Vacation rentals in Greenbush

Loft Unit Historic Kiel 8 miles to Road America

Less than a 10 minute drive to Elkhart Lake/ Road America 25-30 minute drive to Kohler, Sheboygan, etc. and less than 1 hour to Milwaukee & Green Bay. Perfect location to stay in the heart of downtown Kiel. Located upstairs in a beautifully restored historic building located on the main street in town. Relax and enjoy your stay with all of the amenities of home which include all new appliances as well as you will be able to walk to local dinning and nightlife attractions that Kiel has to offer.

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.

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

Stay at Sunrise LLC, Like being at Grandma's

Welcome to Stay at Sunrise LLC. We offer a clean and comfortable home for your vacation enjoyment. We are in a rural area, recreation trail head is 3 miles east of us as is the Wade House, 7 miles from Road America. Large yard, Fire pit, picnic table, child swing set. Garage parking on site if arranged in advance. We do not have WIFI Phone reception for Internet is good. No Cable or Satellite TV, Over 32 antenna channels. Smoking is allowed outside of the home. No pets allowed.

Secluded Country Farm Getaway

Experience the best of both worlds at Bear Lake Ranch—where peaceful forest trails meet vibrant farm life, all in one unforgettable stay. Wander private hiking paths through Bear Lake and the Kettle Moraine State Forest, and enjoy the charm of a working farm. Just 15 minutes from Road America and Plymouth, 8 minutes to fishing and fun at Dundee’s Long Lake, 25 minutes to Kohler and Lake Michigan, and 45 minutes to EAA. Horse trailers, bikes, and boats are welcome. Relax, explore, and reconnect.

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

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!

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!

Apex One – Steps from Road America Racetrack

Experience the ultimate getaway at this charming 2-bedroom, 3-bath townhome perfectly situated just steps from the main entrance of Road America. Enjoy track views from your private deck, relax in cozy, well-appointed bedrooms, and make the most of the spacious 4-car heated garage—ideal for race enthusiasts. Just minutes from Elkhart Lake’s beach, dining, and attractions, this home offers comfort, convenience, and unbeatable proximity. ❌🐾We are currently not pet friendly.

Holyland Hideaway

Relax in this cozy, remodeled two-bedroom home nestled in nature. Enjoy countryside views, new carpet, and a fully equipped kitchen. Located just 15 mins from Elkhart Lake/Road America and Kettle Moraine State Park, and under an hour to Lambeau, Milwaukee, and EAA. Local dining, including Schwarz’s Supper Club, Blanck’s Supper Club, and Roepke’s Village Inn. The owner lives nearby and is happy to help during your stay.

Kettle Breeze

Located in the middle of the Kettle Moraine State Forest, you will find an endless amount of activities around while staying at our 3 bedroom, 2 bathroom house. Centrally located whether you are looking to visit Lake Michigan, Elkhart Lake's Road America, hiking trails or just looking for a peaceful place to stay while you enjoy all that Sheboygan County has to offer!

Crystal Sunset Loft - Elkhart Lake

Beautiful views, beautiful space – Crystal Sunset Loft is THE place to relax if you are looking for a quiet and scenic refuge after a day at the track or hiking through the kettles. Only a mile away from Road America’s main gate, Elkhart Lake, and the village’s fun nightclub scene, this is the perfect setting for your weekend or mid-week getaway.