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

Wooster Holiday Rentals

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Wooster holiday rentals

A spacious living area with a dining table, kitchen, and staircase.

1. Hillside Villa Ohio

Hillside Villa Ohio
3.0 star property
Millersburg
9.8 out of 10, Exceptional, (309 reviews)
"WONDERFUL very clean and comfortable. Everything we needed was supplied. Very nice. Would stay there again when possible. Beautiful setting"
United States
Roger
The price is S$185
includes taxes & fees
30 Aug - 31 Aug
Hillside Villa Ohio
A covered patio with a sofa, coffee table, and chairs.

2. Farmyard Stays Dundee Home w/ Scenic Views!

Farmyard Stays Dundee Home w/ Scenic Views!
3.0 star property
Dundee
9.6 out of 10, Exceptional, (5 reviews)
"This place is absolutely stunning. Huge nice house very accommodating and great location! Will be staying again next year I can’t wait! 10/10"
United States
Ryan
The price is S$416
includes taxes & fees
7 Sept - 8 Sept
Farmyard Stays Dundee Home w/ Scenic Views!
A building with a black facade, a double door entrance, and outdoor seating areas.

3. The Atlee Suites

The Atlee Suites
5.0 star property
Berlin
9.4 out of 10, Exceptional, (73 reviews)
"The unit was comfortable, clean, organized and I loved the location and balcony. Definitely no complaints."
United States
JOESPH
The price is S$278
includes taxes & fees
30 Aug - 31 Aug
The Atlee Suites
A wooden cabin with a balcony, surrounded by greenery.

4. Amish Blessings Cabins

Amish Blessings Cabins
2.5 star property
Berlin
9.8 out of 10, Exceptional, (273 reviews)
"Always a beautiful place to stay and convenient to the amish shops and restaurants. We have been here 3 times and love it here!"
United States
Valerie
The price is S$178
includes taxes & fees
30 Aug - 31 Aug
Amish Blessings Cabins
A wooden cabin with a porch featuring two Adirondack chairs and a small table.

5. Pine Cove Treehouses & Cabins

Pine Cove Treehouses & Cabins
2.0 star property
Millersburg
9.4 out of 10, Exceptional, (22 reviews)
"Cozy suite and close to places of interest"
United States
Matthew
The price is S$252
includes taxes & fees
30 Aug - 31 Aug
Pine Cove Treehouses & Cabins
A wooden cabin with a balcony and a staircase.

6. Cricket Hill Treehouse Cabins

Cricket Hill Treehouse Cabins
4.0 star property
Millersburg
8.0 out of 10, Very good, (1 review)
"Clean and quiet, check in and out was really easy…Didn’t care for the check in and out times 3:00pm check in wasn’t so bad but the 10:00am check out time seemed to early and was an extra $45 to extend to 12:00pm…also the bed mattress was not very comfortable…overall I’d give it a 4 out of 5"
United States
Dustin
The price is S$441
includes taxes & fees
30 Aug - 31 Aug
Cricket Hill Treehouse Cabins
A kitchen with wooden cabinets, a large island, and a dining area with vintage chairs.

7. Dirt Road Digs - Quiet Home in Lakeville!

Dirt Road Digs - Quiet Home in Lakeville!
3.0 star property
Lakeville
The price is S$405
includes taxes & fees
8 Sept - 9 Sept
Dirt Road Digs - Quiet Home in Lakeville!

8. Panoramic Views: Hillside Millersburg Studio

Panoramic Views: Hillside Millersburg Studio
3.0 star property
Millersburg
8.8 out of 10, Excellent, (6 reviews)
"It was AMAZING. Views were outright breathtaking. Much better than I knew to anticipate. Very quaint, beautiful community, and beautiful weather. Will specifically go back."
United States
Tyron
The price is S$283
includes taxes & fees
30 Aug - 31 Aug
Panoramic Views: Hillside Millersburg Studio

9. Peaceful Cabin w/ Hot Tub in Dundee: Dogs Welcome

Peaceful Cabin w/ Hot Tub in Dundee: Dogs Welcome
3.0 star property
Dundee
The price is S$358
includes taxes & fees
31 Aug - 1 Sept
Peaceful Cabin w/ Hot Tub in Dundee: Dogs Welcome
A patio with stone seating, a fire pit, and a view of a rustic house.

10. Rustic Dundee Log Cabin w/ Hot Tub & Forest Views!

Rustic Dundee Log Cabin w/ Hot Tub & Forest Views!
2.0 star property
Dundee
9.4 out of 10, Exceptional, (6 reviews)
"Absolutely loved this cabin. It's cozy, but spacious, warm, and very homey. We had the best weekend relaxing and it's close to anything you could need!"
United States
Courtney
The price is S$346
includes taxes & fees
28 Sept - 29 Sept
Rustic Dundee Log Cabin w/ Hot Tub & Forest Views!
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 Grande Hotel

Berlin Grande Hotel

10/10 Excellent
"Breakfast could be better"
viola 2-night trip
Posted 10 hours ago
Berlin Grande Hotel

Frequently asked questions

Are there holiday rentals in Wooster?

Yes, there are holiday rentals in Wooster close to Wayne County Fairgrounds, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and shops in Wooster. Make sure you have time to check out the university setting and cafés during your trip.

How many holiday rentals are there in Wooster?

Expedia has 8 holiday rentals for your stay in Wooster.

What can I see and do in Wooster?

Enjoy the outdoors at Secrest Arboretum and Wooster Dog Park, or simply take in cultural attractions like Ohio Light Opera and Wayne County Historical Society & Museum. Other places in town to visit include Wayne County Fairgrounds and Pine Tree Barn.

What are holiday rentals like in Wooster?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Wooster. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from public hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for small groups.