Holiday houses in Ashland

retro ranch

Right off of route 71 and 30, close to downtown Mansfield for a convenient getaway. This cozy ranch has 2 living rooms, 2 bedrooms, an office, 1.5 baths, plenty of off street parking, a garage and spacious backyard with a patio area for kids and pets. Located in a quiet, walkable neighborhood near downtown Mansfield and close to many local attractions, shopping and restaurants. We are happy to accommodate requests if possible. Please give us at least 24 hours notice, as we both work full time.

Trails End- B&O Bike Trail/Mohican/MidOhio race

You will be staying in a relaxing, freshly renovated basement apartment with a fully furnished kitchen, and private entrance. Our space is family & business friendly, conveniently located just steps away from the B&O Bike Trail, 6 miles to Mochican State Forrest, Snow Trails Ski Resort, Malabar Farm, Pleasant Hill Lake, canoeing, & short drive to Mansfield Reformatory, Mid-Ohio Race Track and 31 miles to Cardinal Shooting Center. Our home sleeps 3-4 people with queen size bed and futon .

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.

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

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 !!

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.

The Sweet Spot - 3 bedroom home

The Sweet Spot is nestled in the middle of everything you'd want to visit in Mansfield, OH. Centrally located and is a 5 minute drive to downtown Mansfield and the hospital, 10 minutes away from The Mansfield Reformatory and Snow Trails, 20 minutes away from Mid-Ohio Race Track and Pleasant Hill.

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.