Holiday houses in Winchester

You Can't Beat This! Book now!

Located on 6 Private Acres. Ultimate Getaway w/Mountain View! You don't have to be born in a barn to vacation in one! Trade in the city for millions of stars in the night sky! On a country lane next to scenic Brush Creek Forest! Front porch overlooks stocked spring-fed pond (catch-and-release only) & firepit w/free firewood. FREE WiFi. All linens provided; also dishes, pots/pans, spices, coffee etc. Everything is here--just bring yourselves & your food! Treat yourself to a relaxing getaway!!

Modern log home in the Appalachian foothills

Get away from it all at this rural retreat loaded with modern amenities to ensure a comfortable stay. The log home is located on a quiet farm just a short distance from the Appalachian Highway in Southern Ohio. Take a walk on the property or relax on one of the porches. You might see deer, turkey and other wildlife. (Hunting is not allowed.) The house is just a short drive from Amish country, Serpent Mound and other family-friendly activities. Good for couples, solo adventurers and families.

Welcome to Dancing Deer Acres!

Bring the family to this country haven. Enjoy 1500 sq. ft. of indoor comfort located near Amish communities and shops. New deck, summertime pool, fire pit, stocked pond and deer feeding station on 7 acres. Semi-detached house has private entrances. Host is available as needed but gives guests their privacy. Major stores are within 25 minutes. Hiking, fishing, hunting, fall festivals, Serpent Mound and beautiful views within an hour! On a paved road within 5 minutes of two major highways.

Wesley's Ark Cabins Christian Camp

Wesley's Ark is a new & wonderful place that is desirable for those seeking a healthy Christian atmosphere. It has 19 acres of a beautiful country setting with woods. The camp has 3 Amish-built cabins that has 2 cabins that sleeps up to four people and 1 cabin that sleeps 2. We also have 6 frisbee disc baskets. Children 12 and under need adult supervision in the community center and the pond. Our cabins have bathrooms/showers. Community Center closed November to April. Please, no hunters!

Foothills Farmhouse - West Union, Ohio

Relax with the whole family at this private, peaceful newly renovated 1930s farm house. Camping and rustic themes abound in each room. Resting on 6 acres, the property is complete with an orchard, outdoor fire pit, and plenty of open space. The three spacious bedrooms sleep 8. Located just outside of West Union, you are close to the Ohio Brush Creek, Amish country and so much more! A quiet getaway with all of amenities available to make your vacation fun, relaxing and one to remember.

Stargazers' Retreat: A Tiny Home on the Riverside

Welcome to The Stargazers' Retreat at Visions on the River - A Tiny Home community on the Riverside. This newly built tiny home is #1 of 3 and set along the banks of the Ohio River, minutes away from the historic river town of New Richmond, OH and a 25-min drive to Downtown Cincy and Northern KY. This space is perfect for anyone looking to retreat and reconnect with nature. Take part in our adventure! With over 450 Five-Star happy guest reviews we are confident you will love it here!

Private A-Frame on 20 Acres | Remote-Work Friendly

Solstice Haven is a secluded A-frame cabin set on 20 private acres in Peebles, Ohio, designed for guests who want peace, privacy, and productivity. Whether you’re escaping the city, working remotely, or staying to recharge, this property has everything you need to feel refreshed. Surrounded by woods, private hiking trails, and a soaking tub, this cabin combines deep nature and modern comforts. High-speed WiFi makes it ideal for weekday stays, long weekends, and extended visits.

The Rocky Moose Cabin by Rocky Fork Lake

Come enjoy a getaway at this peaceful, unique cabin with convenient, easy access to Rocky Fork lake- just down the road from the boat ramp. Hiking trails, fishing, boating and playgrounds all within a few minutes drive. This is a true disconnect and place of relaxation. Enjoy the quiet, serene atmosphere of the cabin both inside and out. 10 minutes from Amish stores and bakery and 10 miles from downtown Hillsboro. Unwind at the end of your day in the hot tub.

Shipp Haus c. 1891, Upstairs Suite

Welcome to the historically charming Shipp Haus c.1891. Built, by Dr. Shipp, in 1891, Shipp Haus is registered on the National Register of Historic Places. The home features two Airbnb spaces , a main parlor, and an owner's suite. The main parlor operated as an antique shop for several decades, and is now home to Shipphaus Mercantile. Shop online for the perfect unique gift, original artwork, new travel bag, or some local Hillsboro made items.

Quiet Romantic Getaway, Hot Tub, Pool, Lake

Escape to our luxurious private suite on a quiet country estate, perfect for a romantic getaway. Enjoy stunning views from the pool, a picturesque lake, and a private hot tub. Inside, unwind with complimentary wine and Roku. Explore nearby bike trails and river kayaking, or visit the charming town of Old Milford and its many attractions. Wonderful reviews highlight our exceptional amenities and serene ambiance. Book now for a memorable stay!

White Pine Cottage-cozy tiny home w/ earthy decor

Kick back and relax in this calm, stylish space.This 14x40 cottage is brand new with a front and back porch. The front porch is the whole length of the cabin with 4 rockers to sit in and relax. The back porch has seating that overlooks farmland and you may see an occasional deer grazing in the field. There is a gas grill on the back porch as well. We have a fenced private area with a fire pit and chairs to enjoy a fire on a cool night.

Stonehurst: 3 bedroom country home

Forget your worries in this spacious and serene country space! Historic, relaxed feel with modern conveniences. Situated in the beautiful Ohio River Valley with access to many interesting little towns nearby. Enjoy sightseeing, small town shopping and unique restaurant eating during the day then relax in the evening by the campfire in this charming country setting. Small family gatherings, bridal and baby showers are welcome.