Family-friendly holiday rentals in Ashland County

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Ashland County

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Top Guest favourite
A welcoming entrance is framed by a charming wooden fence and lush greenery. A path of stone pavers leads to a white door, flanked by vibrant plants and flowers. Sunlight filters through the trees, creating a serene outdoor atmosphere.
Loft in Ashland
4.99 out of 5 average rating, 246 reviews

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.

Top Guest favourite
An aerial view of a spacious lodge surrounded by lush greenery. A circular pool is positioned on a wooden deck, with a gazebo nearby housing a hot tub. Comfortable outdoor seating and a picnic area are visible in the yard, blending harmoniously with the natural landscape.
Cabin in Lucas
4.93 out of 5 average rating, 145 reviews

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

Top Guest favourite
Chalet in Loudonville
5 out of 5 average rating, 282 reviews

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.

Top Guest favourite
A modern villa sits beside a tranquil pond, with warm lights reflecting on the water's surface. The structure features large windows and a spacious patio with outdoor seating. Surrounding greenery enhances the serene environment, providing a peaceful backdrop.
Villa in Jeromesville
4.94 out of 5 average rating, 247 reviews

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.

Guest favourite
Home in Ashland
4.84 out of 5 average rating, 147 reviews

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

Guest favourite
The round house features a welcoming exterior with a spacious wrap-around deck that leads to the entrance. A gravel driveway approaches the structure, surrounded by well-maintained grassy areas and a variety of trees, creating a serene setting.
Home in Perrysville
4.97 out of 5 average rating, 125 reviews

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.

Top Guest favourite
The historic log home is set amidst lush greenery, surrounded by trees and hosta gardens. The front features a stone path leading to a welcoming porch, with flower boxes lining the windows. A gravel drive provides access to the tranquil wooded setting.
Home in Jeromesville
5 out of 5 average rating, 101 reviews

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.

Top Guest favourite
A cozy firepit area is surrounded by a circular arrangement of stone seating. Softly glowing string lights are hung overhead, illuminating the gravel space. The setting is nestled against a backdrop of trees, providing a serene atmosphere for gatherings.
Home in Loudonville
4.98 out of 5 average rating, 176 reviews

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.

Top Guest favourite
A spacious cabin is nestled among the trees, featuring a metal roof and wooden exterior. Outdoor seating areas are available, including picnic tables and a shaded umbrella, inviting relaxation amid the natural surroundings. The American flag gently sways in the breeze.
Cabin in Loudonville
4.93 out of 5 average rating, 100 reviews

Down Memory Lane

In the rolling hills of western Holmes County Ohio. Minutes from Mohican Forest, Malabar Farm, Amish Country, the wine trail and Wally Road Recreation area all near Loudonville, Ohio. Secluded for a quiet , relaxing time. Also, available on the property is the Down Memory Lane Event Center that can accommodate 50-100 people. Private message for details.

Top Guest favourite
The exterior of the Quonset Hut is showcased, featuring an arched design with blue siding. Two kayaks, one red and one yellow, are secured against the wall. A stone pathway leads up to a set of steps, surrounded by lush greenery and trees.
Hut in Ashland
4.99 out of 5 average rating, 192 reviews

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.

Top Guest favourite
The main house, showcasing Greek revival architecture, is complemented by a new guest house attached to the garage. A spacious lawn is adorned with a circular stone flower bed and a fountain, under a vibrant sky dotted with clouds.
Guest suite in Ashland
5 out of 5 average rating, 358 reviews

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.

Top Guest favourite
The modern kitchen features sleek black cabinetry and a spacious countertop. Essential appliances include a refrigerator, oven, microwave, and toaster. Open shelving displays glassware and plates, while under-cabinet lighting enhances visibility. A window allows natural light to enter, illuminating the space.
Home in Ashland
4.99 out of 5 average rating, 181 reviews

Cozy Ashland Cottage - Close to Downtown

Welcome to our cozy Ashland cottage! The home is located just 3 minutes from downtown, 4 minutes to Ashland University, and just over 10 minutes to I71. The home is fully stocked with all of the essentials you will need for a great stay in our little town!

Popular amenities for Ashland County family-friendly rentals