Holiday Homes in Wooster

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Check prices for these dates

Our top choices for Wooster holiday homes

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 €284
includes taxes & fees
27 Nov - 28 Nov
Cozy, cute home close to College of Wooster and Amish Country, Ohio

2. Modern Studio with BBQ Grill and Patio

Modern Studio with BBQ Grill and Patio
Creston
The price is €232
includes taxes & fees
1 Dec - 2 Dec
Modern Studio with BBQ Grill and Patio

3. Quiet 2BR Retreat with Patio and Grill

Quiet 2BR Retreat with Patio and Grill
Creston
The price is €291
includes taxes & fees
1 Dec - 2 Dec
Quiet 2BR Retreat with Patio and Grill

4. Bright 2BR home with private entrance

Bright 2BR home with private entrance
Creston
The price is €282
includes taxes & fees
1 Dec - 2 Dec
Bright 2BR home with private entrance

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

Heritage House - Orrville, OH … minutes to Amish Country!
Orrville
10.0 out of 10, Exceptional, (20 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 €197
includes taxes & fees
16 Nov - 17 Nov
Heritage House - Orrville, OH … minutes to Amish Country!

6. Charming home with BBQ grill

Charming home with BBQ grill
Creston
The price is €275
includes taxes & fees
22 Nov - 23 Nov
Charming home with BBQ grill

7. Orrville Getaway | Hot Tub + Outdoor Living

Orrville Getaway | Hot Tub + Outdoor Living
Orrville
The price is €457
includes taxes & fees
16 Nov - 17 Nov
Orrville Getaway | Hot Tub + Outdoor Living

8. Honey Run King Suite ~between Millersburg & Berlin

Honey Run King Suite ~between Millersburg & Berlin
Millersburg
9.8 out of 10, Exceptional, (24 reviews)
"Great stay, clean house, very quiet place."
United States
Gahriman B.
The price is €169
includes taxes & fees
16 Nov - 17 Nov
Honey Run King Suite ~between Millersburg & Berlin

9. 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 €483
includes taxes & fees
16 Nov - 17 Nov
Amish Country Getaway w/ Hot Tub & Views

10. The Towpath Retreat: A Cozy Farmhouse Stay

The Towpath Retreat: A Cozy Farmhouse Stay
Canal Fulton
9.8 out of 10, Exceptional, (75 reviews)
"Such a cute house! Loved our stay here!"
United States
Ashley Q.
The price is €183
includes taxes & fees
15 Nov - 16 Nov
The Towpath Retreat: A Cozy Farmhouse Stay

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

Romantic Amish Country Cabin w/ Hot Tub & Jacuzzi
Millersburg
10.0 out of 10, Exceptional, (51 reviews)
"We love staying here every time we come into the area. It’s perfect and peaceful."
United States
Rikki H.
The price is €313
includes taxes & fees
16 Nov - 17 Nov
Romantic Amish Country Cabin w/ Hot Tub & Jacuzzi

12. 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, (17 reviews)
"Nice place, would do it again"
United States
Gary
The price is €223
includes taxes & fees
16 Nov - 17 Nov
Spacious 2 BR home, just minutes from Berlin, OH.

13. 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 €443
includes taxes & fees
20 Nov - 21 Nov
Country Retreat with Scenic Farm Views

14. 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, (177 reviews)
"Great stay and location. It was perfect for us."
United States
Rebecca C.
The price is €202
includes taxes & fees
9 Dec - 10 Dec
2 Br home with Hot-Tub! Quiet, dead end street

15. 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 €184
includes taxes & fees
16 Nov - 17 Nov
The Aspen . Trailside Lodging

16. Large Group Retreat w/ Indoor Pickleball

Large Group Retreat w/ Indoor Pickleball
Dalton
9.4 out of 10, Exceptional, (9 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 €1,979
includes taxes & fees
16 Nov - 17 Nov
Large Group Retreat w/ Indoor Pickleball

17. Charming Retreat, Cozy Fireplace, Private Porch, Minutes to Amish Country

Charming Retreat, Cozy Fireplace, Private Porch, Minutes to Amish Country
Millersburg
9.8 out of 10, Exceptional, (40 reviews)
"Great place, very well decorated!!"
United States
Bobbiejo P.
The price is €226
includes taxes & fees
24 Nov - 25 Nov
Charming Retreat, Cozy Fireplace, Private Porch, Minutes to Amish Country

18. 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)
"This place is very nice and clean! The breakfast was delicious and worth getting!"
United States
Bethany B.
The price is €192
includes taxes & fees
16 Nov - 17 Nov
Escape To Our Clean Quiet Fully Furnished Cabins Nestled In Amish Country

19. Charming Century House - Next Door to Ashland University

Charming Century House - Next Door to Ashland University
Ashland
10.0 out of 10, Exceptional, (135 reviews)
"Very clean and comfortable. Just a quick stay overnight while traveling. Would definitely stay again. Loved the downtown area!"
United States
Jimmy P.
The price is €119
includes taxes & fees
22 Nov - 23 Nov
Charming Century House - Next Door to Ashland University

20. Cozy 2-bedroom home in Winesburg, holmes county ohio

Cozy 2-bedroom home in Winesburg, holmes county ohio
Dundee
10.0 out of 10, Exceptional, (25 reviews)
"We got to enjoy the house for one night and found it to be very relaxing after driving around Amish Country all day. Very clean and homey."
United States
Jill R.
The price is €195
includes taxes & fees
1 Dec - 2 Dec
Cozy 2-bedroom home in Winesburg, holmes county ohio
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.

Learn more about Wooster

Stroll through downtown's charming streets, where local shops and eateries surround the historic courthouse square. Explore Amish country nearby, then return to Wooster for a show at the Ohio Light Opera or a tour of the College of Wooster's campus.

A historic building with a clock tower, American flags, and a red stop sign.