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

A modern kitchen with a large island, pendant lights, and a view to the outdoors.

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 NZ$440
includes taxes & fees
21 Sept - 22 Sept
Serenity Home Rental
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.

2. Modern Studio with BBQ Grill and Patio

Modern Studio with BBQ Grill and Patio
Creston
The price is NZ$417
includes taxes & fees
4 Oct - 5 Oct
Modern Studio with BBQ Grill and Patio
A kitchen counter with wooden cabinets, a coffee maker, a vase with flowers, a hand sanitizer bottle, and a sign that says "You are my favorite adventure."

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 NZ$384
includes taxes & fees
8 Sept - 9 Sept
Heritage House - Orrville, OH … minutes to Amish Country!
A two-story house with a front porch, a staircase, and a small garden with red flowers.

4. Quiet 2BR Retreat with Patio and Grill

Quiet 2BR Retreat with Patio and Grill
Creston
The price is NZ$503
includes taxes & fees
6 Oct - 7 Oct
Quiet 2BR Retreat with Patio and Grill
A living room with a sofa, coffee table, and a view of the outdoors through large windows.

5. Bright 2BR home with private entrance

Bright 2BR home with private entrance
Creston
The price is NZ$503
includes taxes & fees
6 Oct - 7 Oct
Bright 2BR home with private entrance
A hallway with a wooden floor, a door with a circular mirror, and a window with blinds.

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 NZ$503
includes taxes & fees
7 Oct - 8 Oct
Modern Amish Country Home, close to Berlin, Millersburg, Wooster, Loudenville.
A bedroom with a bed, two bedside tables, a floor lamp, a ceiling fan, and windows with curtains.

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 NZ$323
includes taxes & fees
14 Sept - 15 Sept
Honey Run King Suite ~between Millersburg & Berlin
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$973
includes taxes & fees
8 Sept - 9 Sept
Amish Country Getaway w/ Hot Tub & Views
A hot tub with a control panel, set against a house with siding and a window.

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 NZ$365
includes taxes & fees
8 Sept - 9 Sept
2 Br home with Hot-Tub! Quiet, dead end street
A house with a covered porch, outdoor seating, and a view of the landscape.

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 NZ$454
includes taxes & fees
8 Sept - 9 Sept
Spacious 2 BR home, just minutes from Berlin, OH.
A two-story residential building with a front entrance, a staircase, and a small front yard with plants.

11. Charming home with BBQ grill

Charming home with BBQ grill
Creston
The price is NZ$483
includes taxes & fees
6 Oct - 7 Oct
Charming home with BBQ grill
A modern kitchen with white cabinetry, a black countertop, and a large window.

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 NZ$315
includes taxes & fees
9 Sept - 10 Sept
The Towpath Retreat: A Cozy Farmhouse Stay
A wooden cabin bedroom with a bed, a bench, a bathtub, a ceiling fan, and a window.

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 NZ$591
includes taxes & fees
14 Sept - 15 Sept
Romantic Amish Country Cabin w/ Hot Tub & Jacuzzi
A house with a barbecue area, a fire pit, and string lights.

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 NZ$375
includes taxes & fees
9 Sept - 10 Sept
The Aspen . Trailside Lodging
A room with a wooden floor, a sofa, a table with a television above it, and two windows with curtains.

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 NZ$247
includes taxes & fees
8 Sept - 9 Sept
Charming Century House - Next Door to Ashland University
A red building with a covered outdoor area featuring a grill and seating.

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 NZ$441
includes taxes & fees
8 Sept - 9 Sept
The White House w/ Hot Tub Portage Lakes Fenced Yard Pet-Friendly!

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 NZ$434
includes taxes & fees
7 Oct - 8 Oct
The Cascadia- Tiny Home in Millersburg, OH
A hot tub with a control panel, a footrest, and a small step for accessibility.

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 NZ$507
includes taxes & fees
28 Sept - 29 Sept
3-BR Getaway: Hot Tub, Outdoor Dining!

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 NZ$361
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

Berlin Heritage Inn

Berlin Heritage Inn

10/10 Excellent
"Todo muy limpio, buen trato y variedad en el desayuno."
Jessica 1-night trip
Posted less than an hour ago
Berlin Heritage Inn

Find out more about Wooster

Wooster Holiday Homes information

Number of reviews
9,834
Accommodation
261 Holiday Homes
Lowest Price
NZ$115
Highest Price
NZ$428