
Vacation rentals in Rittman
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Top-rated vacation rentals in Rittman
Guests agree: these stays are highly rated for location, cleanliness, and more.

Pleasant View Farmhouse and Pickleball Court
Situated on 80 acres of farm land, this large home is an ideal setting to relax and connect with family and friends! Built in 1904, the house has been restored to much of its original beauty. Aptly named, the setting provides views of picturesque rolling hills and spectacular sunsets. Recently, an outdoor pickleball court was built. Located approx. 20 min. from Canton & from Amish country. It is adjacent to Peacock Ridge, a barn wedding site. It is less than 1/2 mi to the Sippo Valley trail.
4.95 out of 5 average rating, 290 reviews
Cozy, Private Apt, 500ft from Wadsworth Square
Cozy one bedroom apartment, three minute walk to downtown Wadsworth! The Downtown Wadsworth Square includes Wadsworth Brewing Company, Valley Cafe, Public Library, Save A Lot and many other restaurants and shopping. This is the perfect unit for business travelers! This unit is a private upstairs apartment of a multi family home. Please review the pictures to see the staircase you need to climb. It is 600 square feet, including a full kitchen, office nook, private bathroom, and Queen size bed.
4.91 out of 5 average rating, 254 reviews
Hidden gem - Home away from Home. Newly remodeled
Walking distance to all downtown Wadsworth has to offer, this 3 bedroom, 2 full bath home loaded with charm will be perfect for your next stay. The main level with original hardwood floors, offers great space for hosting or just needing room to spread out. Sleeping arrangements will be an ease with a king, queen and bunk beds. Gaming area for the family, stocked bathrooms with soaps/shampoos and linens will make your stay easy. We hope you enjoy Wadsworth, and can’t wait to host your group!
5.0 out of 5 average rating, 38 reviews
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!
4.93 out of 5 average rating, 204 reviews
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!
4.98 out of 5 average rating, 362 reviews
KING BED*Historic*Charming Updates*Walk 2 Town Sq*
Welcome to our home located in the heart of Historic Medina Ohio! It is a charming 3 bedroom 1 bathroom colonial with beautiful updates and also maintaining much of the home's original character. Located 35 miles south of Cleveland, 24 miles west of Akron and 111 miles north of Columbus. Medina offers a variety of Dining and Attractions within the city and surrounding areas for you to enjoy! Walk to the square and enjoy a variety of events planned throughout the year.
4.99 out of 5 average rating, 169 reviews
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.
4.99 out of 5 average rating, 427 reviews
Pvt. Cabin 30Ac. Horses, Pool, River & Trails
Nestled in a peaceful rural setting, this fully appointed upscale cabin rests on a breathtaking property in a lush valley. Scenic wooded trails meander along the West Branch of the Cuyahoga River, offering a tranquil escape into nature. Panoramic views showcase rolling hills, a serene, elevated porch view, vibrant seasonal foliage, towering pines, and abundant wildlife-creating a truly unforgettable retreat.
4.99 out of 5 average rating, 118 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. 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.
4.85 out of 5 average rating, 241 reviews
Sycamore Hill
Relax with the whole family at this peaceful place to stay. Cabin sits on 4 acreas of hill and wooded areas. Main guest area has many new updates including new kitchen, new master bath, updated main bath with tankless hot water heater, new floors, lighting, window blinds, and gas fireplace. 4 Bedrooms feature 1 King Size Bed, 2 Queen Size Beds, and 2 twin air mattress
4.96 out of 5 average rating, 112 reviews
Star Lane garden apartment with pool
Enjoy a peaceful stay in a quiet neighborhood at the end of a dead‑end street. Just 5 minutes to the highway and 40 minutes to Cleveland Airport. Close to Portage Lake State Park, River Styx Park, Hinckley Reservation, Cuyahoga Valley NP, and Akron University. Golf courses nearby, plus Amish Country attractions. A safe, family‑friendly base to explore the area.
5.0 out of 5 average rating, 9 reviews
Charming restored country farmhouse
Relax in this peaceful and serene country setting. Ridgetop golf course across the street, house has a fire pit, that will be stocked in season, feel free to sit by small lake. Great local restaurants and wineries near by. We pride ourself on the cleanliness of our home and we are confident you will love staying here.
5.0 out of 5 average rating, 110 reviewsPopular amenities for Rittman vacation rentals
Other great vacation rentals in Rittman

Rustic Lakefront Retreat
5.0 out of 5 average rating, 60 reviews
Wadsworth Townhome 3 bed 2.5 bath
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Serenity of Seville
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The Guesthouse at Elm Run Farms
5.0 out of 5 average rating, 57 reviews
Shorefield Retreat, Walk to The Lake, Pet Friendly
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The JoKo Cottage
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Summer Retreat near Cuyahoga Valley National Park
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Amazing 4 Bedroom Townhouse
5.0 out of 5 average rating, 73 reviewsDestinations to explore
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