Vacation rentals with a pool in Chillicothe

Fenced Yard + Hot Tub | Autumn Family Getaway

Family-friendly cottage on 5 acres with a fenced yard, king bed + bunk room. Just minutes from Hocking Hills trails & waterfalls. Escape to SunsetCottageHockingHills ✨ Set on 5 acres, this renovated 2BR, 1BA retreat offers a king bedroom, 2 bunks with doubles, and a fenced yard—great for kids and pets. Relax by your private stocked fishing pond or explore nearby trails, waterfalls, and attractions. Blending charm and comfort, Sunset Cottage is the ideal woodland escape for families and friends.

Carriage House 1840: Downtown Lux, Hot tub, Pool

Welcome to Carriage House 1840. The carriage house is on the property of one of Historic Downtown Lancaster's oldest homes and only steps away from museums, restaurants and all that downtown Lancaster has to offer. The carriage house was built around 1840 and is the original structure updated with modern luxury amenities. Upon entering the carriage house, you will be met with a fully equipped kitchen and a full private bath, then proceed up the stairs to the loft portion and enjoy your stay.

Heated Pool & Pickleball May 1st to October 31st

This modern property is located in the heart of Hocking Hills. 4200 Sq Ft, 3 levels, built in 2019. 5 bedroom with 3 1/2 bathrooms, on 4 acres (Sleeps 16) Features 24' heated inground-above ground pool & Custom Pickleball. Both seasonal (May-October) The Pool and Pickleball add more to this special property. The pool gathering space with additional seating & grill gives you another area for all to enjoy. The rear deck offers year round hot tub for 7 with gazebo, grilling, & seating for all

Eden Acres | Pool | Pool Table | Private Estate

Welcome to Eden Acres, a stunning lodge with ridge-top views of Hocking Hills, accommodating up to 14 guests with 4 bedrooms and 3 bathrooms. Enjoy a seasonal outdoor heated pool, a year-round hot tub, and an oversized firepit on the 22-acre property. Located minutes from Hocking Hills attractions, the lodge includes a full kitchen, laundry, pool table, Smart TVs, and free WiFi (Starlink). A whole house backup generator ensures peace of mind. Guests must be 25+ to rent! 4x4 recommended.

Bellawood Farmhouse

Bellawood Farmhouse is a one of a kind Agritourism experience! This 1800’s French Country brick home is nestled on 82 acres of beautiful active farmland. The updated chef’s kitchen is equipped with a 48”, 6 burner gas range, double ovens, a pot filler and 7’ custom fridge. The large island, buffet and dining table make this home perfect for large gatherings! Outside you will find a secluded in ground pool, out door dining, lounge area and outdoor bar and grill designed for entertaining.

Hocking Hills Escape: Spa Pool, Trails & Firepit

The Ember is an ideal retreat for smaller groups, families, couples & honeymooners. The Ember offers a private setting with a modern, inviting interior. Enjoy the convenience of a private year-round HEATED spa-pool just steps from your backdoor, perfect for refreshing dips! A rental agreement is required; along with an online check-in form to confirm guest details. This is part of our standard booking process to ensure a smooth and secure stay for everyone! Questions? Let us know!

The Brady Retreat|Hot tub|Pool

This cottage offers a tranquil escape from the hustle and bustle of everyday life. With its charming rustic decor and modern amenities, you'll feel right at home in this secluded oasis. Curl up by the fireplace or take a dip in the hot tub as you bask in the scenic views of the surrounding forest. Whether you spend your days hiking through the nearby trails or simply lounging by the pool, this cottage is the perfect spot for a romantic getaway. Book your stay today!

Pine Run-Hocking Hills:13 Acres.Hot Tub.Disc Golf

Get back to nature without sacrificing any of the comforts. Our family's home is set atop 13 beautiful, wooded acres, complete with a hot tub, disc golf, wildlife, and beautiful sunsets. Perfectly located close to Hocking Hills State Park, Wayne National Forrest, and Boch Hollow State Nature Preserve. Perfect for two families to make lasting memories. Only 5 minutes from Logan for provisions, activities, and restaurants when tired from a day of hiking. #00532

Huge historic home. Fully renovated.

My wife and I bought this house at a sheriff sale. We didn’t buy it with our brain, we bought it with our heart. “How stupid was that” We couldn’t continue to watch this unique house continue its march toward too far gone to fix. It’s way to big for us to live in so. Please enjoy your stay and we hope you can find it in your heart to give us a good review. If you can’t, please let us know what we could do better.

Upscale Downtown Apartment

This upstairs upscale apartment is located in downtown Historical District and walking distance to many restaurants, shops, antique stores, Churches, and a block to the Courthouse. 2 bedrooms, full bathroom, kitchen with everything you need, and a large living room with large screen TV with workspace. You can see uptown or downtown with the large bay window. This unit was designed for your comfort and convenience.

Nature lovers delight!

Delight in a quiet country getaway, nestled in the rolling hills of southeast Ohio. Sit on the covered deck and listen to the night sounds of crickets, whippoorwills and owls. Gaze up at the millions of stars on a clear night. Enjoy bird watching from the front deck. Enjoy numerous parks, lakes and nature preserves all within a short distance, perfect for hiking, biking, kayaking, and fishing.

A-Frame #08 - Hosted by The Chalets

Iconic A-Frame cabins are romantic, cozy and comfortable - for up to four people and 2 pets! The Chalets A-Frames sit along the ridge of a hill, with private wooded views from each of the back decks and hottubs. One queen and full bath on the first floor, along with the fireplace, living area and kitchenette. A second queen bed in an open loft under rustic exposed beams.