
House holiday rentals in Plymouth
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Top-rated house rentals in Plymouth
Guests agree: These houses are highly rated for location, cleanliness and more.

The LODGE in Elkhart Lake. —-Hot Tub & Arcade—-
Rustic modern home w/ hot tub, arcade & fireplace right on the edge of Elkhart Lake. Road America, great golf, The Ice Age Trail, & the Kettle Moraine are all at your doorstep. This cozy home is 4 blocks from the downtown of Elkhart lake. Yet it still has an acre to explore & enjoy nature. Only 4 miles from Road America. 2 bedroom w/ 2 extra sofa sleepers & 2 baths. Perfect for racers or romantic getaways. The arcade/Pinball room has over 10 games. Perfect base camp. We got your bases covered

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.

Relaxing Sheboygan/Kohler Getaway
Newly remodeled townhouse with all the comforts to make you feel at home in quiet neighborhood, boasting a spacious backyard w/patio, fire pit & free parking. Amenities include well-equipped kitchen, 2 BR & 2 BA, washer/dryer, wi-fi, & smart TV. Conveniently located within minutes to Village of Kohler, Downtown Sheboygan & Lakefront, Black Wolf Run, Whistling Straits (14 min), Road America (18 min), Kohler-Andrae State Park (16 min), grocery stores, restaurants, shopping & local entertainment.

House Near the Lake
Get out and enjoy nature, then return to a quiet mix of modern and retro in this family home only a block away from Lake Michigan. There are three parks and two beaches within a mile, as well as Terry Andrae State Park about 10 minutes away. If the outdoors aren't your thing, downtown Sheboygan hosts the Kohler Art Center, The Weil Center, Blue Harbor, and the Children's Museum, with Road America only 30 minutes away. Located between Milwaukee and Green Bay, this home has all the conveniences.

Vintage Farmhouse on Blueberry Hill.
Relax with the whole family at this peaceful place to stay. Located conveniently half way between Green Bay and Milwaukee. Find your self minutes away from Road America, Whistling Straits, snowmobile trails, kettle moraine state forest, and so much more. Our property has walking trails to the river, throughout the woods and around the creek area, This winter you would have the opportunity to snowshoe our 103 acre property, or break your own cross country ski trail! Or just a quiet getaway!

Lakeview Beach Bungalow - With outdoor Hot Tub!
Enjoy the Holidays at this Beautifully updated beach house just one block off of Lake Michigan. Enjoy the newly landscaped backyard with pergola & 6 person Hot Tub! Watch the sunrise $ sunset from the second floor master balcony. Walk to the lake across the street and enjoy the wind surfers and beach. Close to downtown and parks. This three bedroom home will impress. Tastefully decorated. Large bathroom w/deep soaking tub. For treasure hunters, a Metal detector for family fun at the beach. .

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.

Lake Michigan Beach Home by Frank Lloyd Wright pro
Beautiful view and sand beach on Lake Michigan, completely private, surrounded by mature white pine trees and cedar trees. The spacious home is fully equipped with an "eat in" kitchen, dining room, and living room entertainment space, den with a see-through log-fired fireplace, screened-in porch to accommodate additional eating space, large outdoor deck with grill and fire pit. A canoe and a row boat are available for the boating enthusiast, with life jackets and other floating devices.

LUX Downtown Escape | Outdoor Movie Screen
Welcome to our beautiful 2-bedroom historic home in Downtown Sheboygan! This charming and well-appointed residence offers a comfortable and stylish stay for your visit to the area. From the Chef’s kitchen, comfortable living room, and peaceful backyard, to its prime location within walking distance of Sheboygan's vibrant nightlife, theater, and restaurants, you'll have everything you need right at your doorstep. The home is also just a few blocks from Lake Michigan's beautiful beaches.

Gleason's Chouse
You'll love staying in our unique home, in a quiet neighborhood. This is a recently remodeled 1867 church converted to a "Chouse". Featuring 2 bedrooms, Full Kitchen, 1 Bathroom, Balcony, Parking, and a Gazebo.. all beautifully complimented by a range of antiques and decorations. 8 Miles East of Hwy 41, a 45 min drive to Oshkosh or an hour to Milwaukee. Just down the from Lake Bernice & Eisenbahn Bike Trail. Also close enough to the Kettle Moraine Forest to hike and sightsee!

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.

Beachfront getaway in Sheboygan
One of the few homes in Sheboygan that walks out onto the sands of Lake Michigan, this 3 bedroom/ 2 bath home is meant for total relaxation and fun. The open kitchen, dining and living room is full of light from the sliding glass doors on the back of the house, which access a deck and a large back yard. Upstairs is a spacious loft with a pull out couch. Fire pit in the back yard. Just steps from a playground at King Park. Amazing sunrises, worth waking up for.
Popular amenities for Plymouth house rentals
House rentals with a pool

4 br 4.5 acre secluded country property

Great EAA Location by the Airport

Family Home w/ Indoor Pool ~ 2 Mi to Elkhart Lake!

Holiday Home for 8ppl w/ Hot Tub in Plymouth, WI

Poolside Retreat - EAA Rental

Cool City, Warm Pool

Cozy 4 bedroom home. Minutes to Eaa grounds.

Home Away From Home
Weekly house rentals

LT’s Place | King bed & conveniently located

Upper Lake Boulevard Retreat

Lake living at Road America

JAmbers Road America Track House

Woltring Waters Waterfront Home

Downtown. Sleeps 6 close to Road America

The Suncatcher -Steps from Lake - Fenced Yard

Riverfront Retreat! Near Neshotah & dog friendly!
Private house rentals

Sleeps 7{SPACIOUS}Pets Welcome!

Spacious 3BR Home Near Lake Michigan + Garages

The Kohler House

Turn 15 Lodge near Road America

Beach Break - Historic Home Meets Modern Comfort

Fernwood Elkhart Lakefront Retreat w/ Pier, kayaks

Lake View Home Away From Home

Road America & Golf Retreat
Quick stats about house rentals in Plymouth

Total holiday rentals
Explore 30 holiday rentals in Plymouth

Nightly prices starting at
Plymouth holiday rentals start at $107 NZD per night before taxes and fees

Verified guest reviews
Over 2,070 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Plymouth holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Plymouth rentals

4.9 Average rating
Plymouth stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
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- Kohler-Andrae State Park
- Erin Hills Golf Course
- Whistling Straits Golf Course
- Harrington Beach State Park
- Milwaukee County Zoo
- West Bend Country Club
- Bradford Beach
- Trout Springs Winery
- The Bull at Pinehurst Farms Golf Course
- Milwaukee Country Club
- Pine Hills Country Club
- Discovery World
- Milwaukee Public Museum
- Heiliger Huegel Ski Club
- Sunburst
- Pollock Community Water Park
- Blue Mound Golf and Country Club
- Vines & Rushes Winery
- Kerrigan Brothers Winery
- Green Bay Country Club Sports Center
- Little Switzerland Ski Area
- Blackwolf Run Golf Course
- Parallel 44 Vineyard & Winery




