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

Search Holiday Homes in Wooster

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Wooster holiday 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, (27 reviews)
"We had a great stay and would recommend "
United States
Johnson D.
The price is £227
includes taxes & fees
12 Sept - 13 Sept
Cozy, cute home close to College of Wooster and Amish Country, Ohio
A modern kitchen with a large island, pendant lights, and a view to the outdoors.

2. 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 £192
includes taxes & fees
25 Aug - 26 Aug
Serenity Home Rental
A bedroom with a bed, a window with curtains, a small bedside table, a potted plant, and a wall-mounted sign.

3. The Homestead

The Homestead
Wooster
The price is £180
includes taxes & fees
6 Sept - 7 Sept
The Homestead
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 £219
includes taxes & fees
1 Sept - 2 Sept
Quiet 2BR Retreat with Patio and Grill
A two-story residential building with a front entrance, a staircase, and a small front yard with plants.

5. Charming home with BBQ grill

Charming home with BBQ grill
Creston
The price is £198
includes taxes & fees
30 Aug - 31 Aug
Charming home with BBQ grill
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."

6. 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)
"We enjoyed our family visit to Orrville traveling with 2 small children for a 5 night stay. This quaint and comfortable home had all the extras, including a kids playroom, and was spacious enough to accommodate 2 adults and 2 children comfortably. The hosts, Tom & Cheryl, were extremely accommodating and helped ensure our visit was memorable. Proximity to parks, groceries, & coffee nearby made walking a breeze. We would stay here again if we return to the area. Thank you so much for your...
United States
Cherie V.
The price is £160
includes taxes & fees
24 Aug - 25 Aug
Heritage House - Orrville, OH … minutes to Amish Country!
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 £191
includes taxes & fees
22 Sept - 23 Sept
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.

8. 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 £143
includes taxes & fees
24 Aug - 25 Aug
Honey Run King Suite ~between Millersburg & Berlin
A house with a covered porch, outdoor seating, and a view of the landscape.

9. 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, (8 reviews)
"Great little house."
United States
Joe C.
The price is £196
includes taxes & fees
23 Aug - 24 Aug
Spacious 2 BR home, just minutes from Berlin, OH.
A hot tub with a control panel, set against a house with siding and a window.

10. 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, (167 reviews)
"Great stay and location. It was perfect for us."
United States
Rebecca C.
The price is £158
includes taxes & fees
24 Aug - 25 Aug
2 Br home with Hot-Tub! Quiet, dead end street
A house with a barbecue area, a fire pit, and string lights.

11. 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 £164
includes taxes & fees
24 Aug - 25 Aug
The Aspen . Trailside Lodging
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, (65 reviews)
"Great place!! We would stay again for sure!"
United States
Sasha L.
The price is £138
includes taxes & fees
25 Aug - 26 Aug
The Towpath Retreat: A Cozy Farmhouse Stay
A room with a wooden floor, a sofa, a table with a television above it, and two windows with curtains.

13. Charming Century House - Next Door to Ashland University

Charming Century House - Next Door to Ashland University
Ashland
10.0 out of 10, Exceptional, (128 reviews)
"Another great stay "
United States
Ryan O.
The price is £109
includes taxes & fees
23 Aug - 24 Aug
Charming Century House - Next Door to Ashland University
A kitchen with wooden cabinets, a large island, and a dining area with vintage chairs.

14. ‘Dirt Road Digs’ - Quiet Home in Lakeville!

‘Dirt Road Digs’ - Quiet Home in Lakeville!
Lakeville
8.0 out of 10, Very good, (1 review)
"Only downfall were the beds werent comfortable other then that I give it 8 out of 10"
United States
David P.
The price is £239
includes taxes & fees
23 Aug - 24 Aug
‘Dirt Road Digs’ - Quiet Home in Lakeville!
A wooden room with a bed, a nightstand, a window, and a door.

15. Vivian's Serenity Guest House

Vivian's Serenity Guest House
Millersburg
10.0 out of 10, Exceptional, (24 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 £220
includes taxes & fees
3 Sept - 4 Sept
Vivian's Serenity Guest House

16. 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 £157
includes taxes & fees
24 Aug - 25 Aug
Escape To Our Clean Quiet Fully Furnished Cabins Nestled In Amish Country
A modern bathroom with a freestanding bathtub, a window with a view of greenery, and a bottle of wine on the edge of the tub.

17. Luxe Studio | Creekside Retreat in Amish Country

Luxe Studio | Creekside Retreat in Amish Country
Millersburg
10.0 out of 10, Exceptional, (12 reviews)
"Lovely stay in a peaceful setting. Very clean and welcoming. Very comfortable bed. "
United States
Steve and Rosemary L.
The price is £248
includes taxes & fees
25 Aug - 26 Aug
Luxe Studio | Creekside Retreat in Amish Country
A wooden interior with a staircase, ceiling fan, and a mounted TV.

18. The Rustic Triangle A-Frame with Hot Tub

The Rustic Triangle A-Frame with Hot Tub
Perrysville
9.8 out of 10, Exceptional, (12 reviews)
"Very cute place to stay lovely weekend very helpful hosts"
United States
iT iZ K.
The price is £161
includes taxes & fees
23 Aug - 24 Aug
The Rustic Triangle A-Frame with Hot Tub
A stainless steel refrigerator with a water dispenser and a freezer compartment, situated in a kitchen with wooden cabinets and a dark wooden floor.

19. Freda's Place

Freda's Place
Dundee
10.0 out of 10, Exceptional, (68 reviews)
"Very neat and clean. Nice country place to stay."
United States
Esther R.
The price is £139
includes taxes & fees
30 Aug - 31 Aug
Freda's Place
A wooden deck with a hot tub and outdoor seating area.

20. The Oaks | Cozy 1920s Farmhouse | Hot Tub

The Oaks | Cozy 1920s Farmhouse | Hot Tub
Dundee
9.8 out of 10, Exceptional, (20 reviews)
"Property was great, extremely clean and well maintained. Host was awesome with communication. Fire pit and hot tub were both excellent. Location is very easy to get to from interstate 77. Highly recommended!"
United States
Tyson
The price is £188
includes taxes & fees
1 Sept - 2 Sept
The Oaks | Cozy 1920s Farmhouse | Hot Tub
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Wooster Hotel Reviews

Berlin Heritage Inn

Berlin Heritage Inn

10/10 Excellent
"Very clean.The two check-in ladies were the best check-in staff I have been around, above and beyond.Location is great and it was quiet. There is a nice view from the breakfast area. Will stay there again."
Craig 2-night trip
Posted less than an hour ago
Berlin Heritage Inn

Find out more about Wooster

Wooster Holiday Homes information

Number of reviews
741
Accommodation
253 Holiday Homes
Lowest Price
£109
Highest Price
£248