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.

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 3 guests with a queen bed and futon. Hot tub available!

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.

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 and inviting atmosphere. Perfect for relaxing or entertaining, the space offers ample room to unwind with friends and family. After a day of exploring, return to this artistic haven for a relaxing and memorable stay. Located Down town Ashland !!

Whispering Pines Retreat by Private Lake/ Villa #1

Whispering Pines Retreat #1 This stylish villa is Located 1/2 mile from SR 30. Overlooking a large pond with a swim area and beach. A massive 2 person shower and a hot tub are only a few of the things you will love about this Retreat. This listing is for Villa and lake #1 and is what you are seeing in the photos. There is another Villa and Lake #2 on the same property. If you want to book both on the same days you can do so by going to my profile and finding the other listing there.

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 | Hot Tub and Pellet Stove

We look forward to welcoming you to the secluded beauty of our space, designed and built by Kenny 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.

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!

The Carriage House- "Coachman's Inn unit"

160 Year old Historic Landmark, Centrally located in downtown Mansfield! Just a couple minute drive to Prohibition at the Caverns or about a 15 minute walk to the Carousel District! Originally built as a Carriage Barn for the Bissman Family circa 1860 ...Only 3.2 Miles from the Reformatory, 9.7 Miles from Mid Ohio Race Track, 1 Mile from Kingwood Center & only 7.3 Miles from Snow Trails Ski Resort! Rest assured we take cleaning very serious!

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.*

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.