Vacation rentals in Glenbeulah

4.99 out of 5 average rating, 269 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, 129 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.

4.79 out of 5 average rating, 19 reviews

Camper/RV in Glenbeulah

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

Guesthouse 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

Apartment 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.

5 out of 5 average rating, 10 reviews

Cabin in Plymouth

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 minutes from several beautiful golf courses. It has all of the amenities for your memorable family vacation.

4.71 out of 5 average rating, 105 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, 143 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, 208 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.

4.71 out of 5 average rating, 77 reviews

Cabin in Plymouth

Cabin moments away from Road America and Lakes

Just steps from Crystal Lake. This cozy cabin serves as a great base for year round activities in the Kettle Moraine forest area. There are nearby wineries, golf courses, lakes, and winter/summer trails to enjoy. Cabin is located next to Rumors Roadhouse which offers BBQ and live music. Road America, one of the world's fastest permanent road racing tracks, is 5 minutes away. Cabin guest enjoy discounted meals and beverages at Rumors Roadhouse BBQ as part of their stay.

4.94 out of 5 average rating, 17 reviews

Home in Elkhart Lake

Downtown. Stay for Trans Am at Road America

Welcome to our cherished family home, nestled in the heart of a magical town that holds countless memories for us. We're two sisters and our husbands, joined by our six kids, all deeply connected to this special place. Together, we've decided to keep this legacy alive and invite others to experience the charm and warmth of our beloved hometown. It's your turn to make new memories while enjoying the beauty and magic that has captivated our family for generations.

Place to stay in Plymouth

4.98 out of 5 average rating, 55 reviews

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.

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Other great vacation rentals in Glenbeulah

Townhouse in Plymouth

5 out of 5 average rating, 3 reviews

2-br with View of Road America!

SameerRating, 5 stars3 weeks 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.

5 out of 5 average rating, 8 reviews

Home in Kiel

Kiel River House

Dawne & LeeRating, 5 stars1 week ago

We thoroughly enjoyed Amy’s place!! We, as a group go to Road America every year for motorcycle races. The house that we usually rent was taken this year, and we found this gem!! First off, the house is gorgeous, Amy has made a truly relaxing space. The landscaping is beautiful, and it is just as enjoyable and calming to be outside as it is in. The beds were comfortable as was the furniture throughout the house. Honestly, the pictures don’t really do it justice. Oh and Amy has a surprise for you. I won’t ruin it, but she takes great pride in the community and her home and it shows. Although this was not our regular place to stay we all agreed that this is where we want to come back to.

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!

Apartment in Port Washington

5 out of 5 average rating, 10 reviews

Mariner's Point Carriage House

LindaRating, 5 stars4 days ago

Was traveling solo and found the Carriage house to be easy to find and get into thanks to Lori's instructions. The finishes (countertops, window blinds, shower) are so lovely. It's nice to be able to enjoy a place that doesn't look like every other boring AirBnB. The bed was comfortable and the neighborhood was so quiet and walkable. The book of instructions and recommendations was a great resource. I had a few hours to relax in between activities and had a fun, cozy time watching a movie, listening to the gentle rain outside and enjoying some homemade treats provided by the hosts. When the sun came out, the neighbors could be seen walking their dogs, gathering together at local spots, and enjoying the lake. I can't wait to come back in the Fall.

Home in Plymouth

5 out of 5 average rating, 4 reviews

Road America Minutes Away

BradRating, 5 stars10 months ago

Have stayed multiple times. Home is beautiful and better than described and host is wonderful! Thoughtful, caring and responsive. A great experience!

4.86 out of 5 average rating, 183 reviews

Private room in Plymouth

A Bit of the "Lake" right in Town

JulietteRating, 5 stars1 week ago

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