Vacation rentals 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.

Luxury Romantic Retreat in Woods with Hot Tub

Relax and enjoy this unique romantic luxury retreat. Craftmanship and charm in every detail. The setting is in the country with the cabin nested just inside the woods with a stream and seasonal waterfall, although easy access to highways. With a relaxing jetted hot tub and 2 screened in porches to relax. A loft with a soft cozy luxury queen bed, kitchen, electric fireplace, one of a kind firepit, beautiful bathroom with antique stain glass windows. Perfect for couples for a romantic getaway.

The Carriage House - Hay Loft Unit

160 Year old Historic Landmark! Located in Downtown! A couple of minute drive/15 minute walk to the Carousel District, Prohibition at the Caverns and Phoenix Brewing! Only 3 miles to the Reformatory, 9.7 Miles from Mid Ohio Race Track, 1 Mile from Kingwood Center & only 7.3 Miles from Snow Trails Ski Resort! -The entrance to this unit is on the RIGHT hand side of the building at the top of the stairs - Door Code will be sent out the day of arrival - We take cleaning very serious...

Little Ranch House-Private and Updated

~Renovated ranch house on 2 acres in the country. Peaceful but not remote. ~Close to I-71/13 north of Bellville- Snow Trails (4.7 mi), Mid- Ohio (9.3), Mohican State Park(13.2), Ohio State Reformatory (10.9). ~Less than 2 mi. to grocery and restaurants. ~ Host can pick up groceries from nearest Wal-Mart ~2 king beds, 1 queen, 2 XL twins, ~2 full bathrooms, new kitchen, washer & dryer. ~Use of garage ~2 Sony smart TVs and internet. ~Max 8 people, 2 pets. Please read complete listing.

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

Black Gables Aframe | Wooded Retreat with Hot Tub

We look forward to welcoming you to the secluded beauty of our space, designed and built by my husband on our 20 acres of wooded property in the rolling hills of Central Ohio. A floor-to-ceiling glass front provides you with a view of fields green in summertime and ripe with goldenrod in the fall, four outdoor deck spaces invite you to relax in the beauty of nature, and a second story loft suite with a soaking tub are ready to provide you with rest and refreshment.

Charming Century House

Located one block from Ashland University, and Freer Field, home to the Ashland Balloon Fest, as well as a 2 min drive from downtown, this private house is comfortably furnished with everything you may need for a relaxing stay. This newly renovated home has a full kitchen with all new appliances, two bedrooms, one full bath, and a spacious common area. Centrally located it is close to a variety of interests, this home is perfect for couples or groups of five!

Downtown unique 4 bedroom Little Red Hen

The Little Red Hen Inn is a charming and expansive top-floor retreat in one of Ashland’s historic buildings. This cozy four-bedroom, two-bath Airbnb showcases unique, original artwork and locally crafted wheel-thrown pottery, creating a vibrant inviting atmosphere. Perfect for relaxing or entertaining, the space offers ample room to unwind with friends and family. ** NO BALCONY CURRENTLY. Under construction. Sleeping arrangements are still the same !!

Apple Blossom by Olde Orchard Cottages

Welcome to Apple Blossom Cottage... We invite you to be our guest! For years Mary + John, the founders of White Cottage Company, dreamed of creating a space for people to retreat to that would be so cozy, peaceful, and relaxing that guests wouldn't want to leave! Their dream is now a reality with the completion of Olde Orchard Cottages Apple Blossom + Sparrow's Nest - nestled within the serene rolling hills in the heart of beautiful Amish Country.

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.