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
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Plymouth holiday 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)
The price is NZ$691
includes taxes & fees
23 Aug - 24 Aug
Updated Plymouth Home ~ 5 Mi to Road America!
Terrace/patio

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, (19 reviews)
"Our stay was great! Really enjoyed it!"
United States
Nic B.
The price is NZ$1,629
includes taxes & fees
5 Aug - 6 Aug
Stunning private home hidden in the woods. Can sleep 11 guests
Interior

3. Elkhart Lake Oasis - 25 Acres, Hot Tub & Orchard - 15 Min to Road America

Elkhart Lake Oasis - 25 Acres, Hot Tub & Orchard - 15 Min to Road America
Plymouth
10.0 out of 10, Exceptional, (17 reviews)
"Absolutely perfect place to stay! The house has huge beautiful rooms, comfy beds, is spotless, and the grounds are so very lovely and peaceful? If you considering this home just book it! You will NOt be disappointed!'and the owners are fantastic ti we ever return to the area, we’d certainly stay here again!"
United States
Judy R.
Elkhart Lake Oasis - 25 Acres, Hot Tub & Orchard - 15 Min to Road America
Outdoor dining

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 NZ$1,488
includes taxes & fees
18 Aug - 19 Aug
3 Min to Road America, "Amazing Location!!"
Interior

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
9.8 out of 10, Exceptional, (14 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 NZ$998
includes taxes & fees
4 Aug - 5 Aug
Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth
Exterior

6. The Esker Ridge Chalet, Pristine Elkhart Solitude

The Esker Ridge Chalet, Pristine Elkhart Solitude
Elkhart Lake
10.0 out of 10, Exceptional, (63 reviews)
"What a perfect getaway and the host was very accommodating while respecting our privacy. We would definitely recommend!!!"
United States
Brycie K.
The price is NZ$463
includes taxes & fees
4 Aug - 5 Aug
The Esker Ridge Chalet, Pristine Elkhart Solitude
Coffee/tea maker, fridge, microwave, oven

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

The Links! - Luxury Golf Retreat with Golf Simulator
Sheboygan
10.0 out of 10, Exceptional, (11 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 price is NZ$1,170
includes taxes & fees
4 Aug - 5 Aug
The Links! - Luxury Golf Retreat with Golf Simulator
Exterior

8. 3 Mi to Road America: Spacious Elkhart Lake Home!

3 Mi to Road America: Spacious Elkhart Lake Home!
Elkhart Lake
10.0 out of 10, Exceptional, (10 reviews)
"Great place and location! "
United States
Sam B.
The price is NZ$1,372
includes taxes & fees
10 Aug - 11 Aug
3 Mi to Road America: Spacious Elkhart Lake Home!
Terrace/patio

9. 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, (38 reviews)
"This house is so amazing! Full of cozy little touches that made our weekend so much fun. The beds are very comfortable, the house is fully stocked and the sauna/hot tub is the cherry on top."
United States
Cacia S.
The price is NZ$1,375
includes taxes & fees
11 Aug - 12 Aug
Immersed in Nature, Hot Tub, Sleeps 9, EV Charger
Property grounds

10. 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, (6 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 NZ$2,236
includes taxes & fees
7 Aug - 8 Aug
5 min from Road America. Great yard and plenty of parking
TV

11. Large Backyard, Walk to Hospital: Sheboygan Abode!

Large Backyard, Walk to Hospital: Sheboygan Abode!
Sheboygan
10.0 out of 10, Exceptional, (1 review)
"Great place to stay, the area is safe and close to the Marina. Owner/host was excellent to communicate with."
United States
Mary A.
The price is NZ$714
includes taxes & fees
4 Aug - 5 Aug
Large Backyard, Walk to Hospital: Sheboygan Abode!
Smart TV

12. 3 Blocks from Beach house 1 BDRM full bath 4 min to downtown,sleeps 4

3 Blocks from Beach house 1 BDRM full bath 4 min to downtown,sleeps 4
Sheboygan
9.8 out of 10, Exceptional, (18 reviews)
The price is NZ$519
includes taxes & fees
17 Aug - 18 Aug
3 Blocks from Beach house 1 BDRM full bath 4 min to downtown,sleeps 4
Children’s area

13. 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, (139 reviews)
"Great little cottage. Perfect for a night away "
United States
James R.
The price is NZ$294
includes taxes & fees
2 Sept - 3 Sept
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
Exterior detail

14. 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, (178 reviews)
"Great place would go back"
United States
William
The price is NZ$557
includes taxes & fees
10 Aug - 11 Aug
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
Interior

15. Sheboygan Riverside Condo

Sheboygan Riverside Condo
Sheboygan
10.0 out of 10, Exceptional, (1 review)
"Nice quiet place. Would stay again."
United States
Tressie J.
Sheboygan Riverside Condo
Iron/ironing board, WiFi, bed sheets

16. Victorian Inn #241 | 2 Queen Beds

Victorian Inn #241 | 2 Queen Beds
Elkhart Lake
The price is NZ$378
includes taxes & fees
4 Aug - 5 Aug
Victorian Inn #241 | 2 Queen Beds
Dining

17. 4 Bedroom Home on the River with Private River access

4 Bedroom Home on the River with Private River access
Sheboygan
9.8 out of 10, Exceptional, (44 reviews)
"If you are looking for a quiet and calm place to enjoy your morning coffee or watch a sunset, this is the perfect place!"
United States
Sharon R.
The price is NZ$691
includes taxes & fees
13 Aug - 14 Aug
4 Bedroom Home on the River with Private River access
Interior

18. 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
10.0 out of 10, Exceptional, (4 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 NZ$1,023
includes taxes & fees
5 Aug - 6 Aug
Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler
Interior

19. Gleason's Chouse

Gleason's Chouse
Campbellsport
10.0 out of 10, Exceptional, (46 reviews)
"We had a wonderful stay! Loved the decor! Connie and Jim are wonderful hosts."
United States
Sara Z.
The price is NZ$323
includes taxes & fees
5 Aug - 6 Aug
Gleason's Chouse
Smart TV

20. 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
9.8 out of 10, Exceptional, (32 reviews)
"Great value. Cheaper and better than any hotel. "
United States
Nicholas R.
The price is NZ$726
includes taxes & fees
11 Aug - 12 Aug
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
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

Best Nights Hotel

Best Nights Hotel

8/10 Good
"We did have an issue in the bathroom that was not fixed during our stay. We even left a note at the front desk because no one was there at the time we were heading out in the morning."
William 4-night trip
Posted 2 hours ago
Best Nights Hotel

Find out more about Plymouth

Plymouth Holiday Homes information

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