Vacation rentals in Winchester

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Winchester

Guests agree: these stays are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
Top guest favorite
The cabin, constructed of dark wood, is framed by lush greenery and colorful wildflowers. A slanted metal roof reflects natural light. A welcoming porch features a decorative wreath and potted plants, providing an inviting entrance to the secluded woodland retreat.
Cabin in Blue Creek
4.94 out of 5 average rating, 183 reviews

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!

Guest favorite
The exterior of the A-Frame showcases a modern design with sharp angles and a striking black facade. Large glass windows reflect the natural surroundings, while a landscaped yard features gravel pathways, small rocks, and plantings, creating a serene entrance to the retreat.
Cabin in Peebles
4.95 out of 5 average rating, 175 reviews

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.

Top guest favorite
The front view of Limestone Bungalow showcases its blue siding and charming architectural details. The entrance features a covered porch with supporting columns and boxwoods on either side. A flag waves nearby, with soft light from the setting sun illuminating the surrounding area.
Home in Maysville
4.91 out of 5 average rating, 112 reviews

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.

Top guest favorite
A spacious living room features a large red sectional sofa and a comfortable light blue recliner. A 65" TV is mounted on the wall, and large windows allow natural light to fill the area. A coffee table sits in front, adorned with decorative items and plants.
Home in Winchester
5 out of 5 average rating, 51 reviews

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.

Top guest favorite
A cabin sits nestled among tall trees, with a gravel driveway leading to it. The entrance features a small porch with steps, surrounded by a natural landscape of greenery. Sunlight filters through the leaves, creating a peaceful and inviting setting.
Cabin in West Union
5 out of 5 average rating, 7 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

Top guest favorite
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, 57 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. Please, no hunters!

Top guest favorite
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, 125 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.

Guest favorite
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, 119 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 favorite
A ferry is seen traversing the broad Ohio River, surrounded by calm waters. The distant shoreline features scattered trees and houses, providing a serene backdrop against the clear blue sky.
Townhouse in Augusta
4.98 out of 5 average rating, 265 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 favorite
A stone house sits on a well-maintained lawn, surrounded by lush green trees. The two-story structure features a sloped roof and several windows, allowing natural light to enter. A small, landscaped area with flowers frames the entrance, enhancing the rural charm.
Home in Ripley
4.99 out of 5 average rating, 110 reviews

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.

Guest favorite
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
4.93 out of 5 average rating, 14 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.

Top guest favorite
A cozy living area is highlighted by a plush reclining sofa and a comfortable armchair. The space features wooden walls with framed images of Highland cattle. A rustic bar area is located to one side, complemented by a decorative cowhide rug on the floor.
Tiny home in Winchester
5 out of 5 average rating, 30 reviews

Highland Hideout

Take it easy at this unique and tranquil getaway. Enjoy a quiet peaceful setting with the ability to see Highland cattle as well as other breeds in our herd. Relax with a good book, watch wildlife, or do some bird watching during your stay. Sit back on our comfortable porch and enjoy the quiet country setting.

Popular amenities for Winchester vacation rentals

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