
Holiday houses in Winchester
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Top-rated holiday rentals in Winchester
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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!
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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.
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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.
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"Timothy" 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).
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Minton Lodge - Relax, Rewind, Enjoy!
Privacy and peacefulness is what you'll experience at the beautiful Minton Lodge, a service offered by the Josh Minton Foundation. 4 bedroom and 2 full baths in a very remote location on a 49 acre wooded property . Wrap around porch, hot tub, fire pit, gas grill, smoker, and a wood stove in large living room. Walking trails with plenty of wildlife. Wifi, DirecTV, DVD player and two LCD TV's. 10 minutes from the Ohio River and Maysville, Kentucky.
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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.
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Lazy Spread Cabin
Forget your worries in this spacious and serene space. A long winding road will lead you to a quiet rustic secluded cabin nestled on wooded acreage in the country, where you can set aside the hustle and bustle of city life and just put your feet up and enjoy nature. Whether you want to explore natural trails, visit local Amish shops or just sit on the deck and do nothing or enjoy a soak in the Hot Tub - it is all here waiting for you.
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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.
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Finding Grace
Escape to the peaceful charm of Amish Country with this cozy 1 BR 1BA studio. Perfect for a quiet retreat or a simple country lifestyle, this space blends rustic beauty with modern comfort. Surrounded by woods and wildlife. Close to Amish bakeries, scenic back roads, local hiking spots, Adams Lake and the Serpent Mound State Park. Ideal for anyone seeking tranquility and grace.
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Charming Creekside Cabin with Dock
This lovely creekside cabin is on one of southwestern Ohio's premier deepwater fishing and boating streams. Private and cozy, this Amish-built retreat is well appointed and well cared for and has a large dock. The hosts are well known for their hospitality. The rate is a flat rate and there are no additional cleaning fees. This cabin is available only to singles and doubles.
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Country Cabin (Pine Valley Cabins)
We offer 720sq ft. of space for the whole family. 1 or 2 bedrooms with extra cots, walk in closets, stand up shower, washer/dryer, fridge, microwave, full stove/oven, coffee pot, cooking pots, dish-ware, a/c / heat in each room. Eat in kitchen with Amish made dinette set. Couch that folds out to make bed. Outside smoke-less fire pit with grill option. No pets Unless approved
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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)
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Popular amenities for Winchester holiday rentals
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Destinations to explore
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- Kings Island
- Great American Ball Park
- Cincinnati Zoo & Botanical Garden
- Cincinnati Music Hall
- Carter Caves State Resort Park
- Newport Aquarium
- Paycor Stadium
- University of Cincinnati
- Duke Energy Convention Center
- Cincinnati Art Museum
- Xavier University
- Heritage Bank Center
- Smale Riverfront Park
- Hard Rock Casino Cincinnati
- TQL Stadium
- National Underground Railroad Freedom Center
- Eden Park
- Contemporary Arts Center
- Krohn Conservatory
- Newport On The Levee
- American Sign Museum
- Findlay Market
- Caesar Creek State Park
- Washington Park





