Holiday rentals in Wooster

4.95 out of 5 average rating, 233 reviews

Your 2nd Home Away From Home l Prime location

This is a fully furnished apartment that has all the amenities of home. It is an updated apartment in an older home, but thoughtful touches and attention have been taken to make this feel very comfortable and relaxing. You'll be pleasantly surprised with the atmosphere and the space that you'll have while staying here. The apartment is conveniently located within a couple short blocks of the college, and just a short distance to the wonderful downtown Wooster with plenty of shops and dining.

4.85 out of 5 average rating, 139 reviews

Very nice and clean two bedroom apartment on a quiet dead end street. This apartment is in the perfect location to get to anywhere you would like to go within the City in just a few miles!

Make this cozy, spacious apartment your home away from home. Centrally located between Downtown and Uptown Wooster. This home is with in walking distance of West View Manor and the Wooster Country Club. This convenient location gives you easy access to restaurants, shopping centers, the YMCA, the College of Wooster as well as Wooster High School all within 3 miles. It's perfect for one person or bring the whole family. Stop in for a visit and enjoy all the great city of Wooster has to offer!

Superhost

4.83 out of 5 average rating, 280 reviews

Cozy Abode

The space is a dedicated basement apartment. The space has its own door and lock, but guests will enter through a shared garage entrance. The decor is neat and modern. There is a small kitchenette, giving guests the ability to eat in, or make coffee. The cozy sitting area is a great place to wind down for the evening or enjoy a morning cup of coffee. The apartment is below our living space. While we will do our best to keep noise to a minimum, you will hear kids/footsteps during the day.

4.97 out of 5 average rating, 177 reviews

Meg's Lucky Buckeye

We have revived the unique character of this old house, built in 1864. The floors aren't level - some of them creak - but the details are lovely, and generous light fills the rooms. In keeping with our other rentals -- we are pet friendly. Our daughter is a College of Wooster alum and that's what brought us to Ohio - she stayed. I named the house in memory of my mother, who never set foot in Ohio but always believed buckeyes are lucky. We feel lucky to have found it; hope you do too.

Holiday home in Smithville

4.85 out of 5 average rating, 200 reviews

Peaceful 2-BR Apartment in the Heart of Smithville

Quiet 2-BR apartment located on the first floor in the heart of Smithville, Ohio. About a 10 min drive to Wooster. The apartment sits in front of a park which has access to hiking paths, baseball, and soccer fields. His and Hers bicycles will be provided for use free of charge during the summer. Local restaurants and stores are walking distance. Space includes 2 Queen Beds Amenities include Wifi, Free parking for 1 vehicle, Washer/Dryer, Full Kitchen, Covered Front Porch and many more.

4.93 out of 5 average rating, 248 reviews

Guest house in Glenmont

Glenmont Bike&Hike Hostel

This Airbnb was created for bikers riding on the OTET. This is above a detached garage at zip code 44628. This one open room with a private bathroom includes towels (toilet, shower, and sink). There is a double bed with linens, tv, wifi, mini-kitchen with microwave, sink, and refrigerator. The stove is not working now. The Airbnb is located a few minutes from the OTET/Glenmont Trailhead. Note: NO PETS or children under age 12 allowed. No smoking or vaping allowed in Airbnb.

4.97 out of 5 average rating, 169 reviews

Bonnie Jane House

The Bonnie Jane House is a family friendly space on a quiet, tree-lined street, within sight of the College of Wooster and minutes from downtown. Perfect for college, business, and local tourism. The space includes 3 bedrooms (sleeps up to six) and 2.5 bathrooms stocked with towels, linens, and basic toiletries. With the full couch and inflatable mattress available, plus plenty of floor spaces, we can accommodate as many as 8 guests. There is an upstairs apartment on the 3rd floor.

4.95 out of 5 average rating, 276 reviews

Flat in Apple Creek

Summer Kitchen Retreat, Amish Country with sunsets

The Summer Kitchen is a country retreat apartment in the heart of Amish Country, Ohio. We are 5 minutes from Kidron, 25 minutes from Mt .Hope and Berlin tourist attractions. This private getaway for two adults comfortably offers a quiet country view of farmland and surrounding country living, atop a hill with beautiful sunsets. It's aptly named The Summer Kitchen because this structure was once used as the kitchen for all the summertime canning and cooking for farmstead living.

4.99 out of 5 average rating, 167 reviews

Historic Downtown Wooster Victorian Apartment #2

Step back in time to the 1800s in this charming brick Pioneer House in Historic Downtown Wooster. Enjoy the entire first-floor apartment (approx. 1500 sqft), blending vintage elegance with modern comfort. All while being just a block from local eateries, boutique shopping, and historic sites. *Please note there's construction taking place across the street during daytime hours, which may result in some construction noise during your stay.*

Superhost

Loft in Wooster

4.89 out of 5 average rating, 107 reviews

Lovely 2-bedroom loft with indoor fireplace

Welcome! This spacious 2 bedroom 1 bath apartment is located in the heart of Downtown Wooster. Walking distance from restaurants, coffee shops, boutique shopping, minutes from the College of Wooster, a short drive to Amish country and much more! This unique and stylish space will have everything you need for your stay. Whether you are looking for a night away or wanting to stay long term Life on Liberty was designed with you in mind.

4.98 out of 5 average rating, 130 reviews

Loft in Wooster

Historic hideaway in downtown studio apartment

This urban-styled studio is located in the heart of historic downtown Wooster. You can walk to some of the most popular local restaurants, specialty boutiques, coffee shops, and more. Featuring the original exposed brick, this unique space can accommodate 1-2 guests with one king bed, living area, and fully stocked kitchen. Explore the rooftop access where you can sit and enjoy the scenic views of downtown.

4.99 out of 5 average rating, 193 reviews

Loft in Wooster

Beautiful 2BR/2BA Loft Apartment Downtown Wooster

This 2500 sq ft stylish loft apartment is perfect for an entire family or large groups in beautiful Downtown Wooster. The apartment features a rooftop deck with spectacular views of Wooster and surrounding area, the primary bedroom has an en suite bath and walk-in closet, gourmet kitchen, large open dining and living areas, and on-site parking. Restaurants/bars, library, shopping, and parks are steps away.

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Popular amenities for Wooster holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Wooster

5 out of 5 average rating, 10 reviews

Classic home next to the College of Wooster!

ShellyRating, 5 stars2 weeks ago

Beautiful home, comfy beds, and a well stocked kitchen. We were very comfortable and would planned to stay here again when we are in town. Excellent location to the university as well.

5 out of 5 average rating, 9 reviews

Warner Homestead

KevinRating, 5 stars3 weeks ago

Great house. Super clean and nice for our family of 6.

4.75 out of 5 average rating, 57 reviews

Travelers Hide Away - 1BR Apt TV, Wifi, #Wooster

DianeRating, 5 stars1 month ago

Damon and Russell very friendly and responsible. It was a good value for price. We’d stay there again.

5 out of 5 average rating, 17 reviews

Home in Apple Creek

The Daudy Haus of Kidron

MeganRating, 5 stars2 days ago

The most perfect little space for a quiet, private getaway! The porch and grounds are gorgeous and the house inside is exactly as described. Clean & comfortable, lots of little touches like supplies of soap, coffee & tea, etc. We also enjoyed the animal friends! There’s a neighbor kitty who liked to wander over for a visit and horses to watch graze. If we ever head back to Ohio again we would absolutely return to The Daudy House!

5 out of 5 average rating, 6 reviews

Victorian gem & private gardens

JamesRating, 5 stars3 weeks ago

We had four groups from our family going down for a shower and the house was wonderful. I was like everyone had a master suite.

4.85 out of 5 average rating, 20 reviews

Northern Nights: Downtown House, Private Parking

ClaressaRating, 5 stars2 months ago

This was a rental for a new employee and his family by our business. We reached out to Jason and he was super helpful and accommodating. Will definitely keep this same home in mind for future situations of the same nature.

5 out of 5 average rating, 8 reviews

Liberty Beall Executive Loft

Madalyn JRating, 5 stars1 month ago

Love the open floor plan to have our family dinners and glass of vino ! Definitely would stay again.