Vacation rentals in Lyndon

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Top-rated vacation rentals in Lyndon

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Guest favorite

An expansive wooden loft area features high ceilings with exposed beams and numerous windows that allow natural light to fill the space. A metallic railing lines the walkway, which leads to a staircase, providing an open and airy atmosphere.

Cabin in Cascade

5 out of 5 average rating, 13 reviews

Lakeside Cabin Retreat Relax at Private Lake House

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 20 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. Book your stay at Highlander Hideaway and embark on a journey of serenity and discovery.

Guest favorite

A red cottage is set among lush green trees, with a winding driveway leading to its entrance. The pathway is bordered by neatly trimmed shrubs, creating a natural environment. The structure features a gabled roof and is partially obscured by the surrounding foliage.

Guesthouse in Plymouth

4.97 out of 5 average rating, 119 reviews

Woodside Cottage Guest House-Close to Road America

Woodside Cottage in the Kettle Moraine forest of East Central Wisconsin offers a quiet private getaway for Road American race fans, golfers or those wanting just to have a break from the city and explore the area. This 2 bedroom guesthouse can host 8, with laundry, full kitchen, living room and outdoor fire pit. Due to family guest allergies, we are pet free. Located 4 miles from gate 4 at Road America and 20 miles from Whistling Straits golf course. WIFI available, but unreliable. 3 cars MAX

Superhost

A simple entrance is highlighted by a white door adorned with a small window, framed by green siding. A festive decoration, resembling a snowman, composed of evergreen branches and a golden hat, is positioned beside the door, adding a cheerful touch.

Apartment in Plymouth

4.64 out of 5 average rating, 311 reviews

Pineyard Plymouth Apartment

Enjoy this older upper floor apt. with two single bedrooms with a twin bed in one and a full bed in the other, full bath, kitchen, living room, and off street parking. VCR/DVD player and internet is available. Kitchen is equipped with dishes, pots, pans, stove, and refrigerator. We are five minutes from Road America, fifteen minutes from Sheboygan, and thirty minutes from Fond du Lac. Only three blocks from downtown Plymouth enjoy many shops and eating establishments. Pets are NOT allowed.

Top guest favorite

Apartment in Kohler

5 out of 5 average rating, 126 reviews

The Hemingway on Church - It Tolls For Thee

"Kristine's property has all the charm of a modern day Mayberry" -Michael This 1906 historic home is nestled in the heart of the equally historic "Village of Kohler." Completely remodeled in 2019 adding Kohler spa amenities and modern touches to its original charm. Mixing modern & antique furniture finds like the Hemingway Sideboard (which inspired the literary theme) make this historic hideaway a true Kohler destination. "You cannot get a better location in Kohler than this house!" -Dennis

Guest favorite

Home in Plymouth

4.93 out of 5 average rating, 112 reviews

Vintage Farmhouse on Blueberry Hill.

Relax with the whole family at this peaceful place to stay. Located conveniently half way between Green Bay and Milwaukee. Find your self minutes away from Road America, Whistling Straits, snowmobile trails, kettle moraine state forest, and so much more. Our property has walking trails to the river, throughout the woods and around the creek area, This winter you would have the opportunity to snowshoe our 103 acre property, or break your own cross country ski trail! Or just a quiet getaway!

Top guest favorite

An exterior view of the property features a wooden deck above with a railing, complemented by a staircase leading to the entrance. A paved area at the ground level includes plants and a grill, alongside a garage door and multiple windows of the main structure.

Home in Howards Grove

4.95 out of 5 average rating, 177 reviews

Spacious lower level priv entrance no cleaning fee

Not set up for babies or toddlers. Entire basement is for rent with a separate entrance. Kitchen area includes refrigerator, microwave, coffee pot, toaster, sink, dining table and chairs. NO STOVE OR OVEN IS AVAILABLE. Free Wifi and Cable TV. Air conditioning. Plenty of parking, keyless entry. 14 min to Road America, 13 min to Kohler, 9 min to Whistling Straits, 5 min to Lakeland University, 1 hr to Milwaukee, 1 hr to Green Bay. Lots of nice amenities, clean, spacious. No cleaning fee.

Superhost

An aerial view captures the layout of the property, showcasing a cluster of buildings surrounded by lush greenery and a small pond. Farm fields extend in all directions, while trees add a touch of vibrant color to the landscape.

Barn in Sheboygan Falls

4.71 out of 5 average rating, 109 reviews

Quiet Country Charm

Cozy barn loft with rustic charm. This newly renovated private loft sleeps 4 with the possibility of 1 or 2 more if you don’t mind sleeping on an air mattress. This room includes a bathroom with shower and small efficiency kitchen with microwave, coffee maker, and small refrigerator. The futon pulls out to a double bed. This relaxing local comes complete with barnyard animals for an authentic Wisconsin experience! You won’t forget the peaceful surroundings of this rustic destination.

Top guest favorite

An aerial view of a modern cabin showcases a spacious patio area with outdoor seating and a hot tub. Lush greenery surrounds the property, with a gravel driveway leading to the entrance. The cabin features large windows that allow for ample natural light.

Cabin in Cascade

5 out of 5 average rating, 147 reviews

hot tub and sauna on 5 private acres

Need 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 inspired getaway awaits!

Top guest favorite

A vibrant display of northern lights fills the night sky, showcasing swirling shades of green and hints of purple. Soft, cloud-like formations can be seen amidst scattered twinkling stars, creating a mesmerizing atmosphere.

Home in Plymouth

4.97 out of 5 average rating, 210 reviews

Wyatt's Country Home - King Bed

Soak up the modern vintage charm of our fully remodeled and updated home! Thank you for choosing our sparkling clean space. Our home is nestled on two quiet acres just north of Plymouth in the peaceful country. Enjoy coffee as the sun rises from one of the two decks, or perhaps a cocktail by the fire as the sun sets. We ourselves lived in this home for our first 5 years and turned it into a beautiful and peaceful space for ourselves that we would now like to share with everyone.

Top guest favorite

A historic stone church converted to a residence is shown, featuring arched windows and a well-maintained exterior. The entrance is accessible via a set of steps leading to a patio area adorned with landscaping, including grass, flowers, and decorative elements.

Home in Campbellsport

4.99 out of 5 average rating, 178 reviews

Gleason's Chouse

You'll love staying in our unique home, in a quiet neighborhood. This is a recently remodeled 1867 church converted to a "Chouse". Featuring 2 bedrooms, Full Kitchen, 1 Bathroom, Balcony, Parking, and a Gazebo.. all beautifully complimented by a range of antiques and decorations. 8 Miles East of Hwy 41, a 45 min drive to Oshkosh or an hour to Milwaukee. Just down the from Lake Bernice & Eisenbahn Bike Trail. Also close enough to the Kettle Moraine Forest to hike and sightsee!

Top guest favorite

Apartment in Waldo

4.98 out of 5 average rating, 279 reviews

The Blue Cobb House

My place is close to 20 minutes south of Elkhart Lake and Road America. You’ll love my place because of the outdoors space, the comfy bed, and the kitchen. My place is good for couples, solo adventurers, and business travelers. The Blue Cobb House is about 15 minutes from Kohler-Andrae State Park and 30 minutes from Harrington Beach State Park. The Kettle Moraine area is just to our west and it is filled with hiking trails.

Superhost

A covered outdoor space features comfortable seating arrangements, including a spacious sofa and armchairs. Natural wood beams and ceiling fans add to the rustic charm. Views of a serene lake and surrounding nature are visible through large windows, creating a peaceful retreat.

Cabin in Cascade

4.82 out of 5 average rating, 34 reviews

Lakefront Cabin on Private Lake Community

Take it easy at this unique and tranquil getaway. This 2200 square ft. handcrafted two-story open loft cottage on 20-acre non-motorized private spring fed lake with sand beaches & 70 acres of walking trails! Enjoy hiking, swimming, fishing, volleyball, tennis, basketball & water activities. Near Kohler & Elkhart, between Green Bay & Milwaukee. Nearby wineries, golf courses, sportsman clubs, and Kettle Moraine State Forest.

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Guest favorite

Guest suite in Plymouth

4.9 out of 5 average rating, 51 reviews

Settlement Suite

KarenRating, 5 stars11 months ago

Carol's place was outstanding -- tastefully furnished in French provincial with rustic touches, it was charming through-and-through. Carol's bookcases were filled with a beautiful cookbook collection. She served a fantastic breakfast, including fresh fruit, yogurt, granola, and a large basket of home-baked scones, crumb cakes, and specialty items, in the attached dining room at a dining table elegantly set with candles and china. The second day we had waffles with real maple syrup and whipped cream with the same large platter of fresh fruit. The jetted bathtub was luxurious. We had total privacy, including a large patio with barbecue and firepit, as well as acres of private forest. Carol's hospitality was over and above expectations.

Guest favorite

A circle of six red Adirondack chairs is arranged around a small fire pit, partially surrounded by rocky edging. Lush greenery and trees provide a natural backdrop, creating a secluded outdoor gathering space.

Guest suite in Plymouth

5 out of 5 average rating, 35 reviews

Riverside Suite

DavidRating, 5 stars3 days ago

Great place and awesome host. Plymouth is a cute little town. Jennifer is awesome.

Guest favorite

A functional kitchenette features wooden cabinets and a granite countertop. A black refrigerator and coffee maker are visible. The open layout includes a dining table and seating. In the background, a bathroom entrance and additional countertop space can be seen, enhancing the convenience of the space.

Guesthouse in Sheboygan

4.93 out of 5 average rating, 28 reviews

Unique Guest House close to everything

RoxanneRating, 5 stars4 days ago

A beautiful place and very peaceful. Close to a shopping, restaurants, parks and hiking trail. We were close to Riad America. We enjoyed our stay and will definitely stay again!

Guest favorite

A bright corner features a comfortable chair next to a small table, set in front of large windows with blinds. A full-length mirror reflects the room, which showcases a stylish rug on the wood-like flooring and a glimpse of the bed in the background.

Apartment in Sheboygan Falls

4.86 out of 5 average rating, 7 reviews

Elegant Condo in Sheb Falls

AlbertoRating, 5 stars10 months ago

Great place to stay for Road America.... will definitely stay here again!

A well-appointed bathroom features a marble countertop with a modern sink and a stylish mirror. A glass-enclosed shower with textured panels is present beside a clean toilet. Neutral tones in the walls create a calming environment.

Apartment in Sheboygan Falls

4.92 out of 5 average rating, 13 reviews

Country Apartment

PatrickRating, 5 stars4 days ago

Our third stay with Patricia. The location is great for visit to Road America.

An outdoor deck is displayed, featuring a seating area with comfortable cushions on wicker furniture. A small coffee table is situated in the center, surrounded by lush greenery. Natural light filters through the trees, creating a serene and inviting atmosphere.

Home in Cascade

5 out of 5 average rating, 3 reviews

Grandmama’s Lake House

KateRating, 5 stars10 months ago

Our group of 8 had a fantastic time at Amanda’s place. We could walk right out to the beach where the lake was beautiful. The floating pad was great for the kids (and Grandpa) and the house layout allowed all of us to have our own space. Caught about 2 dozen fish off the dock amongst us all (live bait just about a mile away) and made some great memories. Host was extremely friendly and responsive. Only things I would change for next time would be a microwave, trash service (we had to remove our own - $5 just down the road, pretty easy), access to a gas grill (we brought our own mini gas grill), and allowing dogs for next time so we can bring our 3 yo golden retriever (booked in advance of rule change and allowed to bring her this time - she loved swimming in the lake). We really had a great time and made memories of a lifetime. I highly recommend this location and we are already looking at options for next year. 5 stars for sure. Thanks Amanda and team!

Top guest favorite

A dining area is showcased, featuring a wooden table set with two plates. A vase with flowers sits at the center. Large windows frame the view of verdant trees, allowing natural light to fill the space.

Apartment in Campbellsport

4.97 out of 5 average rating, 94 reviews

GGG Spacious Log Cabin apartment on the IAT

SarahRating, 5 stars3 days ago

We absolutely enjoyed our stay here. Such a beautiful place tucked hidden amongst the lush greenery of the park nearby... very peaceful and quiet. It's just what you need for a weekend away. Great communication with owners, and the doggies were amazing.

A spacious outdoor deck features a modern fire table at its center, surrounded by comfortable seating. Lush trees and greenery line the riverbank, with a clear blue sky above. The tranquil river reflects the natural scenery, creating a serene setting for relaxation.

Home in Sheboygan

4.79 out of 5 average rating, 24 reviews

Sheboygan Riverside Condo

DonRating, 5 stars4 days ago

We stayed for the IndyCar race at Road America. Close to the track and we the house was clean and comfortable. Nice to be able to park the rental car inside the garage. Would book this Airbnb again.

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Vacation rentals in Lyndon

Top-rated vacation rentals in Lyndon

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