle up with a board game around the fire place each evening. If you are into golfing this area is close to a lot of great courses - but we definitely cannot blame you if you just want to relax in the cabin. Check out this link to find more photos and availability of this cabin with a Sandy Beach!
Secluded Home Near the Lake
Adams County, Wisconsin. 3 Bedrooms, 2 Bathrooms, Sleeps 7.
This rustic chic farmhouse has such a beautifully done interior. We are in love with the giant sunroom that makes this cabin absolutely perfect all year around. If it is chilly, cuddle inside on the oversized sectional with a warm drink. If it is warmer outside - head to the deck to enjoy some al fresco dining as your enjoy the peace and quiet. We love all the farmhouse touches including the barn doors and wood paneling. Don’t miss the game room downstairs, complete with bunks for the kiddos! Best part? This beauty is pet friendly! Check out this link to find more photos and availability of this secluded beauty!
Chic Sturgeon Bay Escape
Sturgeon Bay, Wisconsin. 1 Bedroom, 1 Bathroom, Sleeps 2.
Welcome to the Crow’s Nest - a chic Sturgeon Bay rental like no other. This place is centrally located just a few blocks from the downtown strip so you can walk right to wining and dining, the waterfront, or even local farmer’s markets. We love the ship themed balcony, we haven’t seen anything like that before! Inside there is a king sized bed, comfy chairs, a kitchenette, a smart TV, and such an artsy vibe! You and your boo will definitely have a great time exploring Door County from this retreat. Check out this link for more photos and availability of this Chic rental in Sturgeon Bay!
The Island House
Balsam Lake, Wisconsin. 4 Bedrooms, 2 Bathrooms, Sleeps 6.
This incredible stay at Balsam Lake is only accessible by boat, making this as remote and private as you can get for a vacation! The owners provide guests with a pontoon to get to and from The Island House but if you’re planning on towing kids or any kind of water equipment they ask that you rent a boat as theirs is used more for leisure instead of speed. This is the perfect escape for families – kids will love the closeness to the water, the built in bunk beds, and all the outdoor space. The front boasts a beautiful, large porch with a stunning lake view, comfy seating and an eating area. The stay also comes with a guest house that is connected by a porch with additional outdoor seating. Check out this link for more photos and availability of The Island House!
Turquoise Beach Cottage
Luxemburg, Wisconsin. 2 Bedrooms, 1 Bathroom, Sleeps 6.
Just outside Green Bay in Door County, this newly renovated cottage offers a cozy, clean, and serene retreat. The simple decor highlights the natural views and provides ample space for guests' belongings. Ideal for a family beach vacation or a small group of friends, the cottage is conveniently located near wineries, trails, and top-notch restaurants. The cottage features two bedrooms: a queen bedroom overlooking the bay and a full-over-twin bedroom. The outdoor space is equally beautiful, with a large deck overlooking a spacious yard and fire pit—perfect for morning coffee, grilling, evening cocktails, sunsets, and stargazing. The beachfront, with a clean pebble bottom, offers sunbathing, swimming, fishing, kayaking, and paddleboarding. Check out this link to find more photos and availability of the Turquoise Beach Cottage.
Thanks so much for taking the time to read about some of our favorite Airbnb rentals in Wisconsin. It is sure hard to beat the beauty and simplicity of Wisconsin, and Door County. If you enjoyed this list, check out the others on our website! Some of the most current are listed below! Are there any perfect rentals in Wisconsin that we missed? We would love to hear from you! You can email us at seeseeksleep@gmail.com!
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