Vacation 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.

Welcoming 1BR Apt in the Heart of Downtown Cville

Located in downtown Circleville, this welcoming second floor apartment has a spacious living room, fully updated kitchen, dining area, in-unit washer & dryer & fast wifi. You will be within walking distance to all downtown restaurants, banks and businesses. Whether you're in town for work, a family get together or play, you'll enjoy this comfortable space. On street & off street parking available. 30 Minutes to Columbus 20 Minutes to Chillicothe/Lancaster *within the Pumpkin Show perimeter

The Opal Cabin at Highland Hill

Take it easy at this charming A-frame cabin nestled in the foothills of Appalachia. Experience a relaxing and convenient stay on the edge of Waverly City limits. Our A-frame cabin is the perfect blend of rustic charm and modern comfort, providing you with an unforgettable getaway. As you step inside, you’ll be greeted by the warm and inviting ambiance of natural wood and large windows that bathe the interior in natural light. Relax in the hot tub & enjoy the scenic view from the balcony.

Winery Cottage - Chevalier Vineyards Hocking Hills

Stay right in the vineyards of a small, farm-to-table, family run winery! The Winery Cottage is a quaint two bedroom cottage tucked far enough away from the winery for complete privacy yet close enough to walk just a few minutes past the vines to enjoy a glass of wine in our winery tasting room. The cottage is nestled alongside a private natural spring pond, and has its own entrance and driveway. Enjoy all the panoramic vineyard views and tranquility that this unique property has to offer.

Roundtown Blue Cottage

Discover a perfect short-term, mid-term rental on a tranquil street located on the north side of " Roundtown" This updated 2-BR, 1-bath combines comfort with convenience. Within walking distance of Berger Hospital, perfect for traveling hospital staff. Enjoy a spacious living area, a fully equipped kitchen, and work space. Just minutes from shops and dining. Famous for Circleville "Pumpkin Show" in October. Great place for traveling workers who need mid-term or short term accommodations.

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.

Moody’s Roost Inn

Welcome to this stunning new loft, where modern elegance meets cozy comfort. Located in a small town. The open-concept layout combines the living, and kitchen areas. The stylish kitchen features rich wooden cabinetry. Enjoy the charming living space with natural light and a tranquil bedroom with tasteful decor and an ensuite bathroom. Lovely balcony perfect for morning coffee or evening drinks. This loft offers unique character and thoughtful amenities for a memorable stay.

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.