Holiday rentals in Winterset

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Top-rated holiday rentals in Winterset

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

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Top guest favourite
The exterior of a rustic cabin is visible, featuring wooden siding and a covered porch with steps. A tall structure rises nearby, and a chimney is attached to the side. Lush greenery surrounds the cabin, creating a serene outdoor environment.
Cabin in Kimbolton
4.94 out of 5 average rating, 47 reviews

Bigfoot’s Cabin 10 mins from Salt Fork

Hello and welcome to Bigfoot’s Cabin! After years + years of keeping this beautiful hideaway to himself, + not allowing anyone to even see the inside, he’s done a 180 and decided to rent it out 😮 When we asked Bigfoot why the change of heart? He replied “With all of the traveling I do + all of the miles I put in, it just makes the upkeep of a permanent residence near impossible, plus it’s time that I stop ignoring the fact the I’ve outgrown the toilet space here. I hope others enjoy my cabin!”

Guest favourite
A charming tiny home is viewed from the front, featuring a neatly landscaped yard and a walkway leading to the entrance. The porch is adorned with rocking chairs and a hanging chair, framed by black shutters on either side of the door.
Home in Port Washington
4.99 out of 5 average rating, 67 reviews

Modern & Romantic Tiny Home With Hot Tub

Enjoy a romantic tiny home for two. Sip espresso, relax in the hot tub, and unwind in a comfy loveseat in front of a fireplace. It's stylish, peaceful, and fully equipped for a comfortable escape. While the road out front and occasional dirt bike activity nearby can bring some small-town energy during the day, evenings settle into a calm and cozy retreat made just for you. What You'll Love: -Private hot tub, fire pit & patio -Full kitchen+espresso machine -Queen bed -EV charger -Stepless entry

Top guest favourite
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
4.97 out of 5 average rating, 355 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!

Guest favourite
The kitchen features wooden cabinets and dark granite countertops, with stainless steel appliances including a microwave, stove, and refrigerator. Soft lighting creates an inviting workspace, highlighted by a rug under the table that complements the flooring.
Home in Piedmont
4.82 out of 5 average rating, 174 reviews

Camp Fishbone

Your family will be close to everything when you stay at this centrally-located place about a 2 minute drive to the Marina Plenty of parking for several trucks and trailers! Whether your a hunter, fisherman or just a family looking to spend quality time together, the bonefish cabin is for you. The home boasts a 4 person hot tub, outdoor patio with a firepit, free wifi, two TV's, large yard , full kitchen & only a mile from the Marina. There are several kayaks available to use for free.

Top guest favourite
A rustic cabin features earthy stonework and large windows, surrounded by lush greenery. Stone steps lead to a patio area adorned with planters. A vibrant red door adds a pop of color, while trees provide a natural backdrop, creating a serene environment.
Home in Fresno
4.98 out of 5 average rating, 165 reviews

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.

Superhost
Cabin in Lisbon
5 out of 5 average rating, 3 reviews

Lanterns End ~ Lisbon, OH

Lantern's End | Sleeps 4 • Hot Tub • Sauna • Outdoor Shower Tucked among the trees in Lisbon, Ohio, Lantern's End is a peaceful 2-bedroom, 2-bath cabin designed for rest and relaxation. Enjoy a private hot tub, sauna, outdoor shower, balcony, and porch surrounded by nature. Inside, warm wood interiors blend rustic charm with modern comfort, including WiFi, smart TVs, a fully equipped kitchen, and laundry. Just minutes from Beaver Creek State Park, wineries, and local favorites.

Top guest favourite
The A-frame structure is surrounded by lush greenery, featuring large glass panels that reflect the forest. A warm wooden deck with seating arrangements invites relaxation. Soft exterior lighting enhances the space, creating a welcoming ambiance as evening approaches.
Cabin in Walhonding
4.98 out of 5 average rating, 508 reviews

Wooded Aframe Retreat | Hot Tub and 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.

Top guest favourite
The exterior of the Pine Ridge Cabin features a rustic facade with a combination of dark wood and stone accents. Two wooden chairs are positioned on the front porch beside a gravel pathway, surrounded by greenery and trees that enhance the natural setting.
Cabin in Quaker City
5 out of 5 average rating, 60 reviews

The Pine Ridge Cabin @ Old World Garden Farm

Just minutes from I-70, the 600 square foot Pine Ridge Cabin sits on the back edge of the woods at Old World Garden Farms, a picturesque 46-acre property that blends natural beauty and recreational spaces into a rustic mini-farm resort feel. The quaint, 2 story Pine Ridge Cabin has everything you need to enjoy a great get-away - including a well equipped kitchen and a great private outdoor space that includes a covered porch, gas grill and fire pt with free wood!

Guest favourite
A modern kitchen area is presented, featuring a large granite countertop with bar seating for four. Stainless steel appliances, including a microwave and dishwasher, are visible. Natural light filters through skylights, enhancing the space, while a checkerboard floor adds a playful touch.
Loft in Cambridge
4.9 out of 5 average rating, 31 reviews

Vineyard Loft

This unique, mid-century modern style, one bedroom loft is located at Georgetown Vineyards & Tavern, Cambridge, Ohio. Queen bed, full bath, kitchen, and living room. Featuring our restaurant just below with a full food & drink menu and a large patio & deck! Loft guests also have exclusive access to their own private patio area. We are located just 2 miles from the I-70/I-77 Interchange. Loft has its own thermostat. There is a futon in the living room.

Top guest favourite
Cabin in Byesville
4.93 out of 5 average rating, 352 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 favourite
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.
Guest house in Cambridge
4.95 out of 5 average rating, 493 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 favourite
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, 122 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.

Popular amenities for Winterset holiday rentals

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