
Vacation rentals in Smithville
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Top-rated vacation rentals in Smithville
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TheLegacyHouse: Historical Suite Close to Downtown
Welcome to The Legacy House Wooster! This is a charming Victorian home within two blocks from the wonderful downtown attractions, shops and upscale dining. Our grandparents' love for people and hospitality inspired us to create a warm and inviting home where we could share their legacy and traditions with others while restoring their historic home back to it's former beauty. Experience all the amazing opportunities Wooster has to offer while enjoying a unique, comfortable home to relax in!

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!

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.

Elegant Boho apartment in downtown Orrville
Retreat to the harbor. We created this space with you in mind and are always updating and adding to it for your comfort. When we travel, we seek Airbnb, a unique spot that allows us to relax and enjoy the moments. So when we bought this apartment, we knew from the start it needed to be for guests, offering a place of comfort and rest. We renovated the bathroom most recently, and we continue to enhance it to make it great for you. Located right in downtown Orrville, this is ideal for stay!

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.

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.

AZ Longhorns Cabin, a romantic getaway!
Romantic getaway log cabin in the country. Private log cabin with full kitchen and large bathroom and large shower. This cabin was built summer 2016 and we are continuing to landscape and make it a great place to have a romantic getaway or a place to relax and get away from the city. Free WiFi, Hot tub that seats 7, Fire pit area and charcoal grill on back patio, are some of the great features we have to offer! NOW OFFERING EBIKE RENTALS SO ASK ME ABOUT THEM IF INTERESTED!

Overton Valley: Secluded Cabin on 10 acres
Slip away to a secluded cabin in the woods on 10 acres for a peaceful getaway. The abundance of wildlife and nature's beauty is sure to leave you feeling relaxed and restored. Conveniently located close to Wooster, Ashland, Akron, Canton, and Cleveland. Explore Amish country, visit Cedar Point with the kids, take in a local winery, check out The Pro Football Hall of Fame, or go for a hike on the property. The local attractions are endless!

Downtown Brick Loft Above The Exchange Coffee Co
Located in the heart of historic downtown Canal Fulton, this charming brick loft will truly take you back in time. Walk or bike to all the local restaurants and shops around town or grab coffee at The Exchange downstairs. The 13 large windows give a panoramic water view of the canal way and downtown. Every detail in this space has been lovingly created with comfort and inspiration in mind. Relax and enjoy this one of a kind location.

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.

Historic Victorian Apt in Downtown Wooster Unit 1
Step back in time to the 1800s in this charming brick Pioneer House in Historic Downtown Wooster. Enjoy the spacious second-floor apartment (approx. 1200 sqft), blending vintage elegance with modern comfort. All while being just a block from local eateries and boutique shopping. *Please note there's construction taking place across the street during daytime hours, which may result in some construction noise during your stay.*

Downtown Wooster Cottage
Welcome! We are so excited to have you! This stylish place to stay is perfect for your family or with your friends trip. This spacious 3 bedroom 1 and 1/2 bath home has all that you need for a good time. It is located at the heart of down town Wooster. Walking distance to the Collage of Wooster, coffee shops, bakeries, bookstores, shopping, and so many adorable restaurants. A short drive to Amish country and so much more.
Popular amenities for Smithville vacation rentals
Other great vacation rentals in Smithville

Victorian gem & private gardens

The Guesthouse at Elm Run Farms

Spacious 3bd Wooster

Cozy Cottage Retreat- Guest House

Cottage in Amish Country

Lucy’s Loft - Historic Pioneer Home

Classic home next to the College of Wooster!

Tranquil Luxury Timberframe
Destinations to explore
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- Cuyahoga Valley National Park
- Mohican State Park
- Rocket Mortgage FieldHouse
- Progressive Field
- Pro Football Hall of Fame
- Rock & Roll Hall of Fame
- Gervasi Vineyard
- Cleveland Browns Stadium
- Case Western Reserve University
- Cleveland Metroparks Zoo
- Boston Mills
- Agora Theatre & Ballroom
- The Arcade Cleveland
- Cleveland Museum of Art
- Mid-Ohio Sports Car Course
- Huntington Convention Center of Cleveland
- Crocker Park
- Edgewater Park Beach
- Ohio State Reformatory
- Malabar Farm State Park
- JACK Cleveland Casino
- Cleveland Museum of Natural History
- Rocky River Reservation
- Snow Trails





