Vacation rentals in Orrville

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Top-rated vacation rentals in Orrville

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Top guest favorite

A two-story house features a front porch adorned with white rocking chairs and surrounded by greenery. A covered roof extends over the entrance, while a large tree casts shade on the lawn, which is well-kept and leads up to a paved sidewalk.

Home in Dalton

4.95 out of 5 average rating, 170 reviews

The Blacksmith House of Kidron

Our house is conveniently located in heart of Kidron, just a 2 minute walk to the square. We offer the convenience of small town living with a country feel. Lehman's Hardware (voted best destination in Ohio's Amish country) is a short 2 minute walk. Kidron community park, Kidron Town & Country store, Kidron pizza & Ice cream as well as MCC thrift shop are a short walk away! As well as Berlin, Canton (home of the Football Hall of Fame) , Wooster & Sugarcreek are just a short 20-30 minute drive.

Superhost

A cozy sleeping area features a spacious bed with a textured blanket and decorative headboard. Two accent chairs sit beside a small side table, complemented by warm lighting from bedside lamps. Soft rugs cover the floor, adding to the welcoming atmosphere.

Apartment in Wooster

4.83 out of 5 average rating, 287 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.

Guest favorite

A bright living area features light green walls and two windows fitted with two-tone blinds. A dark coffee table sits at the center, surrounded by a gray sectional sofa adorned with checkered cushions. A wall clock and decorative art enhance the space, while a door leads outside.

Vacation home in Smithville

4.85 out of 5 average rating, 205 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.

Top guest favorite

A large two-story house is depicted with a yellow exterior, featuring a welcoming porch supported by white columns. Snow rests on the roof and the surrounding branches, while symmetrical windows allow natural light to illuminate the interior. The overall structure reflects classic architectural design.

Home in North Lawrence

4.96 out of 5 average rating, 263 reviews

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 minutes from Canton and from Amish country. It is adjacent to Peacock Ridge, a barn wedding site and near to the Sippo Valley trail.

Guest favorite

A cozy seating area is visible through a set of double doors, featuring two armchairs with light-colored cushions. A small table with a lamp stands between the chairs, and large windows overlook a green outdoor space, allowing natural light to fill the room.

Home in Wooster

4.97 out of 5 average rating, 177 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.

Top guest favorite

The exterior of a two-story century home is displayed, featuring pale yellow siding with pink trim. A small porch area is noted, adorned with planters and a welcoming sign. An American flag hangs from the front, while greenery surrounds the home, contributing to a bright and inviting atmosphere.

Home in Canal Fulton

4.96 out of 5 average rating, 140 reviews

Tandem Trails Guestroom- Charming Century home

Tandem Trails is now open to guests year round with even more amenities. This is now a completely private space available for up to 7 days at a time. The home now offers a TV/sitting room that can be converted to a second bedroom with a sleeper ottoman and a futon-type couch. This makes it more accessible to groups such as cyclists traveling together, wedding guests, or a small family. Tandem Trails will only book one group/family at a time. The hosts have moved 3 properties away.

Top guest favorite

The exterior of a charming log cabin is displayed, showcasing a dark wooden facade and a metal roof. A welcoming porch with seating is present, accompanied by neatly landscaped greenery and a stone walkway that leads to the entrance.

Cabin in Sterling

4.99 out of 5 average rating, 353 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!

Top guest favorite

The kitchen features modern appliances set against an exposed brick wall, creating a warm atmosphere. Ample cabinetry provides storage, and a central island offers additional workspace. A double sink is complemented by sleek fixtures, while natural light filters through nearby windows.

Apartment in Wooster

4.99 out of 5 average rating, 169 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.*

Top guest favorite

The exterior of the apartment displays a well-maintained facade with flowering plants in vibrant hues. A welcoming porch is visible, featuring a seating area. The surrounding lawn is expansive and green, with trees and additional vegetation in the background, enhancing the rural setting.

Apartment in Apple Creek

4.99 out of 5 average rating, 174 reviews

Esther's Amish Country Apartment

Esther's Amish Country Apartment is spacious (960 sq. ft. of living space) located on a beautiful quiet 2 acre property. It has a full kitchen, roomy living room area to relax, queen size bed and walk-in shower; additionally, Armstrong Cable with access Netflix, Prime, Apple TV and excellent WiFi for your entertainment We are an easy 15-20 drive to tourist attractions in the area. *** Read "Other things to note" below for details.

Top guest favorite

An open-concept living area features exposed brick walls and high ceilings with dark beams. A large island sits in the kitchen, while comfortable seating is arranged nearby. Multiple windows provide natural light and a view of the surroundings, enhancing the spacious feel of the loft.

Loft in Canal Fulton

5 out of 5 average rating, 304 reviews

Brick Loft in Historic Downtown Canal Fulton

Located in the heart of 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 in shop 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.

Top guest favorite

The open living area features warm wood flooring and exposed brick walls. A spacious seating arrangement includes a dark leather sofa and a tufted coffee table. The kitchen boasts white cabinetry, stainless steel appliances, and a breakfast bar with two stools. Natural light filters through the window.

Loft in Wooster

4.98 out of 5 average rating, 136 reviews

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.

Top guest favorite

A comfortable sofa is adorned with two decorative pillows and a patterned throw blanket. A small side table holds a tissue box and remote control. Soft lighting from a nearby lamp creates a cozy ambiance, and a wall art piece featuring llamas adds a unique touch.

Apartment in Wooster

4.95 out of 5 average rating, 187 reviews

Private, spacious 1 bedroom apt near Amish Country

Enjoy a private 1 bed, 1 bath, full kitchen, private patio, close to downtown Wooster, 1.5 mi from OARDC/Secrest Arboretum, 3.5 mi to College of Wooster, 1 hr drive to CLE airport. Enjoy the heart of Amish Country while saving money being 30 min away from the tourist hub! Family lives on-site (above the airbnb) so some dog and kid noise expected. Plenty of parking for 2 cars. Apt is self-check in.