We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Vacation rentals in Orrville

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Orrville

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

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

4.84 out of 5 average rating, 294 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.

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, 212 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

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

4.97 out of 5 average rating, 148 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

4.98 out of 5 average rating, 355 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!

The living area features a modern couch adorned with pillows, a coffee table, and a television on a black stand. A wall display, showcasing the letters 'N', 'C', and 'Y', complements the artistic black-and-white cityscape photo. Natural light fills the space through a nearby window.

Apartment in Massillon

4.89 out of 5 average rating, 327 reviews

Upper East Side Apartment

You'll feel like you are away from it all in this Upper East Side apartment. Updated, modern & fully furnished one bedroom apartment has everything you will need for a comfortable stay. The living room is open to the kitchen & has a kitchen table, two chairs, couch, Roku TV, coffee table & end tables. The bedroom has a new queen mattress, table for work or organizing your belongings, chair & dresser. There is a twin size mattress in the closet for extra guests.

Top guest favorite

A four-poster queen bed is centered in the room, complemented by plush bedding and decorative pillows. Soft lighting is provided by bedside lamps on either side. An artwork hangs above the bed, and light-colored curtains frame a window, enhancing the calming atmosphere.

Apartment in Wooster

4.99 out of 5 average rating, 183 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

An open living area features exposed brick walls and high ceilings, enhancing the spacious feel. A comfortable seating arrangement with a gold sofa and two brown chairs is placed around a coffee table on a decorative rug. The dining area and kitchen are visible in the background.

Loft in Wooster

4.99 out of 5 average rating, 174 reviews

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.

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, 177 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, 315 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, 141 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

The tiny house exterior features a wood and metal facade, complemented by large windows. A pathway leads to the entry door, framed by planters and a small seating area with a chair. Lush greenery surrounds the structure, enhancing the tranquil setting.

Tiny home in Dalton

5 out of 5 average rating, 209 reviews

Tiny House on Jericho with Hot Tub

Reconnect at this unforgettable escape. Everything you need, in a small space! Our tiny house is packed with the necessary amenities and beyond. Relax in the hot tub, enjoy the fire pit (firewood & starter provided), or take a one minute trip to Kidron, where you will find the world-famous Lehman's store. We are also less than 30 minutes from Berlin, Ohio and all the shops and restaurants it has to offer.

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, 192 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.

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations with great services and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Orrville vacation rentals

Free parking on premises

Air conditioning

Other great vacation rentals in Orrville

Top guest favorite

A rustic retreat is set among vibrant autumn foliage, with the structure reflecting in a tranquil pond. Towering trees display golden and orange leaves, enhancing the serene landscape around the home.

Home in Doylestown

5 out of 5 average rating, 27 reviews

Rustic Lakefront Retreat

Top guest favorite

A game room is presented with a bright neon 'Game Room' sign and a large air hockey table positioned in the foreground. A circular table with six wooden chairs occupies one side, while a console shelf featuring games and decorations is visible against the wall.

Home in Wadsworth

4.98 out of 5 average rating, 47 reviews

House with EV charger and game room.

A spacious bedroom is illuminated by natural light from large windows, enhancing the neutral color palette. Two armchairs are positioned beside a wooden coffee table, while a work desk with an antique typewriter adds a touch of character. A decorative mirror complements the design.

Apartment in Wooster

4.87 out of 5 average rating, 62 reviews

The Writer’s Nook- Feel at home in Wooster

Top guest favorite

An elegantly designed kitchen features light grey cabinetry and a wooden countertop, complemented by a contemporary stove and ventilation hood. Natural light floods in through a window above the sink, while stylish pendant lighting adds a modern touch. Open shelving displays kitchenware and decorative items.

Home in Wooster

4.95 out of 5 average rating, 78 reviews

Downtown Wooster Cottage

Top guest favorite

An outdoor living space features a wooden deck illuminated by string lights. Seating areas are provided, including a small table and two chairs. A cozy seating arrangement is positioned near a tree, enhancing the natural surroundings.

Shipping container in Dalton

5 out of 5 average rating, 37 reviews

Wildwood Retreat

A modern living area features a light-colored sofa and two orange accent chairs, arranged to promote conversation. Large windows offer natural light, while decorative elements include a small plant and a round coffee table. A soft area rug enhances the comfort of the space.

Apartment in Wooster

5 out of 5 average rating, 10 reviews

Liberty Beall Executive Loft

Top guest favorite

A charming exterior in a suburban setting features a well-maintained stone and siding facade. The two-story structure is complemented by a neat driveway, a single-car garage, and landscaped greenery. Large windows provide ample natural light, contributing to a welcoming atmosphere.

Home in Canal Fulton

5 out of 5 average rating, 40 reviews

Amazing 4 Bedroom Townhouse

Top guest favorite

A charming entrance leads into a cozy cabin space. Light-colored wooden walls enhance the warmth of the room. A comfortable seating area is furnished with a striped blanket and a small heater. A bedroom door and a window, revealing natural light, provide an inviting atmosphere.

Tiny home in Wooster

5 out of 5 average rating, 53 reviews

Welcome to The Cabin at CT Farms!

Destinations to explore