Holiday houses 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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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, 50 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!”

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Guest favourite

The cabin exterior is illuminated at night, showcasing its rustic log design. Snow blankets the ground surrounding the structure, and a covered porch offers a welcoming entrance. Soft light emanates from the windows, creating a cozy ambiance among the surrounding trees.

Cabin in Piedmont

4.92 out of 5 average rating, 167 reviews

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.

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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

4.97 out of 5 average rating, 77 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

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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

4.97 out of 5 average rating, 179 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.

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Top Guest favourite

The A-frame cabin is nestled among trees by a tranquil pond. Its unique triangular design features large windows and a welcoming front porch. A fountain creates gentle ripples on the water's surface, enhancing the serene environment.

Place to stay in Beach City

4.98 out of 5 average rating, 473 reviews

Forest lane Aframe, Soak Tub, Kayaks, Campfire

Forest Lane Aframe - @forestlane__ 1 hr from Cuyahoga National Park Escape to a cozy, A-frame cabin nestled among trees, overlooking a serene pond with a fountain. Enjoy mornings with fresh local coffee on the deck, afternoons kayaking , evenings soaking in the deep tub or unwinding by the indoor fireplace or outdoor campfire area . This relaxing space offers everything you need to unplug and recharge - nature, comfort, and a touch of romance - The perfect couples or solo getaway

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Top Guest favourite

Cabin in Cambridge

5.0 out of 5 average rating, 16 reviews

Retreat

Escape to our modern cabin just outside Cambridge, Ohio, where comfort meets the great outdoors. Nestled on 15 private acres and only minutes from Salt Fork State Park, this family-friendly retreat is perfect for relaxing, exploring, and making memories. Enjoy modern amenities like high-speed Wi-Fi, a full kitchen, and cozy living spaces — all surrounded by peaceful nature. Whether you’re hiking, boating, or simply unwinding under the stars, you’ll find your perfect getaway here.

LocationComfortSleep quality

Guest favourite

The exterior of Rosedale Timber Lodge is presented at dusk, featuring a blend of stone and timber framing. Soft lighting highlights the entrance, while expansive grounds and trees are visible in the background against a colorful sky.

Cabin in Salesville

4.89 out of 5 average rating, 170 reviews

Rosedale Timber Lodge

Rosedale Timber Lodge is the perfect quiet retreat. Nestled in the hills of Guernsey County, with no neighbors in sight, you can truly kick back and enjoy nature. Completely restored recently, this lodge is beautifull inside and out with timber framing, a custom kitchen, stone fireplace, fishing pond, volleyball court, wiffleball diamond, and game room in the basement. We also offer 3 full RV hookups! After your stay, you will leave here more relaxed and refreshed than ever!

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Guest favourite

A log cabin is depicted with a green metal roof set on a grassy area. The front porch features a railing and seating. Lush green trees surround the property, with a dirt pathway visible to the left, leading to additional buildings in the distance.

Cabin in Caldwell

4.89 out of 5 average rating, 131 reviews

The Angler-2 bedroom w/hot tub

Let the best fishing stories be told at our spacious, open concept log cabin situated across the road from Wolf Run State Park. With two bedrooms and one bathroom, The Angler's Cove is the perfect catch for the family-friendly trip or a private getaway. Relax under the stars in the outdoor hot tub and make memories around the fire pit. Enjoy your coffee/tea on the front or back porch as you take in nature all around you. Let Angler's Cove be your "best catch!"

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Top Guest favourite

Cabin in Strasburg

4.98 out of 5 average rating, 403 reviews

Scandi Cabin•Hot Tub• Fire Pit•

In a quiet neighborhood just out of Strasburg: The White Oak Cabin:•2 bed•2 bath•Hot Tub•Fully stocked kitchen •4 Electric Fireplaces •Living room - 50”TV •Climate control in each room •Step ladder to loft In the loft:•Workspace •1 Huge Sectional-room for 2 to sleep•50” TV •Fireplace 30 minutes > Pro Football Hall of Fame 15 minutes > Sugarcreek (Amish Country)20 minutes > 6 wineries 60min > Cuyahoga Valley National Park

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Top Guest favourite

Cabin in Byesville

4.93 out of 5 average rating, 355 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.

LocationFamilyView

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.

Guesthouse in Cambridge

4.95 out of 5 average rating, 505 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.

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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

4.92 out of 5 average rating, 126 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.

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