
Places to stay near Road America
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Top-rated holiday rentals near Road America
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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.
4.99 out of 5 average rating, 367 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!
4.97 out of 5 average rating, 211 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
4.93 out of 5 average rating, 301 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🏳️🌈
4.97 out of 5 average rating, 114 reviews
Racers Haven - 1 min from Road America
Treat yourself and enjoy the convenience of a single-family residence just 1/2 mile from the main gate of Road America. No traffic, no hassles, just racing! This 5-bedroom, 3400 square foot home, offers plenty of space to relax after a long day at the track. Enjoy either of the 2 games rooms or relax around the fire pit listening to the sounds of Road America. You'll also enjoy access to the oversized 2 car attached garage. Read the reviews and you'll know this is the place for your stay.
5.0 out of 5 average rating, 20 reviews
Lake Michigan Beach Home by Frank Lloyd Wright pro
Beautiful view and sand beach on Lake Michigan, completely private, surrounded by mature white pine trees and cedar trees. The spacious home is fully equipped with an "eat in" kitchen, dining room, and living room entertainment space, den with a see-through log-fired fireplace, screened-in porch to accommodate additional eating space, large outdoor deck with grill and fire pit. A canoe and a row boat are available for the boating enthusiast, with life jackets and other floating devices.
4.96 out of 5 average rating, 184 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!
5.0 out of 5 average rating, 286 reviews
Oak Haven | Theater • Game Room • Sauna • Firepit
Welcome to Oak Haven, a private 4,300 sq ft retreat surrounded by oak trees and peaceful Wisconsin beauty. 🌿 • 12-seat movie theater with plush recliners & surround sound 🎬 • Game room with pool, ping pong, shuffleboard & poker 🎱 • Infrared sauna + two outdoor fire spots for perfect nights 🔥 • Gourmet kitchen & dining for twelve 🍽️ • Minutes to Kohler golf, Kettle Moraine & Road America 🏎️ ✨ Oak Haven—where relaxation, laughter, and connection come naturally.
4.96 out of 5 average rating, 179 reviews
De' Udder Place on the Water
****IMPORTANT**** The price you see upfront, NOW INCLUDES AIRBNB'S SERVICE FEES (As of August 2026) 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.
4.83 out of 5 average rating, 124 reviews
Walk to Road America-Private w/Fire Pit+Loft+Views
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.
4.89 out of 5 average rating, 27 reviews
Townhouse walking distance to Road America
Welcome to our beautiful 3-bedroom, 2-bath townhouse, just a short walk to the Main Gate at Road America! This open-concept home features a spacious king primary suite with a walk-in shower and closet, a queen bedroom, and a third bedroom with two twin beds plus a twin trundle. Enjoy main-floor laundry, a private patio with views of the Main Gate, and the perfect location for race weekends or an Elkhart Lake getaway.
5.0 out of 5 average rating, 40 reviews
Red Willow Guest House
Renovated farmhouse located just 48 miles south of Lambeau Field and 50 miles north of Milwaukee. This guesthouse is the perfect vacation home for large family/group gatherings. The property is a retired dairy farm with acres of trees and grasslands to explore. The farmhouse is three miles east of Kiel, nine miles from Elkhart Lake, home of Road America race track and 18 miles to Blackwolf Run golf course in Kohler.
4.99 out of 5 average rating, 235 reviewsPopular amenities for holiday rentals near Road America
Condo rentals with Wi-Fi

Beachside Lake View - 2br - First Floor - Garage
4.88 out of 5 average rating, 218 reviews
Beachside Condo w/ Stunning Lake Views
4.95 out of 5 average rating, 165 reviews
The Victory Lap - Family Friendly Sleeps 10
5.0 out of 5 average rating, 8 reviews
Private Beach, Pools & Full-Kitchen
5.0 out of 5 average rating, 12 reviews
Lakefront Condo, Private Beach/Pool, Walk to Town
4.96 out of 5 average rating, 25 reviews
Riverfront Condo w/Sunset Views & Walkable Dining
5.0 out of 5 average rating, 20 reviews
VicVill | WaterViews | Vintage Charm Meets Comfort
5.0 out of 5 average rating, 3 reviews
Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home
4.9 out of 5 average rating, 82 reviewsFamily-friendly house rentals

Stay at Sunrise LLC, Like being at Grandma's
4.97 out of 5 average rating, 153 reviews
Spacious lower level priv entrance no cleaning fee
4.96 out of 5 average rating, 210 reviews
Shamba on the Lake, Oostburg, WI
4.96 out of 5 average rating, 219 reviews
The Suncatcher -Steps from Lake - Fenced Yard
4.97 out of 5 average rating, 104 reviews
LUXE Manor With Modern, Elegant Vibes - 4,500 Sq
4.97 out of 5 average rating, 251 reviews
Lake House-Kayaks/Paddle Boards/Private Pier
5.0 out of 5 average rating, 19 reviews
Turn 15 Lodge near Road America
4.94 out of 5 average rating, 33 reviews
Paddock Point Lakehouse. Road America+Hot Tub
5.0 out of 5 average rating, 80 reviewsApartment rentals with air conditioning

The Blue Cobb House
4.98 out of 5 average rating, 324 reviews
Church Street Romance & Retreats-Village of Kohler
5.0 out of 5 average rating, 228 reviews
Cozy Sheboygan Upper
4.93 out of 5 average rating, 603 reviews
Modern Upstairs Apt - Steps from Lake Michigan
4.99 out of 5 average rating, 278 reviews
Lovely modern two bedroom home with fire pit
4.98 out of 5 average rating, 222 reviews
Sheboygan Surf House - Jetties
4.84 out of 5 average rating, 264 reviews
One Bdrm Apt - The Erie House near lake & downtown
4.88 out of 5 average rating, 153 reviews
Local Landmark KL / Artisan Coffeehouse
5.0 out of 5 average rating, 101 reviewsOther great holiday rentals near Road America

Walking distance to Road America, Lakefront
4.94 out of 5 average rating, 36 reviews
Cabin moments away from Road America and Lakes
4.69 out of 5 average rating, 101 reviews
3 Minutes to Road America | Amazing Location!
5.0 out of 5 average rating, 12 reviews
Kettle Breeze
4.92 out of 5 average rating, 50 reviews
Bed & Beer -4 bdrm above a bar
4.79 out of 5 average rating, 53 reviews
Downtown Plymouth, WI Second Floor 2 Bed Apartment
5.0 out of 5 average rating, 58 reviews
Road America, Elkhart Lake!
4.95 out of 5 average rating, 44 reviews
Crystal Sunset Loft - Elkhart Lake
4.97 out of 5 average rating, 76 reviewsDestinations to explore
- Lambeau Field
- Kohler-Andrae State Park
- Whistling Straits Golf Course
- Eaa Aviation Museum
- Holy Hill National Shrine of Mary
- Blackwolf Run Golf Course
- Bay Beach Wildlife Sanctuary
- Atwater Park
- Green Bay Packers
- Paine Art Center And Gardens
- Fox Cities Performing Arts Center
- National Railroad Museum
- Little Switzerland Ski Area
- Resch Center
- Lion's Den Gorge Nature Preserve
- Deland Park
- Neshotah Park
- The Bull at Pinehurst Farms Golf Course
- Oneida Casino
- Wisconsin Maritime Museum
- Vines & Rushes Winery
- Green Bay Packer Hall of Fame





