Wooster Vacation Homes

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

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

In two months

In three months

In four months

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

Wooster

Elizabeth P.

HK$2,062 total

includes taxes & fees

21 Sept - 22 Sept

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."

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

Orrville

Cynthia C.

HK$1,787 total

includes taxes & fees

9 Sept - 10 Sept

A two-story house with a front porch, a staircase, and a small garden with red flowers.

3. Quiet 2BR Retreat with Patio and Grill

Creston

HK$2,297 total

includes taxes & fees

5 Oct - 6 Oct

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.

4. Modern Studio with BBQ Grill and Patio

Creston

HK$1,983 total

includes taxes & fees

4 Oct - 5 Oct

A living room with a sofa, coffee table, and a view of the outdoors through large windows.

5. Bright 2BR home with private entrance

Creston

HK$2,281 total

includes taxes & fees

5 Oct - 6 Oct

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.

Holmesville

Logan B.

HK$2,343 total

includes taxes & fees

9 Sept - 10 Sept

A house with a covered porch, outdoor seating, and a view of the landscape.

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

Millersburg

Joe C.

HK$2,101 total

includes taxes & fees

9 Sept - 10 Sept

A bedroom with a bed, two bedside tables, a floor lamp, a ceiling fan, and windows with curtains.

8. Honey Run King Suite ~between Millersburg & Berlin

Millersburg

steve m.

HK$1,504 total

includes taxes & fees

14 Sept - 15 Sept

A two-story residential building with a front entrance, a staircase, and a small front yard with plants.

9. Charming home with BBQ grill

Creston

HK$2,203 total

includes taxes & fees

4 Oct - 5 Oct

A large white house with a red roof, a gazebo, and a pond reflecting the structure.

10. Amish Country Getaway w/ Hot Tub & Views

Applecreek

Ruth P.

HK$4,449 total

includes taxes & fees

9 Sept - 10 Sept

A wooden cabin bedroom with a bed, a bench, a bathtub, a ceiling fan, and a window.

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

Millersburg

Rikki H.

HK$2,780 total

includes taxes & fees

14 Sept - 15 Sept

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

Millersburg

Rebecca C.

HK$1,698 total

includes taxes & fees

9 Sept - 10 Sept

A modern kitchen with white cabinetry, a black countertop, and a large window.

13. The Towpath Retreat: A Cozy Farmhouse Stay

Canal Fulton

Sasha L.

HK$1,450 total

includes taxes & fees

28 Sept - 29 Sept

A house with a barbecue area, a fire pit, and string lights.

14. The Aspen . Trailside Lodging

Millersburg

Ron S.

HK$1,720 total

includes taxes & fees

9 Sept - 10 Sept

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

Ashland

"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."

Robin

HK$1,137 total

includes taxes & fees

9 Sept - 10 Sept

A hot tub with a control panel, a footrest, and a small step for accessibility.

16. 3-BR Getaway: Hot Tub, Outdoor Dining!

Millersburg

Robert G.

HK$2,375 total

includes taxes & fees

9 Sept - 10 Sept

A wooden interior with a staircase, ceiling fan, and a mounted TV.

17. The Rustic Triangle A-Frame with Hot Tub

Perrysville

iT iZ K.

HK$1,663 total

includes taxes & fees

9 Sept - 10 Sept

A modern kitchen with white cabinetry, a central island, a microwave, a stove, and a dining area with a table and chairs.

18. 6BR Group Home • Sleeps 15 • Large Parking • Hall of Fame Area

Massillon

"Clean, spacious rooms to sleep, in quiet neighborhood. Did not like going up front door steps (no handrail) but found parking in back and would enter and leave that way. LOVED the security light that lit our way to the door. Wished all the bedrooms had a window air conditioner or ceiling fan as it did get warm. We loved being close to Canton and the Football Hall of Fame Musuem.We come every year to Ohio for the Neon Nights Country Festival and this is first time we have been close to the...

Christine H.

HK$3,246 total

includes taxes & fees

9 Sept - 10 Sept

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

Dundee

Sarah Y.

HK$1,625 total

includes taxes & fees

14 Sept - 15 Sept

A red building with a covered outdoor area featuring a grill and seating.

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

Clinton

Troy R.

HK$2,008 total

includes taxes & fees

9 Sept - 10 Sept

View all properties

Find holiday rentals that suit your style

Cabins

Apartments

Save an average of 15% on thousands of hotels when you're signed in

Top Wooster Hotel Reviews

Berlin Resort

10/10 Excellent

"Room smelled amazing. Very clean. Staff so friendly and helpful. Loved the property. Feeding the fish was fun. 😁"

Berlin Grande Hotel

10/10 Excellent

"We had a beautiful room on the third floor with great views from the balcony. Breakfast was standard with good variety .We did choose to eat out one day since there are several good breakfast places. Room was clean and for the most part quite. The property was relatively empty when we were there. There are many gathering places with beautiful gardens. Location is close to many things in the area."

Hawthorn Extended Stay by Wyndham Seville

8/10 Good

"The staff was helpful and friendly. The room was a nice size with comfortable beds. Loved the powerful shower as well. The free breakfast we partook in was good and they had someone constantly cleaning and refilling the breakfast items. We used the pool both days and it was a nice size and clean. Updates needed in the pool area. The room also needs somewhat of an update and they need to do some deep cleaning, wall were dirty as well as sofa couch and chair."

Find out more about Wooster