Holiday rentals in Ashland County

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Ashland County

Guests agree: these stays are highly rated for location, cleanliness and more.

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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
Home in Ashland
4.98 out of 5 average rating, 43 reviews

Cottage on Maine -Charming little Cottage-

Located in the small village of Mifflin, our cottage is the perfect getaway for couples. Enjoy the hot tub in the private backyard, build a fire in the fire pit and kick back and let the stress melt away. The kitchen is stocked with everything to make your own meals. And if you need a break from cooking check out the local restaurants within walking distance from the cottage! Located only a mile from the public beach and boat launch at Charles Mill Lake and 20 minutes to Mohican State Park.

Top guest favourite
The spacious living area features a large sectional sofa with decorative pillows, a dining table, and an open-plan kitchen showcasing modern stainless steel appliances and a central island. Exposed brick walls reflect the loft's character, while ceiling fans enhance indoor comfort.
Flat in Ashland
5 out of 5 average rating, 68 reviews

The Uptique Loft

Welcome to The Uptique Loft managed by Steve and Miranda. Our stylish loft space is located in the heart of downtown, just steps away from the city's best restaurants, shops, and attractions. Enjoy a spacious layout with modern amenities, including a fully equipped kitchen, sizable living area, and cozy bedroom. Take in the city views right from the dining room table through the large bay window. Perfect for a weekend getaway or extended stay, The Uptique Loft is your ideal urban retreat.

Top guest favourite
Chalet in Loudonville
5 out of 5 average rating, 284 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 fire pit area is featured with four black Adirondack chairs arranged around a circular stone fire pit, surrounded by a gravel surface. Lush green grass and trees form the scenic background, creating a peaceful outdoor gathering space.
Tiny home in Perrysville
4.97 out of 5 average rating, 71 reviews

Peaceful Getaway, Sauna, Trails, Dog-Friendly

We are excited to share this special space with you! Immerse yourself on 23 blissful acres. Explore our trails (approx. 1.25 mi) around the property, pick berries, hunt for mushrooms, write your next book, relax in the infrared sauna or by the fire pit. Perfect for a relaxing getaway in Mohican. High speed WiFi for remote workers looking for a change of scenery. Our tiny home is 500 sq ft and sleeps up to 4. Enjoy a queen bed, pullout couch, fully stocked kitchen, and full-size bathroom.

Top guest favourite
The exterior of the chalet is depicted, showcasing awooden structure with a sloped roof. A covered porch features a single chair, while vibrant flowers add color to the lush greenery surrounding the property. Natural light filters through the trees, creating a serene atmosphere.
Home in Ashland
4.95 out of 5 average rating, 60 reviews

The Chirpy Chalet~ Peace & Quiet~No Cleaning Fees!

CHECK-IN TIME FOR SOME SUNDAY ARRIVALS IS 5PM FOR CLEANING. The Chalet has 2br/1ba on 3+ wooded acres. Whole-house generator, fully-stocked kitchen, propane stove, great Wi-Fi, fenced dog area, W/D onsite, firepit area with picnic table, cornhole, 2 smart TVs, office space & homemade treats. We are near Ashland University, great restaurants and shopping. We're an easy 1-hour drive to Columbus, Cleveland, and Cuyahoga Valley National Park. No cleaning fees, and no chores for you to do!

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, 249 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, 148 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, 103 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
Flat in Ashland
4.99 out of 5 average rating, 110 reviews

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 !!

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, 180 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.

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