Holiday rentals in Circleville

The Happy Place, in historic uptown Circleville

Housed in the 1859 Jones Building, the Happy Place keeps the integrity of the original space with meaningful updates. High ceilings, original decorative fireplaces, newly refinished original hardwood floors and a billiards room. Located in historic uptown Circleville, just steps away from dining, the Ted Lewis Museum, Wittich's Candy Shop - the nation's oldest family owned and operated confectionary. 30 minutes to downtown Columbus and 30 minutes to the Hocking Hills and Deer Creek State Pk

Glass Cabin | Cavern & Falls | Hot Tub | Hocking

Inspired by mid-century modern design, The Ledge features expansive floor-to-ceiling windows and outdoor seating areas designed to showcase the surrounding cavern and seasonal waterfalls. Nestled along a secluded, forested drive on 24 private acres, every detail has been thoughtfully curated for your comfort. The Ledge offers WiFi, a hot tub, indoor and outdoor fireplaces—creating the perfect balance of luxury and nature. Secluded, yet conveniently located for all your Hocking Hills adventures!

Charming Historic District 3-Bedroom Townhouse

Bring the whole family to this Historic Home with lots of room to relax. This Federal Style home was built in 1835 and has three bedrooms, two baths, kitchen, dining room and living room. Features include hardwood floors, 12' ceilings and modern decor. Enjoy all that Circleville has to offer: within walking distance to Lindsey's Bakery, Wittich's Candy Shop, local restaurants & shopping. The dining room offers seating for everyone and the kitchen has everything you need for the family.

Terrace Farmhouse - Chillicothe, OH

Are you in need of rest and relaxation? Want to kick back after a day of exploring the wonderful things our city has to offer. Conveniently located within 10 minutes from downtown Chillicothe, Ohio and only minutes away from Adena, Kenworth, VA Medical Center, Great Seal State Park, and Hopewell Culture National Historic Park. And only 36 miles away from Old Man’s Cave in the Hocking Hills. This home has a security camera located in the breezeway for property security only. #51863

Red Fox Hollow

Welcome to Red Fox Hollow, your idyllic Hocking Hills escape. A beautiful Amish built cottage that backs up to a creek with all the amenities you could ask for in a vactional rental. Red Fox Hollow sleeps 6 with 1 Queen Bed, a loft with 2 Twin Beds (and a pull out trundle), and a Queen pull out couch. We are in a great private location that is 10 minutes from Clear Creek Metro Park and Christmas Rocks, 20 minutes from Cantwell Cliffs and Rockhouse, and 30 minutes to Old Man's Cave.

Roundtown Blue Cottage

Discover our perfect short-term, mid-term rental 35 miles south of Columbus, Ohio. This updated 2-BR, extra room with futon, 1-bath, combines comfort with convenience. Within walking distance of Ohio Health (Berger Hospital), perfect for traveling hospital staff. Enjoy a spacious living area, a fully equipped kitchen, and work space. Just minutes from Ohio Christian University, Sofidel, and PPG. Great place for traveling workers who need mid-term or short term accommodations.

Charming Historic Home Near Downtown Chillicothe

Discover the charm of Chillicothe in this beautifully preserved 1-bedroom, 1-bathroom historic home. Centrally located, you'll have easy access to the city's vibrant downtown, with its array of unique shops and restaurants. Explore nearby attractions, such as Yoctangee Park, Tecumseh! Outdoor Drama, and Mound City, all just a short distance away. Whether you're here for business or pleasure, this is the perfect home base to experience all that Chillicothe has to offer.

Dragonfly Inn (Only 40 min to Hocking Hills area)

We love old churches & would rather repurpose than let them fall into disrepair, welcome to the Dragonfly! Two identical king en-suite bedrooms, & a loft with 6 extra long twin beds which could also be rearranged to make 3 kings. A half bath on the main floor. Min age 18. No pets. Signed rental agreement and ID upload required. Refundable Damage Deposit of $300 charged 3 days prior to arrival. Check-In Time: 3:15 PM or later Check-Out Time: 10:45 AM or earlier

Shady Pines

Welcome to this cozy townhome! This 2 bedroom townhome provides all the amenities to make your stay at this Circleville property very enjoyable! With a fully stocked kitchen, with a microwave, toaster, coffee maker, plus all the utensils. Each bedroom is furnished with a full size bed. TV and dresser.Private outdoor patio space at the rear of the property. Centrally located, within walking distance to Circleville, OH-Downtown restaurants, shops, and bars.

Exit Way Out Inn

One floor apartment with street parking right in front of entrance or off street available in alley with access to back entrance. Only minutes away from many amenities, historic downtown, beautiful Yoctangee Park, restaurants, shopping, Adena Health systems and less than 2 miles from Hopewell Culture National Historic Park designated World Heritage Site. Less than a block away enjoy coffee and pastries that specializes in roasting their coffee beans.

1846 Farmhouse Retreat | Near Hocking Hills

Wake up to a view of a 19th-century gristmill right outside your window — then walk across the street to explore it. The Rock Mill Farmhouse is a thoughtfully renovated 1846 home that was once the dwelling of the mill's keeper, and it still carries that history in every room: exposed original siding and beams, a winding staircase, an original A-frame ceiling in the upstairs bedroom, and a few charmingly low doorways that keep tall guests humble.

The Outlook

Escape to the breathtaking beauty of Hocking Hills with The Outlook, our cabin that promises an unforgettable retreat. Nestled amidst nature's serenity, this cabin offers a fusion of rustic charm and modern luxury. High speed Wi-Fi!! No cleaning fee!! The cabin boasts a beautiful kitchen, loft queen bedroom, pull-out queen bed in the living room below. Outdoor propane grill, brand new hot tub, and a stone outdoor fireplace.