Places to stay near Road America

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Top-rated vacation rentals near Road America

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Top guest favorite
The kitchen features dark cabinetry with artistic landscape designs and a large white countertop island. Stainless steel appliances include a stove and dishwasher, while a coffee maker is positioned on the counter. Natural light enters through a nearby doorway, illuminating the warm wood tones of the floor.
Home in Plymouth
4.97 out of 5 average rating, 202 reviews

The 2400 sq ft Plymouth Paddock near Road America!

This charming two story, 2400 square ft colonial house is the perfect respite for families looking to connect, or race fans looking for a home during race weekend. Only 4 miles from Road America the location is close to all of Sheboygan County's finest attractions. Located two blocks from downtown on a quiet street, its up to you how you want to spend your evening. You could walk downtown for a bite, have a campfire, make a meal, or just spend time together. Welcome to your home away from home!

Top guest favorite
Cabin in Elkhart Lake
4.98 out of 5 average rating, 107 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🏳️‍🌈

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, 350 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.

Top guest favorite
A rustic modern home is showcased, featuring a spacious wraparound deck surrounded by lush greenery. An inviting hot tub glistens in the sun, and an arcade room with various games is displayed, offering entertainment options for guests.
Home in Elkhart Lake
4.93 out of 5 average rating, 297 reviews

The LODGE in Elkhart Lake. —-Hot Tub & Arcade—-

Rustic modern home w/ hot tub, arcade & fireplace right on the edge of Elkhart Lake. Road America, great golf, The Ice Age Trail, & the Kettle Moraine are all at your doorstep. This cozy home is 4 blocks from the downtown of Elkhart lake. Yet it still has an acre to explore & enjoy nature. Only 4 miles from Road America. 2 bedroom w/ 2 extra sofa sleepers & 2 baths. Perfect for racers or romantic getaways. The arcade/Pinball room has over 10 games. Perfect base camp. We got your bases covered

Top guest favorite
A charming two-story farmhouse features a welcoming front porch with two chairs and is flanked by neatly landscaped greenery. An adjacent garage with large windows enhances the property's charm. The overall setting is surrounded by lush trees, creating a serene rural atmosphere.
Place to stay in Plymouth
4.98 out of 5 average rating, 104 reviews

The Loft at Hickory Haven-A Modern Rural Studio

The Loft at Hickory Haven is a modern country retreat made for two! Mary & Bob constructed The Loft studio in 2020 and filled it with the modern traveler's amenity wish list: A comfy king bed, central AC, a gas-fired stove, a modern bathroom, and a kitchenette with dining area. The property's rural setting offers a peaceful haven from your daily grind. Your day will start with the chirping of birds or a wild turkey sighting and end with a star-filled sky that is a site to behold! Welcome!

Guest favorite
An inviting wellness space features a hot tub with gentle bubbles and soft green lighting. Adjacent, a wooden dry sauna awaits, surrounded by potted plants. Comfortable seating with decorative pillows is arranged nearby, creating a serene atmosphere for relaxation.
Home in Sheboygan
4.97 out of 5 average rating, 273 reviews

Boutique Wellness Retreat - Hot Tub and Fireplace

Celebrate your special occasion in Sheboygan at this beautiful boutique home. New patio and deck! Hot tub/Dry Sauna! Comfort and charm throughout. Cooks kitchen with all amenities. Primary bedroom w/King size bed. Secondary bedroom has 2 twin beds. The beautiful fireplace in the living room is perfect for a relaxing couples evening. Enjoy a glass of wine or local brew on the patio while you grill out. EV Charger and E-Bikes to explore the area. Let us impress you and help make it a memory.

Guest favorite
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
4.73 out of 5 average rating, 151 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
Cabin in Cascade
5 out of 5 average rating, 268 reviews

hot tub and sauna 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
An open living space is shown, featuring a spacious sectional sofa in a neutral tone. A coffee table sits centrally, with a large rug underneath. The kitchen area is visible, equipped with dark cabinetry and dining seating. Natural light fills the room through large windows.
Townhouse in Plymouth
5 out of 5 average rating, 36 reviews

Townhouse walking distance to Road America

Welcome to our beautiful 3 Bedroom, 2 bathroom Townhouse that is walking distance to the Main Gate entrance at Road America. This townhouse offers an open concept floor plan with a master bedroom king bed suite with a walk in shower and walk in closet. Second bedroom presents a queen bed with under bed storage. Third bedroom offers two twin beds with a third twin trundle. Laundry on main floor and amazing patio views of the main gates of Road America.

Top guest favorite
Earthen home in Elkhart Lake
4.97 out of 5 average rating, 148 reviews

Secluded Elkhart Retreat | Pool, Hot Tub & Sunset

Nestled just minutes from Downtown Elkhart Lake, this custom-built cordwood home offers a secluded sanctuary experience. Perched atop a hill, the unique 16-sided house provides breathtaking views of the state forest and surrounding farmland. Despite its remote feel, you’re only a 5-minute drive from the charming Elkhart Lake business district. Day hikes on the ice age trail are just steps away from the home. Tap the ❤️ to save this listing!

Guest favorite
Home in Plymouth
4.85 out of 5 average rating, 20 reviews

Walk to Road America-Private w/Views+Loft+Fire Pit

The Hillside cottage is located just steps from Road America. It offers one of the few walkable stays to the track while still feeling peaceful and private. The cottage is also perfectly positioned for golf, hiking, lake days, and exploring the charm of Elkhart Lake and the surrounding areas. Enjoy sunrise coffee on the wrap-around deck, evenings by the firepit, and plenty of space to gather, unwind, and make memories.

Top guest favorite
Townhouse in Plymouth
5 out of 5 average rating, 13 reviews

Winner's Circle | Luxury Stay Near Road America

The Winner’s Circle Townhouse is a luxury retreat perfectly located just steps from Road America and minutes from Elkhart Lake and Plymouth. Designed for comfort and entertaining, this spacious townhouse offers upscale amenities, generous living areas, and a rare heated and cooled 4-car garage—making it an ideal stay for race weekends, group getaways, or relaxing escapes.

Popular amenities for vacation rentals near Road America

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Sheboygan County
  5. Plymouth
  6. Road America