Vacation rentals in Winchester

4.93 out of 5 average rating, 163 reviews

Cabin in Blue Creek

The Nut House at Trails End, unique forest retreat

The Nut House is nestled in the 65000 + acre Shawnee State Forest. It is a unique COMPLETE get away in the forest in Southern Ohio. With 16’ cathedral ceilings, custom crafted artisan interior that compliments the view! Blue Creek has earned the name “The Little Smokies” for good reason. Free WIFI, Outdoor grill area, fire pit, music, fireplace, Roku TV and games are provided. Close to historic West Union and the Ohio River town of Portsmouth Miles of hiking and biking to explore!

Superhost

Cabin in Hillsboro

4.88 out of 5 average rating, 406 reviews

Cedar Chapel Cabin is remote and private w/a lake.

This beautiful cabin is in the hills of southern Ohio and includes the use of a 4 acre lake and 5 boats. Very private and remote, no neighbor houses can be seen. Great fishing for bass, bluegill, crappie and catfish. Shelter house near lake with 2 picnic tables and fire pit and firewood. Sleeping for 12 adults; one queen bed and one adult bunkbed, plus loft with 2 twin beds and floor cushions. Full kitchen with all utensils, appliances, etc. Also, log cabin available for all groups of 7 or more

4.96 out of 5 average rating, 159 reviews

Cabin in Peebles

Solstice Haven A-Frame on Private 20 Acres

An A-Frame designed and built by architect Jose Garcia in a peaceful and private setting in Adams County, Ohio. Rest, relax, and recharge while walking the trails on our 20-acre wooded property or fill the heated outdoor cedar soaking tub with fresh water for a relaxing soak. Visit the nearby Serpent Mound, Amish country, or nature preserves. Wildflowers in the summer, cozy Nordic fireplaces during the winter, and star gazing on clear nights, Solstice Haven is the perfect year round retreat.

4.9 out of 5 average rating, 104 reviews

Home in Maysville

Limestone Bungalow 1920 Craftsman Row House

Limestone Bungalow is fully remodeled, pro decorated & all yours for your visit to historic Maysville. Downtown, walking distance to restaurants, shops. A beautiful 1182 sqft house. Downstairs is a living room, dining room, full kitchen w/vintage touches, 1/2 bath, washer/dryer. Upstairs you’ll find full bathroom, bedroom 1: king bed, bedroom 2: loft w/ futon twin sz, bedroom 3: full bed. Yard w/a deck, fire pit (March-Dec) and a watch markers shop, not restored. WiFi, 2 streaming tv’s HVAC.

4.99 out of 5 average rating, 160 reviews

Apartment in Augusta

The Bank House on Main St

Come experience this unique Airbnb! In 1861, the Bank House was home to Bracken County’s first bank. This 1st-floor apartment still features the original tin ceiling and exposed brick from the 1800s. It will comfortably sleep 4-5 with a queen bed, a twin-over-full bunk (in a semi-private area), and two baths. Steps away from the Beehive, Augusta Pub, Carotas Pizzeria, Tabletop Traditions & the General Store. 2.2 mi - Soli Tree venue. 0.5 mi - Augusta Distillery. 1.2 mi - Baker Bird Winery

4.95 out of 5 average rating, 22 reviews

Guesthouse in West Union

Amish Country Studio - 1 Bed, Private Bath

This private studio on wooded property is in the heart of Adams County, OH Amish country. An Amish bakery is nearby and hiking trails abound! Enjoy the sunset, Amish buggies trotting by, the fire pit or explore local history museums. Scenic country roads make for beautiful morning & evening walks. To see local tourism ideas click, “Show More" under the Location. Need an extra bed and bath? Add on our Amish Country Cabin nearby on the same property. 1 hour from Cincinnati, OH.

4.91 out of 5 average rating, 109 reviews

Cabin in Hillsboro

In the pines cabin

Make some memories at this unique and family-friendly place. Experience tiny house living in our little cabin. Enjoy beautiful Rocky Fork Lake, Amish countryside, hike and explore The Arc of Appalachia. Boat rental is just down the road at Bayside Bait and tackle. Our cabin has 2 full size beds upstairs in loft area as well as a comfy queen sofa that makes a decent bed also. There is a small table and chairs. There is also a larger refrigerator on covered back porch.

4.98 out of 5 average rating, 48 reviews

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 4 frisbee disc baskets but bring your own frisbees. Children 12 and under need adult supervision in the community center and the pond. Our cabins have bathrooms/showers.

4.98 out of 5 average rating, 128 reviews

Home in Aberdeen

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.

Cabin in Winchester Township

4.99 out of 5 average rating, 106 reviews

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.

4.96 out of 5 average rating, 104 reviews

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.

4.85 out of 5 average rating, 142 reviews

Cottage in Ripley

Grant Cottage, historic & charming Ohio River home

Experience a slice of Americana in this 200 year-old historic river front cottage. Unwind on the cozy front porch, enjoy the sound of the water from the dock (seasonal) and relax in comfort in the charming cottage full of character and modern amenities. The house is perfect for gathering groups of families and friends to experience the history of the town or play on the river, surrounding creeks and the countryside.

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Other great vacation rentals in Winchester

Superhost

4.82 out of 5 average rating, 11 reviews

Fortress of Solitude on 5 wooded acres, relaxing

FlorRating, 5 stars8 months ago

I loved this stay ! It was in a beautiful location , I walked up the road and found a pear tree , behind the house there’s a beautiful open field. I will be returning ! Only thing is that there wasn’t any salt and pepper like listed . But I didn’t mind too much. Also to note I stayed during a warm season and struggle sleeping in the heat, the AC unit is in the living room so that it where I slept during my stay. Host was very responsive and friendly, there are stores nearby with everything you need. I felt very safe here and held by the beautiful surrounding nature.

5 out of 5 average rating, 57 reviews

Cabin in Hillsboro

Country Cabin

TerryRating, 5 stars6 days ago

Quiet quaint cabin.

Superhost

Apartment in Maysville

4.69 out of 5 average rating, 39 reviews

1st Armstrong row house Apt# 1B Historic Maysville

NatalieRating, 5 stars1 month ago

Perfect spot for a weekend getaway! Cozy vibes, has all the basics. Host is super friendly and quick to get a hold of.

4.9 out of 5 average rating, 40 reviews

Home in Peebles

Harvest Haven Grain Bin

RitaRating, 5 stars1 month ago

If you’re looking for a peaceful little getaway, this is the place for you from the kitchen to the bedroom. Everything was squeaky clean and very nicely decorated. We enjoyed grilling and spending time in the hot tub. You can hear traffic noises when you are outside, but that did not bother us. All in all it was the perfect place to celebrate our anniversary. I would definitely recommend this place to anyone!!

5 out of 5 average rating, 9 reviews

Tiny home in Winchester

Highland Hideout

AshleyRating, 5 stars2 weeks ago

We loved it !! i It was perfect on all levels. Loved the cow theme and the cows outside. Definitely recommend!! If we are in the area again we would definitely stay again.

4.99 out of 5 average rating, 88 reviews

Farm stay in Hillsboro

Franklin House - quiet country getaway

JanineRating, 5 stars3 weeks ago

Kati's place was absolutely beautiful. My husband and I wanted a stress-free, peaceful getaway and Franklin House fit the bill perfectly. The house is lovely. The decor is so well-done, the bed was comfortable, and the bathroom was spotless. There is a large bay window that we loved! It was a little cool so we sat in the living room in front of the fire and just soaked up the peace, looking out that window at the countryside. The farm the house sits on is a working farm and we really enjoyed watching them bring in their hay. That was quite a process!!! If you're looking for a place to unwind and de-stress for a few days, this place is perfect!