A coastal lighthouse, a large domed building, and a curved pier.

Plymouth Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Plymouth vacation rentals

A modern kitchen with a central island, stainless steel appliances, and a view to the outdoors.

1. Updated Plymouth Home ~ 5 Mi to Road America!

Updated Plymouth Home ~ 5 Mi to Road America!
3.0 star property
Plymouth
10.0 out of 10, Exceptional, (3 reviews)
"Everything was great, very convenient to Road America."
United States
Kelis
The price is ￥30,704
￥63,192 total
includes taxes & fees
Sep 20 - Sep 21
Updated Plymouth Home ~ 5 Mi to Road America!
A deck with a hot tub, outdoor seating, and a view of a forested area.

2. Stunning private home hidden in the woods. Can sleep 11 guests

Stunning private home hidden in the woods. Can sleep 11 guests
Plymouth
10.0 out of 10, Exceptional, (20 reviews)
"Our stay was great! Really enjoyed it!"
United States
Nic B.
The price is ￥127,272
￥152,903 total
includes taxes & fees
Aug 27 - Aug 28
Stunning private home hidden in the woods. Can sleep 11 guests
A modern kitchen with a central island, stainless steel appliances, and a view to the outdoors.

3. Updated Plymouth Home ~ 5 Mi to Road America!

Updated Plymouth Home ~ 5 Mi to Road America!
Plymouth
10.0 out of 10, Exceptional, (19 reviews)
"This house was an excellent choice for our race weekend at Road America. It was very clean, the bedrooms were comfortable, check-in was easy, the neighborhood was quiet, and the proximity to the race track was great. Would definitely stay again!"
United States
Patricia V.
The price is ￥23,545
￥64,786 total
includes taxes & fees
Sep 20 - Sep 21
Updated Plymouth Home ~ 5 Mi to Road America!
A patio with a fire pit, outdoor seating, and string lights.

4. 3 Min to Road America, "Amazing Location!!"

3 Min to Road America, "Amazing Location!!"
Plymouth
10.0 out of 10, Exceptional, (1 review)
"This place was perfect for our group. We were karting at Road America, and location was a little over a mile from the gate. Newly renovated and very nice. Hosts did lots of little things to add value to our stay. Plenty to do nearby. Kids loved the basement and yard, adults hung out on patio. Would definitely stay here again. "
United States
Matt W.
The price is ￥72,386
￥143,840 total
includes taxes & fees
Sep 15 - Sep 16
3 Min to Road America, "Amazing Location!!"
A spacious living area with a modern staircase, a fireplace, and a flat-screen TV mounted on the wall.

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

Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth
Plymouth
9.6 out of 10, Exceptional, (15 reviews)
"Great property! Close to many great places. Property was very kid and adult friendly. Great time with family. We'll be back again. "
United States
Andrew M.
The price is ￥47,091
￥111,448 total
includes taxes & fees
Sep 15 - Sep 16
Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth
A spacious living area with a fireplace, a sofa, and a dining area in the background.

6. Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
Downtown Sheboygan
8.6 out of 10, Excellent, (1,073 reviews)
"Nice place and good breakfast"
United States
Kristin
The price is ￥19,497
￥22,130 total
includes taxes & fees
Sep 2 - Sep 3
Grandstay Residential Suites Hotel - Sheboygan
A modern kitchen with a large island, bar stools, stainless steel appliances, and a tiled backsplash.

7. Home Near Road America & Elkhart Lake

Home Near Road America & Elkhart Lake
3.5 star property
Elkhart Lake
The price is ￥100,863
￥179,153 total
includes taxes & fees
Aug 31 - Sep 1
Home Near Road America & Elkhart Lake
A bedroom with a wooden headboard, a bed with grey bedding, a fireplace, and a clock displaying 6:00.

8. Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan

Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
Ellis Historical District
9.6 out of 10, Exceptional, (31 reviews)
"Communicative host, good location, comfortable and clean apartment. "
United States
Hannah T.
The price is ￥15,114
￥20,766 total
includes taxes & fees
Aug 30 - Aug 31
Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
A modern kitchen with a large island, bar stools, stainless steel appliances, and a tiled backsplash.

9. Home Near Road America & Elkhart Lake

Home Near Road America & Elkhart Lake
Elkhart Lake
10.0 out of 10, Exceptional, (7 reviews)
"Property was clean. Each room has its own bathroom and the owner was easy to get a hold of. "
United States
Aaron E.
The price is ￥86,227
￥180,946 total
includes taxes & fees
Sep 24 - Sep 25
Home Near Road America & Elkhart Lake
A residential area with houses and a large body of water.

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

Waterfront Condo, Private Beach, Outdoor Pool & Hot Tub & Walkable to Downtown
Elkhart Lake
9.8 out of 10, Exceptional, (16 reviews)
"Great location. Great communication. Would definitely stay again"
United States
mark o.
Waterfront Condo, Private Beach, Outdoor Pool & Hot Tub & Walkable to Downtown
A cabin with a deck, a covered porch, and a paved driveway.

11. The Esker Ridge Chalet, Pristine Elkhart Solitude

The Esker Ridge Chalet, Pristine Elkhart Solitude
Elkhart Lake
10.0 out of 10, Exceptional, (66 reviews)
"Absolutely Beautiful. Great, quiet location...clean and well kept. Recommend buying some of their amazing home made maple syrup!!"
United States
Barbara
The price is ￥31,659
￥43,807 total
includes taxes & fees
Sep 16 - Sep 17
The Esker Ridge Chalet, Pristine Elkhart Solitude

12. tranquil cabin on 5 private acres w/ hot tub and sauna

tranquil cabin on 5 private acres w/ hot tub and sauna
Cascade
10.0 out of 10, Exceptional, (12 reviews)
"This was a lovely property and truly a place to relax and recharge. We enjoyed our stay! "
United States
Kelly D.
The price is ￥56,323
￥67,981 total
includes taxes & fees
Sep 8 - Sep 9
tranquil cabin on 5 private acres w/ hot tub and sauna
A beachside area with a sandy shore, a small dock, and several beach huts.

13. Tiki Beach Campground

Tiki Beach Campground
3.0 star property
Campbellsport
7.8 out of 10, Good, (6 reviews)
"Beautiful"
United States
Angela
The price is ￥27,204
￥28,700 total
includes taxes & fees
Sep 1 - Sep 2
Tiki Beach Campground
A grassy outdoor area with a wooden deck, a small shed, and a green hose coiled on the ground.

14. 5 min from Road America. Great yard and plenty of parking

5 min from Road America. Great yard and plenty of parking
Elkhart Lake
9.8 out of 10, Exceptional, (7 reviews)
" We enjoyed our stay very much. The house is lovely, spacious, and clean. The property is quite big and provides an excellent space to walk or room for younger children to play. Several family members enjoyed a walk about after our drive on Saturday. The house was perfect for our group, and the living room was our gathering place for Saturday evening as well as Sunday morning. We cooked our evening meal and our morning breakfast in the kitchen. The only minor issue was that our group had 9...
United States
Paul & Jacqleene M.
The price is ￥147,260
￥215,488 total
includes taxes & fees
Sep 18 - Sep 19
5 min from Road America. Great yard and plenty of parking
A living room with a coffee station, a sofa, a ceiling fan, and a view of the outdoors.

15. Sleeps 8 & Spacious!

Sleeps 8 & Spacious!
Sheboygan
10.0 out of 10, Exceptional, (29 reviews)
"Great location! Roomy, close to everything, very nice inside, clean, always found parking."
United States
Beth D.
The price is ￥17,487
￥59,393 total
includes taxes & fees
Aug 31 - Sep 1
Sleeps 8 & Spacious!
A modern living room with a grey sofa, a white armchair, a round coffee table, and a side table with a lamp.

16. Beautiful & Convenient!

Beautiful & Convenient!
Sheboygan
9.8 out of 10, Exceptional, (22 reviews)
"Place was clean and had everything we needed! "
United States
stormy a.
The price is ￥17,487
￥53,435 total
includes taxes & fees
Aug 31 - Sep 1
Beautiful & Convenient!
A hotel room with two beds, a sofa, a ceiling fan, and a window with a view of trees.

17. Walkable Lake Escape! Elkhart Lake Condo

Walkable Lake Escape! Elkhart Lake Condo
3.0 star property
Elkhart Lake
The price is ￥29,770
￥60,878 total
includes taxes & fees
Sep 7 - Sep 8
Walkable Lake Escape! Elkhart Lake Condo
An indoor water park with multiple slides and play structures.

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

Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
Oostburg
10.0 out of 10, Exceptional, (140 reviews)
"Super clean and a nice quiet place to stay!"
United States
Elisabeth D.
The price is ￥22,909
￥27,694 total
includes taxes & fees
Sep 1 - Sep 2
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
A modern kitchen with a large island, dark blue cabinets, and a stainless steel refrigerator.

19. The Links! - Luxury Golf Retreat with Golf Simulator

The Links! - Luxury Golf Retreat with Golf Simulator
Sheboygan
10.0 out of 10, Exceptional, (13 reviews)
"Home was very clean and had everything we needed. Beds were comfortable. Easy to find and close to everything. "
United States
Andrea S.
The Links! - Luxury Golf Retreat with Golf Simulator
A bedroom with a wooden bed, white bedding, and a painting of a snowy landscape.

20. Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan

Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan
Sheboygan
9.8 out of 10, Exceptional, (9 reviews)
"We enjoyed our stay and found the place very comfortable for our family of five. It was easy to walk down to see the lake and a quick drive to restaurants in town."
United States
Amanda
The price is ￥16,334
￥29,562 total
includes taxes & fees
Sep 1 - Sep 2
Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Plymouth Hotel Reviews

Road America Adjacent Lake House with indoor pool

Road America Adjacent Lake House with indoor pool

10/10 Excellent
"This was a very unique Vrbo option, and the family loved it. I would especially recommend it to parents with smaller children that never want to get out of the pool, as they'll never have to leave the house. Everything was clean and check-in was smooth. No undo expectations from the host."
Matthew T. 4-night trip
Posted 8 hours ago
Road America Adjacent Lake House with indoor pool

Find out more about Plymouth

Search for holiday rentals in Plymouth on Expedia! You can easily find your home rentals, villas, holiday apartments in Plymouth using one of the methods below:

  • View our selection of featured holiday rentals in Plymouth
  • Use the map to find apartments and other holiday homes in the Plymouth neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Plymouth while they last

Look no further and take a look at our great range of rental properties in Plymouth!

Frequently asked questions

Are there vacation rentals in Plymouth?

Yes, you can find vacation rentals in Plymouth near Sheboygan County Fairgrounds, or you can select a more remote option if you're looking for a relaxing stay. Our travelers say Plymouth has a good selection of restaurants and the bars. Make sure you have time to check out the shopping and golf courses during your trip.

What's the top vacation rental in Plymouth?

Road America Adjacent Lake House with indoor pool: Visitors give good reviews to this Plymouth vacation home rental, which is located on a lake and has an indoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the garden in this rental home to help you unwind.

How many vacation rentals are there in Plymouth?

Expedia has 49 vacation rentals for your stay in Plymouth.

What’s there to see and do in Plymouth?

Crystal Lake and City Park are a couple of lovely local spots to get outside and enjoy nature. Sheboygan County Fairgrounds and Road America are other places to visit while you're in town.

What’s a vacation rental in Plymouth like?

A vacation rental is a private property you can stay in for several days or longer in Plymouth. Vacation rentals feature amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from shared hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for a family trip or a small group gathering.