Discover Your Ideal Vacation Rental in Plymouth, Sheboygan County for a Memorable Wisconsin Getaway
Discover Your Perfect Plymouth Vacation Homes
Best Vacation Homes in Plymouth
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Plymouth Luxury Rentals
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Plymouth Pet Friendly Vacation Rentals
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Plymouth Large Vacation Homes
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Why Choose Rent By Owner for your Plymouth Vacation Rental Homes?
What makes our Vacation Rentals special?
Best Times to Visit Plymouth
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit here ensures you experience the region's best weather and local events, making your stay in Plymouth, Sheboygan County especially memorable.
Peak Season Highlights
Summer (June to August)
During the warm summer months, this destination experiences its peak season with visitors enjoying outdoor activities and scenic views. Booking your vacation rentals early ensures you secure the best accommodations for your stay.
Fall (September to November)
Autumn attracts travelers who wish to experience the vibrant fall foliage. This is an ideal time to explore comfortable vacation rentals and enjoy the region's natural beauty.
Off-Season Highlights
Winter (December to February)
During winter, fewer visitors visit the area, making it an excellent time for those seeking quieter vacation rentals and a peaceful retreat in the region.
Spring (March to May)
Spring sees a lull in tourist activity, offering an opportunity to enjoy more secluded vacation rentals amid blooming landscapes and milder weather.
Weekly Weather Forecast for Plymouth
How to Book Your Plymouth Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Plymouth
Common Vacation Rentals Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a private outdoor seating area perfect for relaxing and entertaining in the fresh air.
- Take advantage of a spacious backyard ideal for outdoor activities or dining al fresco.
- Make use of a grill or barbecue station to prepare delicious meals during your stay.
- Benefit from access to nearby hiking or walking trails that showcase the area's natural beauty.
- Relax by a fire pit, perfect for cozy evenings under the stars.
- Utilize ample parking space for easy access to local attractions and outdoor adventures.
- Experience the convenience of outdoor storage for bikes, kayaks, or outdoor gear during your visit.
Top Attractions Around Plymouth
What attractions are nearby?
In this charming area, you can enjoy a variety of outdoor activities and local attractions that highlight the natural beauty and community spirit of Sheboygan County, making it an ideal destination for your stay in Plymouth.

Family Activities
- Plymouth Children's Museum: Engage your family with hands-on exhibits and interactive displays that make learning fun for kids of all ages.
- Sheboygan County Fairgrounds: Experience lively community events, fairs, and seasonal festivals perfect for family outings in this versatile region.
- Local Nature Trails and Parks: Discover scenic hiking and biking trails where you can enjoy outdoor adventures and picnics surrounded by the area's natural beauty.
- Indoor Entertainment Centers: Keep the family entertained with various indoor recreational options available nearby, ideal for rainy days or to beat the weather.
Adult Activities
- Explore the Sheboygan County Historical Museum: Dive into local history and culture at this engaging museum located nearby, offering fascinating exhibits that reveal the area's past.
- Enjoy outdoor recreation at Kohler-Andrae State Park: Relax or engage in activities like hiking, birdwatching, and picnicking along the scenic shores of Lake Michigan within a short drive from here.
- Experience craft brewing tours in the region: Discover the local beer scene through guided tours at various breweries that highlight the region's vibrant craft beer culture.
- Participate in culinary experiences at regional wineries and farms: Savor tastings and learn about local food production at nearby wineries and farms, enhancing your visit to this destination.
Other Places to Stay in Plymouth, WI
Plymouth Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Cuisine: Take advantage of the region’s inviting dining options to discover authentic flavors that highlight Sheboygan County's culinary charm during your stay.
- Visit Nearby Attractions: Make time to explore the area’s scenic spots and cultural attractions, ensuring a well-rounded experience of this destination’s unique offerings.
- Plan Outdoor Activities: Utilize the region’s beautiful parks and lakes for outdoor pursuits such as boating, hiking, or relaxing by the water to maximize your enjoyment here.
- Choose Central Accommodation: Opt for vacation rentals located in the heart of the area to conveniently access local hotspots and make the most of your visit to this destination.
Transportation Options
- Sheboygan County Airport: This regional airport offers convenient domestic flights, making it accessible for travelers arriving from various parts of the country.
- Amtrak Train Service: The nearby train station provides rail connectivity to larger cities, ideal for those preferring scenic and relaxed travel options within the region.
- Local Bus Services: Public transportation options in Sheboygan County serve the area well, giving you an affordable way to explore local attractions and amenities.
- Car Rental Agencies: Numerous car rental services are available here, providing flexibility for exploring Sheboygan County and its surrounding destinations at your own pace.
Local Customs Options
- Welcoming Community Traditions: Here, you'll find residents take pride in their community events that celebrate local heritage and foster friendly connections during your stay.
- Farmers’ Market Etiquette: Visiting the area’s farmers' markets, you are encouraged to engage with vendors respectfully and support local producers, immersing yourself in regional food customs.
- Local Church Services: Attending Sunday services offers insight into the area's spiritual practices, reflecting the community's longstanding religious traditions.
- Seasonal Festivals: Participating in seasonal festivals allows you to experience authentic regional customs and the warm hospitality that defines this destination.
Frequently Asked Questions About Plymouth?
1. What are the top vacation rentals in Plymouth?
There are a lot of options in Plymouth. If you plan on staying in the Plymouth area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Plymouth:
- Walk to Road America! Lake House on Private Peninsula
- Family Fun on Crystal Lake Island - minutes to Road America, hiking, PGA Golf
- One Minute to Road America - Close to PGA Golfing
- Just completed new home focused on luxury, cleanliness, and convenient locatio
- Cozy Cape Cod Home
- Beautiful, newly built 3rd floor Townhouse in historic Elkhart Lake, WI.
- Stunning custom built country home with the ultimate game room!
- Private home on twenty wooded acres.
- House, near Road America, Kohler, Lake Michigan
- Summit Woods Hideaway! Walking Distance To Road America. Elkhart Lake, WI 53020
2. Which vacation homes in Plymouth are best for families?
If you are looking for a family-friendly vacation home in Plymouth, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Plymouth:
3. How many Rentbyowner vacation rentals are available in Plymouth?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 101 in the Plymouth area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Plymouth.
4. What is the cancellation policy for a vacation rental in this region?
5. Are pets allowed in vacation rentals here?
6. How do I know if my booking has been confirmed?
7. What amenities are typically included with vacation rentals in this area?
8. Is there a minimum stay requirement for booking a vacation rental here?
Plymouth Top Rated Vacation Rentals
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