Vacation rentals in Winterset

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Top-rated vacation rentals in Winterset

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Top guest favorite
A modern cabin is featured, surrounded by trees and bathed in golden light from the setting sun. A spacious deck extends from the cabin, providing seating areas, while steps lead down to the gravel path below amidst lush landscaping.
Place to stay in Sugarcreek
4.96 out of 5 average rating, 333 reviews

The Haven / Scenic Aframe cabin

The Haven is just that - a place of rest. Keep it simple at this peaceful and centrally-located place. The cabin is nestled in a wooded area with a pond view and rolling hills. In the heart of beautiful Amish country we are just minutes away from popular attractions. The living area includes a full kitchen, washer and dryer, and comfortable furniture to enjoy a smart tv and fireplace. A King bed and full bath on the main floor. The loft has a queen bed. We welcome you to come stay with us!

Top guest favorite
A hot tub is shown under a clear sky, surrounded by lush trees. A wooden deck contains outdoor seating with a dining table and umbrella, inviting relaxation. The scene reflects a peaceful outdoor space, ideal for unwinding amidst nature.
Dome in Warsaw
4.97 out of 5 average rating, 271 reviews

Hobbit Dome (Hot Tub, Wineries/Amish Country near)

Unique Hobbit-themed dome on 11 acres w/views! 20’ window & hot tub! Sleeps 4 max. 44 minutes from Amish Country/Millersburg. Main level: Queen bed & 5’ sofa, full bath w/ 5’ shower, full kitchen & live edge table, Roku TV & High Speed Wi-Fi (bring Netflix info). Loft: 2 twin beds & bean chair. Romantic or family friendly! Near Killing Tree Winery (13 min) & Old Fool Brewery (20 min) & Historic Roscoe Village (18 min). Honey Run Falls & Blackhand Gorge nearby! Electric fireplace. (No pets)!

Guest favorite
A serene outdoor area features a gravel surface surrounding a fire pit, with several seating options including blue and brown chairs. A hot tub is positioned near a shaded structure, offering a peaceful setting among the lush greenery of the surrounding trees.
Shipping container in Dover
4.95 out of 5 average rating, 913 reviews

Riverside Hideout Shipping Container with Hot tub!

A unique oasis tucked into the woods & hills along Tuscarawas River. Mini kitchen, bedroom, bath & living room. Sit on the patio & take in the views of the river from the hot tub. Near Ohio/Erie Canal trail, ProFootball Hall of Fame, Amish Country Berlin & Walnut Creek, Atwood & Tappan Lake, Historic Zoar, Swiss Festival & Wineries. One pet is free, additional pets is $25 flat fee. You must claim a pet, for cleaning purposes.

Guest favorite
A well-maintained exterior showcases a cottage nestled among lush greenery beside the Kokosing River. A spacious patio is visible, equipped with a seating area. A hammock hangs between two trees, inviting relaxation while overlooking the riverbank and gentle water flow.
Cottage in Howard
4.92 out of 5 average rating, 148 reviews

The Cottage at River's Bend

Located on the scenic Kokosing River enjoy the best sounds and breathtaking sunsets this river has to offer. A short distance to Kenyon college, Honey Run waterfalls, hunting, fishing, Apple Valley Lake, Kokosing bike trail and Ohio Amish country. You won't run out of things to do. Then relax and unwind with a seasonal heated outdoor shower and peaceful patio to watch the sunsets and the abundant wildlife.

Top guest favorite
A rustic cabin is nestled among lush greenery, featuring a wood exterior with large windows. A hot tub is located on the deck, complementing the peaceful country setting. The gentle slope of the lawn enhances the serene atmosphere.
Cabin in Newcomerstown
4.99 out of 5 average rating, 171 reviews

Cozy 2 Bedroom Cabin with Hot Tub

Relax with the whole family at this peaceful cabin in the country. Surrounded by woods, rolling hills and plenty of wildlife to watch. A pond is a nice walk up the gradual hill behind the cabin. Located in the heart of Three Rivers Wine Trail, there are plenty of wineries to visit, as well as our favorite local brewery, the Wooly Pig. There’s a large hot tub to enjoy on the deck outside that is big enough for 8 people.

Top guest favorite
The cabin is nestled within a lush green landscape, bordered by tall trees. A screened-in porch is visible, offering a relaxed outdoor space, while the structure showcases a warm facade. Surrounding the cabin, a well-maintained lawn features shrubbery and decorative trees.
Cabin in Kimbolton
4.96 out of 5 average rating, 151 reviews

Valley View Cabin -Salt Fork State Park FIBER WIFI

Valley View Cabin borders Salt Fork State Park on a country gravel park road and is just below Rocky Fork Ranch. Salt Fork lake is a short drive back down the dirt road. Sit and enjoy the birds and deer from the screened in front porch and enjoy no neighbors in view. Clean is our thing! Cabin is best suited for 2 but we can accommodate a small family using a sofa sleeper. New central air for your comfort!

Guest favorite
Cabin in Byesville
4.93 out of 5 average rating, 342 reviews

High Tech Cabin in the Hills of Guernsey County

Come and visit our clean and cozy one bedroom cabin in the wooded hills of Guernsey county Ohio and relax on the spacious deck and listen to the sounds of nature, take a trail walk on the 19 acre property, or stay inside and ask Alexa to play your favorite tunes or stream a blockbuster movie on the 65" 4k UHD TV with 7.2.4 Dolby Atmos surround sound, the choice is yours.

Top guest favorite
An outdoor seating area is framed by a gray fence, featuring a hot tub, a table with an umbrella, and two chairs. Potted plants add greenery to the space, which overlooks a grassy landscape, enhancing the atmosphere for relaxation.
Farm stay in Navarre
4.96 out of 5 average rating, 331 reviews

Amish Country Silo

Experience a one-of-a-kind romantic retreat in a charming grain bin with a modern farmhouse interior. This unique escape offers every amenity to ensure an unforgettable getaway. Gaze out the windows to take in the breathtaking views of the picturesque farmland. You're just 30 minutes from the heart of Amish Country, complete with the best shopping and restaurants!

Top guest favorite
An open-concept studio space includes a fully equipped kitchen with wooden cabinetry and a cozy living area. A gray couch and a light armchair are arranged around a decorative rug. Natural light enters through two small windows, complemented by neutral wall colors and exposed wooden beams.
Guesthouse in Cambridge
4.95 out of 5 average rating, 464 reviews

The Bunker House

This is a cozy studio concrete “bunker” house across the driveway from our residence. the Bunker has a private patio with a hot tub. It is located on an idyllic 35 acre property with two ponds that connects to Salt Fork State Park public land. We are located a few miles from the State Park entrance and Deerassic Park and close to I77 and I70.

Top guest favorite
A cozy living area features wooden walls complemented by a stone fireplace with a mounted television above. Two bookshelves are filled with greenery and decorative items. A comfortable brown sofa is positioned nearby, with a wooden coffee table resting on a patterned rug.
Cabin in Piedmont
4.93 out of 5 average rating, 115 reviews

Sugar Shack Inn

Newly rebuilt cabin/house located in Edgewater Park, Piedmont lake is our neighbor, hunting is literally 25' away on Muskingum wildlife conservancy land. Lake is walking distance with public boat ramp a .5 mile away. Located in a culdesac which there is only one other cabin on this road, which is also owned by us. Great lake view and quiet.

Top guest favorite
A spacious lodge is located beside a serene lake, surrounded by lush trees. The building features large windows that reflect in the calm water, and soft lighting illuminates the porch, creating a tranquil evening scene.
Cabin in Kimbolton
4.99 out of 5 average rating, 176 reviews

Secluded Family Retreat

Explore the trails, creeks, woods & fields. Catch your dinner on the 2 1/2 acre lake. Boat, kayaks, basic fishing gear, bait and firewood are provided. Or just relax on the porch and watch the wildlife. Located just 15 minutes from Salt Fork State Park.

Top guest favorite
An A-frame retreat rises amid green fields, showcasing a striking triangular silhouette. The structure features expansive floor-to-ceiling glass walls that reflect its surroundings, while the modern dark base contrasts with the light-colored roof, enhancing the scenic view under a partly cloudy sky.
Home in Sugarcreek
4.95 out of 5 average rating, 110 reviews

The Acacia

A luxurious A-frame retreat with spacious modern timber frame and soaring ceilings, this thoughtfully-designed getaway has been curated for your comfort. Your escape to the Acacia promises a harmonious blend of modern luxury and timeless tranquility.

Popular amenities for Winterset vacation rentals

  1. Airbnb
  2. United States
  3. Ohio
  4. Guernsey County
  5. Winterset