Vacation rentals in New Holstein

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Top-rated vacation rentals in New Holstein

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Top guest favorite

A white door with an arched window is centered against a light-colored wall. A wooden coat rack hangs to the left, with a sign above reading, 'Be Our Guest.' The floor features a patchwork of colorful tiles, adding warmth to the entryway.

Apartment in Kiel

5 out of 5 average rating, 23 reviews

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.

Top guest favorite

Cabin in Elkhart Lake

4.99 out of 5 average rating, 273 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 spacious yard is surrounded by mature trees, providing ample shaded areas. The gravel pathway leads towards a two-story home, with green lawns on either side. Nearby structures and gardens are visible, blending naturally into the landscape.

Home in Glenbeulah

4.98 out of 5 average rating, 130 reviews

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.

Guest favorite

A red cottage is set among lush green trees, with a winding driveway leading to its entrance. The pathway is bordered by neatly trimmed shrubs, creating a natural environment. The structure features a gabled roof and is partially obscured by the surrounding foliage.

Guesthouse in Plymouth

4.97 out of 5 average rating, 118 reviews

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

Superhost

A simple entrance is highlighted by a white door adorned with a small window, framed by green siding. A festive decoration, resembling a snowman, composed of evergreen branches and a golden hat, is positioned beside the door, adding a cheerful touch.

Apartment in Plymouth

4.64 out of 5 average rating, 311 reviews

Pineyard Plymouth Apartment

Enjoy this older upper floor apt. with two single bedrooms with a twin bed in one and a full bed in the other, full bath, kitchen, living room, and off street parking. VCR/DVD player and internet is available. Kitchen is equipped with dishes, pots, pans, stove, and refrigerator. We are five minutes from Road America, fifteen minutes from Sheboygan, and thirty minutes from Fond du Lac. Only three blocks from downtown Plymouth enjoy many shops and eating establishments. Pets are NOT allowed.

Top guest favorite

An exterior view of the property features a wooden deck above with a railing, complemented by a staircase leading to the entrance. A paved area at the ground level includes plants and a grill, alongside a garage door and multiple windows of the main structure.

Home in Howards Grove

4.95 out of 5 average rating, 176 reviews

Spacious lower level priv entrance no cleaning fee

Not set up for babies or toddlers. Entire basement is for rent with a separate entrance. Kitchen area includes refrigerator, microwave, coffee pot, toaster, sink, dining table and chairs. NO STOVE OR OVEN IS AVAILABLE. Free Wifi and Cable TV. Air conditioning. Plenty of parking, keyless entry. 14 min to Road America, 13 min to Kohler, 9 min to Whistling Straits, 5 min to Lakeland University, 1 hr to Milwaukee, 1 hr to Green Bay. Lots of nice amenities, clean, spacious. No cleaning fee.

Superhost

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

4.71 out of 5 average rating, 106 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

The cabin's exterior features a modern design with a dark green facade and a sloped metal roof. Large windows reflect the surrounding greenery, while a gravel pathway leads to the entrance, framed by vibrant foliage and a landscaped yard.

Cabin in Cascade

5 out of 5 average rating, 145 reviews

hot tub and sauna on 5 private acres

Need 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 inspired getaway awaits!

Top guest favorite

A gray exterior of the guest house is displayed, featuring large windows that allow natural light. A charcoal grill is covered and positioned beside a blue chair. Two small black chairs are placed on a concrete patio, surrounded by green grass and mature trees.

Cottage in Fond du Lac

4.98 out of 5 average rating, 282 reviews

Cozy Guest House with Lake views.

Our remodeled two bedroom Guest House is adjacent to our Cottage and offers beautiful lake views. Access to Lake Winnebago available at near by boat launches. Centrally located to many of Wisconsin's best attractions. Less than 1 hour from Milwaukee, Madison, Green Bay, Close to Oshkosh (EAA) and Elkhart Lake. Includes 2 bedrooms, with plush queen bed and 2 twin beds, 1 full bathroom, and a fully stocked newly remodeled kitchen. Perfect getaway for some R&R with family or friends.

Top guest favorite

A vibrant display of northern lights fills the night sky, showcasing swirling shades of green and hints of purple. Soft, cloud-like formations can be seen amidst scattered twinkling stars, creating a mesmerizing atmosphere.

Home in Plymouth

4.97 out of 5 average rating, 209 reviews

Wyatt's Country Home - King Bed

Soak up the modern vintage charm of our fully remodeled and updated home! Thank you for choosing our sparkling clean space. Our home is nestled on two quiet acres just north of Plymouth in the peaceful country. Enjoy coffee as the sun rises from one of the two decks, or perhaps a cocktail by the fire as the sun sets. We ourselves lived in this home for our first 5 years and turned it into a beautiful and peaceful space for ourselves that we would now like to share with everyone.

Top guest favorite

A vibrant evening sky showcases shades of pink amidst wispy clouds, framed by lush greenery and a variety of trees. A red barn stands in the distance, complemented by blooming flowers and manicured shrubs in the foreground.

Apartment in New Holstein

4.98 out of 5 average rating, 53 reviews

Parkside Retreat | Minutes from Elkhart Lake

Parkside Retreat is located in the quaint city of New Holstein, right on the city’s largest park. The Aquatic Center, basketball/tennis courts, ball diamonds, fishing pond, and walking paths are located just steps outside. Just 10 miles away from Elkhart Lake and Road America we are close to everything yet tucked away from the crowds. Enjoy all that this beautiful area has to offer, then settle in for a relaxing evening at Parkside Retreat. PET FRIENDLY - 1 pet limit

Top guest favorite

The sign for Red Willow Guest House is prominently displayed, featuring bold red letters against a white background. The surrounding landscape includes green grass and trees, with a hint of a barn visible in the background, creating a rural setting.

Home in Kiel

4.99 out of 5 average rating, 187 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.