House holiday rentals in Ashland

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Quick stats about house rentals in Ashland

  • Total holiday rentals

    Explore 10 holiday rentals in Ashland

  • Nightly prices starting at

    Ashland holiday rentals start at $90 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,140 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    10 of Ashland holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Ashland rentals

  • 4.9 Average rating

    Ashland stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated house rentals in Ashland

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

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Guest favourite
The front exterior of a ranch-style home is shown, surrounded by a grassy lawn dotted with trees. A lamp post stands near the entrance, and a flower bed with blooming plants enhances the inviting curb appeal. The driveway leads to a partial view of the garage.
Home in Mansfield
4.85 out of 5 average rating, 102 reviews

retro ranch

Right off of route 71 and 30, close to downtown Mansfield for a convenient getaway. This cozy ranch has 2 living rooms, 2 bedrooms, an office, 1.5 baths, plenty of off street parking, a garage and spacious backyard with a patio area for kids and pets. Located in a quiet, walkable neighborhood near downtown Mansfield and close to many local attractions, shopping and restaurants. We are happy to accommodate requests if possible. Please give us at least 24 hours notice, as we both work full time.

Top guest favourite
A cozy living area features a brown leather sofa and a light-colored armchair, positioned near a side table with a floral arrangement. A patterned wall adds color, and soft lighting is provided by two table lamps. Green drapes frame the windows.
Home in Wooster
4.97 out of 5 average rating, 103 reviews

TheLegacyHouse: Historical Suite Close to Downtown

Welcome to The Legacy House Wooster! This is a charming Victorian home within two blocks from the wonderful downtown attractions, shops and upscale dining. Our grandparents' love for people and hospitality inspired us to create a warm and inviting home where we could share their legacy and traditions with others while restoring their historic home back to it's former beauty. Experience all the amazing opportunities Wooster has to offer while enjoying a unique, comfortable home to relax in!

Guest favourite
A charming home is set among lush greenery, featuring a welcoming front porch and steps leading to the entrance. A well-maintained lawn extends around the property, with a gravel driveway providing access to a single-car garage on the left.
Home in Mansfield
4.89 out of 5 average rating, 102 reviews

The Reformatory Retreat

Perfectly located in central Mansfield at the end of a quiet street. This 2 bedroom home is close to the best of the cities attractions, including the famous Ohio State Reformatory only a 6 minute drive away. Also, conveniently located close to Kingwood Center, hospitals, and Mid-Ohio Raceway. This home has everything you need from cooking your own meals to doing laundry. Enjoy evenings on the back deck or around the firepit. Disc golf basket and discs are provided for your entertainment.

Top guest favourite
A cozy living room is presented with a dark accent wall, featuring a leather sectional sofa and an armchair. A round wooden coffee table is centered on a plush carpet. Natural light filters through a window dressed with yellow curtains, creating a welcoming atmosphere.
Home in Bellville
4.99 out of 5 average rating, 126 reviews

Quaint Century Charm / Porch / Minutes from I-71

Welcome to your home away from home! This recently updated century home is quaint, clean, and comfortable. The home includes a bedroom, full bath & laundry on the main floor. Bedroom 2 and OFFICE are upstairs. The front porch is the perfect place to put your feet up and relax. GREAT VALUE and close to downtown. Bellville is a picturesque Hallmark village conveniently located close to Snow Trails, Malabar & Mohican State Parks, MidOhio Racetrack, Mansfield Reformatory & Amish Country.

Top guest favourite
A tranquil view of a ranch house situated on a lush green expanse, surrounded by a gentle hillside and colorful trees. A white fence delineates the property, enhancing the peaceful rural landscape at sunset, with soft hues in the sky above.
Home in Bellville
5 out of 5 average rating, 242 reviews

Little Ranch House-Private and Updated

~Renovated ranch house on 2 acres in the country. Peaceful but not remote. ~Close to I-71/13 north of Bellville- Snow Trails (4.7 mi), Mid- Ohio (9.3), Mohican State Park(13.2), Ohio State Reformatory (10.9). ~Less than 2 mi. to grocery and restaurants. ~ Host can pick up groceries from nearest Wal-Mart ~2 king beds, 1 queen, 2 XL twins, ~2 full bathrooms, new kitchen, washer & dryer. ~Use of garage ~2 Sony smart TVs and internet. ~Max 8 people, 2 pets. Please read complete listing.

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 front exterior of the home is shown, featuring a wide driveway leading to a single-car garage. A welcoming porch with a small stairway is visible, along with a large window framed by brick accents and surrounded by green landscaping.
Home in Mansfield
4.86 out of 5 average rating, 139 reviews

The Home Away From Home

The Home Away From Home is a peaceful, cozy, family friendly home. We do accept pets with a fee. It is a 3-minute drive to the Ohio State Reformatory (INKCARCERATION), 2-minute drive (10minute walk) to Mansfield Speedway, 10-minute drive to Downtown Mansfield, Hospital, Kingwood Center, Fairgrounds, Richland Mall and many other stores and restaurants, 15-minute drive to Charles Mill, 20-minute drive to Snow Trails, 25-minute drive to Mid-Ohio Racetrack and Pleasant Hill.

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, 115 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
A vibrant collage presents various areas of the midcentury home. Features include a spacious kitchen with modern appliances, an inviting dining area, a stylish green pool table, and a cozy outdoor seating arrangement. The branding logo 'The Rambler' is prominently displayed.
Home in Ashland
4.99 out of 5 average rating, 118 reviews

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!

Top guest favourite
The historic schoolhouse, built in brick, is adorned with warm lighting, creating an inviting ambiance. A unique cupola sits atop the roof, framing the entrance. The backdrop features a serene sunset, casting soft hues across the sky and illuminating the surrounding landscape.
Home in Crestline
5 out of 5 average rating, 118 reviews

Inn a Schoolhouse; circa 1895

Romantic get-away in a historic one-room schoolhouse! We are approx. 15 minutes to most area attractions, restaurants, wineries, shopping and nature! Mid-Ohio Race Track, Ohio State Reformatory-SHAWSHANK; Clearfork Reservoir, Kingwood Center Gardens, Ohio Bird Sanctuary and the beautiful paved Richland B&O bike trail. ALL NEW FOR 2026 - Relax and pamper each other in our newly decorated massage and relaxation room! Dark and moody and very romantic!

Top guest favourite
An elegantly designed kitchen features light grey cabinetry and a wooden countertop, complemented by a contemporary stove and ventilation hood. Natural light floods in through a window above the sink, while stylish pendant lighting adds a modern touch. Open shelving displays kitchenware and decorative items.
Home in Wooster
4.96 out of 5 average rating, 102 reviews

Downtown Wooster Cottage

Welcome! We are so excited to have you! This stylish place to stay is perfect for your family or with your friends trip. This spacious 3 bedroom 1 and 1/2 bath home has all that you need for a good time. It is located at the heart of down town Wooster. Walking distance to the Collage of Wooster, coffee shops, bakeries, bookstores, shopping, and so many adorable restaurants. A short drive to Amish country and so much more.

Top guest favourite
A comfortable living area features two plush sofas and a single armchair arranged around a textured area rug. Natural light filters through partially open blinds, illuminating the space. A decorative plant adds a touch of greenery, complemented by framed images on the wall.
Home in Mansfield
4.95 out of 5 average rating, 177 reviews

The Sweet Spot - 3 bedroom home

The Sweet Spot is nestled in the middle of everything you'd want to visit in Mansfield, OH. Centrally located and is a 5 minute drive to downtown Mansfield and the hospital, 10 minutes away from The Mansfield Reformatory and Snow Trails, 20 minutes away from Mid-Ohio Race Track and Pleasant Hill.

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