Holiday houses in Haven

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.

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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.

5 out of 5 average rating, 126 reviews

Apartment in Kohler

The Hemingway on Church - It Tolls For Thee

"Kristine's property has all the charm of a modern day Mayberry" -Michael This 1906 historic home is nestled in the heart of the equally historic "Village of Kohler." Completely remodeled in 2019 adding Kohler spa amenities and modern touches to its original charm. Mixing modern & antique furniture finds like the Hemingway Sideboard (which inspired the literary theme) make this historic hideaway a true Kohler destination. "You cannot get a better location in Kohler than this house!" -Dennis

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Apartment in Sheboygan

4.9 out of 5 average rating, 135 reviews

Sheboygan Surf House - North Point

This super spacious studio apartment is the largest of our 3 spaces, located above Wisconsin's first Surf shop which is located in the heart of Sheboygan's Downtown District. Located directly next to bars , shopping and widely known restaurants like Tratoria Stephanos, Feild to Fork and IL Ritrovo, make walking everywhere easy. Whether you are here for beach days, a little get away or a wedding we are close to it all. Blue Harbor Resort, River front and the shores of Lake Michigan are close.

4.93 out of 5 average rating, 152 reviews

Home in Two Rivers

Cate's Place | beaches, trails, and fishing nearby

Super cozy home, centrally located for easy commute to wherever the day takes you. Our small town has lots of fun summer events for the family. Just a quick drive or bike ride to anywhere in the city, including Sepia Chapel. We have multiple beaches, some quiet and semi-secluded or others (like top-rated Neshotah) with lots of activity. WONDERFUL trails such as the Ice Age and Mariners. Nearby rivers for kayaking or fishing. Great hub for day trips to Door County, Green Bay, Manitowoc, etc.

4.94 out of 5 average rating, 234 reviews

Dog Friendly Blue Door Cottage / Fully Fenced Yard

Nobody should have to leave their fur baby behind while on vacation. This is exactly why we created this comfortable home with your family & puppy in mind. You'll be at ease knowing that your pooch will be having just as much fun as you are. Modern hints are complemented by the cozy, welcoming decor found throughout. The coffee bar is a fav for any morning person, and the "take-a-wine leave-a-wine" wine bar offers evening excitement! The huge yard features a fire pit, gas grill, & cornhole.

4.95 out of 5 average rating, 176 reviews

Home in Howards Grove

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.

4.98 out of 5 average rating, 202 reviews

Boutique Wellness Retreat - Hot Tub and Fireplace

Enjoy this beautifully landscaped and decorated boutique home. New patio and deck! Hot tub/Dry Sauna! Comfort and charm throughout. Cooks kitchen with all amenities. Primary bedroom with Stearns and Foster King size bed. The beautiful fireplace in the living room is perfect for a relaxing couples evening. Enjoy a glass of wine or local brew on the patio while you grill out. EV Charger and E-Bikes to explore the area. Sonos audio throughout. This beautiful boutique home is sure to impress!

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Barn in Sheboygan Falls

4.71 out of 5 average rating, 107 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.

4.98 out of 5 average rating, 150 reviews

Apartment in Sheboygan

Lovely modern two bedroom home with fire pit

Newly renovated two bedroom home just a mile from the beach and five star restaurants. Enjoy a game of golf at world class Whistling Straight. Car enthusiasts will love Elkhart Lake Road America. Salmon fishing the Great Lake Michigan or just have a relaxing time around the fire pit. There is a laundry with washer/dryer, steamer and folding table. Dogs under 30 pounds. No cats sorry. No smoking in the house. Ample street parking at the front door. Fire pit in back yard.

4.96 out of 5 average rating, 189 reviews

Logan's Guest Nest

Logan's Guest Nest is located in a nice small town feel area. With a small look on the outside your Nest has a big feel on the inside. Spacious rooms and quiet area to rest after a day at the many beaches lining Lake Michigan. Or coming back from the races at Road America. Not to mention a day of golf at the many area courses, Whistling Straits maybe. All these wonderful outings are just minutes from the Nest. Plenty of local dinning or delivery for a nice ending of the day.

4.93 out of 5 average rating, 502 reviews

Apartment in Sheboygan

Cozy Sheboygan Upper

We began caring for this home and property in 2018, and this 1870's home needed some love. We have been steadily remodeling since we moved in and it's starting to feel pretty great. We're excited to share it and the neighborhood with you. We are two blocks west of North Beach/Deland Park, 4 blocks to the river front boardwalk, home to many restaurants, cafe's, and shops. We are also four quick blocks to downtown which hosts many more restaurants, shops, museums and parks.

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Other great holiday rentals in Haven

5 out of 5 average rating, 23 reviews

Apartment in Kiel

Loft Unit Historic Kiel 8 miles to Road America

CamrynRating, 5 stars1 week ago

Cody was super hospitable. We appreciated the list of recommendations for restaurants with menus included! The location was central to everything we were doing so that was nice.

4.93 out of 5 average rating, 27 reviews

Guesthouse in Sheboygan

Unique Guest House close to everything

ZachRating, 5 stars2 weeks ago

Our stay was perfect and had no hiccups. Easy to find and follow instructions. I look forward to booking again next year for our yearly trip.

Apartment in Port Washington

5 out of 5 average rating, 15 reviews

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.

5 out of 5 average rating, 22 reviews

Villa in Cleveland

Whistling Straights, EAA, NFL Draft, Road America

JohnRating, 5 stars10 months ago

I would give both Kerry and her villa 10 stars if I could. Everything was outstanding and as-advertised. Kerry provided instructions for finding & accessing the house and a helpful and personalized guide to the local highlights well before our visit. She provided all of the information we needed promptly and we felt that she truly cared that we have a wonderful stay. The house is very well designed and Kerry has loaded it with all the amenities imaginable, from the basics to all the extras we could want while on a vacation at the lake. Everything was in great condition, well organized and of high quality. We could not have been more comfortable. Kerry's house is on a beautiful lot above and across the street from Lake Michigan. The grounds were in excellent condition and landscaped to provide a peaceful, pastoral and private setting. We enjoyed watching the Orioles and other birds flocking to the bird feeders off the upper deck. This was the perfect spot for our family celebration.

4.95 out of 5 average rating, 59 reviews

Guest suite in Waldo

Above Garage Apartment w/ Private Beach

JennyRating, 5 starstoday

Dustin’s place is a great space for couples. It is very clean and well equipped. He was very accommodating when I messaged him well after our arrival that we needed a place to charge our E-bikes. Dustin’s place was exactly what we needed and will rebook the next time we’re in the area. Highly recommend!

4.96 out of 5 average rating, 47 reviews

Wander Back Inn to Sheboygan

glenRating, 5 starstoday

Great place! We stayed for a race at road America. House was clean and comfortable. Had everything we needed.

4.79 out of 5 average rating, 24 reviews

Sheboygan Riverside Condo

DonRating, 5 stars1 day ago

We stayed for the IndyCar race at Road America. Close to the track and we the house was clean and comfortable. Nice to be able to park the rental car inside the garage. Would book this Airbnb again.