
Holiday rentals in Circleville
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Top-rated holiday rentals in Circleville
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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

Private Fun Barn~Hot Tub~Pool Table~Karaoke
Fun Barn NEW for 2025!!! Take a step of serenity into our Norwegian inspired Hocking Hills Lodge. Luxuriously designed and perfect for large families, friends, wedding parties, and even corporate retreats. Enjoy a campfire under the stars, relax in the oversized hot tub, or embrace your competitive side in the Fun Barn! Locally owned and available 24/7. Hocking Hills Hikes: Rockhouse: 14mi Cantwell Cliffs: 19mi Conkle's Hollow: 19mi Old Man's Cave: 22mi Support small businesses, Book Now!

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 Loft - Chevalier Vineyards Hocking Hills
If there is one phrase that we would use to describe The Winery Loft, it is “attention to detail.” We spent over a decade building Le Petit Chevalier Vineyards and Farm Winery, and we are thrilled to open this unique experience up to guests! You can sleep where the rainbow ends! The Winery Loft features a spacious open floor plan, located on the second floor of our winery. Despite its openness, the loft is completely climate controlled, thoughtfully decorated and invites to simply relax.

Briar Vale ~ Fairy tale cottage
Unlock your own fairy tale at our secluded couples cottage. This magical tiny home is the perfect place for a romantic getaway or snuggling up with a cup of coffee and a book. Relax on the covered porch while the birds sing and butterflies drift by. There's also a bonus bunk room for your little ones. -15 minutes from Old Man's Cave and downtown Logan -Private hot tub, outdoor fireplace, and patio -Firewood on site -Full kitchen -Frame TV -Window nook -Towels for bathroom and hot tub

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

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.

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.

The Ledges Cabin at Blue Valley
The Ledges Cabin is a luxury stay that sits on 35 wooded acres filled with sandstone cliffs, caves, flora, and fauna. It has three bedrooms and a pull out couch, a full kitchen, a wood-burning stove, and massive windows with a great view of the Ledges. It also has an eight-seat hot tub, a large deck, firepit, plenty of hiking with beautiful rock outcroppings, and a creek that runs through the middle of the property.

The Principal: Modern Townhome in Downtown
Three bedroom townhome located on the top two floors of a recently renovated historic building in downtown Chillicothe. The living room is a beautiful, two story space featuring windows that overlook one of the busiest areas of downtown Chillicothe. Modern decor paired with historic elements, help provide the perfect space for a relaxing and cozy feel while providing a high-end experience.
Popular amenities for Circleville holiday rentals
Other great holiday rentals in Circleville

The Cycologist

Hibernation Station

Welcome To Twin Run Farm!

Howdybrook Basecamp | Hocking Hills Cabin

Parkview Hilltop House

The Main House @ Tarlton’s Edge

Twelve34 House + Penthouse-Style Woodland Luxury

Woodland view-Green Log Cabin
Quick stats about holiday rentals in Circleville

Total holiday rentals
Explore 10 holiday rentals in Circleville

Nightly prices starting at
Circleville holiday rentals start at ₹5,647 per night before taxes and fees

Verified guest reviews
Over 1,100 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of Circleville holiday rentals include wifi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Circleville rentals

4.8 Average rating
Circleville stays are highly rated by guests – averaging 4.8 out of 5!
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- Hocking Hills State Park
- Ohio Stadium
- Columbus Zoo and Aquarium
- Easton Town Center
- Historic Crew Stadium
- Greater Columbus Convention Center
- Franklin Park Conservatory and Botanical Gardens
- Ohio State University
- Zoombezi Bay
- John Bryan State Park
- Muirfield Village Golf Club
- Lake Logan State Park
- Ohio University
- Schiller Park
- Schottenstein Center
- Nationwide Arena
- Columbus Museum of Art
- Otherworld
- Hocking Hills Winery
- Deer Creek State Park
- Legend Valley
- Ohio Expo Center & State Fair-W
- Highbanks Metro Park
- Rock House




