Family-friendly holiday rentals in Ashland County

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.

POOL OPEN | Hot Tub | Near Mohican | Sleeps 16

Welcome to The Billy Pig Lodge — your private group getaway, set on 7 private acres and designed for making memories, this spacious retreat is perfect for family vacations, friend weekends, reunions, golf trips, and relaxing escapes in every season. Why Guests Love It Private pool for sunny summer days Hot tub for evenings under the stars Sleeps up to 16 comfortably Close to hiking, canoeing, golf, and all the adventure of the Mohican area Great spaces to gather, dine, relax and reconnect

Creekbank Chalet

BRAND NEW 2021!! Come enjoy a quiet, relaxing retreat in our spacious, bright chalet, beside a rippling creek. Spend time indoors, cooking delicious meals in our fully stocked kitchen, resting near the cozy electric fireplace, reading books or streaming your favorite entertainment. Get competitive with a game of ping pong, "hang out" in hammocks, indoors or out, build a blazing bonfire or splash in the creek! Fire up the grill, relax in the 6 person hot tub, or swing on the front porch.

Whispering Pines Retreat by Private lake/ Villa #2

Whispering Pines Retreat #2 Kick back and relax in this calm, stylish space. Only 1/2 mile off 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 things you will love about this retreat. This listing is for Villa and lake #2 and is what you are seeing in the photos. There is another Villa and Lake #1 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 #1 there.

The South House-no extra fees from Host

This 120 year 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 business, 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

The Round House @ Pleasant Hill SnowTrails/Mohican

The open floor plan & wrap around outdoor deck lends itself for an awesome gathering place for family and friends. Sleeps 6-8 with three bedrooms offering queen beds and a bonus sofa sleeper in living area, 2 full bathrooms, well equipped kitchen. Beautiful views of the golf course & seasonal views of the lake. There is plenty available to do! Enjoy Pleasant Hill lake, hiking, kayaking, skiing or an evening with indoor games, outdoor fire pit at The Round House.

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!

Mohicanville Hideaway

Enjoy a tranquil getaway at this cozy and historic 1836 log home in the woods. During your stay, you will be greeted with a tasteful mix of antique features, Amish craftsmanship, and comfort. Start your day with a cup of coffee or tea on the screened porch in the company of the deer who often visit. End your day relaxing in the hot tub or unwinding next to a wood-burning fire (inside or out) before luxuriating in bamboo sheets for a restful night's sleep.

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 !!

Mystic Cliffs Hideaway

Mystic Cliff offers a beautiful setting for families and friends to get away and make memories. This newly renovated 3 bedroom home is nestled on 7 wooded acres for you to explore. Enjoy the scenic firepit on top a large standing rock formation. And watch the wildlife roam. Even from the front porch. It is conveniently located just a few miles from Mohican State Park. With trails, a river, adventures, places to eat, Landoll's Castle and more.

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.