Vacation rentals in Wooster

4.95 out of 5 average rating, 232 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, 137 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, 279 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.

4.93 out of 5 average rating, 243 reviews

Guesthouse 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, 167 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, 269 reviews

Cottage in Wooster

Cabin with pond & Fireplace * Hot Tub * King Bed

A quaint, cozy newly remodeled in 2025 cabin on 60 wooded acres perfect for a couples getaway. 8 minutes to a great downtown for shopping unique boutiques, dining, local wineries, breweries and distillery! Enjoy peace & tranquility in natures setting. Cozy up to a massive stone wood burning fireplace both inside and on the screened in porch. The brand new private hot tub boasts natural spring water and is just outside the door from the cabin and overlooks the natural spring ponds.

4.95 out of 5 average rating, 273 reviews

Apartment 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, 105 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.

4.99 out of 5 average rating, 160 reviews

Loft in Wooster

Stunning 2 BR, 2 BA, w/Elevator, Downtown Wooster

Make yourself a home and enjoy downtown living in a beautiful and spacious loft apartment. The 2-bedroom, 2-bath allows much privacy. The main living area is open and has lots of space to spead out with a private entrance elevator. We added a game table or could be used for small dining. The dining area seats 8 comfortably and there is also a den with a 65" TV. The beautiful open kitchen is fully stocked and features a walk-in pantry.

4.98 out of 5 average rating, 128 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.

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Popular amenities for Wooster vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Wooster

4.85 out of 5 average rating, 435 reviews

★★Penthouse Suite Downtown Wooster on the Square★★

KellyRating, 5 stars2 weeks ago

This is the 3rd year we have stayed at Robs place. I will only stay here when we visit Wooster. This is like home away from home! Rob is so accommodating and helpful, going above and beyond to help with whatever we may need. The penthouse is clean and comfortable and right down town! The beds are comfy and the sectional couch is so relaxing for movies on the big screen. The kitchen is beautiful! There are multi places for coffee, lunch and dinner to choose from down town. The cutest little shops you can walk to, including some amazing antique shops, book store and record shop. Check out Spoons and the Salsaroja taco bar downstairs. The owner Amanda is amazing! Thai food at Basil is amazing too! If you are in the area to find Otts coffee we highly recommend it! And shopping at Local Roots next store is great too. We only get to visit once a year, but I am already anxiously anticipating our next visit in 2026 💖 we couldn’t do it and feel completely at home and relaxed if not for Rob.

5 out of 5 average rating, 9 reviews

Classic home next to the College of Wooster!

CarlynRating, 5 stars1 week ago

My friends and I came into town for our 20th college reunion. Jeff's home was perfect! it was very clean and very comfortable. This home has been recently updated but still has the old craftsman charm. We loved the front porch and the window seat in particular. The bed were extremely comfortable and we felt right at home! The location was amazing being right off Bever St, less than a block to campus. We actually discovered that it was a home that once belonged to a now retired Wooster Professor, which was fun! The walk to downtown was 15-20 minutes. We were shocked by how much downtown changed for the better! Amazing shops, bakeries, markets, and restaurants, even a brewery! We already plan to come back and hope Jeff's home is available because it was just perfect for hanging out with good friends. Thanks! Carlyn

4.98 out of 5 average rating, 103 reviews

Wren Cottage, quiet, comfy and convienient.

CandiRating, 5 stars2 weeks ago

Wren Cottage was cute and comfy! We enjoyed looking at the plants and flowers. The cottage was clean and well cared for. We had 1 small maintenance issue, but Peter offered to come take care of it right away. Great location and a great value! Thank you!

5 out of 5 average rating, 15 reviews

Home in Apple Creek

The Daudy Haus of Kidron

Timothy DeanRating, 5 stars5 days ago

Our favorite AirBnB ever! Peaceful, relaxing and beautiful countryside! The house is immaculate and has everything we needed! Easy to find and access. The bed was so comfortable we hated to get up!! Anita and Jeff are so accommodating! Even built a campfire which we would have loved to join them at but we already had our PJ’s on!! Your stay here will not be a disappoint, I assure you! We will be back!

5 out of 5 average rating, 5 reviews

Victorian gem & private gardens

KarenRating, 5 stars3 weeks ago

We had a wonderful stay in Wooster. The house is beautiful and well maintained. Nancy was very responsive to our needs and was readily available when we had questions. The house is 3 blocks from the College of Wooster so getting to and from campus was very easy. We definitely want to stay here the next time we are in Wooster. Lots of space and a great place for families.

5 out of 5 average rating, 8 reviews

Liberty Beall Executive Loft

Madalyn JRating, 5 stars3 weeks ago

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

5 out of 5 average rating, 26 reviews

Millie's Place Welcomes You!

ShalynnRating, 5 stars2 weeks ago

We stayed last year for our event and returned this year The home is clean and cozy, and has everything we need! marlene is quick to repsond with any concerns Great place! We hope to make it an annual stay!