Holiday houses in Winchester

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Top-rated holiday rentals in Winchester

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Top Guest favourite
A modern kitchen and living area is visible, featuring gray cabinetry and stainless-steel appliances. A brown leather sofa is positioned across from two green accent chairs and a wooden coffee table adorned with a vase of flowers. Light wood flooring completes the space.
Apartment in Augusta
4.97 out of 5 average rating, 123 reviews

Top Shelf Loft on Main St

Have a top shelf experience at our Airbnb on Main Street, dating back to 1861. This 2nd floor apartment offers modern amenities & views of downtown Augusta from the balcony, including its mural & the river. Ideal for up to 4 guests, it includes a king bed, a queen Murphy bed in the open living area, and a full bathroom. A short walk to the Beehive, Augusta Pub, Carota's Pizzeria, Tabletop Traditions & the General Store. 2.2 mi-Soli Tree wedding venue, 0.5 mi-Distillery, 1.2 mi-Baker Bird Winery

Top Guest favourite
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 favourite
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.

Guest favourite
A charming red barn-style guesthouse is shown among lush greenery, with wooden seating in the foreground. Seasonal decorations enhance the welcoming entrance, while a porch is visible, inviting relaxation. Tall grasses frame the scene, contributing to the peaceful atmosphere of the property.
Guesthouse in Maineville
4.95 out of 5 average rating, 252 reviews

The Barn at Serenity Acre

Take it easy at this unique and tranquil getaway, where relaxation abounds. We are located in Warren county, the playground of Ohio. - total and complete renovation in 2021 - fully equipped kitchen - cozy bedroom / living room - spacious bathroom with claw foot tub to soak or shower in, vanity, and robes - walking trails in woods behind our property, access to pool (seasonal), close to restaurants, stores, vineyard, historic towns, very close to Kings Island, bike trails, and so much more

Top Guest favourite
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.

Guest favourite
The exterior of a quaint studio cabin is surrounded by vibrant fall foliage, featuring trees adorned in golden leaves. A welcoming porch is accessed by wooden steps, and a decorative wreath adorns the door. An umbrella provides shade over the porch area.
Guesthouse in West Union
4.93 out of 5 average rating, 41 reviews

Amish Country Studio - 1 Bed, 1 Bath - Fire Pit

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.

Top Guest favourite
A gravel driveway leads to a welcoming cabin surrounded by trees, with a metal roof and a scenic backdrop of rolling hills. A wooden fence with decorative signs marks the entrance, hinting at the natural beauty that awaits.
Cabin in Peebles
4.99 out of 5 average rating, 109 reviews

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

Top Guest favourite
A serene landscape is depicted with a tranquil pond reflecting a nearby building featuring a metal roof. A green lawn surrounds the water, and a dock is visible at the pond's edge. Trees and an open sky complete the peaceful country setting.
Cabin in West Union
4.97 out of 5 average rating, 65 reviews

Wesley's Ark Christian Camp & Cabins

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 need to be supervised by an adult in the community center and the pond. Our cabins have bathrooms/showers. Please, no hunters!

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, 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 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, 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 favourite
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 favourite
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.

Popular amenities for Winchester holiday rentals

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