Holiday rentals in Winchester Township

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Top-rated holiday rentals in Winchester Township

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

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Top guest favourite
A secluded cabin is surrounded by tall trees with autumn leaves, creating a peaceful wooded setting. The wooden structure features a covered porch that integrates with the natural landscape. A grassy area leads to the cabin, enhancing the sense of tranquility and privacy.
Cabin in West Union
5 out of 5 average rating, 40 reviews

Fox Den Private Couples getaway

New hot tub, Take it easy at this unique and tranquil getaway. Located in the heart of Amish country , The cabin is a one bedroom designed and built specially for couples to have a quiet stay to relax and reconnect . Situated on a very quiet gravel road in adams county . If you see a few cars all day that’s a busy day at this stay . We have everything you need . Just bring food . All kitchen supplies,bathroom supplies, grill ,fire pit with firewood . Rockers, porch swing,book w100% confidence

Top guest favourite
An open living area features a gas fireplace framed by a rustic brick wall, with comfortable seating arranged around a wooden coffee table. Natural light illuminates the space, showcasing original hand-hewn beams on the ceiling and thoughtfully placed decorative pieces.
Farm stay in Hillsboro
4.98 out of 5 average rating, 107 reviews

Franklin House - quiet country getaway

Completely restored 150 year old farmhouse located in the middle of 112 rolling acres of farmland. Beautiful views every direction. Original hand hewn beams, gas fireplace, new kitchen and bath. Uniquely decorated. Fully stocked kitchen. Bedroom has king bed. Located on quiet county road about 6 miles from Hillsboro. Close to Rocky Fork Lake, Amish community, and Paint Creek Lake State Park & ARC. WIFI, Smart tv. Sit on the porch to watch the sunset and deer graze! There is no washer/dryer.

Guest favourite
Home in Georgetown
5 out of 5 average rating, 29 reviews

Southern Ohio Retreat w/ Private Hot Tub

White Oak Cottage is a charming rental set on the banks of White Oak Creek in southern Ohio. You'll find it nestled in the countryside between Georgetown and Mt. Orab, and about ten minutes from State Route 32. The cottage is equipped with the basics and a few extras to make your stay an enjoyable one. The bathroom and bedroom are thoughtfully furnished and the bedroom has a queen-sized bed. Outdoors there's a lovely deck that houses a completely private hot tub with a view of the creek.

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, 67 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 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
4.93 out of 5 average rating, 208 reviews

Private A-Frame on 20 Acres | Remote-Work Friendly

Guests consistently tell us the same thing: the photos don’t fully capture how peaceful it is here. Tucked among 20 private wooded acres in the rolling hills of southern Ohio, Solstice Haven is a modern A-frame retreat designed for quiet mornings, long walks through the woods, productive workdays, and evenings spent beneath the stars. Whether you’re planning a romantic getaway, a solo reset, or a week of remote work surrounded by nature, you’ll find the space to truly unplug or reconnect.

Guest favourite
Home in Hillsboro
4.97 out of 5 average rating, 90 reviews

Stay a While | Warm & Cozy Bungalow

Step into a thoughtfully restored 1906 bungalow where historic charm meets modern comfort. Perfect for up to three guests, the space includes a comfortable queen bedroom and a queen sleeper sofa in the living area—ideal for couples, small groups, or solo travelers who want a little extra room. Located along historic Route 50, you’ll enjoy quick and convenient access to everything in Hillsboro, including local restaurants, shops, and everyday essentials—all just minutes away.

Guest favourite
A spacious living area features a high, wood-paneled ceiling and large windows allowing natural light. Comfortable seating is arranged around a central coffee table, with an inviting stone fireplace as a focal point. A television stands on a console, and a dining area is visible in the background.
Cabin in Hillsboro
4.96 out of 5 average rating, 131 reviews

The Rocky Moose Cabin by Rocky Fork Lake

Come enjoy a getaway at this peaceful, unique cabin with convenient, easy access to Rocky Fork lake- just down the road from the boat ramp. Hiking trails, fishing, boating and playgrounds all within a few minutes drive. While this is a true disconnect and place of relaxation- we do have neighbors nearby. 10 minutes from Amish stores and bakery and 10 miles from downtown Hillsboro. Unwind at the end of your day in the hot tub. No pets or parties allowed.

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
4.97 out of 5 average rating, 140 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
4.96 out of 5 average rating, 161 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.

Guest favourite
The entrance features a white door framed by a brick facade. A light fixture is mounted beside the door, with a neatly landscaped area of greenery and stones surrounding the entryway.
Flat in Mount Orab
4.91 out of 5 average rating, 68 reviews

Charming Townhome

Welcome to our charming 2-bedroom, 1-bath townhome nestled in a serene country setting. Our home offers a fully equipped kitchen with all the essentials to make you feel right at home. Whether you're cooking a family meal or enjoying a quiet breakfast, you'll find everything you need. Conveniently located next door is a laundry facility. Book your stay today and experience the perfect blend of comfort and convenient!

Guest favourite
Home in West Union
5 out of 5 average rating, 7 reviews

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.

Guest favourite
An open kitchen area features wooden cabinetry and a full stove with an oven, accompanied by a microwave and refrigerator. A cozy couch is located near the dining table, which shows Amish-made craftsmanship. Natural light enters through large windows, enhancing the warm wood tones.
Cabin in Peebles
4.94 out of 5 average rating, 35 reviews

Hunter Lodge (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

Popular amenities for Winchester Township holiday rentals