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

Wooster Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Wooster vacation 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, (28 reviews)
"Great place, clean and checked all the boxes"
United States
Jason H.
The price is CA $207
CA $468 total
includes taxes & fees
Oct 15 - Oct 16
Cozy, cute home close to College of Wooster and Amish Country, Ohio
A two-story residential building with a front entrance, a staircase, and a small front yard with plants.

2. Charming home with BBQ grill

Charming home with BBQ grill
Creston
The price is CA $145
CA $428 total
includes taxes & fees
Oct 19 - Oct 20
Charming home with BBQ grill
A living room with a sofa, coffee table, and a view of the outdoors through large windows.

3. Bright 2BR home with private entrance

Bright 2BR home with private entrance
Creston
The price is CA $146
CA $424 total
includes taxes & fees
Oct 27 - Oct 28
Bright 2BR home with private entrance
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."

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

Heritage House - Orrville, OH … minutes to Amish Country!
Orrville
10.0 out of 10, Exceptional, (18 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 CA $224
CA $327 total
includes taxes & fees
Oct 14 - Oct 15
Heritage House - Orrville, OH … minutes to Amish Country!
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.

5. Modern Studio with BBQ Grill and Patio

Modern Studio with BBQ Grill and Patio
Creston
The price is CA $123
CA $359 total
includes taxes & fees
Nov 2 - Nov 3
Modern Studio with BBQ Grill and Patio
A living room with a dark leather sectional sofa, a wooden coffee table, and a small side table.

6. Orrville Getaway | Hot Tub + Outdoor Living

Orrville Getaway | Hot Tub + Outdoor Living
Orrville
The price is CA $398
CA $762 total
includes taxes & fees
Oct 14 - Oct 15
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 CA $199
CA $389 total
includes taxes & fees
Oct 20 - Oct 21
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 CA $507
CA $829 total
includes taxes & fees
Oct 19 - Oct 20
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, (48 reviews)
"We love staying here every time we come into the area. It’s perfect and peaceful."
United States
Rikki H.
The price is CA $331
CA $547 total
includes taxes & fees
Oct 26 - Oct 27
Romantic Amish Country Cabin w/ Hot Tub & Jacuzzi
A dark-colored door with a wreath and a bow, flanked by two potted plants on a wooden deck.

10. 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, (23 reviews)
"This house was an awesome place to stay! "
United States
Lisa H.
The price is CA $205
CA $312 total
includes taxes & fees
Oct 14 - Oct 15
Cozy 2-bedroom home in Winesburg, holmes county ohio
A modern kitchen with white cabinetry, a black countertop, and a large window.

11. The Towpath Retreat: A Cozy Farmhouse Stay

The Towpath Retreat: A Cozy Farmhouse Stay
Canal Fulton
9.8 out of 10, Exceptional, (70 reviews)
"Great place!! We would stay again for sure!"
United States
Sasha L.
The price is CA $121
CA $267 total
includes taxes & fees
Nov 2 - Nov 3
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.

12. Honey Run King Suite ~between Millersburg & Berlin

Honey Run King Suite ~between Millersburg & Berlin
Millersburg
9.8 out of 10, Exceptional, (19 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 CA $199
CA $290 total
includes taxes & fees
Oct 19 - Oct 20
Honey Run King Suite ~between Millersburg & Berlin
A hot tub with a control panel, set against a house with siding and a window.

13. 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, (171 reviews)
"Great stay and location. It was perfect for us."
United States
Rebecca C.
The price is CA $186
CA $307 total
includes taxes & fees
Oct 19 - Oct 20
2 Br home with Hot-Tub! Quiet, dead end street
A modern living room with a fireplace, comfortable seating, and a dining area.

14. 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, (37 reviews)
"Great place, very well decorated!!"
United States
Bobbiejo P.
The price is CA $207
CA $365 total
includes taxes & fees
Oct 18 - Oct 19
Charming Retreat, Cozy Fireplace, Private Porch, Minutes to Amish Country
A house with a covered porch, outdoor seating, and a view of the landscape.

15. 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, (12 reviews)
"Nice place, would do it again"
United States
Gary
The price is CA $198
CA $382 total
includes taxes & fees
Oct 19 - Oct 20
Spacious 2 BR home, just minutes from Berlin, OH.
A bedroom with a bed, bedside tables, a lamp, a decorative wall piece, and a green armchair.

16. 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 CA $477
CA $738 total
includes taxes & fees
Oct 14 - Oct 15
Country Retreat with Scenic Farm Views
A two-story house with a covered patio, outdoor seating, and a small garden.

17. 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 CA $2,399
CA $3,306 total
includes taxes & fees
Oct 14 - Oct 15
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.

18. Charming Century House - Next Door to Ashland University

Charming Century House - Next Door to Ashland University
Ashland
10.0 out of 10, Exceptional, (130 reviews)
"Another great stay "
United States
Ryan O.
The price is CA $178
CA $207 total
includes taxes & fees
Nov 11 - Nov 12
Charming Century House - Next Door to Ashland University
A house with a barbecue area, a fire pit, and string lights.

19. 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 CA $178
CA $331 total
includes taxes & fees
Nov 9 - Nov 10
The Aspen . Trailside Lodging
A wooden room with a bed, a nightstand, a window, and a door.

20. Vivian's Serenity Guest House

Vivian's Serenity Guest House
Millersburg
10.0 out of 10, Exceptional, (26 reviews)
"The location is perfect and it has everything you need including a porch swing! Very close to Millersberg and Berlin that has a ton of shops, restaurants and tons of Amish country to see!"
United States
Arnold
The price is CA $269
CA $429 total
includes taxes & fees
Oct 21 - Oct 22
Vivian's Serenity Guest House
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

8/10 Good
"I just would like to recommend to the carriage house the steps going upstairs. It was a rainy day and was very scary going up and down because there’s no treads on the steps other than that the place was really great."
Carla 1-night trip
Posted 8 hours ago
Berlin Heritage Inn

Find out more about Wooster

Wooster Vacation Homes information

Number of reviews
584
Accommodation
247 Vacation Homes
Lowest Price
CA $207
Highest Price
CA $3,306

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