Vacation rentals in Winterset

Sky Ridge-The Dawn/Brand New Cabin/Amish Country

Nestled in the beautiful hills of Amish Country, minutes from downtown Millersburg. The Dawn faces the East, featuring a breathtaking view of the sunrise every morning. Whether you're looking for a peaceful getaway or wanting to explore the many attractions Holmes County has to offer, this is the place for you. Come and experience Sky Ridge Lodging! If golfing is your sport be sure to check out our Hosted Course at Fire Ridge Golf only minutes away. Be sure to mention Sky Ridge for a discount!

Lake-Top Cabin, Cozy & Romantic Getaway

We believe, you need to disconnect from your daily routines in order to connect with yourself and others. That’s why we’ve created this cozy and romantic getaway close to Piedmont Lake and want to share it now with you. Book our Lake-Top Cabin today and make memories to last a life time. Explore 38 miles of shoreline from the seat of a kayak or hike the Buckeye Trail along Piedmont Lake. It’s stunning landscapes and abundant wildlife make it a remarkable place to seek serenity and adventure.

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!

Romantic private cabin w hot tub in Amish Country

Retreat to the Fresno Escape! A private cabin featuring a year-round hot tub, perfect for relaxation. Tucked among pines and rocks in the heart of Amish country, where the occasional clip-clop of horse and buggies adds charm. Styled like a railroad depot, the artistically furnished home displays intricate stonework, tile and custom stained glass. The kitchen includes appliances and cookware, with the outdoor area offering a propane grill. Complimentary firewood is provided for the firepit.

Stillwater Cabin with Hot Tub

A beautiful log cabin located in Berlin Ohio, the heart of Amish Country. Nestled beside an 8-acre pond with an open dock and adirondack chairs. The outdoors offers other relaxing options like soaking in the hot tub, putting on the putting green, sitting under the pergola with the gas fire pit, swinging on the front porch, or grilling on the patio. Or you can head indoors and relax on the massage chair, play a game, or watch something on one of the 4 TV's, or simply take a nap.

Wooded Aframe Retreat | Hot Tub & Outdoor Shower

We look forward to welcoming you to the secluded beauty of our space, designed and built by my husband on our 20 acres of wooded property in the rolling hills of Central Ohio. A floor-to-ceiling glass front provides you with a view of fields green in summertime and ripe with goldenrod in the fall, four outdoor deck spaces invite you to relax in the beauty of nature, and a second story loft suite with a soaking tub are ready to provide you with rest and refreshment.

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.

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.

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.

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.

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.

Magnolia Ridge Geodome•Hot Tub•Hocking Hills

Welcome to our luxury geodome perched on a ridge in the breathtaking Hocking Hills! It's like glamping meets cozy comfort, where you can kick back and soak in nature’s beauty. Perfect for a relaxing escape—don’t forget to take a dip in our fabulous hot tub.