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

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Plymouth vacation homes

Private kitchen

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, (17 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 ￥35,123
￥94,664 total
includes taxes & fees
Sep 16 - Sep 17
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 ￥64,363
￥130,782 total
includes taxes & fees
Sep 16 - Sep 17
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 ￥122,888
￥148,122 total
includes taxes & fees
Sep 21 - Sep 22
Stunning private home hidden in the woods. Can sleep 11 guests
Room

5. Victorian Inn #241 | 2 Queen Beds

Victorian Inn #241 | 2 Queen Beds
Elkhart Lake
The price is ￥20,020
￥33,542 total
includes taxes & fees
Sep 27 - Sep 28
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 ￥30,568
￥40,677 total
includes taxes & fees
Oct 6 - Oct 7
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, (144 reviews)
"Super clean and a nice quiet place to stay!"
United States
Elisabeth D.
The price is ￥24,680
￥29,456 total
includes taxes & fees
Oct 7 - Oct 8
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 ￥17,353
￥34,052 total
includes taxes & fees
Sep 16 - Sep 17
Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
Interior

9. 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 ￥21,595
￥39,743 total
includes taxes & fees
Oct 6 - Oct 7
Eclectic Artsy 3-bedroom house with King Bed & AC in Sheboygan
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 ￥20,737
￥29,333 total
includes taxes & fees
Sep 16 - Sep 17
Gleason's Chouse
Private kitchen

11. 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)
"Many extras that we have never seen at other rentals.Children's toys, beach toys, dog extras- leash dog bowls towels and a new toy to bring home. Walking distance to Lake Michigan. Restaurants that are 5 min distance driving. Kohler Andrae 15 min away! Kitchen had every item you would need.Hope to say again. Thanks for a great experience"
United States
Anonymous traveler
The price is ￥20,130
￥59,439 total
includes taxes & fees
Sep 22 - Sep 23
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
Exterior detail

12. 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, (180 reviews)
"We stay there every year and are never disappointed. Great location and experience. Thank you!"
United States
Doug S.
The price is ￥31,106
￥51,455 total
includes taxes & fees
Sep 22 - Sep 23
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
Terrace/patio

13. 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 ￥69,071
￥115,329 total
includes taxes & fees
Sep 28 - Sep 29
Immersed in Nature, Hot Tub, Sleeps 9, EV Charger
Interior

14. 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 ￥45,504
￥82,182 total
includes taxes & fees
Oct 16 - Oct 17
Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler
Property grounds

15. 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.
The price is ￥115,688
￥176,567 total
includes taxes & fees
Sep 26 - Sep 27
5 min from Road America. Great yard and plenty of parking
Interior

16. 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
Living area

17. 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 ￥48,387
￥92,754 total
includes taxes & fees
Sep 17 - Sep 18
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
Room

18. 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 ￥40,722
￥52,872 total
includes taxes & fees
Sep 16 - Sep 17
Eve’s Place by beach + 2 kings 1 queen + AC + Pack’n Play + High Chair
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 ￥17,856
￥42,852 total
includes taxes & fees
Sep 20 - Sep 21
Relaxing 2BR Home • Massage Shower • Near Lake
Exterior

20. Lake Michigan Beachfront - King Suite - Game Room

Lake Michigan Beachfront - King Suite - Game Room
Newton
9.4 out of 10, Exceptional, (28 reviews)
"This place is my spring spiritual reset. We’ll equipped, comfortable and serene. I had a lovely stay and hope to return next year"
United States
Kristine D.
The price is ￥32,565
￥114,900 total
includes taxes & fees
Sep 16 - Sep 17
Lake Michigan Beachfront - King Suite - Game Room
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

Hotel Retlaw, Trademark Collection by Wyndham

Hotel Retlaw, Trademark Collection by Wyndham

10/10 Excellent
"Our RV broke down so we found ourselves at Hotel Retlaw. The staff were all so nice and helpful. The hotel itself is beautiful. The cafe was nice to have downstairs. The location on Main Street was perfect for walking to a number of restaurants and bars since we didn’t have a car. Thanks to all the staff for helping make a crummy situation a little better through your kindness!"
Sharon 1-night trip
Posted 13 hours ago
Hotel Retlaw, Trademark Collection by Wyndham

Find out more about Plymouth

Plymouth Vacation Homes information

Number of reviews
5,909
Accommodation
247 Vacation Homes
Lowest Price
￥11,827
Highest Price
￥64,770