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

Our top choices for Wooster holiday rentals

A wooden cabin with a porch featuring two Adirondack chairs and a small table.

1. Pine Cove Treehouses & Cabins

Pine Cove Treehouses & Cabins
2.0 star property
Millersburg
9.4 out of 10, Exceptional, (23 reviews)
"So much space for the family!! Beautifully maintained property that made for the perfect quire country get away!!"
United States
Frank
The price is S$287
includes taxes & fees
26 Oct - 27 Oct
Pine Cove Treehouses & Cabins
A spacious living area with a dining table, kitchen, and staircase.

2. Hillside Villa Ohio

Hillside Villa Ohio
3.0 star property
Millersburg
9.8 out of 10, Exceptional, (317 reviews)
"We liked the ease of check in, the lovely view, the clean room and the general air of tranquility."
United States
Valerie
The price is S$186
includes taxes & fees
25 Oct - 26 Oct
Hillside Villa Ohio
A wooden cabin with a balcony, surrounded by greenery.

3. Amish Blessings Cabins

Amish Blessings Cabins
2.5 star property
Berlin
9.8 out of 10, Exceptional, (282 reviews)
"The perfect place to get away!"
United States
Deborah
The price is S$181
includes taxes & fees
1 Nov - 2 Nov
Amish Blessings Cabins
A building with a black facade, a double door entrance, and outdoor seating areas.

4. The Atlee Suites

The Atlee Suites
5.0 star property
Berlin
9.4 out of 10, Exceptional, (79 reviews)
"First time staying here and we have absolutely no complaints! Excellent furnishings, comfortable bed, great hot tub and excellent location. Will be staying here again!!!"
United States
Brad
The price is S$294
includes taxes & fees
4 Nov - 5 Nov
The Atlee Suites
A wooden cabin with a balcony and a staircase.

5. Cricket Hill Treehouse Cabins

Cricket Hill Treehouse Cabins
4.0 star property
Millersburg
9.4 out of 10, Exceptional, (3 reviews)
"Very clean and great accommodations. Shops and food nearby all excellent we will be returning in the future for sure!"
United States
Tami
The price is S$464
includes taxes & fees
8 Nov - 9 Nov
Cricket Hill Treehouse Cabins
A covered patio with a sofa, coffee table, and chairs.

6. Farmyard Stays Dundee Home w/ Scenic Views!

Farmyard Stays Dundee Home w/ Scenic Views!
3.0 star property
Dundee
9.4 out of 10, Exceptional, (6 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$419
includes taxes & fees
2 Nov - 3 Nov
Farmyard Stays Dundee Home w/ Scenic Views!
An outdoor patio with a stone table and chairs, surrounded by lush greenery and trees.

7. 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$349
includes taxes & fees
22 Oct - 23 Oct
Rustic Dundee Log Cabin w/ Hot Tub & Forest Views!
A kitchen with wooden cabinets, a large island, and a dining area with vintage chairs.

8. Dirt Road Digs - Quiet Home in Lakeville!

Dirt Road Digs - Quiet Home in Lakeville!
3.0 star property
Lakeville
The price is S$408
includes taxes & fees
14 Oct - 15 Oct
Dirt Road Digs - Quiet Home in Lakeville!
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 5 hours ago
Berlin Heritage Inn

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 9 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 Wayne County Historical Society & Museum and Ohio Light Opera. Other places in town to visit include Wayne County Fairgrounds and Alice Noble Ice Arena.

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.