Holiday houses in New Holstein

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Top-rated holiday rentals in New Holstein

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite

A spacious bedroom features a central bed with a gray quilt, flanked by two dark wood nightstands. Large windows allow natural light to fill the room, complemented by light-colored curtains. A patterned area rug spreads across the hardwood floor, enhancing the space.

Apartment in Kiel

4.97 out of 5 average rating, 30 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.

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Superhost

Home in Cleveland

5 out of 5 average rating, 4 reviews

Shoreline Serenity

Welcome to ''Shoreline Serenity''! 200 ft of Lake Michigan frontage w/unobstructed views that go on for miles and tucked away on a 2-acre lot offering peace & privacy. Inside the home, you will be drawn to the beautiful views through the full wall of east facing windows & patio doors. The interior is cozy, clean, and comfortable. Fully equipped kitchen w/coffee bar. Main level has (2) bedrooms including the primary bedroom w/fantastic views. The spacious upper level loft has a king & twin bed.

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Top Guest favourite

The A-frame cabin is framed by lush greenery and colorful landscaping. A welcoming pathway leads to the entrance, featuring a spacious deck. The cabin's dark exterior contrasts with the surrounding trees, creating a serene and private atmosphere.

Cabin in Elkhart Lake

4.99 out of 5 average rating, 345 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.

LocationFamilyRiver

Guest favourite

A textured gray sectional sofa is positioned against a light-colored wall, adorned with several patterned throw pillows. Above the sofa, a vintage sign proclaims 'Welcome Race Fans' and promotes local dining and lodging, featuring a weathered red background.

Condo in Kiel

4.91 out of 5 average rating, 23 reviews

Modern & Historic Kiel 4 Bedroom Elkhart & Kohler

Your family, friends or race team will stay in the heart of Kiel, WI. Fine dining, Yard 65 Brewery and restaurants all within walking distance in beautiful & safe downtown Kiel. 10 minutes to the main gate of historic Road America in Elkhart Lake & under 1 hour to Milwaukee and Green Bay. Within minutes of Wisconsin supper clubs like the Fork & Dagger or Schwartz's. Perfect fit for families or larger groups coming from all over and want to stay together or couples wanting a little privacy!

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Top Guest favourite

A red cottage is nestled among lush green trees, with a winding driveway leading to its entrance. Steps ascend to the upper level, and patches of sunlight filter through the leaves, highlighting the natural surroundings.

Guesthouse in Plymouth

4.98 out of 5 average rating, 134 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

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Top Guest favourite

A deck furnished with wooden chairs offers a view of the reflective lake surrounded by vibrant autumn foliage. Colorful trees frame the water, enhancing the natural setting. Tables and seating are visible in the open space below, providing areas for gathering.

Cabin in Plymouth

5 out of 5 average rating, 26 reviews

Walking distance to Road America, Lakefront

Nestled in the woods, you will find fun for the whole family. Our Little Elkhart lakefront cottage has two bedrooms that can easily sleep six guest. We offer kayacking, biking, swimming, an outdoor fire pit, two decks overlooking the lake, and highspeed internet service. This cottage sits on 3/4 acres less than 1 mile from Road America, 4 miles from downtown Elkhart Lake, and several beautiful golf courses. It has all of the amenities for your memorable family vacation. Sorry no pets.

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Top Guest favourite

Cabin in Cascade

5 out of 5 average rating, 261 reviews

sauna and hot tub 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!

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Guest favourite

Home in New Holstein

4.85 out of 5 average rating, 150 reviews

Growe's Guest House - just like Grandma's!

Our beautiful private home is available for you! We'd love you to experience the peace and serenity we so much enjoy. We'll answer all requests AS SOON AS possible, hoping we can accommodate your needs. Come; be our guest; night, week, or month! Please note: there is NO overnight street parking Dec. 1- March 1. The private lot behind the house MAY provide permission on an as need basis. Please indicate # of cars and dates before reserving, so accommodations can be arranged.

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Top Guest favourite

A spacious room features a large bed positioned against a dark headboard. Soft lighting highlights the cozy seating area, which includes two armchairs. A medium-sized area rug is placed beneath the furniture, and natural light enters through two windows dressed with light curtains.

Apartment in New Holstein

4.95 out of 5 average rating, 64 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

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Top Guest favourite

A newly remodeled home is showcased under a partly cloudy sky. The structure features a metal roof and a well-maintained front porch with seating. A circular driveway leads to the dark garage door, surrounded by green grass and landscaping elements.

Guesthouse in Manitowoc

5 out of 5 average rating, 37 reviews

Mallard Manor - Adorable 2 b/r guest house.

Newly remodeled, centrally-located NO SMOKING, NO PETS 30 min. from Lambeau Field, Whistling Straits and Kohler. 10 min from Lake Michigan shore. 2.5 miles from I-43 ramp and Manitowoc. Beautiful in all seasons with lots of WI wildlife. (No hunting, though). 1st floor, zero entry, with 36" doors for handicap accessibility. Well stocked kitchen, wi-fi, & streaming available. Front porch & back deck to bask in the sunlight. Great backroads to walk, bike ride.

LocationFamilyNearby

Top Guest favourite

The cottage features a long, metal-roofed exterior with gray siding and contrasting purple shutters. Lush greenery surrounds the home, including decorative flower beds. A paved pathway leads to the entrance, highlighting the spacious yard. Sunlight enhances the bright and welcoming appearance.

Guesthouse in Oshkosh

4.95 out of 5 average rating, 196 reviews

Cottage on Lake Winnebago

Furnished Cottage on Lake Winnebago with beautiful sunrises. 1 bedroom with queen bed. There is plenty of space for air mattresses in common areas. 1 queen air mattress available. One bath, full kitchen fully stocked with dining area, bring your own food to prepare. Bring your water toys or boat, launch nearby and dock access in warmer months with great fishing. Winter months, bring your snowmobile, trails nearby. Great ice fishing when lake is frozen and ice is safe.

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Top Guest favourite

The exterior of the property is framed by lush greenery and colorful flowering plants. A rustic wooden fence runs along the foreground, while the house is partially obscured by trees, creating a serene and inviting environment.

Home in Kiel

5 out of 5 average rating, 33 reviews

Kiel River House

Located on the Kiel river, 1 hr from Lambeau, 1 hr from Milwaukee, 20 mins from Kohler, 15 mins from Elkhart Lake/ Road America, and 50 mins from EAA. It's a 5 min walk to Roeck's Bakery, run by the same family since 1908. The following businesses are around 5 mins walking distance ,Christel's Pet Store, Dairy Queen, Badger's Den, Bob Schoenborn's Jewelry. Fork & Dagger Ale Haus and Lumber yard Brewery are less than a 2 min drive along with 6 more restaurants

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