Holiday rentals in Ashland County

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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
A living room is featured with two leather armchairs and a comfortable couch, complemented by a coffee table at the center. Natural light filters through sheer window treatments, and plants add a touch of greenery. Wall decor includes a clock and framed art.
Guest suite in Loudonville
4.97 out of 5 average rating, 158 reviews

Nestled on the Corner of Downtown Loudonville

Were on the corner of downtown Loudonville, just walking distance from downtown shops and restaurants. We have a cozy, fully furnished 2nd floor 2BR suite in the heart of mohican country. We accommodate 4-guest with 2 queen beds. We have 2 smart tvs in the bedrooms. There’s a bathtub with shower, in the living room a flat screen tv, a dining room with a fully stocked coffee bar, a fully equipped kitchen, a back porch with a sitting area and tv. and a balcony to look out downtown Loudonville.

Guest favourite
A spacious living area features a sectional sofa adorned with decorative pillows and a cozy throw blanket. Exposed wooden beams highlight the ceiling, while large windows allow natural light to brighten the room. A textured rug anchors the space, complemented by a modern wall clock.
Loft in Loudonville
4.96 out of 5 average rating, 193 reviews

Historic Main Street Downtown 2BR upstairs Loft

2nd floor downtown spacious apartment available with 2 bedrooms. One king bed and a twin size bed. 2nd bedroom with a queen size bed (must go through the master bedroom to get to the other bedroom). Located in the center of town in Mohican county, close to canoeing, hiking, Pleasant Hill beach & marina, the gorge, fire tower, covered bridge, Landoll’s Castle, & much more! Walk to the local Bistro and grab an amazing meal, East of Chicago right across the street or try Trails End Pizza 2 miles

Top guest favourite
Chalet in Loudonville
5 out of 5 average rating, 283 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
The villa is set beside a tranquil pond, featuring a modern design with large windows reflecting the evening lights. Outdoor seating is visible near the water, and a hot tub sits on the patio, inviting relaxation at sunset.
Villa in Jeromesville
4.95 out of 5 average rating, 393 reviews

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.

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 exterior of a cozy private house features light-colored siding and a welcoming front porch. A red wreath is displayed on the door, and a stone pathway leads to the entrance. Surrounding trees are bare, indicating a calm season, and a white fence encloses the property.
Home in Ashland
4.97 out of 5 average rating, 119 reviews

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!

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
A cozy living area features a light gray sofa and a colorful lamp, creating a relaxed ambiance. The wood flooring connects to an open kitchen area with a bar and high stools, while a vibrant bean bag chair adds a playful touch.
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, 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.

Guest favourite
The cabin is set against a wintery landscape, surrounded by snow-covered trees. A deck extends from the front, offering steps leading up to the entrance. A gravel path is visible, and a seating area can be seen in the foreground, creating a tranquil outdoor setting.
Tiny home in Perrysville
4.96 out of 5 average rating, 323 reviews

Mohican Cabin Private Getaway

Private cabin tucked in the woods, adjoining Mohican State Forest Enjoy a peaceful getaway with easy access to hiking, canoeing, and Mohican area activities on the quieter, more secluded side. Unplug and enjoy the natural setting Please note: The cabin is accessed via a walking path with steps, including stairs to the front door and an open staircase to the loft. The driveway is uphill and gravel, accessible by all cars in Spring, Summer, and Fall

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