Holiday rentals in Lyndon

4.99 out of 5 average rating, 274 reviews

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.

4.97 out of 5 average rating, 118 reviews

Guest house in Plymouth

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

4.64 out of 5 average rating, 311 reviews

Flat in Plymouth

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.

5 out of 5 average rating, 124 reviews

Flat in Kohler

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

4.93 out of 5 average rating, 111 reviews

Home in Plymouth

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!

4.95 out of 5 average rating, 176 reviews

Home in Howards Grove

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.

4.71 out of 5 average rating, 107 reviews

Barn in Sheboygan Falls

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.

5 out of 5 average rating, 146 reviews

Cabin in Cascade

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!

4.97 out of 5 average rating, 210 reviews

Home in Plymouth

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.

4.98 out of 5 average rating, 279 reviews

Flat in Waldo

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.

4.82 out of 5 average rating, 34 reviews

Cabin in Cascade

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.

4.83 out of 5 average rating, 112 reviews

Guest suite in Plymouth

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.

Holiday rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodation and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Lyndon holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Lyndon

4.9 out of 5 average rating, 51 reviews

Guest suite in Plymouth

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.

Townhouse in Plymouth

5 out of 5 average rating, 3 reviews

2-br with View of Road America!

SameerRating, 5 stars1 month ago

Everything about this rental was perfect. From the location to the description of amenities and features, everything was a great as can be. Pricing was affordable for the time we stayed as well. We’ll definitely be returning in the future.

4.93 out of 5 average rating, 27 reviews

Guest house in Sheboygan

Unique Guest House close to everything

ZachRating, 5 stars2 weeks ago

Our stay was perfect and had no hiccups. Easy to find and follow instructions. I look forward to booking again next year for our yearly trip.

4.86 out of 5 average rating, 7 reviews

Flat in Sheboygan Falls

Elegant Condo in Sheb Falls

AlbertoRating, 5 stars10 months ago

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

5 out of 5 average rating, 15 reviews

Flat in Port Washington

Mariner's Point Carriage House

RaeganRating, 5 starstoday

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

4.86 out of 5 average rating, 184 reviews

Private room in Plymouth

A Bit of the "Lake" right in Town

JulietteRating, 5 stars2 weeks ago

Easy check in. The accommodations were spacious, comfortable, and clean. The neighborhood was very quiet and safe with great walking areas. Thank you!

4.97 out of 5 average rating, 93 reviews

Flat in Campbellsport

GGG Spacious Log Cabin apartment on the IAT

MaryannaRating, 5 stars3 weeks ago

We had a peaceful and relaxing stay. The carbon and surrounding area is beautiful