Vacation rentals in Winterset

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Top-rated vacation rentals in Winterset

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Guest favorite
A charming log cabin is set against a backdrop of vibrant fall foliage. The cabin features a covered porch with wooden railings and a peaked roof, embraced by a spacious green lawn. The warm wood tones of the cabin provide a welcoming appearance.
Cabin in Fresno
4.94 out of 5 average rating, 244 reviews

Deer Creek Cabin | Sport Court | Hot Tub

Our hi-end cabin offers a beautiful country setting on 4 acres and comes equipped with luxurious bedroom suites! Soak in the hot tub and enjoy the peaceful view from the log cabin deck or sip a fresh cup of coffee on the hickory rocking chairs on the front porch. Our family-friendly space comfortably sleeps 11 guests, and larger groups are welcome! The large lawn is perfect for games, tent camping, and quality time around the campfire. Come experience our cozy space, make your reservation today!

Top guest favorite
The exterior of a rustic treehouse is visible, featuring a dark wood facade with multiple gabled roofs. A gravel driveway leads to the structure, and a grassy area surrounds it. Large windows provide natural light, while trees are seen in the background, enhancing the property’s secluded feel.
Cabin in Millersburg
4.98 out of 5 average rating, 290 reviews

The Tranquil Treehouse (New 45% monthly discount)

Consider enjoying your vacation in our lovely treehouse! All rooms are upstairs looking out into the tops of the trees. This home is located on 4 Wooded Acres where you could build a campfire for the evening & enjoy the peaceful Outdoors. During the day you can enjoy Amish Country, Millersburg antiques, canoe liveries, hiking trails and biking trails. Shopping, movies, and restaurants in . All destinations aprox 20 min. or less from the property. Also ask us about our local wineries and Brewery!

Superhost
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.
Bungalow in Piedmont
4.8 out of 5 average rating, 161 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 at Piedmont Lake 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, plenty of off street parking, free wifi, two TV's, large yard space, a full kitchen and only a mile from the Marina. There are several kayaks available to use for free.

Guest favorite
An outdoor patio area features a circular stone fire pit surrounded by several Adirondack chairs. Behind, a log cabin with large windows overlooks a landscaped yard, and a hot tub is positioned nearby, with lush greenery in the background.
Cabin in Strasburg
4.88 out of 5 average rating, 136 reviews

Deer Pointe Cabin

Welcome to Deer Pointe Cabin… Relax and unwind with the whole family as you enjoy the great outdoors in this peaceful Log Cabin nestled in the woods just outside of Strasburg, OH. Surrounded by nature and wildlife enjoy the newly renovated outdoor patio space complete with hot tub, fire pit, seating and a gas grill. Or take a day to explore as you are minutes from I-77, 15 min. from Sugarcreek (the gateway to Amish Country), and 30 min. from Canton (home of the Pro Football Hall of Fame).

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, 331 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 spacious cabin built with Western Pine logs is set among lush greenery. Large windows line the exterior, allowing natural light to illuminate the interior. A welcoming front porch features wooden railings and steps leading to the entrance, enhancing the cabin's rustic charm.
Cabin in Sugarcreek
4.98 out of 5 average rating, 163 reviews

Creek Song Cabin | Hot Tub | Brand New Log Cabin

Creek Song Cabin has a long, curved driveway deep in the woods. The large back deck, perfect for morning coffee and grilling, overlooks a ravine. Enjoy the fire ring and a shallow creek where children can wade. You will appreciate nature, including seeing deer, privacy, the music of birds, and a singing creek. The six-person hot tub located right off the master bedroom, waits for you. The cabin has masterpiece furnishings handcrafted by your host out of reclaimed wood. WiFi added Jan ‘23.

Top guest favorite
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, 142 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.

Guest favorite
A functional kitchen space is highlighted by gray cabinetry and a wood-paneled wall. An oven is built into the cabinets, accompanied by a sink beneath a window adorned with striped blinds. A striped mat is placed in front of the cabinetry, adding a touch of character.
Farm stay in Fresno
4.94 out of 5 average rating, 129 reviews

Fresno dairy farmhouse-working 4th generation farm

Enjoy the natural beauty surrounding this historic getaway. This house sits on a 4 th generation active 2000 + acre dairy and crop farm. Wake up early to help milk the cows and feed the calves.- or watch During planting and harvest, ride in a big tractor or combine. Help unload hay and straw into the mow, or just enjoy the beautiful country side. Take long, quite walks into the woods or through the pastures. In the evenings, enjoy the hot tub The farmhouse is comfortable, not fancy.

Guest favorite
A bright living room features a brown leather sofa and two light-colored accent chairs. A round wooden coffee table is positioned in the center, complemented by a neutral area rug. Large windows allow natural light to illuminate the space, enhancing its welcoming feel.
Home in New Philadelphia
4.93 out of 5 average rating, 111 reviews

House on 3rd Street with Hot Tub

Your will be close to everything when you stay at House on 3rd Street. Located in New Philadelphia, where you will be only 0.3 miles from Tuscora Park, 1.5 miles from New Towne mall, and within a couple miles from several restaurants of your choosing. Outside you can enjoy sitting around the fire and using the grill, with a nice size backyard for kids to run around. Head inside to our fully functional kitchen, cozy living room, 3 TVs, and foosball table. Enjoy the luxury of convenience.

Guest favorite
Cabin in Strasburg
4.98 out of 5 average rating, 366 reviews

Scandi Cabin•Hot Tub• 4 Electric Fireplaces•

In a quiet neighborhood just out of Strasburg: The White Oak Cabin: Built in ‘22•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 Fame15 minutes > Sugarcreek (Amish Country)20 minutes > 6 wineries 60min > Cuyahoga Valley National Park

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 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, 463 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.

Popular amenities for Winterset vacation rentals

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