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

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Check prices for these dates

In two weeks
25 Sep - 27 Sep
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Plymouth vacation homes

Coffee/tea maker, fridge, microwave, stovetop

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

2. 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
9.8 out of 10, Exceptional, (16 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 AED 790
AED 2,116 total
includes taxes & fees
15 Sep - 16 Sep
Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth
Outdoor dining

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

3 Min to Road America, "Amazing Location!!"
Plymouth
10.0 out of 10, Exceptional, (2 reviews)
"Beautifully appointed home. Perfect for family gathering or large group. Our family was pleasantly surprised with this gorgeous property!Host very accessable and reasonable."
United States
Kristine D.
The price is AED 1,917
AED 3,619 total
includes taxes & fees
12 Oct - 13 Oct
3 Min to Road America, "Amazing Location!!"
Terrace/patio

4. 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 AED 2,938
AED 3,383 total
includes taxes & fees
15 Sep - 16 Sep
Stunning private home hidden in the woods. Can sleep 11 guests
Iron/ironing board, WiFi, bed sheets

5. Victorian Inn #241 | 2 Queen Beds

Victorian Inn #241 | 2 Queen Beds
Elkhart Lake
The price is AED 351
AED 641 total
includes taxes & fees
13 Sep - 14 Sep
Victorian Inn #241 | 2 Queen Beds
Exterior

6. The Esker Ridge Chalet, Pristine Elkhart Solitude

The Esker Ridge Chalet, Pristine Elkhart Solitude
Elkhart Lake
10.0 out of 10, Exceptional, (69 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 AED 731
AED 965 total
includes taxes & fees
15 Sep - 16 Sep
The Esker Ridge Chalet, Pristine Elkhart Solitude
Exterior

7. 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, (142 reviews)
"Super clean and a nice quiet place to stay!"
United States
Elisabeth D.
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
Dining

8. Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit

Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
Sheboygan
10.0 out of 10, Exceptional, (8 reviews)
"The house was great! It had everything we needed, was very clean, and cozy. We enjoyed our stay and Ginger was welcoming, available, and responsive. "
United States
Christine P.
The price is AED 661
AED 1,138 total
includes taxes & fees
12 Oct - 13 Oct
Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
Coffee/tea maker, fridge, microwave, oven

9. 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
Interior

10. Gleason's Chouse

Gleason's Chouse
Campbellsport
10.0 out of 10, Exceptional, (48 reviews)
"We had a wonderful stay! Loved the decor! Connie and Jim are wonderful hosts."
United States
Sara Z.
The price is AED 496
AED 701 total
includes taxes & fees
17 Sep - 18 Sep
Gleason's Chouse
Interior

11. Eclectic Artsy 3-bedroom house with King Bed & AC in Sheboygan

Eclectic Artsy 3-bedroom house with King Bed & AC in Sheboygan
Sheboygan
The price is AED 735
AED 1,238 total
includes taxes & fees
12 Oct - 13 Oct
Eclectic Artsy 3-bedroom house with King Bed & AC in Sheboygan
Coffee/tea maker, fridge, microwave, oven

12. The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced

The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
Sheboygan
10.0 out of 10, Exceptional, (42 reviews)
"Really nice place, everything was perfect! The shower downstairs doesn’t get very hot, but the one upstairs makes up for it. Great location and neighborhood. The garage was a huge help since it dumped 6” of snow while we were there (the owners offering to shovel). The fireplace was really awesome, and my teenage daughter really enjoyed having the entire upstairs to herself. Overall, very happy with our stay."
United States
Kevin K.
The price is AED 579
AED 1,607 total
includes taxes & fees
21 Sep - 22 Sep
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
Exterior detail

13. Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!

Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
New Holstein
10.0 out of 10, Exceptional, (179 reviews)
"We stay there every year and are never disappointed. Great location and experience. Thank you!"
United States
Doug S.
The price is AED 744
AED 1,230 total
includes taxes & fees
21 Sep - 22 Sep
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
Interior

14. Sheboygan Riverside Condo

Sheboygan Riverside Condo
Sheboygan
10.0 out of 10, Exceptional, (2 reviews)
"Nice quiet place. Would stay again."
United States
Tressie J.
Sheboygan Riverside Condo
Terrace/patio

15. Immersed in Nature, Hot Tub, Sleeps 9, EV Charger

Immersed in Nature, Hot Tub, Sleeps 9, EV Charger
Cascade
10.0 out of 10, Exceptional, (39 reviews)
"Great place for a lot of people to stay! Host was great! Hot tub was awesome. Very comfortable beds!! Will definitely be back."
United States
Luke L.
The price is AED 1,588
AED 2,656 total
includes taxes & fees
28 Sep - 29 Sep
Immersed in Nature, Hot Tub, Sleeps 9, EV Charger
Property grounds

16. 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, (8 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.
5 min from Road America. Great yard and plenty of parking
Interior

17. Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler

Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler
Kiel
8.8 out of 10, Excellent, (6 reviews)
"This is an amazing and fun property. If you are in town for any event at Road America it makes it a little more special."
United States
Ryan K.
The price is AED 1,322
AED 2,244 total
includes taxes & fees
12 Sep - 13 Sep
Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler
Smart TV

18. Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city

Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
Sheboygan
9.6 out of 10, Exceptional, (40 reviews)
"Great value. Cheaper and better than any hotel. "
United States
Nicholas R.
The price is AED 1,157
AED 2,118 total
includes taxes & fees
17 Sep - 18 Sep
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
Private kitchen

19. Relaxing 2BR Home • Massage Shower • Near Lake

Relaxing 2BR Home • Massage Shower • Near Lake
Fond du Lac
10.0 out of 10, Exceptional, (4 reviews)
"Great place, great location, great stay over all. We will be back."
United States
Chris B.
The price is AED 425
AED 1,020 total
includes taxes & fees
13 Sep - 14 Sep
Relaxing 2BR Home • Massage Shower • Near Lake
3 bedrooms, iron/ironing board, WiFi, bed sheets

20. Eve’s Place by beach + 2 kings 1 queen + AC + Pack’n Play + High Chair

Eve’s Place by beach + 2 kings 1 queen + AC + Pack’n Play + High Chair
Sheboygan
The price is AED 970
AED 1,259 total
includes taxes & fees
13 Sep - 14 Sep
Eve’s Place by beach + 2 kings 1 queen + AC + Pack’n Play + High Chair
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

Watershed Hotel

Watershed Hotel

10/10 Excellent
"This is a beautiful hotel with great staff!"
Andrea 1-night trip
Posted 1 hour ago
Watershed Hotel