Holiday houses in Ashland

Hummingbird Guest Loft

Quaint Guest Loft in the town of Ashland. In the heart of town, within minutes of walking to Ashland University. University is a 5 minute walk. One block from Freer Field with walking paths and where the Ashland Hot Air Balloon Fest is held every July 4th. Short drive to Mochican State Park. Take a hike, mountain bike, ride horses on the many bridle trails, canoe, fish and picnic. Explore the many restaurants, golf courses and farmers market. We will be there for you as often as needed.

The Carriage House- " Stables Unit "

Located in Downtown! Only a couple minute drive or 15 minute walk to the Carousel! 7 Miles from Snow Trails, 3.2 Miles from the Reformatory, 9.7 Miles from Mid Ohio Race Track, 1 Mile from Kingwood Center, Many downtown restaurants ! Coffee shops! Including Antique and Specialty shops. Fully Equipped kitchen w/Full size Refrigerator, Stove/ oven, Keurig Coffee maker and microwave . Cooking & Dinning essentials provided. Door Code will be sent out the day of arrival before check in time !

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.

Clever Oasis Near Mid-Ohio Race Track & SnowTrails

You will be staying in a relaxing, freshly renovated basement apartment with air fryer, hotplate, microwave, toaster, coffee maker & private entrance. Our space is family and business friendly conveniently located just 5 miles from Interstate 71, 10 miles to Mid Ohio Race Track, Snow Trails, Malabar farm, & MANSFIELD Reformatory. Onsite parking and motorcycle friendly with covered parking for motorcycles only. Our home sleeps up to guests with a queen bed and futon.

Cozy Corner

One bedroom studio apartment. One bath. Fully equipped kitchen. Wifi. 65 inch Samsung Smart TV. Quiet neighborhood close to Kingwood Center, close to downtown. Area attractions such as the Old Reformatory, Mid-Ohio Raceway, Snowtrails are a short drive away. Half hour drive to Mohican State Park. Centrally located between Cleveland and Columbus. Unfortunately we cannot accept pets in the unit. Traveling nurses and other traveling professionals welcome for extended stays.

The South House-no extra fees from Host

This century old farmhouse in the middle of town is a great accommodation for visiting the university, our awesome downtown, or our great local parks. 1st floor is primarily office space for my local small biz, while 2nd floor hosts 2 bedrooms & bathroom, & 3rd floor living area. Centrally located, Unique & cozy, nearby highway, food, hiking, university, & hospital. Clean & charismatic! Homeowner or staff sometimes present M-F, 9-2 on first floor. No indoor smoking

Spacious Mid-Mod Getaway w/ Nature Views!

So much to enjoy under one roof! Get ready for an unforgettable stay. -Pool & poker tables, record player, piano, custom bar -Spacious, unique midcentury home in a cute, quiet, & safe neighborhood -2 cruiser bikes, fire pit, hammock chair, gas grill & view of nature and wildlife -Backyard paths to woods, streams, & biking/walking trails -Golf course across the street. -Walk or drive 5 min to restaurants, groceries, + quaint downtown Extended stays welcome!

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.

Historic Victorian Apt in Downtown Wooster Unit 2

Step back into the 1800s in this charming brick Pioneer House in Historic Downtown Wooster. Enjoy the spacious 1,500-sq-ft first-floor apartment that blends vintage elegance with modern comfort—just one block from local eateries, boutiques, and historic sites. Note: daytime construction across the street may create some noise.

Deluxe Office Guest House

Elegance meets quiet living and plush comfort in this inviting modern office. Our Deluxe Office Guest House is the perfect overnight stay for on-the-go working singles or couples. Featuring a full kitchen, bath, washer & dryer, two work spaces, wi-fi, and TV with electric fireplace and queen size bed.

Charles Mill Lake Quonset Hut • Fire Ring & Kayaks

Experience a stay unlike any other in this restored WWII Quonset Hut—nestled in a quiet lakeside community near Charles Mill Lake. Perfect for outdoor lovers, it offers quick access to public hunting grounds, kayak adventures, and nearby parks like Mohican State Park, Malabar Farm and Snow Trails.

Sycamore Hill Farm

Our historic family farm has 180 acres. The main house has been renovated to reflect a Greek revival kind of architecture that was prevalent in this area during the early 1800’s. The guest house is of new construction and is attached to the garage. It has a private porch attached to the back.