Holiday rentals in Greenbush

5 out of 5 average rating, 23 reviews

Flat in Kiel

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.

4.99 out of 5 average rating, 274 reviews

Cabin in Elkhart Lake

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.

4.98 out of 5 average rating, 130 reviews

Home in Glenbeulah

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.

Campervan/Motorhome in Glenbeulah

4.8 out of 5 average rating, 20 reviews

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.

4.97 out of 5 average rating, 118 reviews

Guest house in Plymouth

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

4.64 out of 5 average rating, 311 reviews

Flat in Plymouth

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.

4.71 out of 5 average rating, 107 reviews

Barn in Sheboygan Falls

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.

5 out of 5 average rating, 146 reviews

Cabin in Cascade

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!

4.97 out of 5 average rating, 210 reviews

Home in Plymouth

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.

5 out of 5 average rating, 4 reviews

Cabin in Plymouth

<><>DayDream Lodge<><> “@ Racers Ridge”

Relaxing.Racing.Golfing. Exploring. Hot Tub This spacious 3 bedroom home is perfect for a tranquil getaway or as a base camp for adventure. 5 minutes from Road America, 5 miles from Elkhart Lake, & a short drive to all of the area golf courses. This home overlooks Crystal Lake for beautiful sunrises. Public access is 1/4 mile away, This rustic home with modern furnishings has it all: 2 1/2 bath, fireplace, game room, large deck, and huge yard w/ firepit.

4.99 out of 5 average rating, 187 reviews

Home in Kiel

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.

4.84 out of 5 average rating, 19 reviews

Home in Plymouth

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!

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Other great holiday rentals in Greenbush

4.9 out of 5 average rating, 51 reviews

Guest suite in Plymouth

Settlement Suite

KarenRating, 5 stars11 months ago

Carol's place was outstanding -- tastefully furnished in French provincial with rustic touches, it was charming through-and-through. Carol's bookcases were filled with a beautiful cookbook collection. She served a fantastic breakfast, including fresh fruit, yogurt, granola, and a large basket of home-baked scones, crumb cakes, and specialty items, in the attached dining room at a dining table elegantly set with candles and china. The second day we had waffles with real maple syrup and whipped cream with the same large platter of fresh fruit. The jetted bathtub was luxurious. We had total privacy, including a large patio with barbecue and firepit, as well as acres of private forest. Carol's hospitality was over and above expectations.

Townhouse in Plymouth

5 out of 5 average rating, 3 reviews

2-br with View of Road America!

SameerRating, 5 stars1 month ago

Everything about this rental was perfect. From the location to the description of amenities and features, everything was a great as can be. Pricing was affordable for the time we stayed as well. We’ll definitely be returning in the future.

5 out of 5 average rating, 34 reviews

Guest suite in Plymouth

Riverside Suite

EddieRating, 5 stars8 months ago

Very nice space and a great neighborhood to stay. Nicest suite I have ever stayed. Good area to just take an eveing walk. Easy access to town with a lot going on and very classy. Will happily return to the suite and enjoy more of what the area has to offer.

Place to stay in Plymouth

4.98 out of 5 average rating, 86 reviews

The Loft at Hickory Haven-A Modern Rural Studio

CarrieRating, 5 stars3 weeks ago

Hickory Haven lived up to its name! The surroundings are beautiful and the loft was pristine! This is the cleanest airbnb I have stayed in - everything was perfect. Our host, Mary, left several special touches like fresh fruit and local cream to make us feel right at home. This place is truly an oasis.

Private room in Glenbeulah

4.96 out of 5 average rating, 49 reviews

Rooms at the Mill - Dillingham Suite

KyleRating, 5 stars3 months ago

Very beautiful surroundings and amazing building! My stay was absolutely perfect! A must stay if in the area!

5 out of 5 average rating, 15 reviews

Flat in Port Washington

Mariner's Point Carriage House

RaeganRating, 5 starstoday

Absolutely loved staying at Lori’s place and will definitely stay again. Perfect location, beautiful views and convenient to shopping and restaurants.

4.86 out of 5 average rating, 184 reviews

Private room in Plymouth

A Bit of the "Lake" right in Town

JulietteRating, 5 stars2 weeks ago

Easy check in. The accommodations were spacious, comfortable, and clean. The neighborhood was very quiet and safe with great walking areas. Thank you!