Holiday houses in Winchester Township

Lucky Hooks

Fishing and relaxation. Relax with the whole family at this peaceful place to stay. This cozy brand new home is on our 70 acre farm. Enjoy watching our cattle graze and beautiful views all around our pond! Yes, we are in the country but only a 10 minute drive to town. Close to Amish country, Serpent Mound, and Buzzard’s Roost! Space: We have plenty of room for you and your family! This is a spacious three bedroom home that includes a king size bed, queen size bed, and one twin size bunk bed!

Family · Location · Outdoor spaces

Franklin House - quiet country getaway

Completely restored 150 year old farmhouse located in the middle of 112 rolling acres of farmland. Beautiful views every direction. Original hand hewn beams, gas fireplace, new kitchen and bath. Uniquely decorated. Fully stocked kitchen. Bedroom has king bed. Located on quiet county road about 6 miles from Hillsboro. Close to Rocky Fork Lake, Amish community, and Paint Creek Lake State Park & ARC. WIFI, Smart tv. Sit on the porch to watch the sunset and deer graze! There is no washer/dryer.

Family · Value · Breakfast

30 Acre Retreat: Pond, Hot Tub, Disc Golf & More!

Welcome to Alguire Acres! Take it easy at this tranquil getaway on nearly 30 acres. Enjoy the park like setting with manicured pond, 2 docks, shelter picnic area, disc golf, kayaks, hot tub and hobbit holes! The indoor space is pretty exceptional too! This spacious and light-filled home has two sections perfect for multiple families or friends. The Main House has 3 Bedrooms, 2 Bathrooms, a kitchen, and arcade space; the other section of the home has 2 Bedrooms, 1 Bathroom, and a kitchen too.

Location · Value · Bathroom

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

Guests consistently tell us the same thing: the photos don’t fully capture how peaceful it is here. Tucked among 20 private wooded acres in the rolling hills of southern Ohio, Solstice Haven is a modern A-frame retreat designed for quiet mornings, long walks through the woods, productive workdays, and evenings spent beneath the stars. Whether you’re planning a romantic getaway, a solo reset, or a week of remote work surrounded by nature, you’ll find the space to truly unplug or reconnect.

Value · Location · Walkability

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.

Location · Family · Nearby

Nature Spa House | •Pool •Hot Tub •Sauna •Pvt Lake

Spa retreat steps from your own lake, set on 10 wooded acres with water views and total calm. Swim in the pool, soak in the hot tub, sweat in the sauna, or cast a line from the shore. End the day at the fire pit, then unwind in the game and movie rooms. Inside are thoughtfully furnished spaces and a well-equipped open kitchen for group meals. A resort-style stay for families and friends who want space, seclusion, and quality. Easy self check-in, ample parking; pets welcome with notice/fee.

Location · Family · Condition

The Cabin Hillsboro, Ohio

Secluded, reclaimed log cabin. This hidden gem is a piece of the past with the comfort of modern amenities. Come sit a spell on either of the porch swings, enjoy a campfire by the pond, cozy up to the wood burning fireplace, or soak in the hot tub. *Please note- We will have property around The Cabin being logged during September. This will be Mon-Fridays, approximately 7am-4pm only. Message us for more information/concerns. *Be sure to read house rules and other notes before booking.

Value · Location · Amenities

Indian Crossing Cabin

Relax with the whole family at this peaceful place to stay has over 50 acres to explore over 2000 ft of Ohio brush creek frontage to enjoy relaxing , fishing , kayaking and many more recreational fun things less than 5 minutes away from Amish shops to find bake goods and furniture and much more ,enjoy some hunting on the farm during hunting season lots of wildlife , only 15 miles from Serpent Mound , we have a golf cart for you to enjoy many trails here to ride it on

Value · Family · Hospitality

"Clover" 1830s Cabin on Hills Fork Farm

This reclaimed 1830s cabin is a rural escape located on a working farm. You'll have access to the guest cabin, bath house, fire pit, grounds, and - upon request - our working blacksmith shop. Spend an afternoon meandering trails on 75 acres of farmland and forest, sip tea on the porch, or take a drive through charming Amish country. There are two cabins on the property, and both can be booked together if you wish (please see listing for "Timothy" cabin).

Family · Value · Hospitality

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.

Location · Family · Comfort

Serenity Now

Escape to this serene home in the heart of Adams County, OH Amish Community. This peaceful home is surrounded by 2.5 acres of lush wooded land and an abundance of wildlife. Perfect for couples, families or solo travelers seeking a charming retreat. Sit by the fire-pit and listen to the Amish buggies trotting by, shop at local Amish businesses, spend the day hiking or visiting local state parks and lakes.

Value · Location · Quiet

Amish-built cabin on pond/amazing view!

Private, secluded cabin awaits. Enjoy 80 acres of fields, forests, and pond. Amish-built cabin with beautiful décor, full bath, loft bedroom, full kitchen with island. Watch the sunset off the back deck. Owner is easily accessible in case you need anything. If you are looking for peace and quiet with spectacular views...welcome home. (Pet friendly)

Value · Family · Accuracy