A gazebo with American flag decorations, surrounded by a well-maintained lawn and trees.

Holiday Homes in Wooster

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Wooster holiday homes

A living room with a fireplace, a sofa, a coffee table, and a TV.

1. Cozy, cute home close to College of Wooster and Amish Country, Ohio

Cozy, cute home close to College of Wooster and Amish Country, Ohio
Wooster
9.8 out of 10, Exceptional, (29 reviews)
"We had a great stay and would recommend "
United States
Johnson D.
The price is NZ$574
includes taxes & fees
26 Oct - 27 Oct
Cozy, cute home close to College of Wooster and Amish Country, Ohio
A living room with a sofa, coffee table, and a view of the outdoors through large windows.

2. Bright 2BR home with private entrance

Bright 2BR home with private entrance
Creston
The price is NZ$531
includes taxes & fees
25 Oct - 26 Oct
Bright 2BR home with private entrance
A modern kitchen with wooden cabinets, a dishwasher, and a window. There is a green armchair and a small round table. A sliding glass door leads to a bathroom.

3. Modern Studio with BBQ Grill and Patio

Modern Studio with BBQ Grill and Patio
Creston
The price is NZ$443
includes taxes & fees
1 Nov - 2 Nov
Modern Studio with BBQ Grill and Patio
A kitchen with wooden cabinets, a kettle, a coffee maker, and a wall sign that says "blessed".

4. Heritage House - Orrville, OH … minutes to Amish Country!

Heritage House - Orrville, OH … minutes to Amish Country!
Orrville
10.0 out of 10, Exceptional, (19 reviews)
"We had a wonderful stay at Heritage House. Our family was in town for Fire in the Sky & the location of the home was amazing. The house was very clean and the beds were comfortable. Cheryl & Tom were very responsive whenever we had questions. Highly recommend the heritage house if you are planning a trip to Orrville!"
United States
Gerri C.
The price is NZ$358
includes taxes & fees
25 Oct - 26 Oct
Heritage House - Orrville, OH … minutes to Amish Country!
A two-story residential building with a front entrance, a staircase, and a small front yard with plants.

5. Charming home with BBQ grill

Charming home with BBQ grill
Creston
The price is NZ$519
includes taxes & fees
3 Nov - 4 Nov
Charming home with BBQ grill
A dining area with a wooden table and chairs, a bench, a potted plant, and a window with natural light.

6. Orrville Getaway | Hot Tub + Outdoor Living

Orrville Getaway | Hot Tub + Outdoor Living
Orrville
The price is NZ$1,517
includes taxes & fees
21 Nov - 22 Nov
Orrville Getaway | Hot Tub + Outdoor Living
A hallway with a wooden floor, a door with a circular mirror, and a window with blinds.

7. Modern Amish Country Home, close to Berlin, Millersburg, Wooster, Loudenville.

Modern Amish Country Home, close to Berlin, Millersburg, Wooster, Loudenville.
Holmesville
10.0 out of 10, Exceptional, (19 reviews)
"Very clean and quiet. Excellent stay"
United States
Logan B.
The price is NZ$459
includes taxes & fees
27 Oct - 28 Oct
Modern Amish Country Home, close to Berlin, Millersburg, Wooster, Loudenville.
A large white house with a red roof, a gazebo, and a pond reflecting the structure.

8. Amish Country Getaway w/ Hot Tub & Views

Amish Country Getaway w/ Hot Tub & Views
Applecreek
9.6 out of 10, Exceptional, (15 reviews)
"Amazing property!"
United States
Ruth P.
The price is NZ$1,015
includes taxes & fees
26 Oct - 27 Oct
Amish Country Getaway w/ Hot Tub & Views
A wooden cabin bedroom with a bed, a bench, a bathtub, a ceiling fan, and a window.

9. Romantic Amish Country Cabin w/ Hot Tub & Jacuzzi

Romantic Amish Country Cabin w/ Hot Tub & Jacuzzi
Millersburg
9.8 out of 10, Exceptional, (49 reviews)
"We love staying here every time we come into the area. It’s perfect and peaceful."
United States
Rikki H.
The price is NZ$626
includes taxes & fees
26 Oct - 27 Oct
Romantic Amish Country Cabin w/ Hot Tub & Jacuzzi
A modern kitchen with white cabinetry, a black countertop, and a large window.

10. The Towpath Retreat: A Cozy Farmhouse Stay

The Towpath Retreat: A Cozy Farmhouse Stay
Canal Fulton
9.8 out of 10, Exceptional, (71 reviews)
"Such a cute house! Loved our stay here!"
United States
Ashley Q.
The price is NZ$348
includes taxes & fees
26 Oct - 27 Oct
The Towpath Retreat: A Cozy Farmhouse Stay
A bedroom with a bed, two bedside tables, a floor lamp, a ceiling fan, and windows with curtains.

11. Honey Run King Suite ~between Millersburg & Berlin

Honey Run King Suite ~between Millersburg & Berlin
Millersburg
9.8 out of 10, Exceptional, (20 reviews)
"Great stay, clean house, very quiet place."
United States
Gahriman B.
The price is NZ$352
includes taxes & fees
26 Oct - 27 Oct
Honey Run King Suite ~between Millersburg & Berlin
A hot tub with a control panel, set against a house with siding and a window.

12. 2 Br home with Hot-Tub! Quiet, dead end street

2 Br home with Hot-Tub! Quiet, dead end street
Millersburg
10.0 out of 10, Exceptional, (173 reviews)
"Great stay and location. It was perfect for us."
United States
Rebecca C.
The price is NZ$374
includes taxes & fees
26 Oct - 27 Oct
2 Br home with Hot-Tub! Quiet, dead end street
A house with a covered porch, outdoor seating, and a view of the landscape.

13. Spacious 2 BR home, just minutes from Berlin, OH.

Spacious 2 BR home, just minutes from Berlin, OH.
Millersburg
10.0 out of 10, Exceptional, (13 reviews)
"Nice place, would do it again"
United States
Gary
The price is NZ$466
includes taxes & fees
26 Oct - 27 Oct
Spacious 2 BR home, just minutes from Berlin, OH.
A kitchen shelf with a white bowl, a glass bottle, and stacked plates.

14. Country Retreat with Scenic Farm Views

Country Retreat with Scenic Farm Views
Dalton
9.6 out of 10, Exceptional, (9 reviews)
"We had a great time"
United States
Michael M.
The price is NZ$898
includes taxes & fees
24 Oct - 25 Oct
Country Retreat with Scenic Farm Views
A two-story house with a covered patio, outdoor seating, and a small garden.

15. Large Group Retreat w/ Indoor Pickleball

Large Group Retreat w/ Indoor Pickleball
Dalton
9.8 out of 10, Exceptional, (8 reviews)
"This house was great! Our group had a wonderful time and loved that there were so many places that we could gather together. Enjoyed the pickle ball court too! "
United States
Jessica S.
The price is NZ$3,955
includes taxes & fees
26 Oct - 27 Oct
Large Group Retreat w/ Indoor Pickleball
A room with a wooden floor, a sofa, a table with a television above it, and two windows with curtains.

16. Charming Century House - Next Door to Ashland University

Charming Century House - Next Door to Ashland University
Ashland
10.0 out of 10, Exceptional, (132 reviews)
"Another great stay "
United States
Ryan O.
The price is NZ$255
includes taxes & fees
25 Oct - 26 Oct
Charming Century House - Next Door to Ashland University
A house with a barbecue area, a fire pit, and string lights.

17. The Aspen . Trailside Lodging

The Aspen . Trailside Lodging
Millersburg
10.0 out of 10, Exceptional, (22 reviews)
"We enjoyed the secluded location yet easy access back into Millersburg. The weather was great."
United States
Ron S.
The price is NZ$397
includes taxes & fees
17 Nov - 18 Nov
The Aspen . Trailside Lodging
A modern living room with a fireplace, a flat-screen TV, and a dining area in the background.

18. Renovated, Walk to the Lake, Firepit & Pet Friendly

Renovated, Walk to the Lake, Firepit & Pet Friendly
Chippewa Lake
10.0 out of 10, Exceptional, (6 reviews)
"Great house close to the lake! Modern, clean and adorable. A bit of a walk to the beach but just a few minutes by car.Would definitely rent again!!!"
United States
Jaime G.
The price is NZ$620
includes taxes & fees
29 Oct - 30 Oct
Renovated, Walk to the Lake, Firepit & Pet Friendly
A modern kitchen with a stainless steel refrigerator, wooden dining table, and chairs.

19. Fish, Hike & Golf: Leisurely Navarre Home w/ Yard!

Fish, Hike & Golf: Leisurely Navarre Home w/ Yard!
Navarre
8.4 out of 10, Very good, (6 reviews)
"Fully enjoyed our stay at The Blessed Nest. Our host was easy to contact and very welcoming. The location is less than 20 minutes to downtown Canton, but still feels "away from it all". Beautiful back deck that feels private where you can enjoy the outdoors. Interior of home is updated, clean, and cozy. "
United States
Tara M.
The price is NZ$548
includes taxes & fees
4 Nov - 5 Nov
Fish, Hike & Golf: Leisurely Navarre Home w/ Yard!
fca06c4e.f6

20. Escape To Our Clean Quiet Fully Furnished Cabins Nestled In Amish Country

Escape To Our Clean Quiet Fully Furnished Cabins Nestled In Amish Country
Dundee
10.0 out of 10, Exceptional, (312 reviews)
"Loved our stay at this beautiful property"
United States
Doug D.
The price is NZ$368
includes taxes & fees
29 Oct - 30 Oct
Escape To Our Clean Quiet Fully Furnished Cabins Nestled In Amish Country
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Wooster Hotel Reviews

Berlin Grande Hotel

Berlin Grande Hotel

8/10 Good
"N/A"
Rachelle 1-night trip
Posted 3 hours ago
Berlin Grande Hotel

Find out more about Wooster

Wooster Holiday Homes information

Number of reviews
821
Accommodation
252 Holiday Homes
Lowest Price
NZ$255
Highest Price
NZ$3,955