Vacation rentals in Lyndon

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Top-rated vacation rentals in Lyndon

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Top guest favorite

Cabin in Elkhart Lake

4.99 out of 5 average rating, 274 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 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, 111 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, 176 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, 107 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, 146 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

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.

Superhost

Two Adirondack chairs are positioned along the water's edge, surrounded by trees and greenery. A tree-mounted birdhouse is visible nearby. The scene reflects a tranquil setting by the blue waters, enhancing the natural surroundings.

Guest suite in Plymouth

4.83 out of 5 average rating, 112 reviews

De' Udder Place on the Water

Lower level of my home on the water. Just 5 miles from Road America and 19 miles from Whistling Straits. Close to Kohler, Elkhart Lake, Lake Michigan, and the Kettle Moraine State Forest. After a day out in Sheboygan County, return to your guest suite and enjoy a cocktail in your private sunroom or in an Adirondack chair at the water's edge.

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Other great vacation rentals in Lyndon

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.

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 starstoday

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

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 fire pit is featured at the center of a wooden table, surrounded by dark volcanic rocks. Flames dance above the fire ring, creating a warm glow. Two chairs are positioned nearby, offering a cozy spot for gathering outdoors.

Apartment in Port Washington

5 out of 5 average rating, 15 reviews

Mariner's Point Carriage House

RaeganRating, 5 stars1 day ago

Absolutely loved staying at Lori’s place and will definitely stay again. Perfect location, beautiful views and convenient to shopping and restaurants.

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 starstoday

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 stars1 day 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.

A modern kitchen features stainless steel appliances and marble countertops. Natural light streams through large windows, illuminating the space. Four bar height stools are positioned along a counter, inviting a casual dining experience. Exposed wooden beams add a touch of warmth to the design.

Home in Plymouth

5 out of 5 average rating, 6 reviews

Stylish Ranch Near Road America

BobRating, 5 starstoday

Stefan was awesome! Great location! Great home! Highly recommend!

A sunlit deck extends alongside a tranquil lake, showcasing several Adirondack chairs positioned for outdoor relaxation. Sunlight reflects off the water, while a sandy beach area borders the space, framed by lush greenery in the background.

Cabin in Cascade

5 out of 5 average rating, 40 reviews

Willows Cabin Cascade, On Lake

SabrinaRating, 5 stars10 months ago

We loved our stay in Cascade! The house was beautiful and the outdoor area was so peaceful and relaxing. Carla provided helpful and clear information, and she made our stay comfortable with thoughtful extra touches. It was the perfect spot for our family vacation!

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Vacation rentals in Lyndon

Top-rated vacation rentals in Lyndon

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