Vacation Rentals By Owner In Plymouth, WI

$809.63

The 2,400 sq. ft. Plymouth Paddock near Road America, 4 bedrooms, 2.5 bathrooms

Plymouth, Wisconsin, United States

This charming two story, 2400 square ft colonial house is the perfect respite for families looking to connect, or race fans looking for a home during race weekend. Only 4 miles from Road America the location is close to all of Sheboygan County's finest attractions. Located two blocks from downtown on a quiet street, its up to you how you want to spend your evening. You could walk downtown for a bite, have a campfire, make a meal, or just spend time together. brbrThe main level is home to the kitchen, dining room, living room, laundry room with washer and dryer, a queen bedroom, and a full bathroom with a shower. Upstairs is home to a full bathroom with a tub/shower combination and three bedrooms. The first bedroom has two queen sized beds, the second bedroom has two twin beds, and the third bedroom has a king sized bed and an en-suite half bath that is private to the king bedroom. brbrWelcome to your home away from home!

4

Bed

2

Bath

10

Sleeps

$1017.33

/ Nightly

Private Vacation Home

Lake home with crystal clear water

Plymouth, Wisconsin, United States

Come enjoy the pristine waters of Crystal Lake. Relax: Sip coffee or cocktails on our two large decks with sweeping lake views. Get active: swim, paddle board, or kayak on one of Wisconsin’s most coveted lakes. Explore: experience top-knotch recreation for the whole family to enjoy.brbr25 minutes to Whistling Straights (future site of the 2021 RYDER CUP)br4 minutes to world-class Road Americabr6 minutes to Elkhart Lakebr21 minutes to Kohlerbr26 minutes to Sheboygan and Lake MichiganbrbrWe have wireless internet and a large screen TV in living room with access to all streaming services with your own accounts. We have two stand up paddle boards for guests to use as well as a large swimming mat. We have also have two youth kayaks and plenty of life jackets.brbrOne of the bedrooms upstairs with queen bed has air conditioning, but the rest of the home does not. There are plenty of windows and several fans.

Bed

Bath

Sleeps

$487.06

/ Nightly

Private Vacation Home

One Minute to Road America - Close to PGA Golfing

Plymouth, Wisconsin, United States

Enjoy the activities at the Race track, and come back for relaxation. Plenty to do nearby as well. Osthoff Resort 6 minutes – American Club in Kohler 20 minutes - Whistling Straits (the 2020 Ryder Cup Golf Course) 35 Minutes. Enjoy the restaurants and shops of either Plymouth or Elkhart Lake (6 minutes away).brThe two decks offer an outstanding view of Little Elkhart Lake. Enjoy a paddle in the canoe, the fire pit, or the paddle board even a bike ride-all are available for your enjoyment.br

Bed

Bath

Sleeps

$755.54

/ Nightly

Private Vacation Home

4 bedroom, 3 Bath Home only 9 Minutes from Road America

Plymouth, Wisconsin, United States

Beautiful 4 bedroom, 3 bath home located on a quite dead end road only minutes from Road America, Kohler and PGA events at Whistling Straits. Home has 4 bedrooms, each with a queen bed. Luxurious amenities throughout the home including deluxe kitchen, master suite with whirlpool tub and over a half acre of wood backed yard. Back porch overlooks backyard with fire pit. Parking for 5 vehicles without difficulty.

Bed

Bath

Sleeps

$983.67

/ Nightly

Private Vacation Home

Luxurious Newly Renovated 4 Bedroom Home Near Elkhart Lake, Green Bay & Kohler

Plymouth, Wisconsin, United States

Our beautiful, newly renovated home is your ultimate getaway retreat. This spacious house not only includes modern touches, but also comes with an amazing outdoor feel. The huge open concept kitchen/family room provides the ideal space for hanging out. Our home has a spacious backyard and large deck with an 8 person hot tub. Enjoy the recently remodeled gourmet kitchen with plenty of seating area for your friends and family. Some noteworthy house details include quartz countertops, custom cabinetry, gas fireplace, wet bar, Sonos sound system, and new Kohler fixtures throughout.brNewly renovated master bath and bedroom includes a gorgeous walk in shower and double sinks. We have a total of 6 beds and 4 bedrooms plus plenty of room for air mattresses throughout the 3 levels. It's a perfect getaway for family and friends.brbrAll linens, towels, toiletries are provided. Kitchen comes fully stocked with pots/pans, spices, etc. We also have coffee so pack light and make your travel plans hassle free!brbrRest easy with sleeping arrangements for 14+ (2 queen sized air mattresses are available). brbrGuest accessbrThe entire home is yours as well as the deck, hot tub and garage.brbrWe welcome kids. They will love to play in the hot tub. We also have a pretty amazing Lego collection.

Bed

Bath

Sleeps

$1002.25

/ Nightly

Private Vacation Home

House Neighboring Road America and the Mullet River

Plymouth, Wisconsin, United States

Modern farmhouse nestled on a dead end road a mile from Road America and about an hour from Lambeau Field for the 2025 NFL Draft. The house has an open concept, great for entertaining with a beautiful view overlooking the Mullet River. Main floor ensuite with double walk-in shower and laundry room. Lower level is a walk-out basement containing three bedrooms, one bathroom and a large family room.

Bed

Bath

Sleeps

$232.08

/ Nightly

Villa

Country Cheese Factory - King Bed!

Plymouth, Wisconsin, United States

See our other home and many reviews! https://airbnb.com/h/plymouth-guest-housebrbrEntire House!br4 minutes from Road America. Other nearby attractions include:brWhistling StraightsbrWade HousebrKettle Moraine State ForestbrHiking/Biking TrailbrParnell TowerbrBlue HarborbrLake MichiganbrThe spacebrBeing very close to Plymouth, but in the country, this beautiful property is peaceful yet close enough to town that supplies and groceries are only a hop and a skip away.brbrRecently, we started renting out a guest house that is on the same property and found out that we really loved doing it. Because our home is a two family home, we decided to remodel and furnish the other side and also give this a try! After many late nights and early mornings of remodeling, here it is! We want to thank anyone in advance for checking out our listing and/or booking with us! We pride ourselves in being cleaner than a hotel, and providing one of Airbnb's best experiences!brbrThis two family home resides on just under three acres of beautiful lawn and garden which make for great early morning coffee and late night cocktails. We are surrounded by a small woods and fields that stretch for many miles and make for great views.brbrThis house is laid out uniquely with the kitchen, bedroom, living room and half bath on the lower floor. On the upper floor, you will find a master bedroom with a queen, a second bedroom with a queen and a very spacious full bathroom with a shower/bathtub. Nice large areas and walkways make it nice for larger groups. While we have enough beds for 8 people, arrangements can be made for more people that are willing to bring cots, sleeping bags, blow up mattresses, etc...brbrAdditional cleaning fee of $75 (PER PET) per week for pets. Host can adjust fee after booking. Please make us aware of pet upon booking.brGuest accessbrThe house, the lawn, the fire pit, all the yard furniture! :)brOther things to notebrCheck out by 9:00 am. Sometimes checking out or in later or earlier is allowed based upon other bookings. Feel free to ask!brbrWe may or may not be around when you arrive, so I will give you the pass-code to let yourself in.brbrAdditional cleaning fee of $75 per week for pets. Host can adjust fee after booking.

Bed

Bath

Sleeps

$265.33

/ Nightly

Private Vacation Home

Wyatt's Country Home - King Bed!

Plymouth, Wisconsin, United States

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.

Bed

Bath

Sleeps

$555.09

/ Nightly

Private Vacation Home

Beautiful, newly built 3rd floor Townhouse in historic Elkhart Lake, WI.

Plymouth, Wisconsin, United States

Beautifully appointed, third floor Townhouse at the Trackside Townhouses across the road from famous Road America. Short 20-minute drive to world-famous Whistling Straits Golf course.brYou will enjoy the relaxed decor of this recently built 2-bedroom unit. The master bedroom has a king bed, large walk-in closet, and en-suite bathroom with walk-in shower. The second bedroom has a queen bed with the 2nd full bathroom just down the hall. Luxury bedding and towels are provided. There is a washer and dryer in the unit for your convenience.brStep into a kitchen filled with all the cooking utensils and dishes you need to prepare a quick snack or full meal. New stove, microwave, dishwasher, and refrigerator. Just stop by the store on the way, and you're set!brEnjoy relaxing in the comfy living room area with a fire in the gas fireplace. Watch the large TV equipped with cable or use the high-speed internet to stream your favorite show. You can also sit on the third story deck overlooking Road America while listening to the roar of the engines. We have spared no expense on the furnishings and decor. brWe have free parking for up to 3 vehicles next to our building. Please note our unit is not handicapped accessible.brbrABOUT THE AREA:brElkhart Lake, less than five minutes away, has a small town feel with upscale amenities, and nearby Plymouth, the Cheese Capital of the World, is a full-service community with a cute downtown while also offering the stores you need for your basics. Between these two towns, you won’t run out of things to do and places to go! Antique shops, art galleries, boutiques, golf, restaurants, taverns, local breweries, farmer’s markets, festivals throughout the year…we have it all in this area! And, if you want to explore further, Kohler and Sheboygan are only a 20-minute drive away.brFoodies, and aren't we all, will enjoy many eating establishments in the area. It will be tough to choose which experience you want, from a drive-in burger to a quick bite at the beach to a traditional Wisconsin supper club meal to a gourmet entree. Don’t forget to try some cheese curds!brFor water lovers, Elkhart Lake is pristine with public beach access for a nominal fee. Rent water sport equipment from the local resorts.brGolfers will love the numerous golf courses in the area. Quit Qui Oc Golf Club is a five-minute drive from our unit, and Whistling Straits, host of the 2021 Ryder Cup, is just 20 minutes away.brAthletes will enjoy the great hiking and biking trails, including part of the Ice Age Trail, in the Kettle Moraine Forest that surrounds Elkhart Lake, not to mention the winding hills on our local low-traffic roads. Elkhart even hosts a triathlon every June. Road America also offers opportunities for you to get on the track. Check out their website for when you can run, walk, or bike around the racetrack certain evenings of the week. And if driving is more your style, then sign up for a sunset cruise, and get your own car on the track!brWhile summer in Wisconsin is glorious, fall is equally splendid. The rolling hills of the Kettle Moraine Forest provide fantastic winding drives, giving you one incredible view after the next of the gorgeous scenery. Stop and take a hike along the forest trails or check out local apple and pumpkin farms. And in the winter, you can take advantage of local ice-skating venues, cross country skiing trails, snow shoeing, and more. Elkhart even has a special festival dedicated to all things snow, Schnee Days, held in late January.brThis 2-bedroom condo is in an ideal location to take advantage of all that this area offers throughout the year!

Bed

Bath

Sleeps

$230.16

/ Nightly

Villa

Country Guest House

Plymouth, Wisconsin, United States

See our other listing! https://airbnb.com/h/cheese-factory-bnbbrbrEntire house!brCozy Warm!brThis beautiful and unique guest house is located only 4 minutes from Road America. Other nearby attractions include:brWhistling StraightsbrWade HousebrKettle Moraine State ForestbrHiking/Biking TrailbrParnell TowerbrBlue HarborbrLake MichiganbrThe spacebrThis guest house comes with two bed rooms, a full kitchen, a bar, a large living room, as well as a full bathroom. Amenities include, a coffee pot, silverware, place settings, pots and pans, toaster, and microwave. Be sure to bring you own condiments! :) Additional beds can be provided upon request. The 55 Samsung Smart TV with a DVD player makes the guest house a great place for entertaining anytime. The pellet stove and outdoor bonfire give the feeling of warmth and coziness. The flowers and landscaping add additional charm and create a stress free atmosphere. With Plymouth being conventionality located nearby, grocery shopping, restaurants, and other attractions are just minutes away.brbrAdditional cleaning fee of $75 (Per Pet) per week for pets. Host can adjust fee after booking.brGuest accessbrGuests have full access to the guest house as well as the full 2.5 acre property. The property has an area for bonfires late at night and a deck for coffee in the early morning. The guest house has a one car attached garage which can be used if needed.brOther things to notebrWe do supply towels, bar soap, shampoo, and conditioner.brWe also supply salt, pepper, coffee and creamers, but do not supply any food or seasonings, so be sure to pack whatever you like! :)brbrDistance to Kohler is 10 minutes or 12.5 MilesbrDistance to Sheboygan is 18 Minutes or 15.1 MilesbrDistance to Fond du lac is 35 minutes or 26.2 milesbrbrRECOMMENDATIONS: Our favorite pizza place is Deo Malley's Pizza right in Plymouth! (5 Minute Drive) We also like Three Guys and a Pizza in Elkhart Lake. (10 Minute Drive) They are famous for their grilled pizza. One of our other favorites is a bit further (40 minute drive) which is The Courthouse Pub in Manitowoc.brbrHiking Check out the Ice Age Center In Dundee either online or in person. (30 min drive) The Ice Age Center website will provide you with all of the trail maps near and far.brbrCHEESE FACTORIES ( you cant leave Wisconsin without cheese :)brBaker Cheese (20 minute drive)brGibbsville Cheese (20 Minute Drive)brWidmers Cheese (50 Minute Drive)

Bed

Bath

Sleeps

$1033.03

/ Nightly

Private Vacation Home

Beautiful Country Home Near Popular Hot Spots!

Plymouth, Wisconsin, United States

Stay in our spacious home, that includes two living rooms, as well as a bar area with darts, a pool table and foosball table! Sleeps 10 people. Sit on the backyard deck or around the firepit to enjoy the quiet, nature filled backyard, which often hosts deer and wild turkeys. The entire house is yours, so make yourself at home!brbrLocated 2 minutes from Road America and a quick 5 minute drive to downtown Elkhart Lake or Plymouth! Enjoy the shops, dining and lake!brbrSpace is made available for you in closets, but not all clothing is removed. Linens and towels included. The kitchen is fully stocked with pots, pans, utensils & dishes to make your stay easier! brbrBooking Adjustments: Every effort will be made to accommodate the following requests:brbr~ A request to add days to your reservation and/orbr~ A request to swap or substitute days at the beginning/end of your reservation brbr** A request to reduce days to your reservation will not be accepted.

5

Bed

3

Bath

10

Sleeps

$192.16

/ Nightly

Apartment

Apartment Centrally Located

Plymouth, Wisconsin, United States

Only two laps from Road America, or 20 minutes from the beach, this secluded apartment complex is located on the peaceful campus of Lakeland University. The apartment has two bedrooms, a porch/patio, a full kitchen, a living room, and shared laundry with other apartments. Outside the apartment is a shared grill space, free parking, and close nature trails. With endless attractions in and around Sheboygan County, this apartment is the perfect place to stay this summer.

2

Bed

1

Bath

4

Sleeps

$192.16

/ Nightly

Apartment

Apartment Centrally Located

Plymouth, Wisconsin, United States

Only two laps from Road America, or 20 minutes from the beach, this secluded apartment complex is located on the peaceful campus of Lakeland University. The apartment has two bedrooms, a porch/patio, a full kitchen, a living room, and shared laundry with other apartments. Outside the apartment is a shared grill space, free parking, and close nature trails. With endless attractions in and around Sheboygan County, this apartment is the perfect place to stay this summer.

Bed

Bath

Sleeps

$192.16

/ Nightly

Apartment

Apartment Centrally Located

Plymouth, Wisconsin, United States

Only two laps from Road America, or 20 minutes from the beach, this secluded apartment complex is located on the peaceful campus of Lakeland University. The apartment has two bedrooms, a porch/patio, a full kitchen, a living room, and shared laundry with other apartments. Outside the apartment is a shared grill space, free parking, and close nature trails. With endless attractions in and around Sheboygan County, this apartment is the perfect place to stay this summer.

2

Bed

1

Bath

4

Sleeps

$192.16

/ Nightly

Apartment

Apartment Centrally Located

Plymouth, Wisconsin, United States

Only two laps from Road America, or 20 minutes from the beach, this secluded apartment complex is located on the peaceful campus of Lakeland University. The apartment has two bedrooms, a porch/patio, a full kitchen, a living room, and shared laundry with other apartments. Outside the apartment is a shared grill space, free parking, and close nature trails. With endless attractions in and around Sheboygan County, this apartment is the perfect place to stay this summer.

Bed

Bath

Sleeps

$933.68

/ Nightly

Private Vacation Home

Road America and Golf Retreat

Plymouth, Wisconsin, United States

Escape to tranquility at our charming rental, nestled in serene woods, just down the road from Road America and premier golf courses. Enjoy the beauty of nearby lakes, perfect for relaxing or adventurous outings. Our cozy retreat offers modern amenities and a peaceful atmosphere, making it an ideal getaway for nature lovers, golfers and racing enthusiasts alike. Book now for an unforgettable experience with Victory Investment Properties!

Bed

Bath

Sleeps

$439.31

/ Nightly

Country House

Sleeps 13 - Hot Tub - Game Room - minutes from Road America

Plymouth, Wisconsin, United States

Enjoy the peace of nature, along with the convenience of easy access to Plymouth and surrounding attractions, including Road America, Whistling Straits, The Bull, in this newly renovated, beautiful 3-bedroom farmhouse. The home features a primary suite with king bed and tiled primary bath/shower. The first level also includes a half bath with convenient washer and dryer. The 2 bedrooms upstairs include a room with a queen mattress with the 2nd bedroom featuring a queen bed, a twin bed and a bunk with 2 full size mattresses plus its own closet. The upstairs also includes a full bathroom with shower. The home incorporates a cozy living room with a sectional that doubles as a queen mattress and 75 TV. Modernized kitchen and 6-8 person dining room table round out the interior of the home. The garage space has been updated and finished as a rec room with a 65 TV, foosball table, ping pong table, pool table and a sectional couch. Enjoy a beautiful sunrise from the new deck on the back of the house or take in views of the wildlife that live and thrive off the mighty Mullet River that runs thru the property. The back yard patio features a 6 person hot tub where you can enjoy peaceful evenings watching nature come alive around you or take in a beautiful sunrise! Whether you’re relaxing indoors or exploring attractions nearby, this brilliant farmhouse offers a comfortable and inviting space to unwind. This property is equipped for both long or short stays to make your time away from home one to remember.

Bed

Bath

Sleeps

$422.0

/ Nightly

Private Vacation Home

Family Fun on Crystal Lake Island - minutes to Road America, hiking, PGA Golf

Plymouth, Wisconsin, United States

**2025 and 2026 calendar is open. Please note that our peak season rentals are a week minimum and run Monday-Monday**brbrTo reach Kettle House, you drive across a short bridge to a wooded island. Follow the curved lane past three houses, stopping at the fourth to turn in the driveway and park. Walk across the lane and open the gate. Your vacation begins!brbrTo enter the house, pass through the large patio where a top-of-the-line gas grill sits waiting for its next steak. Going inside, you’re in the great room with a wall of glass doors that open to a balcony overlooking the lake. In addition to a 46” TV, the living space offers a dining area for six. A fireplace is on hand to warm you on cool evenings. brbrEntertain yourselves with WiFi and cable as well as a docking station and games. The kitchen is newly refurbished and well-equipped for a cook. Two queen bedrooms and one bedroom with a twin over full bunk comfortably sleep eight. Kettle House has two full bathrooms, one with a jetted tub and Kohler fixtures; the other is freshly remodeled.brbr Because it straddles an island, the Kettle House property has two shorelines. A screened porch with a bar overlooks the shoreline in front of the house. Relax in the hammock overlooking the lake and enjoy the sunset through the trees.brbrThe second shoreline, Down back, is across the island, where cedar trees make it shady and peaceful. A large grassy field beside this shore will invite your group to play ball or cornhole. Or, launch one of the two provided kayaks. Float toys, water games, and life vests are also available.brbrSometimes you can hear racing over at Road America. Many track events are open to the public, and it’s only five minutes away. A public golf course is within walking distance, and the PGA courses, Whistling Straits and Blackwolf Run, are a 20 minutes drive. If you enjoy biking, hiking, or snowmobiling, you’ll want to visit nearby Kettle Moraine State Park. Elkhart Lake is just up the road, and there you can stock up at the farmer’s market, enjoy the charming shops or eat at one of the town’s good-to-excellent restaurants.

Bed

Bath

Sleeps

$720.91

/ Nightly

Country House

Large Farmhouse near RA & golf. Breakfast Included with lots of room for all!

Plymouth, Wisconsin, United States

Discover Wirewalker Family Farm, a distinctive Bed and Breakfast nestled in the heart of Sheboygan County. Our recently renovated 1922 farmhouse boasts 6 bedrooms and 3 full bathrooms, all of which are available to you during your exclusive rental of the house. The house features a fully equipped chef's kitchen, a harmonious blend of modern and antique furnishings, as well as high-quality bedding and linens. Space for all to spread out and enjoy the large kitchen, family room, sitting room and sun room. The dining room seating can be expanded to host up to 25 for sit down meals, come together with one of our catering partners and enjoy an unforgettable meal you and your guests will hold memories of for years to come. Enjoy Self-Serve Breakfast daily, it showcases the best of local offerings. Enhance your stay with our custom Bed and Breakfast Concierge Services. We provide optional in-house catering, maid service, as well as personalized services including custom driving tours, dining reservations, assistance with golf reservations and enchanting and engaging suggestions that highlight the amazing shopping, dining and experiences the area is known for. brBedrooms on first floor include king sized primary suite with en suite bathroom and sun room queen sized bed. brThe second floor offers a second primary suite with king sized bed and en suite private bathroom. The third full bathroom is located on the second floor, as well as a queen sized bedroom, a bedroom with two twin beds and a spacious bunk room with two twin over full bunk beds. brWe offer garage parking for up to 5 vehicles and off-street parking for up to 80 for events. Room for boat and car trailer parking. Bring your collection up and store it safely while you're here. brCentrally located 2 hours from Chicago, 1 hour from Milwaukee, and just over 1 hour from Green Bay we offer a convenient escape for exploring the charms of the area. Immerse yourself in the adrenaline of racing at Road America, experience championship golf at Kohler, or embrace the natural beauty of the area while exploring in the Kettle Moraine State Park or take advantage of world class fishing and hunting. Whether you're into the thrill of the track, the leisure of the golf course, or the tranquility of nature, our property offers easy, quick access to these amazing experiences and many more. brLet Wirewalker Family Farm Bed and Breakfast make your stay easy, comfortable and unforgettable.

Bed

Bath

Sleeps

$819.74

/ Nightly

Private Vacation Home

3 Min to Road America, outdoor deck, grill, & fire table

Plymouth, Wisconsin, United States

Be one of the first to stay at this newly renovated 5-bedroom, 2.5-bath home. Plenty of space for group getaways, race weekends, or golf trips! Enjoy 2 living spaces with 65-inch Smart TVs, a lower-level bar for entertaining, WiFi, and in-unit laundry.brbrRelax outside on the deck, fire up the grill, or unwind indoors with all the comforts of home.brbrYou will enjoy a comfortable nights sleep with deluxe mattresses, down-alternative comforters, and 4 pillows per bed. Each bedroom window includes blinds and extra blankets are available for your convenience.brbrJust minutes from Road America and Whistling Straits, this is your ideal home base for adventure or relaxation.

5

Bed

2

Bath

12

Sleeps

Vacation Rentals By Owner In Plymouth, WI

$809.63

$1017.33

$487.06

$755.54

$983.67

$1002.25

$232.08

$265.33

$555.09

$230.16

$1033.03

$192.16

$192.16

$192.16

$192.16

$933.68

$439.31

$422.0

$720.91

$819.74

Rent a place that suits your needs

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