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

Holiday Homes in Wooster

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Wooster holiday homes

Private kitchen

1. Serenity Home Rental

Serenity Home Rental
Wooster
10.0 out of 10, Exceptional, (11 reviews)
"Thank you for hosting us for Thanksgiving! Our stay was great and there was plenty of room to cook in the kitchen. "
United States
Elizabeth P.
The price is AU$364
includes taxes & fees
21 Sept - 22 Sept
Serenity Home Rental
Interior

2. Modern Studio with BBQ Grill and Patio

Modern Studio with BBQ Grill and Patio
Creston
The price is AU$351
includes taxes & fees
4 Oct - 5 Oct
Modern Studio with BBQ Grill and Patio
Interior

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

Heritage House - Orrville, OH … minutes to Amish Country!
Orrville
10.0 out of 10, Exceptional, (17 reviews)
"This was our annual trip to Amish country with our son and daughter-in-law. We enjoyed our stay!"
United States
Cynthia C.
The price is AU$314
includes taxes & fees
8 Sept - 9 Sept
Heritage House - Orrville, OH … minutes to Amish Country!
Exterior detail

4. Quiet 2BR Retreat with Patio and Grill

Quiet 2BR Retreat with Patio and Grill
Creston
The price is AU$402
includes taxes & fees
6 Oct - 7 Oct
Quiet 2BR Retreat with Patio and Grill
Living area

5. Bright 2BR home with private entrance

Bright 2BR home with private entrance
Creston
The price is AU$402
includes taxes & fees
6 Oct - 7 Oct
Bright 2BR home with private entrance
Room

6. 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 AU$397
includes taxes & fees
6 Oct - 7 Oct
Modern Amish Country Home, close to Berlin, Millersburg, Wooster, Loudenville.
Room

7. Honey Run King Suite ~between Millersburg & Berlin

Honey Run King Suite ~between Millersburg & Berlin
Millersburg
10.0 out of 10, Exceptional, (16 reviews)
"Greatly enjoyed our stay! Very clean and comfortable and our hosts were very accomodating. We highly recommend this place"
United States
steve m.
The price is AU$268
includes taxes & fees
14 Sept - 15 Sept
Honey Run King Suite ~between Millersburg & Berlin
Exterior

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 AU$798
includes taxes & fees
8 Sept - 9 Sept
Amish Country Getaway w/ Hot Tub & Views
Outdoor spa tub

9. 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, (169 reviews)
"Great stay and location. It was perfect for us."
United States
Rebecca C.
The price is AU$303
includes taxes & fees
8 Sept - 9 Sept
2 Br home with Hot-Tub! Quiet, dead end street
Exterior

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

Spacious 2 BR home, just minutes from Berlin, OH.
Millersburg
9.8 out of 10, Exceptional, (9 reviews)
"Great little house."
United States
Joe C.
The price is AU$371
includes taxes & fees
8 Sept - 9 Sept
Spacious 2 BR home, just minutes from Berlin, OH.
Exterior detail

11. Charming home with BBQ grill

Charming home with BBQ grill
Creston
The price is AU$385
includes taxes & fees
4 Oct - 5 Oct
Charming home with BBQ grill
Private kitchen

12. The Towpath Retreat: A Cozy Farmhouse Stay

The Towpath Retreat: A Cozy Farmhouse Stay
Canal Fulton
9.8 out of 10, Exceptional, (66 reviews)
"Great place!! We would stay again for sure!"
United States
Sasha L.
The price is AU$261
includes taxes & fees
9 Sept - 10 Sept
The Towpath Retreat: A Cozy Farmhouse Stay
Room

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

Romantic Amish Country Cabin w/ Hot Tub & Jacuzzi
Millersburg
9.8 out of 10, Exceptional, (46 reviews)
"We love staying here every time we come into the area. It’s perfect and peaceful."
United States
Rikki H.
The price is AU$489
includes taxes & fees
14 Sept - 15 Sept
Romantic Amish Country Cabin w/ Hot Tub & Jacuzzi
Terrace/patio

14. 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 AU$311
includes taxes & fees
9 Sept - 10 Sept
The Aspen . Trailside Lodging
Living area

15. Charming Century House - Next Door to Ashland University

Charming Century House - Next Door to Ashland University
Ashland
10.0 out of 10, Exceptional, (129 reviews)
"This cozy home was exactly what we wanted. Very quiet, conveniently located near Ashland U. Bedrooms comfy, bathroom, kitchen and living room all extremely clean. Nice and cool AC during a warm summer visit. A great place to hang out with family, play games or watch a movie. We enjoyed cooking instead of eating out, and the kitchen had everything we needed. Great host communication as well. We would love to return."
Canada
Robin
The price is AU$204
includes taxes & fees
8 Sept - 9 Sept
Charming Century House - Next Door to Ashland University
Outdoor spa tub

16. The White House w/ Hot Tub Portage Lakes Fenced Yard Pet-Friendly!

The White House w/ Hot Tub Portage Lakes Fenced Yard Pet-Friendly!
Clinton
10.0 out of 10, Exceptional, (37 reviews)
"Great layover for travelers with a pet"
United States
Troy R.
The price is AU$361
includes taxes & fees
8 Sept - 9 Sept
The White House w/ Hot Tub Portage Lakes Fenced Yard Pet-Friendly!
Interior

17. The Cascadia- Tiny Home in Millersburg, OH

The Cascadia- Tiny Home in Millersburg, OH
Millersburg
10.0 out of 10, Exceptional, (2 reviews)
"Such a cute place! We loved our stay!"
United States
SARA Z.
The price is AU$310
includes taxes & fees
22 Sept - 23 Sept
The Cascadia- Tiny Home in Millersburg, OH
Outdoor spa tub

18. 3-BR Getaway: Hot Tub, Outdoor Dining!

3-BR Getaway: Hot Tub, Outdoor Dining!
Millersburg
10.0 out of 10, Exceptional, (15 reviews)
"Very nice place ,will use again"
United States
Robert G.
The price is AU$416
includes taxes & fees
10 Sept - 11 Sept
3-BR Getaway: Hot Tub, Outdoor Dining!
Outdoor spa tub

19. 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, (310 reviews)
"Its a cute cozy little place, and everything was nice an clean."
United States
Sarah Y.
The price is AU$300
includes taxes & fees
8 Sept - 9 Sept
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.
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Top Wooster Hotel Reviews

Carlisle Inn Walnut Creek

Carlisle Inn Walnut Creek

8/10 Good
"Spacious room. Very clean. Loved the room design. Staff very cordial and friendly. Very well run business!!!"
With love and prayers Bill and 1-night trip
Posted 2 hours ago
Carlisle Inn Walnut Creek

Find out more about Wooster

Wooster Holiday Homes information

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