Vacation rentals in Winchester

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Top-rated vacation rentals in Winchester

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Top guest favourite
A modern bedroom features a spacious bed with crisp linens against a textured stone wall. Large windows with shades allow natural light, while a small desk with a chair provides a work area. A minimalist light fixture and a flat-screen TV complete the inviting space.
Tiny homes in Vanceburg
4.93 out of 5 average rating, 149 reviews

Riverview Getaway

This recently renovated historical building is located in the heart of downtown Vanceburg. Enjoy a beautiful view of the Ohio River across the street beside the Veteran’s Memorial Park while you take in the quaint small-town feel. Historical landmarks and dining options are within walking distance. Fun photo opportunity in front of the "Welcome to Vanceburg" mural located on the side of the Airbnb. Ample parking, & can provide a pack and play/high chair upon request. We can't wait to host you!

Top guest favourite
An open living space is enhanced by a modern design featuring a cozy seating area with leather and fabric furniture. A vintage area rug anchors the space, while an elegant chandelier hangs from a beautifully detailed tin ceiling. A flat-screen TV and fireplace are visible on the wall.
Apartment in Augusta
4.99 out of 5 average rating, 197 reviews

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

Top guest favourite
A spacious building is viewed next to a calm pond, with reflections visible on the water's surface. Lush green grass surrounds the area, and trees accompany the backdrop, enhancing the serene outdoor setting. A deck is seen extending from the main building.
Cabin in West Union
4.98 out of 5 average rating, 62 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 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!

Guest favourite
Cabin in Peebles
4.95 out of 5 average rating, 187 reviews

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.

Top guest favourite
Cabin in West Union
5 out of 5 average rating, 13 reviews

Amish Country Cabin - 1bed/1bath-Fire Pit-Kitchen

This private cabin 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 & bath? Add on our Amish Country Studio nearby on the same property: https://www.airbnb.com/l/YiFTH

Guest favourite
A living room is presented with gray walls and a large area rug featuring a floral pattern. A gray sofa is arranged with decorative pillows, complemented by a chair and side table. Soft lighting is provided by two lamps on wooden tables, enhancing the inviting atmosphere.
Guest suite in Hillsboro
4.96 out of 5 average rating, 139 reviews

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.

Top guest favourite
An outdoor fire pit is surrounded by several wooden chairs, set on a lush green lawn. The lodge's exterior features multiple flags and is visible in the background against a vibrant sunset sky with soft purple and pink hues.
Home in Aberdeen
4.97 out of 5 average rating, 138 reviews

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.

Top guest favourite
The living area features a brown leather sofa on a textured rug, complemented by a standing lamp and a small side table. A dining table with high-backed chairs is positioned nearby, while natural light flows in through large windows adorned with sheer curtains.
Cabin in Winchester Township
4.98 out of 5 average rating, 127 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.

Top guest favourite
A rustic cabin, featuring a welcoming wooden facade and a green metal roof, is surrounded by lush greenery. A wrap-around deck offers seating and decorative plants, enhancing the connection to nature. A gravel pathway leads to the cabin, providing a sense of tranquility.
Cabin in West Union
4.95 out of 5 average rating, 128 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.

Top guest favourite
The image features a charming cottage facing the Ohio River, with a tree-lined path leading along the water's edge. A decorative barrel and a statue of a horse add character to the front, while lush greenery surrounds the property, providing a peaceful atmosphere.
Townhouse in Augusta
4.99 out of 5 average rating, 270 reviews

☼ South Bank Station on the River w/Serene Views ☼

This Sweet Ohio River Getaway circa 1864, offers the charm and magic of bygone days, unmatched spectacular River Views, & rare privacy & quiet. Enjoy the best of all worlds with easy access to Main Street shops & restaurants as well as reliable fiber optic internet. Exclusively available for just one or two Guests, let the beauty & enchantment of Augusta & your graciously Southern Surroundings refresh & elevate your spirits!

Top guest favourite
A tree-lined driveway leads to a gated entrance, flanked by stone pillars featuring eagle sculptures. Beyond the gates, glimpses of the guest house and lush greenery are visible, creating a serene atmosphere as it invites guests into the property.
Guesthouse in Cincinnati
4.91 out of 5 average rating, 298 reviews

The Cincinnati Hideaway

The Cincinnati Hideaway is located on approx. 11 acres, only minutes off Expressway 275. We are near Eastgate, Amelia, Batavia & only 25 minutes from downtown. Our place is best for business travelers, couples, & friends who would like to experience a relaxing stay in a country style setting right around the corner from Jungle Jim's, a movie theater, grocery stores, a park, mall & lots of restaurants.

Top guest favourite
The exterior of a charming single-story home is set against a peaceful landscape. A spacious front lawn is bordered by blossoming trees, while the house features a metal roof and inviting porch. The surroundings suggest a tranquil rural setting, perfect for relaxation.
Home in Sardinia
4.95 out of 5 average rating, 22 reviews

Bradford Paradise

Welcome to Bradford Paradise. This charming 3-bedroom, 2-bathroom home in Sardinia, OH. Ideal for families, business travelers, or a small groups of friends, this fully furnished home offers a comfortable and relaxing stay. With a spacious layout and modern amenities, it’s designed to make your visit as relaxing and enjoyable as possible.

Popular amenities for Winchester vacation rentals

  1. Airbnb
  2. United States
  3. Ohio
  4. Adams County
  5. Winchester