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

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.

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

Mill-View Cottage | Loft King | Near Hocking Hills

Wake up to one of Lancaster's most unique views: a 19th-century grist mill and covered bridge visible from your lofted king bedroom. The Rockmill Cottage, a one-bedroom guesthouse built entirely in craftsman woodwork, is warm and full of character. Perfectly positioned between vibrant downtown Columbus and the caves and waterfalls of Hocking Hills State Park (each about 35 minutes away), the cottage makes an ideal base for weekend adventurers — or a peaceful escape all on its own.

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.

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.