Trips to Road America

Plan Your Next Trip to Road America and explore unforgettable sights, local flavors, and exciting experiences.

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From $398

         

9.8 (71 Reviews)

House

Bender Haus-Elkhart Lake Home- 3 Bedrooms- Close to Lake, Golf & Racing!

• Air Conditioner
• Parking
• TV

• Sheboygan
• Elkhart Lake

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From $1,567

         

|

10.0 (2 Reviews)

House

Family Home with Indoor Pool about 2 Mi to Elkhart Lake!

• Parking
• Pet Friendly
• Pool

• Sheboygan
• Elkhart Lake

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From $422

         

10.0 (43 Reviews)

Apartment

102 m² Apartment ∙ 3 bedrooms ∙ 9 guests

• 1097 ft² Apartment
• Air Conditioner
• Parking
• TV

• Sheboygan
• Elkhart Lake

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From $149

         

7.8 (32 Reviews)

RV Rental

Plymouth Rock Camping Resort

• Parking
• Pool
• Balcony/Terrace

• Sheboygan
• Plymouth

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From $436

         

10.0 (46 Reviews)

House

One Minute to Road America - Close to PGA Golfing

• Air Conditioner
• Parking
• TV

• Sheboygan
• Plymouth

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From $263

         

|

10.0 (2 Reviews)

Apartment

Elkhart Lake Townhome, Mins to Road America!

• Parking
• Accessibility
• Security/Safety

• Sheboygan
• Elkhart Lake

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From $421

         

10.0 (25 Reviews)

Apartment

102 m² Apartment ∙ 3 bedrooms ∙ 9 guests

• 1097 ft² Apartment
• Air Conditioner
• Parking
• TV

• Sheboygan
• Elkhart Lake

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From $352

         

|

9.2 (387 Reviews)

Resort

The Osthoff Resort

• Air Conditioner
• Parking
• Pool

• Sheboygan
• Elkhart Lake

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From $600

         

10.0 (81 Reviews)

House

Walk to Road America! Lake House on Private Peninsula

• Air Conditioner
• Parking
• Pet Friendly

• Sheboygan
• Plymouth

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From $444

         

|

10.0 (1 Review)

House

Chic Plymouth Townhome Less Than 1 Mi to Road America

• Parking
• Accessibility
• Security/Safety

• Sheboygan
• Plymouth

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From $202

         

10.0 (24 Reviews)

Apartment

92 m² Apartment ∙ 2 bedrooms ∙ 5 guests

• 990 ft² Apartment
• Air Conditioner
• Parking
• Pet Friendly

• Sheboygan
• Elkhart Lake

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From $135

         

|

9.2 (224 Reviews)

Hotel

Siebkens Resort

• Air Conditioner
• Pool
• TV

• Sheboygan
• Elkhart Lake

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From $345

         

10.0 (78 Reviews)

House

Perfect Rating DT Home! Walk to Beach, Eats and More! 5 Min. to Road America!

• Air Conditioner
• Parking
• TV

• Sheboygan
• Elkhart Lake

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From $219

         

|

10.0 (1 Review)

House

Elkhart Lake Townhome - 3 Mi to Road America!

• Parking
• View
• Accessibility

• Sheboygan
• Elkhart Lake

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From $220

         

10.0 (49 Reviews)

Condo

DOWNTOWN Elkhart Lake—Modern Cottage—Upper Condo AVAILABLE FOR OFF SEASON RENTAL

• Air Conditioner
• Parking
• TV

• Sheboygan
• Elkhart Lake

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From $204

         

|

10.0 (1 Review)

Apartment

Elkhart Lake Townhome - 20 Mi to Sheboygan!

• Parking
• Accessibility
• Security/Safety

• Sheboygan
• Elkhart Lake

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From $416

         

10.0 (35 Reviews)

House

Beautiful, newly built 3rd floor Townhouse in historic Elkhart Lake, WI.

• Air Conditioner
• Parking
• TV

• Sheboygan
• Plymouth

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From $165

         

|

10.0 (1 Review)

Apartment

Cozy Unit with Patio Walk to Dining, Lake Elkhart!

• Parking
• Pet Friendly
• Accessibility

• Sheboygan
• Elkhart Lake

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From $362

         

10.0 (35 Reviews)

House

Wander Back Inn to Elkhart Lake

• Air Conditioner
• Parking
• TV

• Sheboygan
• Elkhart Lake

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From $386

         

|

9.5 (4 Reviews)

House

Updated Plymouth Home about 5 Mi to Road America!

• Parking
• Accessibility
• Security/Safety

• Sheboygan
• Plymouth

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From $262

         

10.0 (32 Reviews)

House

30 Second Walk To Downtown

• Air Conditioner
• Parking
• TV

• Sheboygan
• Elkhart Lake

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From $264

         

|

9.0 (2 Reviews)

House

Elkhart Lake Vacation Rental 3 Mi to Road America!

• Parking
• Accessibility
• Security/Safety

• Sheboygan
• Elkhart Lake

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From $407

         

10.0 (28 Reviews)

Condo

Elkhart Lake Townhome, Mins to Road America!

• Air Conditioner
• TV
• Balcony/Terrace

• Sheboygan
• Elkhart Lake

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From $1,195

         

10.0 (24 Reviews)

House

Vacation In STYLE! 2 minutes to Road America, Beach, Golf, Downtown Elkhart Lake

• Air Conditioner
• Parking
• TV

• Sheboygan
• Elkhart Lake

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★ Pro Tip: Smartours makes it easy to compare the best listings on Smartours homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Smartours homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Road America.