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

Holiday Homes in Plymouth

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Check prices for these dates

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

Our top choices for Plymouth holiday homes

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!
Plymouth
10.0 out of 10, 19, (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 AU$554
includes taxes & fees
20 Sept - 21 Sept
Updated Plymouth Home ~ 5 Mi to Road America!
A spacious living area with a modern staircase, a fireplace, and a flat-screen TV mounted on the wall.

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, 17, (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 AU$851
includes taxes & fees
16 Sept - 17 Sept
Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth
A patio with a fire pit, outdoor seating, and string lights.

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

3 Min to Road America, "Amazing Location!!"
Plymouth
10.0 out of 10, 2, (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 AU$1,184
includes taxes & fees
16 Sept - 17 Sept
3 Min to Road America, "Amazing Location!!"
A deck with a hot tub, outdoor seating, and a view of a forested area.

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, 20, (20 reviews)
"Our stay was great! Really enjoyed it!"
United States
Nic B.
The price is AU$1,321
includes taxes & fees
16 Sept - 17 Sept
Stunning private home hidden in the woods. Can sleep 11 guests
A hotel room with two beds, a dining area, and a view of the outdoors.

5. Victorian Inn #241 | 2 Queen Beds

Victorian Inn #241 | 2 Queen Beds
Elkhart Lake
The price is AU$289
includes taxes & fees
12 Oct - 13 Oct
Victorian Inn #241 | 2 Queen Beds
A cabin with a deck, a covered porch, and a paved driveway.

6. The Esker Ridge Chalet, Pristine Elkhart Solitude

The Esker Ridge Chalet, Pristine Elkhart Solitude
Elkhart Lake
10.0 out of 10, 69, (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 AU$387
includes taxes & fees
6 Oct - 7 Oct
The Esker Ridge Chalet, Pristine Elkhart Solitude
A small, single-story house with a porch, surrounded by a gravel driveway and lush greenery.

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, 144, (144 reviews)
"Super clean and a nice quiet place to stay!"
United States
Elisabeth D.
The price is AU$269
includes taxes & fees
7 Oct - 8 Oct
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
A dining table with a vase of green leaves and a candle.

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, 8, (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 AU$313
includes taxes & fees
16 Sept - 17 Sept
Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
A wall with two framed paintings, a bench with cushions, and a light fixture.

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 AU$375
includes taxes & fees
14 Oct - 15 Oct
Eclectic Artsy 3-bedroom house with King Bed & AC in Sheboygan
A spacious, multi-level interior with a balcony, a laundry room, and various decorative items.

10. Gleason's Chouse

Gleason's Chouse
Campbellsport
10.0 out of 10, 48, (48 reviews)
"We had a wonderful stay! Loved the decor! Connie and Jim are wonderful hosts."
United States
Sara Z.
The price is AU$269
includes taxes & fees
27 Sept - 28 Sept
Gleason's Chouse
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

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, 42, (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 traveller
The price is AU$540
includes taxes & fees
22 Sept - 23 Sept
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
A wooden sign with "Woodland Cottage" written on it, surrounded by potted flowers and greenery.

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, 180, (180 reviews)
"We stay there every year and are never disappointed. Great location and experience. Thank you!"
United States
Doug S.
The price is AU$462
includes taxes & fees
21 Sept - 22 Sept
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
An outdoor patio with a hot tub, string lights, and a covered seating area.

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, 39, (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 AU$917
includes taxes & fees
28 Sept - 29 Sept
Immersed in Nature, Hot Tub, Sleeps 9, EV Charger
A spacious lobby with leather sofas, a chandelier, a large TV, and a foosball table.

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, 6, (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 AU$846
includes taxes & fees
16 Sept - 17 Sept
Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler
A grassy outdoor area with a wooden deck, a small shed, and a green hose coiled on the ground.

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, 8, (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 AU$1,561
includes taxes & fees
26 Sept - 27 Sept
5 min from Road America. Great yard and plenty of parking
A modern kitchen with a central island, a dining area with a coffee table, a sofa, and a TV mounted on the wall.

16. Sheboygan Riverside Condo

Sheboygan Riverside Condo
Sheboygan
10.0 out of 10, 2, (2 reviews)
"Nice quiet place. Would stay again."
United States
Tressie J.
Sheboygan Riverside Condo
A living room with a sofa, coffee table, and TV.

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, 40, (40 reviews)
"Great value. Cheaper and better than any hotel. "
United States
Nicholas R.
The price is AU$831
includes taxes & fees
21 Sept - 22 Sept
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
A neatly made bed with a wooden headboard, a nightstand with a lamp, and a large mirror.

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 AU$471
includes taxes & fees
21 Sept - 22 Sept
Eve’s Place by beach + 2 kings 1 queen + AC + Pack’n Play + High Chair
A modern kitchen with dark cabinets, a stone backsplash, a stainless steel sink, a microwave, a toaster, and a coffee maker.

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

Relaxing 2BR Home • Massage Shower • Near Lake
Fond du Lac
10.0 out of 10, 4, (4 reviews)
"Great place, great location, great stay over all. We will be back."
United States
Chris B.
The price is AU$386
includes taxes & fees
20 Sept - 21 Sept
Relaxing 2BR Home • Massage Shower • Near Lake
A large house with a well-manicured lawn and a driveway leading to the entrance.

20. Lake Michigan Beachfront - King Suite - Game Room

Lake Michigan Beachfront - King Suite - Game Room
Newton
9.4 out of 10, 28, (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 AU$1,020
includes taxes & fees
16 Sept - 17 Sept
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 5 hours ago
Hotel Retlaw, Trademark Collection by Wyndham

Find out more about Plymouth

Plymouth Holiday Homes information

Number of reviews
417
Accommodation
242 Holiday Homes
Lowest Price
AU$269
Highest Price
AU$1,561