Holiday rentals in Ray

Ice Cream Heaven

Easy access to everything from this centrally located downtown 2-bedroom apartment. Our famous Michael's Ice Cream shop, Jackson's oldest business sits below the apartment with its famous "Bubble Sundae" and many lunch specials. Also, many other restaurants, Tea, Coffee, Bakery/Donut Shops, the timeless Markay (Theater) Cultural Arts Center, Brewery, Pubs, and assortment of Shops of every kind within walking distance.👇🏻👇🏻🔻🔻👇🏻👇🏻🔻🔻 Look at other details for monthly events at the bottom of page👇🏻👇🏻🔻🔻

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!

The Greenhouse with Indoor Slide close to Hocking

Escape to this unique modern getaway, a family-friendly retreat near Hocking Hills attractions. Take the slide to the basement hang out space, play an arcade game, curl up on the comfy couch, or sneak away to unwind with friends in the speakeasy. Enjoy six smart TVs, an electric fireplace, and a stunning wall of windows filling the space with natural light. With space for eight guests, a hot tub, and thoughtful amenities, this cabin perfectly blends fun and relaxation for unforgettable memories.

The Briar House-A modern retreat in Hocking Hills

Designed with intention and styled with warmth, The Briar House is an architecturally modern cabin offering a serene retreat nestled in the woods. Floor-to-ceiling windows invite nature in, while the spacious interior features a luxe kitchen, king bedroom with ensuite, and stylish living space. Outside, unwind in the hot tub, gather by the firepit, or relax on the screened porch. With trails on the property and peaceful views, it’s the perfect romantic retreat to rest, recharge, and reconnect.

Modern A-Frame · Hot Tub · Fire Pit · Ravine Views

Modern A-frame cabin built in 2025! Hike. Explore. Unwind. Repeat. Under the Trees. Around the Fire. With Your Favorite People. Tucked into Hocking Hills, Starlight Reserve is a thoughtfully designed luxury A-frame where comfort meets the calm of the woods—just 15 minutes from Ash Cave & Old Man's Cave. Cook in the fully stocked kitchen or grill on the outdoor deck, unwind in the hot tub, and gather fireside above the ravine. Charge your EV while you unplug. Your best trip starts here.

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.

Possum Hollow Cabins Unit 3

Come enjoy the peace and quiet, Possum Hollow Cabins have a total of 3 Cabins. That set approximately 2,000 feet from the main road. Private trails that can be used to hike or mountain bike, and a fishing pond out side grills and seating along with fire tables. also available is a game room on site. Possum Hollow is close to Richland furnace old Chillicothe, Tecumseh Dogwood pass. There are cattle farms located near by pets are welcome as well. We can’t wait to see y’all come see us soon!

Private, rustic cabin getaway

***The property is conveniently located directly off of State Route 35, so that does create highway noise. Please take that into consideration when booking.*** Our cabin is surrounded by nature and has a nearly full wrap-around porch perfect for viewing wildlife. Due to it's location it's a perfect place for outdoor recreation, hosting small family gatherings, or to simply relax. We're just 7 minutes west of Jackson, one of Ohio's hidden gem small towns. Come experience Southern Ohio!

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

Whispering Oaks | Secluded 100 Acres, Game Room

Whispering Oaks is tucked away on an impressive 100 acres wooded lot! This mini lodge provides space for up to 7 guests! There are 2 private bedrooms and 1 bed in the loft that features a private walk out to the balcony! Stay busy in the game room- pool table, foosball table, and games for your entertainment! Explore the property's secluded hiking trails and relax in the hot tub! Visit Whispering Oaks and book now! Must be 30 years or older to rent! 4WD/AWD Recommended!

Peaceful Creekside Cabin, HotTub

Come stay at our cabin along Walnut Creek with your own access to the water. Enjoy having no neighbors on a quiet country road. Soak up time in the the outdoor hot tub on the porch, or sitting on the covered deck watching the water flow past. You’ll have several games inside, and everything you could need in the kitchen or outdoor gas BBQ grill. There’s picnic tables under your own shelter house! Registration 28582