Plymouth vacation rentals

We found 251 vacation rentals — enter your dates for availability

Discover a selection of 47 homes, 21 apartments, and other vacation rentals in Plymouth that are perfect for your trip. Whether you're staying in a vacation rental with your kids or with friends, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a pool. You're sure to find a rental to meet everyone's needs, including places that are non-smoking or accessible.

Vacation rentals with weekly discounts - Plymouth

Showing deals for:Dec 5 - Dec 12

Image gallery for Beautiful private home hidden in the woods. Can sleep 11 guests

Outdoor dining
10 out of 10 rating
Exceptional
(11 reviews)

Beautiful private home hidden in the woods. Can sleep 11 guests

Plymouth, WI

9% off
Price is $807
$5,647 for 7 nights
All fees included
Beautiful private home hidden in the woods. Can sleep 11 guests

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Find out more about Plymouth

Find out more about Plymouth

Why visit Plymouth

  • Outdoor Adventures: Discover nature preserves and scenic spots for hiking, biking, and relaxing in the great outdoors.
  • Family-Friendly Activities: Enjoy a variety of fun outings suitable for all ages, perfect for creating lasting memories.
  • Cultural Experiences: Explore historic homes and local attractions that showcase Plymouth's rich heritage.
  • Botanical Gardens: Visit beautiful gardens that offer a serene environment for leisurely strolls and appreciation of nature.
  • Diverse Accommodations: Choose from charming cottages, modern apartments, or spacious vacation homes to suit your travel needs.

Popular types of accommodation in Plymouth

Plymouth offers a variety of vacation rentals to suit every traveler’s needs, including houses, charming cottages, and modern apartments. Whether you’re looking for a spacious house rental with family-friendly amenities or a cozy getaway for a romantic escape, you’ll find the perfect home in Plymouth. Explore your options for vacation homes and hotels, and enjoy a memorable stay in this picturesque coastal town.

  • Houses: These are the most sought-after rentals in Plymouth, offering spacious and comfortable accommodations for families, groups of friends, or couples looking for a relaxing getaway.
  • Cottages: Popular for their charm and coziness, cottages provide a quaint atmosphere for those seeking a peaceful retreat in Plymouth.
  • Apartments: Ideal for solo travelers or couples, apartments offer convenient and modern living spaces right in the heart of Plymouth.
  • Condos: These stylish options are perfect for travelers wanting a blend of luxury and home-like comforts during their stay.
  • Cabins: Rustic and inviting, cabins are a favorite among those wanting to immerse themselves in nature while enjoying their vacation.**

Top attractions in and around Plymouth

Plymouth, Wisconsin, is an excellent destination for outdoor enthusiasts and families, offering a variety of scenic spots and activities. You can explore local attractions such as nature preserves, historic homes, and beautiful botanical gardens. Whether you're seeking adventure, cultural experiences, or simply relaxing in nature, Plymouth has something for everyone to enjoy during your vacation.

  • Sheboygan County Fairgrounds: Experience the lively atmosphere of this family-oriented fairground, where you can enjoy various events, activities, and local fairs that celebrate the community spirit of Plymouth.
  • Wade House Historic Site: Step back in time at this historic site, located 6 miles from Plymouth, where you can explore Wisconsin's rich cultural heritage through guided tours and engaging exhibits.
  • Skip Barber Driving School: Immerse yourself in the world of motorsports at this educational driving school, offering thrilling experiences for aspiring drivers and car enthusiasts right in Plymouth.

Things to do recommended for couples

Planning a romantic getaway in Plymouth? Start with a delightful dinner at Antoinette, where the ambiance sets the mood. Then, indulge in luxury at the Tittle Lake Yacht Club, just 10 miles away, perfect for couples seeking a serene escape together.

Things to do recommended for families

During your family vacation in Plymouth, Wisconsin, enjoy splashes of fun at the Blue Harbor Resort Water Park, unwind at June Vollrath Park, or explore the serene Walla Hi County Park. Each destination offers unique experiences perfect for family bonding and adventure.

Things to do recommended for groups

In Plymouth, groups can enjoy the vibrant Farmers Market, play a round at Evergreen Golf Course, or hike the scenic Old Plank Road Trailhead. Each activity offers a unique blend of local culture, outdoor adventure, and community spirit that makes for an unforgettable experience.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Plymouth

When you're planning a trip—whether with a group, family, or pets, or if you're looking for extended stays—it's essential to prioritize your preferences. Here are some helpful booking tips for using Vrbo.

  • Traveling to Plymouth with a group: Think about how many bedrooms you’ll require, as well as any features like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Plymouth with young kids: Traveling with little ones can be quite a task. It's important to prioritize their comfort and safety, along with finding suitable amenities that cater to their age, like a private swimming pool. Additionally, think about how close you are to family-friendly attractions for a more enjoyable experience.
  • Taking your pets with you to Plymouth: For many, a family vacation isn’t truly complete without their furry companion. If that resonates with you, take a look at Vrbo listings that welcome pets. Most pet-friendly properties offer amenities like feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Plymouth: If you're in search of vacation rentals offering discounts for month-long stays, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Plymouth

Plymouth, Wisconsin, is a charming destination perfect for outdoor enthusiasts and families alike. Explore picturesque neighborhoods, enjoy family outings, and indulge in nearby nightlife for a well-rounded vacation. Whether you're seeking adventure or a relaxing getaway, Plymouth offers a delightful mix of scenic beauty and vibrant atmosphere. With options that cater to both luxury and budget travelers, you'll find the ideal spot for a memorable family vacation in this inviting city.

  • Elkhart Lake: Located 6 miles from Plymouth, Elkhart Lake is a picturesque destination known for its stunning outdoor scenery and romantic ambiance. This charming city is perfect for those looking to unwind amidst nature. Visitors can enjoy a variety of activities, including exploring the recreational area, splashing around at the local water park, or simply relaxing by the serene lake. For adventure seekers, the nearby racetrack provides an exciting backdrop, and the national state park offers ample opportunities for hiking and wildlife viewing.
  • Kohler: Situated 10 miles away from Plymouth, Kohler is renowned for its beautiful landscapes and top-notch sports facilities. Golf enthusiasts will find themselves in paradise with the city's exceptional golf courses, complemented by a scenic recreational area. Kohler's proximity to a lovely beach and a national state park makes it an ideal spot for outdoor activities, whether you prefer golfing or enjoying a leisurely day by the water. The blend of nature and sports ensures a fulfilling experience for all visitors.
  • Glenbeulah: Just 5 miles from Plymouth, Glenbeulah is a hidden gem that offers a tranquil escape for those seeking outdoor and romantic experiences. With its lush surroundings, the city is perfect for couples looking to enjoy peaceful moments together. Popular activities include golfing at the local courses and exploring the recreational areas. Glenbeulah is also home to a charming lake, a historic racetrack, and a beautifully preserved historic house, providing unique attractions that reflect the area’s rich heritage.

Best time to go to Plymouth

If you're planning a trip to Plymouth, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January19.6°F (-6.9°C)No Rain (Dry)Mostly CloudyAverageAverage
February20.8°F (-6.2°C)No Rain (Dry)Mostly CloudyAverageSlightly Low
March32.5°F (0.3°C)Light RainMostly CloudyAverageSlightly Low
April42.4°F (5.8°C)Light RainMostly CloudyAverageSlightly Low
May54.5°F (12.5°C)Light RainMostly SunnyAverageAverage
June64.4°F (18.0°C)Light RainMostly SunnySlightly HighAverage
July70.2°F (21.2°C)Light RainMostly SunnySlightly HighSlightly High
August68.9°F (20.5°C)Light RainMostly SunnySlightly HighSlightly High
September62.2°F (16.8°C)Light RainMostly SunnyAverageSlightly High
October49.8°F (9.9°C)Light RainMostly SunnySlightly LowAverage
November37.4°F (3.0°C)Light RainMostly SunnySlightly LowAverage
December27.3°F (-2.6°C)Light RainMostly CloudySlightly LowAverage

Booking with Vrbo is a breeze

Are you hoping to save on your upcoming trip? Being flexible with your travel dates can really help, as prices can vary quite a bit. Additionally, booking a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your entire reservation. Being the planner has its perks. When you join our travel rewards program, One Key, you’ll gain access to exclusive discounts and earn OneKeyCash on eligible bookings. Sign up today and begin enjoying your savings.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board provides a convenient platform for you to plan new trips, manage your existing plans, and keep track of your bookings. Your saved or booked properties are neatly organized into categories: Potential, Upcoming, or Current Trips. To check out the Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Take in the lakeside beauty of Plymouth

The lake and other outdoor surroundings create an inviting atmosphere in Plymouth. Renowned for its restaurants, shopping and golfing, this city welcomes all visitors. Many of our vacation rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

In a land where cheese is king

Did someone say cheese? Plymouth has plenty of it to go around, from downtown murals of the stuff and the New Year's Eve Cheese Drop at the Plymouth Arts Center, to Antoinette, the 20-foot dairy cow statue that's a beloved local landmark. If you need a break from all that dairy, try some golf - Blackwolf Run and Whistling Straits are just 2 of the renowned courses in the area. For killer views of the surrounding glacial landscape, head to Marsh Tower on the Sheboygan River, or Parell Tower in Kettle Moraine State Forest. For prime fall leaf peeping, the Kettle Moraine Scenic Drive is a must.

Bundle up for those (in)famous Midwestern winters

Winter is the real deal in the Midwest, and Wisconsin in so exception. From November to March, the low temps usually dip below freezing (even into the single digits) and you'll see plenty of snow. If you're planning on a winter Plymouth vacation rental, be sure to pack your heaviest coats and boots. Better yet, find one with a fireplace for some quality cuddling time as the flakes fall outside. From June to August you'll generally have highs hovering near 80. Spring and fall can be wildly unpredictable, though October comes with an impressive display of fiery fall foliage.

Walk in the footsteps of glaciers

Formed eons ago by slow-moving glaciers, the landscape around Plymouth is noted for its rolling hills, lakes, grasslands, and unique rock formations. The best examples can be found in Kettle Moraine State Forest. A Plymouth vacation rental will also put you near the 14,000 acres of marshes and wetlands of the Sheboygan Marsh Wildlife Area, home of the largest restored wetland in the region. If the scattering of small lakes throughout the region aren't enough water for you, you can reach vast Lake Michigan in under half an hour.

Traveling to and around Plymouth

Fly into General Mitchell Intl. Airport (MKE), the closest airport, located 55.3 mi (89.1 km) from the city center. If you can't find a flight that works for your travel itinerary, you might consider flying into Fond du Lac, WI (FLD-Fond du Lac County), which is 25.3 mi (40.7 km) away.

Frequently asked questions

What is the best area to stay in Plymouth when booking a vacation rental?
When considering a vacation rental in Plymouth, Wisconsin, a popular area to stay is near the downtown district. This vibrant area not only offers a charming small-town atmosphere but also provides easy access to local shops, restaurants, and coffee spots, making it an ideal hub for exploring. The downtown area is close to attractions such as the Plymouth Arts Center, which hosts a variety of art exhibitions and cultural events, and the scenic Kettle Moraine State Forest, great for outdoor enthusiasts looking to hike or enjoy nature.

Another great option is the neighborhoods surrounding the picturesque Lake Michigan. Staying here allows you to enjoy beautiful waterfront views and recreational activities. The nearby Kohler-Andrae State Park is a highlight, offering stunning dunes and trails for hiking, as well as opportunities for bird watching.
How much does it cost to rent a vacation home in Plymouth?
Prices for vacation rentals in Plymouth vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Plymouth to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Plymouth vacation house rentals?
You can find great discounts on house rentals in Plymouth on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Plymouth?
For renting a beach house in Plymouth, Wisconsin, travelers should focus on the areas around Lake Michigan, particularly near the scenic beaches of the Kettle Moraine State Forest. The shoreline near the Kohler-Andrae State Park is ideal, offering a mix of vacation rentals that provide stunning views of the lake, easy beach access, and amenities like outdoor grills, picnic areas, and spacious decks for enjoying the sunsets.

In addition, the area around the city of Sheboygan, just a short drive north of Plymouth, features a variety of rental properties along the lakefront. Many of these homes come equipped with modern conveniences such as fully furnished kitchens, Wi-Fi, and comfortable living areas, making them superb for family gatherings or group getaways. Some properties may also offer access to community amenities like fire pits, pools, and playgrounds.

For those looking to explore the local attractions, the nearby Elkhart Lake area provides additional options, where visitors can find charming cottages and lodges. These rentals often boast proximity to both the lake and local shops, restaurants, and recreational activities, including water sports and hiking trails.
Where are the best Plymouth ski resort rentals?
For skiing near Plymouth, Wisconsin, the closest options are in the Kettle Moraine region, particularly at nearby resorts such as Sunburst Ski Area and Holy Hill Ski Area, located within a reasonable driving distance. Travelers looking for rentals should consider the towns of West Bend or Hartford, which offer convenient access to these ski resorts.

In West Bend, visitors can find a range of accommodations, from cozy cabins to modern homes, often featuring amenities like full kitchens, spacious living areas, and outdoor decks for relaxation after a day on the slopes. Many properties are situated near local parks and recreational areas, enhancing the winter getaway experience.

Hartford also provides similar rental options, with properties that boast features such as fireplaces, hot tubs, and proximity to both skiing and local dining establishments. Vacation homes in this area may include family-friendly amenities, making them suitable for groups or families looking to enjoy both skiing and other winter activities.

Furthermore, the surrounding Kettle Moraine State Forest offers additional outdoor recreation opportunities, including snowshoeing and cross-country skiing trails, making it an attractive destination for winter sports enthusiasts.
What is the most popular type of vacation rental accomodation in Plymouth?
In Plymouth, vacation houses are the most prevalent type of rental, with about 38 available throughout the area. These homes typically feature spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups seeking comfort and convenience. Many of these houses come with outdoor spaces, such as decks or gardens, superb for enjoying the scenic surroundings near popular local attractions like the Kettle Moraine State Forest and Lake Michigan.

Apartments are also a popular choice, with around 17 rooms available. These rentals often include modern amenities such as Wi-Fi, laundry facilities, and cozy living areas, allowing travelers to unwind after exploring the town. Additionally, there are several cottages and villas, which offer a more rustic charm and are generally located closer to nature, suiting those looking for a peaceful getaway.
Are there any family house rentals in Plymouth?
In Plymouth, Wisconsin, there are some family-friendly house rentals available, with around 40 options spread throughout the area. This charming locale is superb for families looking to enjoy a mix of outdoor activities and local attractions. Many properties feature spacious living areas, full kitchens for preparing meals together, and outdoor spaces where kids can play or enjoy a barbecue.

Families can explore nearby attractions such as the picturesque Kettle Moraine State Forest, which offers hiking trails and opportunities for wildlife viewing. Additionally, the quaint downtown area provides access to local shops and dining options, making it easy to experience the community's warmth.
Can I rent a vacation home with a pool or hot tub in Plymouth?
In Plymouth, Wisconsin, there are several vacation homes available for rent that come with pools or hot tubs, providing a great option for relaxation and recreation. This charming town, located near Lake Michigan, offers a variety of rental options that cater to families and groups looking for a fun getaway. Many of these properties are equipped with private pools, hot tubs, spacious patios, and outdoor BBQ areas, making them superb for enjoying warm summer days. Inside, travelers can expect amenities such as fully equipped kitchens, comfortable living areas, and multiple bedrooms to accommodate larger groups. Find your rental in Plymouth with a pool or a hot tub.
Can I find long-stay vacation rentals in Plymouth?
A long-stay vacation rental in Plymouth is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Plymouth?
In Plymouth, Wisconsin, there are several pet-friendly house rentals available, providing a welcoming environment for travelers with furry companions. Many of these rentals typically feature amenities such as spacious backyards, fully equipped kitchens, and comfortable living areas, making them ideal for families or groups. Guests can expect modern conveniences, including Wi-Fi, laundry facilities, and outdoor spaces for relaxation or playtime with pets.

The city is located near scenic spots like the Kettle Moraine State Forest, which offers ample trails for walking and hiking with pets. Additionally, the nearby Lake Michigan shoreline provides picturesque views and opportunities for outdoor activities. Plymouth is also known for its charming downtown area, where visitors can find pet-friendly cafes and shops, enhancing the overall experience for those traveling with pets.
Are there any remote work vacation rentals in Plymouth?
In Plymouth, Wisconsin, there are numerous remote work vacation rentals available, with around 52 options to choose from. This charming town offers a variety of properties that cater to remote workers, featuring essential amenities such as Wi-Fi, dedicated office spaces, desks, and comfortable chairs to ensure productivity during your stay. Many rentals also include additional features like computer monitors and laptop workspaces, allowing for a seamless work-from-home environment.

Travelers can enjoy Plymouth's scenic surroundings, including nearby parks and lakes that provide opportunities for outdoor activities during breaks. The local area is known for its friendly community and convenient access to shops and restaurants, making it a great choice for those looking to balance work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Plymouth vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Plymouth with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Plymouth?
In Plymouth, vacation rentals commonly feature amenities that enhance comfort and convenience for travelers. Most properties offer WiFi, allowing guests to stay connected during their stay. Kitchens are standard in many rentals, equipped with essential appliances including blenders and coffee/tea makers, enabling visitors to prepare meals and enjoy morning brews at their leisure. Additionally, many rentals come with patios, providing a pleasant outdoor space for relaxation and socializing.
When is the best time to visit Plymouth for a vacation rental?
The best time to visit Plymouth, Wisconsin, for a vacation rental is during the summer months, particularly in July. This vibrant season attracts families and outdoor enthusiasts alike, who flock to the area to enjoy the warm weather and partake in various recreational activities. With temperatures typically ranging from the mid-60s to the low 80s Fahrenheit, July offers ideal conditions for waterfront fun, hiking, and exploring the picturesque nearby parks.

In Plymouth, the peak travel season runs from June to August, bringing a lively atmosphere filled with local events, farmers' markets, and community festivities. This energetic environment is great for travelers seeking engaging experiences and opportunities to connect with the charm of small-town Wisconsin.

For those looking to save on travel expenses, consider planning your visit in November. This month, while quieter, provides a unique opportunity to witness the peaceful beauty of the changing seasons. With fewer crowds, November allows for a more relaxed exploration of the area, including scenic drives and cozy indoor activities.

Ultimately, your ideal visit to Plymouth will depend on whether you're drawn to the lively summer atmosphere or the tranquil charm of the shoulder season.
How early should I book a Plymouth vacation rental?
Book your Plymouth vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Plymouth?
In Plymouth, Wisconsin, visitors can enjoy a variety of attractions that highlight the area's natural beauty and local culture. The picturesque Kettle Moraine State Forest is a must-visit, offering hiking, biking, and stunning scenery year-round. Vacation rentals near the forest provide easy access to its trails and recreational activities.

The historic downtown area features charming shops, restaurants, and the iconic Plymouth Arts Center, where travelers can experience local art and performances. Additionally, the nearby Sheboygan River provides opportunities for fishing and kayaking, making it ideal for outdoor enthusiasts.

For those interested in local history, the Wisconsin Concrete Park, located just a short drive away, showcases unique folk art sculptures and is a great spot for a leisurely visit.
Can I change or cancel my Plymouth home rental booking on Vrbo?
To find Plymouth vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Plymouth vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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