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
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Wooster vacation rentals

Exterior

1. Amish Blessings Cabins

Amish Blessings Cabins
2.5 star property
Berlin
9.8 out of 10, Exceptional, (271 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
$148 nightly
The price is $157
Aug 24 - Aug 25
Total with taxes and fees
Amish Blessings Cabins
Lobby sitting area

2. Hillside Villa Ohio

Hillside Villa Ohio
3.0 star property
Millersburg
9.8 out of 10, Exceptional, (307 reviews)
"WONDERFUL very clean and comfortable. Everything we needed was supplied. Very nice. Would stay there again when possible. Beautiful setting"
United States
Roger
$125 nightly
The price is $142
Aug 25 - Aug 26
Total with taxes and fees
Hillside Villa Ohio
House (2 Bedrooms) | Interior

3. Dirt Road Digs - Quiet Home in Lakeville!

Dirt Road Digs - Quiet Home in Lakeville!
3.0 star property
Lakeville
$309 nightly
The price is $319
Aug 6 - Aug 7
Total with taxes and fees
Dirt Road Digs - Quiet Home in Lakeville!
Exterior

4. The Atlee Suites

The Atlee Suites
5.0 star property
Berlin
9.4 out of 10, Exceptional, (69 reviews)
"The stay was amazing. Very luxurious. Shower is huge, separate soaking tub which was great. The views into the valley was gorgeous while enjoying the hot tub on the deck. Couldn't have chose a better place to stay. Will definitely stay again!!"
United States
Sheryl
$199 nightly
The price is $225
Aug 25 - Aug 26
Total with taxes and fees
The Atlee Suites
Terrace/patio

5. Pine Cove Treehouses & Cabins

Pine Cove Treehouses & Cabins
2.0 star property
Millersburg
9.4 out of 10, Exceptional, (19 reviews)
"Cozy suite and close to places of interest"
United States
Matthew
$175 nightly
The price is $198
Aug 6 - Aug 7
Total with taxes and fees
Pine Cove Treehouses & Cabins
Exterior

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
$321 nightly
The price is $362
Aug 9 - Aug 10
Total with taxes and fees
Cricket Hill Treehouse Cabins
House (4 Bedrooms) | Interior

7. 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, (4 reviews)
"Lots of space for a large family "
United States
Rebecca
$328 nightly
The price is $328
Aug 10 - Aug 11
Total with taxes and fees
Farmyard Stays Dundee Home w/ Scenic Views!
Apartment (0 Bedroom) | Front of property

8. Panoramic Views: Hillside Millersburg Studio

Panoramic Views: Hillside Millersburg Studio
3.0 star property
Millersburg
8.8 out of 10, Excellent, (6 reviews)
"Loved our stay here overlooking the rolling hills and horses of Amish Country. It was an adorable and cozy stay that greeted us with cinnamon rolls and bread and coffee and jucies. It has everything you need along with being close to most of the main tourist attractions. "
United States
Lori
$210 nightly
The price is $223
Aug 16 - Aug 17
Total with taxes and fees
Panoramic Views: Hillside Millersburg Studio
House (1 Bedroom) | Interior

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

Peaceful Cabin w/ Hot Tub in Dundee: Dogs Welcome
3.0 star property
Dundee
$247 nightly
The price is $247
Aug 24 - Aug 25
Total with taxes and fees
Peaceful Cabin w/ Hot Tub in Dundee: Dogs Welcome
House (1 Bedroom) | Interior

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
$272 nightly
The price is $272
Aug 6 - Aug 7
Total with taxes and fees
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

Comfort Suites Hotel and Conference Center

Comfort Suites Hotel and Conference Center

10/10 Excellent
"Beautiful large room. It was wonderful"
Rhea 1-night trip
Posted less than an hour ago
Comfort Suites Hotel and Conference Center

Find out more about Wooster

Everything you need to know about Wooster vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Wooster vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Wooster vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Wooster vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wooster. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Wooster in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $125 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Wooster rentals

At Expedia, we put the best Wooster vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Wooster rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Wooster vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Wooster. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Wooster?

Yes, we offer vacation rentals in Wooster close to Wayne County Fairgrounds, or you can choose 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 cafes during your trip.

What are some of the best vacation rentals in Wooster?

Kate's Guest House "Hidden Retreat": This vacation home rental near Wooster is located in a rural location and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a microwave, so you can cook with friends or family. Make the most of the books in this rental home to help you unwind.

How many vacation rentals are there in Wooster?

Expedia has 9 vacation 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 vacation rentals like in Wooster?

Vacation rentals are privately owned accommodations you can stay in for several days or more in Wooster. Vacation rentals provide amenities like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for families.