Holiday rentals near Road America
We found 418 holiday rentals — enter your dates for availability
Choose the right holiday rental within easy reach of Road America. Holiday homes offer the best amenities for your family, friends or furry companion, such as parking and a pool. No matter what you're looking for, you'll be sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Road America
Showing deals for:15 Aug - 22 Aug
Image gallery for Birchwood Lake Log Cabin Retreat
1010 out of 10 rating
Exceptional
(6 reviews)
Birchwood Lake Log Cabin Retreat
Campbellsport, WI
35% off
Price is AU$6,579
AU$6,579
AU$940 per night
includes taxes & fees
Image gallery for Summit Woods Hideaway! Walking Distance To Road America. Elkhart Lake, WI 53020
1010 out of 10 rating
Exceptional
(17 reviews)
Summit Woods Hideaway! Walking Distance To Road America. Elkhart Lake, WI 53020
Plymouth, WI
8% off
Price is AU$8,695
AU$8,695
AU$1,242 per night
includes taxes & fees
Image gallery for Large Farmhouse near RA & golf. Breakfast Included with lots of room for all!
1010 out of 10 rating
Exceptional
(5 reviews)
Large Farmhouse near RA & golf. Breakfast Included with lots of room for all!
Plymouth, WI
8% off
Price is AU$8,897
AU$8,897
AU$1,271 per night
includes taxes & fees
Image gallery for Private, Peaceful Retreat near Road America
1010 out of 10 rating
Exceptional
(12 reviews)
Private, Peaceful Retreat near Road America
Plymouth, WI
8% off
Price is AU$2,318
AU$2,318
AU$331 per night
includes taxes & fees
Image gallery for Spacious Property, Hot Tub, Sleeps up to 9, EV Charger
1010 out of 10 rating
Exceptional
(29 reviews)
Spacious Property, Hot Tub, Sleeps up to 9, EV Charger
Cascade, WI
10% off
Price is AU$5,051
AU$5,051
AU$722 per night
includes taxes & fees
Image gallery for BEST LAKE HOUSE, BEST BEACH HOUSE Lake Michigan, relaxing!
9.89.8 out of 10 rating
Exceptional
(70 reviews)
BEST LAKE HOUSE, BEST BEACH HOUSE Lake Michigan, relaxing!
Oostburg, wi
7% off
Price is AU$5,022
AU$5,022
AU$717 per night
includes taxes & fees
Image gallery for Summer’s right around the corner! Book your group vacay while the going’s good.
1010 out of 10 rating
Exceptional
(79 reviews)
Summer’s right around the corner! Book your group vacay while the going’s good.
Sheboygan, WI
9% off
Price is AU$23,589
AU$23,589
AU$3,370 per night
includes taxes & fees
Image gallery for Private Ranch home hidden in the woods with lots of wildlife to view.
1010 out of 10 rating
Exceptional
(9 reviews)
Private Ranch home hidden in the woods with lots of wildlife to view.
Plymouth, WI
9% off
Price is AU$9,014
AU$9,014
AU$1,288 per night
includes taxes & fees
Image gallery for BEACHVIEW GETAWAY
9.89.8 out of 10 rating
Exceptional
(12 reviews)
BEACHVIEW GETAWAY
Sheboygan, WI
8% off
Price is AU$5,613
AU$5,613
AU$802 per night
includes taxes & fees
Image gallery for Ultimate Racing Fan Suite Near Road America – Relax Between Laps!
1010 out of 10 rating
Exceptional
(29 reviews)
Ultimate Racing Fan Suite Near Road America – Relax Between Laps!
Elkhart Lake, WI
16% off
Price is AU$2,365
AU$2,365
AU$338 per night
includes taxes & fees
Image gallery for Country Homestead next to the City, with Perfect Location for Road America HPDE
9.69.6 out of 10 rating
Exceptional
(35 reviews)
Country Homestead next to the City, with Perfect Location for Road America HPDE
Plymouth, WI
17% off
Price is AU$3,163
AU$3,163
AU$452 per night
includes taxes & fees
Image gallery for Private home on twenty wooded acres.
1010 out of 10 rating
Exceptional
(21 reviews)
Private home on twenty wooded acres.
Cascade, WI
8% off
Price is AU$4,650
AU$4,650
AU$664 per night
includes taxes & fees
Image gallery for Remodeled lake house on Lake Michigan, near Kohler
1010 out of 10 rating
Exceptional
(11 reviews)
Remodeled lake house on Lake Michigan, near Kohler
Oostburg, WI
9% off
Price is AU$7,129
AU$7,129
AU$1,018 per night
includes taxes & fees
Image gallery for Hidden Haven - Luxury Cottage w/ Hot Tub & Scenic Views
1010 out of 10 rating
Exceptional
(36 reviews)
Hidden Haven - Luxury Cottage w/ Hot Tub & Scenic Views
Cleveland, WI
13% off
Price is AU$4,449
AU$4,449
AU$636 per night
includes taxes & fees
Image gallery for Luxury Lake House-4Bed-2Bath-NEW Renovation 2023-Walk to Beach, Dining, & More.
1010 out of 10 rating
Exceptional
(6 reviews)
Luxury Lake House-4Bed-2Bath-NEW Renovation 2023-Walk to Beach, Dining, & More.
Sheboygan, WI
8% off
Price is AU$9,337
AU$9,337
AU$1,334 per night
includes taxes & fees
Image gallery for Perfect Paradise - Lakeview Condo w/ 7 Beds, Jacuzzi, and Balcony
1010 out of 10 rating
Exceptional
(9 reviews)
Perfect Paradise - Lakeview Condo w/ 7 Beds, Jacuzzi, and Balcony
Sheboygan, WI
8% off
Price is AU$9,257
AU$9,257
AU$1,322 per night
includes taxes & fees
Image gallery for Quiet and Secluded CamperCabin at Camp Northern Lights
9.49.4 out of 10 rating
Exceptional
(38 reviews)
Quiet and Secluded CamperCabin at Camp Northern Lights
Campbellsport, WI
8% off
Price is AU$2,054
AU$2,054
AU$293 per night
includes taxes & fees
Image gallery for Wonderful 3+ Bedroom Home Completely Renovated
1010 out of 10 rating
Exceptional
(13 reviews)
Wonderful 3+ Bedroom Home Completely Renovated
Sheboygan, WI
12% off
Price is AU$3,608
AU$3,608
AU$515 per night
includes taxes & fees
Image gallery for Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
1010 out of 10 rating
Exceptional
(17 reviews)
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
Sheboygan, WI
8% off
Price is AU$5,539
AU$5,539
AU$791 per night
includes taxes & fees
Image gallery for Beautiful, newly built 3rd floor Townhouse in historic Elkhart Lake, WI.
1010 out of 10 rating
Exceptional
(28 reviews)
Beautiful, newly built 3rd floor Townhouse in historic Elkhart Lake, WI.
Plymouth, WI
8% off
Price is AU$5,552
AU$5,552
AU$793 per night
includes taxes & fees
Image gallery for Classic brick charmer close to lake, river, and downtown!
1010 out of 10 rating
Exceptional
(13 reviews)
Classic brick charmer close to lake, river, and downtown!
Sheboygan, WI
8% off
Price is AU$3,485
AU$3,485
AU$498 per night
includes taxes & fees
Image gallery for GGG Log Cabin Apartment on the Ice Age Trail
1010 out of 10 rating
Exceptional
(13 reviews)
GGG Log Cabin Apartment on the Ice Age Trail
Campbellsport, WI
8% off
Price is AU$1,809
AU$1,809
AU$258 per night
includes taxes & fees
Image gallery for LAKE HOUSE Relax'n in or on the water this is your place for memories to be made
9.49.4 out of 10 rating
Exceptional
(8 reviews)
LAKE HOUSE Relax'n in or on the water this is your place for memories to be made
Campbellsport, WI
17% off
Price is AU$2,421
AU$2,421
AU$346 per night
includes taxes & fees
Image gallery for Riverfront Townhome with GIANT Rec Room and Private Riverfront Deck
9.89.8 out of 10 rating
Exceptional
(23 reviews)
Riverfront Townhome with GIANT Rec Room and Private Riverfront Deck
Sheboygan, WI
8% off
Price is AU$2,703
AU$2,703
AU$386 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Road America
Showing deals for: 12 Aug - 15 Aug
cute and cozy-minutes from beaches,parks,trails,entertainment!
Sleeps 5 · 2 bedrooms · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
13 reviews(13 reviews)
The current price is AU$767
AU$767
for 3 nights, 1 apartment
AU$256 per night
includes taxes & fees
*NEW* Sleeps 8 & Spacious!
Sleeps 8 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
22 reviews(22 reviews)
The current price is AU$1,733
AU$1,733
for 3 nights, 1 apartment
AU$578 per night
includes taxes & fees
Plymouth Gem: Spacious Home with Bar, Game Room & Yard Near Road America
Sleeps 10 · 4 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
The current price is AU$3,818
AU$3,818
for 3 nights, 1 home
AU$1,273 per night
includes taxes & fees
Country beauty on 5 acres
Sleeps 6 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
84 reviews(84 reviews)
The current price is AU$1,395
AU$1,395
for 3 nights, 1 home
AU$465 per night
includes taxes & fees
Racer’s Getaway - Rural, Upscale, Unique Home 8 minutes from Road America
Sleeps 8 · 4 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
The current price is AU$2,874
AU$2,874
for 3 nights, 1 home
AU$958 per night
includes taxes & fees
Wow! Just like Grandma's...Only Better.
Sleeps 12 · 5 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
32 reviews(32 reviews)
The current price is AU$1,053
AU$1,053
for 3 nights, 1 home
AU$351 per night
includes taxes & fees
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value