Plymouth holiday lettings

We found 266 holiday rentals — enter your dates for availability
Discover a selection of 49 homes, 20 apartments and other holiday rentals in Plymouth that are perfect for your trip. Whether you're staying in a holiday rental with family or friends, you'll have the best amenities for spending time at your home away from home, which might include a hot tub and garden. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Plymouth

Showing deals for:27 Nov - 4 Dec

Settle in by one of two wood fireplaces for a cozy cabin night.
Four-season room w/ bar seating, great for gathering year-round.
Four-season room ready for games, lounging, and laid-back fun.
Twinkling string lights lead to the outdoor fire pit for magical nights outdoors.
Exceptional
(54 reviews)

Beach Access near Kohler-Andrae

Oostburg

11% off
£2,707
for 7 nights, 1 cabin
£387 per night
includes taxes & fees
Beach Access near Kohler-Andrae
Professionally designed living space blending style & comfort for easy relaxing.
Breakfast area framed by forest & lake views for peaceful mornings.
Large prep & serving island ideal for cooking or gathering.
Serveware for 10 makes group meals easy & stress-free.
Exceptional
(30 reviews)

Pristine Beach Access, Arcade near Kohler-Andrae

Oostburg

10% off
£1,959
for 7 nights, 1 cottage
£280 per night
includes taxes & fees
Pristine Beach Access, Arcade near Kohler-Andrae
Kitchen & dining area connected by a convenient passthrough bar.
Morning walks on the beach are encouraged.
Firepit area perfect for evening conversations & unwinding outdoors.
Spacious family room w/ plenty of seating for everyone to gather & relax.
Exceptional
(97 reviews)

Rare Find! Huge Beach & Luxe Woodsy Cabin

Oostburg

11% off
£2,253
for 7 nights, 1 cabin
£322 per night
includes taxes & fees
Rare Find! Huge Beach & Luxe Woodsy Cabin
Blackwolf Run Golf Course. https://www.destinationkohler.com/golf/blackwolf-run
Blue Harbor Resort. https://www.blueharborresort.com/
Kohler Waters Spa https://www.americanclubresort.com/spa/kohler-waters-spa
Harry's Prohibition. http://harrysprohibitionbistro.com/
Exceptional
(140 reviews)

Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.

Oostburg

9% off
£825
for 7 nights, 1 home
£118 per night
includes taxes & fees
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
Private kitchen
Living area
Living area
Outdoor dining
Exceptional
(15 reviews)

House Neighboring Road America and the Mullet River

Plymouth

8% off
£6,933
for 7 nights, 1 home
£990 per night
includes taxes & fees
House Neighboring Road America and the Mullet River
Terrace/patio
Property grounds
Private kitchen
Exterior
Exceptional
(41 reviews)

Road America Adjacent Lake House with indoor pool

Plymouth

8% off
£4,166
for 7 nights, 1 home
£595 per night
includes taxes & fees
Road America Adjacent Lake House with indoor pool
Interior
Private kitchen
Interior
Living area
Exceptional
(26 reviews)

Vacation In STYLE! 2 minutes to Road America, Beach, Golf, Downtown Elkhart Lake

Elkhart Lake

12% off
£6,206
for 7 nights, 1 home
£887 per night
includes taxes & fees
Vacation In STYLE! 2 minutes to Road America, Beach, Golf, Downtown Elkhart Lake
View of entire house
Front Deck
Kitchen with all new appliances.
Living Room
Exceptional
(28 reviews)

Lime Ridge Guest House

Elkhart Lake

13% off
£2,050
for 7 nights, 1 home
£293 per night
includes taxes & fees
Lime Ridge Guest House
Interior
Outdoor dining
Exterior
Open Concept
Exceptional
(137 reviews)

Book an autumn vacation to Surfdaze!

Oostburg

8% off
£1,530
for 7 nights, 1 cottage
£219 per night
includes taxes & fees
Book an autumn vacation to Surfdaze!
Deck
Open concept living and dining room
Dining table for 8 people
Exterior
Exceptional
(15 reviews)

Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth

Plymouth

6% off
£2,003
for 7 nights, 1 home
£286 per night
includes taxes & fees
Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth
Dining
Exterior
Living area
Room
Exceptional
(8 reviews)

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

Plymouth

8% off
£4,049
for 7 nights, 1 home
£578 per night
includes taxes & fees
Large Farmhouse near RA & golf. Breakfast Included with lots of room for all!
Great room. Table seats 8.
Terrace/patio
Private kitchen
Very private but easy to get to.
Exceptional
(90 reviews)

Walk to Road America Races. Enjoy the lake frontage and fishing and kayaking.

Plymouth

8% off
£3,836
for 7 nights, 1 home
£548 per night
includes taxes & fees
Walk to Road America Races. Enjoy the lake frontage and fishing and kayaking.
Exterior
Your new favorite indoor coffee spot.
Breakfast bar with room for four.
Serveware for 10.
Exceptional
(11 reviews)

Modern | Beachfront | Sleeps 10

Oostburg

12% off
£3,995
for 7 nights, 1 home
£571 per night
includes taxes & fees
Modern | Beachfront | Sleeps 10
Down back dock with view of sunken diving platform...kids' favorite
Dusk view from porch
View from the south dock on a quiet Sunday morning
Exterior
Exceptional
(60 reviews)

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

Plymouth

8% off
£2,118
for 7 nights, 1 home
£303 per night
includes taxes & fees
Family Fun on Crystal Lake Island - minutes to Road America, hiking, PGA Golf
Interior
Screened porch and view - updated photo as of June 2022
Foyer and start of kitchen
Side of house with “cord walk” up the dune
Exceptional
(13 reviews)

Remodeled lake house on Lake Michigan, near Kohler

Oostburg

8% off
£6,646
for 7 nights, 1 home
£949 per night
includes taxes & fees
Remodeled lake house on Lake Michigan, near Kohler
Kitchen
Living room/dining room
Full Bathroom with walk in shower
Entrance to bedroom three with two twin beds
Exceptional
(20 reviews)

Super clean amazing location downtown Elkhart Lake

Elkhart Lake

8% off
£2,715
for 7 nights, 1 home
£388 per night
includes taxes & fees
Super clean amazing location downtown Elkhart Lake
Living area
Interior
Private kitchen
Interior
Exceptional
(40 reviews)

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

Plymouth

8% off
£2,378
for 7 nights, 1 home
£340 per night
includes taxes & fees
Beautiful, newly built 3rd floor Townhouse in historic Elkhart Lake, WI.
Interior
Living area
Private kitchen
Exterior
Exceptional
(5 reviews)

Lake House-Kayaks/Paddle Boards/Private Pier

Plymouth

11% off
£2,800
for 7 nights, 1 home
£400 per night
includes taxes & fees
Lake House-Kayaks/Paddle Boards/Private Pier
Outdoor Pool
Victorian Village Resort
Kitchen
Lake View from Master Bedroom
Exceptional
(16 reviews)

Waterfront Condo, Private Beach, Outdoor Pool & Hot Tub & Walkable to Downtown

Elkhart Lake

8% off
£1,978
for 7 nights, 1 apartment
£283 per night
includes taxes & fees
Waterfront Condo, Private Beach, Outdoor Pool & Hot Tub & Walkable to Downtown
View of the back entry walkway leading toward the lakefront area.
Scenic lake shoreline surrounded by greenery & lakeside homes.
Walkway along the building leading toward shared outdoor areas.
Resort-style pool area w/ plenty of space to lounge & unwind.
Exceptional
(20 reviews)

Private Beach, Pool & Full-Kitchen

Elkhart Lake

11% off
£1,006
for 7 nights, 1 apartment
£144 per night
includes taxes & fees
Private Beach, Pool & Full-Kitchen

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

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 holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in Plymouth

Do you want to find top things to see and do while you're in the area? Venture out of your cosy holiday rental and check out everything that makes Plymouth a one-of-a-kind holiday spot. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Road America (3.5 mi / 5.7 km)
  • The Bull at Pinehurst Farms Golf Course (8.5 mi / 13.7 km)
  • Blackwolf Run (10.3 mi / 16.5 km)
  • Blue Harbor Resort & Conference Center Water Park (13.6 mi / 21.8 km)
  • Whistling Straits Golf Course (14.1 mi / 22.7 km)
  • Shalom Wildlife Zoo (20 mi / 32.1 km)

Exploring the natural landscape of Plymouth

Whether you're an outdoor enthusiast or just want to take in the scenery, Plymouth is a great place to spend some time outside. Here are some of the area’s most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Elkhart Lake (5.9 mi / 9.5 km)
  • Long Lake Recreation Area (11 mi / 17.7 km)
  • Bookworm Gardens (11.2 mi / 18.1 km)
  • Kettle Moraine Lake (13.3 mi / 21.4 km)
  • North Side Municipal Beach (13.7 mi / 22.1 km)
  • Kohler Park Dunes State Natural Area (14.1 mi / 22.7 km)

Travelling to and around Plymouth

Fly into Fond du Lac, WI (FLD-Fond du Lac County), the closest airport, located 25.3 mi (40.7 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into Milwaukee, WI (MKE-General Mitchell Intl.), which is 55.3 mi (89.1 km) away.

Frequently asked questions

What is the best area to stay in Plymouth when booking a holiday rental?
When considering a holiday rental in Plymouth, Wisconsin, a popular area to stay is near the charming downtown district. This vibrant neighbourhood offers a delightful mix of local shops, eateries, and cultural attractions. Here, you can enjoy attractions like the picturesque River Park, which is ideal for leisurely strolls and picnics, and the historic Plymouth Arts Centre, where you can immerse yourself in local art and performances.Another appealing option is the area surrounding the nearby Kettle Moraine State Forest. This region is known for its stunning natural beauty, with ample opportunities for outdoor activities such as hiking, biking, and wildlife watching. Staying here allows you to experience the tranquillity of nature while still being within a short drive to the amenities of downtown Plymouth.
How much does it cost to rent a holiday home in Plymouth?
Prices for holiday 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 holiday 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, look towards the charming shoreline of Lake Michigan, particularly around the vicinity of the Kohler-Andrae State Park. This area offers a variety of holiday rentals that provide stunning views of the lake and easy access to sandy beaches. Many properties in this region come equipped with amenities such as outdoor decks, fire pits for evening gatherings, and fully stocked kitchens, making them ideal for families or groups looking to enjoy a lakeside retreat.Additionally, the nearby Elkhart Lake area is another fantastic option for beach house rentals. Here, you can find homes that often feature private access to the lake, spacious yards, and amenities like grills and picnic areas, great for enjoying the summer sun. The local community provides various dining options and recreational activities, including water sports and hiking trails.For those seeking a blend of relaxation and outdoor adventure, the surrounding parks and nature reserves offer opportunities for hiking, biking, and birdwatching. Many rentals in this area are designed for comfort, featuring cosy living spaces, ample parking, and sometimes even access to communal amenities like swimming pools.
Where are the best Plymouth ski resort rentals?
For ski resort rentals near Plymouth, Wisconsin, the closest skiing options are found at nearby resorts such as Little Switzerland and Sunburst Ski Area, both of which offer a variety of winter sports activities. In Plymouth itself, travellers can find comfortable accommodations that cater to skiing enthusiasts, with options such as cabins and lodges available for rent.Properties in the area typically feature amenities such as fully equipped kitchens for preparing meals after a day on the slopes, spacious living areas with fireplaces for cosy evenings, and easy access to local shops and dining options. Some rentals might offer additional perks like outdoor fire pits, hot tubs, or game rooms, great for unwinding and socialising with friends and family.The surrounding landscape provides opportunities for picturesque winter hiking and cross-country skiing, making it a great base for outdoor adventures.
What is the most popular type of holiday rental accomodation in Plymouth?
In Plymouth, holiday houses are the most popular type of holiday rental, with around 144 available throughout the area. These properties typically offer spacious living environments, multiple bedrooms, fully equipped kitchens, and often private outdoor spaces for relaxation. Many are situated near parks and lakes, providing easy access to recreational activities.Apartments also have a significant presence, with about 84 options available, which appeal to those seeking a more compact stay. These rentals usually include essential amenities such as kitchen facilities and comfortable seating areas, making them suitable for couples or small families.Additionally, there are approximately 16 charming cottages that provide a quaint and cozy atmosphere, ideal for those looking to enjoy a more rustic experience. For those who prefer a different kind of outdoor experience, several campsites and villas are available, offering unique stays close to nature.
Are there any family house rentals in Plymouth?
In Plymouth, Wisconsin, there are numerous family-friendly house rentals available, with around 48 options to choose from. This charming town is located near the picturesque Kettle Moraine State Forest, providing ample opportunities for outdoor adventures and family activities. Many of the homes feature spacious living areas, well-equipped kitchens for preparing family meals, and outdoor spaces great for children to play.Visitors can enjoy amenities such as Wi-Fi, which keeps everyone connected, and cosy fireplaces for those chilly evenings. The locale's proximity to nearby attractions like the scenic Elkhart Lake and the tranquil shores of Lake Michigan makes it an ideal spot for families looking to explore nature.
Can I rent a holiday home with a pool or hot tub in Plymouth?
In Plymouth, Wisconsin, there are several holiday homes available for rent that feature pools and hot tubs. This charming town offers a variety of accommodations, with options that cater to both relaxation and recreation. Many of these properties come equipped with private pools, hot tubs, and spacious outdoor areas superb for gatherings or family fun. Inside, travellers can typically expect amenities such as fully equipped kitchens, comfortable living spaces, and modern conveniences like Wi-Fi and air conditioning.
Can I find long-stay holiday rentals in Plymouth?
A long-stay holiday rental in Plymouth is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Plymouth?
In Plymouth, Wisconsin, there are several pet-friendly house rentals available, making it a great destination for travellers wishing to bring their furry companions along. Many of these rentals are equipped with amenities such as spacious backyards, fully stocked kitchens, and comfortable living areas, great for families or groups.The area offers access to nearby parks such as the picturesque Lake Park and the scenic Kettle Moraine State Forest, where pets can enjoy walking trails and open spaces. These parks provide ample opportunities for outdoor activities, including hiking and picnicking, ensuring both pets and their owners have an enjoyable experience.
Are there any remote work holiday rentals in Plymouth?
In Plymouth, Wisconsin, there are numerous remote work holiday rentals available, with around 236 options to choose from. Many of these properties are equipped with essential amenities for a productive work environment, including high-speed Wi-Fi and dedicated workspaces featuring desks and comfortable chairs. This makes it easy for remote workers to stay connected and focused during their stay.The area itself is known for its charming small-town atmosphere and proximity to beautiful natural landscapes. Holiday rentals often provide access to local parks and recreational areas, superb for unwinding after a day of work. Additionally, guests can enjoy the convenience of nearby shops and dining options that reflect the local culture. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Plymouth holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Plymouth with parking available—perfect for families or travellers 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, popular holiday rental amenities include well-equipped kitchens, allowing guests to prepare their own meals. Many properties also feature decks or patios, providing outdoor spaces for relaxation and enjoying the fresh air. A fireplace is a common amenity, adding a cosy touch to the living areas, particularly during the cooler months. Additionally, rentals often come with coffee and tea makers, ensuring that guests can enjoy warm beverages at their convenience.
When is the best time to visit Plymouth for a holiday rental?
The best time to visit Plymouth for a holiday rental is during the peak season from June to August, with July standing out as the most popular month. This lively period welcomes travellers, drawn to the area's beautiful lakes and vibrant summer festivals. Visitors can partake in a variety of outdoor activities, such as boating, fishing, and hiking, all while basking in the delightful summer warmth.During the peak season, temperatures typically hover around 20 to 30 degrees Celsius, providing great conditions for enjoying the great outdoors. The local parks become bustling hubs of activity, where you can relax by the lakeside or join in community events that showcase the charm of Plymouth.For those looking for a more budget-friendly option, November offers a quieter alternative. While the weather is cooler, ranging from 0 to 10 degrees Celsius, this month allows for a peaceful retreat with fewer crowds. You can take leisurely strolls through the picturesque landscape, enjoy the crisp autumn air, and even witness the stunning fall foliage in the surrounding areas.
How early should I book a Plymouth holiday rental?
Book your Plymouth holiday 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 holiday 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 range of attractions that highlight the area's charm and natural beauty. The picturesque downtown area features quaint shops and local eateries, making it a pleasant spot for a leisurely stroll. One of the main draws is the Kettle Moraine State Forest, which offers stunning landscapes and a variety of outdoor activities such as hiking, biking, and birdwatching, superb for nature enthusiasts.For those interested in history, the Plymouth Historical Society provides insights into the area's rich heritage through various exhibits and events. Additionally, the annual Sheboygan County Fair, held nearby, attracts many visitors and showcases local culture, crafts, and entertainment. The nearby Lake Michigan shoreline is also accessible, providing opportunities for fishing, boating, and enjoying scenic views.
Can I change or cancel my Plymouth home rental booking on Vrbo?
To find Plymouth holiday 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 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 travellers 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 cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Plymouth holiday 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way. Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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