Holiday houses in Orwell

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Top-rated holiday rentals in Orwell

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Guest favourite
The living room features comfortable seating, including a gray sofa, an armchair, and a coffee table on a patterned rug. Natural light illuminates the space through large windows, and decorative artwork adorns the walls, creating a cozy atmosphere.
Home in Geneva
4.93 out of 5 average rating, 143 reviews

Sand V-Ball Ct w/ Vineyard Views SPIRE 5 Min

Enjoy a relaxing stay in this fully renovated 1860's 3BR/3 Full BT home. Featuring a spacious, fully stocked kitchen, outdoor gathering spaces, including fire pit, and sand volleyball court with vineyard views. The Grand Getaway is perfect for romantic getaways, girls weekends, bachelor/bachelorette parties, family vacations and more! Centrally located in the heart of The Grand River Valley within minutes from all local wineries and a short drive to GOTL. The perfect space for creating memories!

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Guest favourite
The image captures a lush, green pasture with several horses grazing peacefully. A wooden fence encloses the pasture, providing a tranquil rural setting, with trees dotting the landscape in the background. The sky is overcast, giving a calm ambiance to the scene.
Farm stay in Chardon
4.87 out of 5 average rating, 387 reviews

Bonnie's Guesthouse @ Peridot Equine Sanctuary

***ALL PROFITS SUPPORT THE HORSES OF PERIDOT EQUINE SANCTUARY*** The rustic decor and well lit space reflects the nature of our horse farm, where you can stay for a peaceful country getaway and bring your horses along! We're rural, but you'll still have easy access to lots of amenities in the wonderful nearby town of Chardon, less than 10 minutes away. Cleveland itself, currently going through a "rustbelt renaissance" is only about 45 minutes minutes West. We welcome guests of all backgrounds!

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Guest favourite
The exterior of the home is framed by lush greenery and a well-maintained lawn. A welcoming porch extends across the front, featuring a spacious seating area. The two-story structure showcases a combination of siding and brick, with tall trees providing shade and a natural setting.
Home in Windsor
4.89 out of 5 average rating, 28 reviews

Ridgeview Cottage

This restored open-concept home is nestled in Eastern Geauga County. Centrally located between Amish country and wine country, Ridgeview Cottage is a perfect place to stay before or after a celebration at Meadow Ridge Events, which flanks the property. This bright, airy home has three bedrooms, a fold-out couch in the lower level, and a glam room that is perfect for getting ready for a night out or special event. Two decks, a gas fire feature, and a gorgeous back yard complete the country feel.

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Top Guest favourite
Cabin in Middlefield
4.96 out of 5 average rating, 119 reviews

The Wildflower

Come enjoy this brand new cabin in a private wooded setting. Sit on the front porch swing or relax by the fireplace. Enjoy the whirlpool for two and new stylish decor with black metal railing against a backdrop of the finest craftsmenship of woodworking. This cabin was built by local Amish and Mennonite builders. There is a double reclining loveseat and a queen size pull out sofa with a memory foam mattress. We provide snacks, sodas, coffee, tea, cereal, juice, pancaKe mix & maple syrup!

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Top Guest favourite
The exterior of a modern ranch house is showcased, featuring a vibrant red façade and a metal roof. A spacious deck is visible, complete with outdoor seating and a view of the nearby creek and surrounding trees. A gravel driveway leads to the entrance.
Home in Garrettsville
4.99 out of 5 average rating, 568 reviews

“Willow Ledge at Silver Creek”with Private Hot Tub

New Construction Modern Ranch House features rustic upscale design with beautiful cozy interiors and comfort at every turn. Stunning views await with floor to ceiling windows overlooking beautiful Silver Creek and surrounding nature. Private deck is spacious and inviting with oversize hot tub, concrete fire pit, gas grill, and outdoor dining furniture. A few minutes from great restaurants, the Brewery at Garrett’s Mill, and the coolest Coffee Shop. Perfect weekend getaway or business stay.

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Guest favourite
Farm stay in Rock Creek
4.91 out of 5 average rating, 77 reviews

The Farmhouse

Built in 1885, stylish exposed beam updates, you'll enjoy this historic home in a picturesque, relaxed setting. Picnic on the spacious back porch, enjoy the sunrise and coffee in the airy sunroom/kitchen, or play board games with the entire family! New central HVAC, fast wifi, and smart tvs keeps you comfortable while there are plenty of beds and seating arrangements! The Farmhouse is the perfect family or group rental for winery and covered bridge tours, local festivals, weddings, and more!

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Superhost
The A-Frame cabin stands among towering trees, showcasing its distinct triangular shape and large front deck. Surrounded by lush greenery, the wooden façade and black accents blend harmoniously with the natural environment, creating a sense of privacy and seclusion.
Cabin in West Farmington
4.89 out of 5 average rating, 779 reviews

The Triangle: Unplug in a Charming A-Frame

Step inside The Triangle & the outside world melts away. A wood-burning stove, exposed beams, and countless small details make this 400 sq ft A-Frame feel immediately like home. New deck (2024) perfect for morning coffee or evening stars. Nestled in Ohio's Amish Country - minutes from The Place at 534, Nelson-Kennedy Ledges, Observatory Park's dark skies, Holden Arboretum, and Burton Village. Exclusive music listening experience - a one of a kind cassette of my music available at the cabin.

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Guest favourite
An open-concept living space features wood-paneled walls and a warm wooden floor. A spacious sectional sofa is situated across from a large wall-mounted television. A dining area with dark chairs surrounds a long table, and a rustic coffee table made from natural wood is placed on a textured rug.
Cabin in Cortland
4.97 out of 5 average rating, 227 reviews

Cheerful Cabin-Sleeps 5 - lake views + relaxation

This unique place has a style all its own. This adorable cabin is located steps away from Mosquito Lake, bars and restaurants, bait shops, public boat launch and minutes away from lovely wineries. Perfect for small families or couples. This cabin has been professionally designed and updated. Relax on the deck and listen to live music during the summer months. The sleeping space is a loft separated by a wall. Queen bed on one side, double bed and a single up top on the other side.

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Guest favourite
Home in Geneva
4.88 out of 5 average rating, 152 reviews

Wine Country Escape | Hot Tub • Sleeps 12

🏡 5 bedrooms 🌊 Hot tub open year round! 🛏 7 beds • 3 bathrooms • Sleeps 12 🌳 Huge backyard w/ fire pit (firewood provided!) 🍳 Fully equipped kitchen • BBQ grill 🍽 Dining table for 12 🎥 Smart TV's • Roku + Spectrum 💻 Desk for remote work 👶 Pack n' Play for little ones 🚗 Driveway parking for 5+ cars 🐾 Pet-friendly 🛋 Minutes to wineries, Lake Erie, and SPIRE Spacious, stylish, and close to everything — this Geneva home is the ideal group retreat in Ohio wine country.

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Top Guest favourite
A rustic living area is featured with wood-paneled walls and a high, beamed ceiling. A patterned sofa and a recliner are positioned around a decorative area rug. A small electric fireplace adds warmth, while a TV hangs above the central seating. The room is adorned with a Christmas tree.
Cabin in Cortland
4.92 out of 5 average rating, 501 reviews

Cozy Countryside Cabin Near Multiple Wineries

Our cozy and inviting cabin, the Eagle's Nest, is nestled in a countryside setting behind Greene Eagle Winery and Brew Pub in rural Northeast Ohio. If you are looking for charm, and quiet relaxing comfort, this 384 sq. ft. cabin with exposed cedar beams is your perfect overnight or weekend retreat. Many activities available in the area with Mosquito lake nearby, bike trails, state park, golf, shopping, wineries, breweries, and restaurants within 10 to 30 minutes.

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Top Guest favourite
A still lake reflects the surrounding greenery, creating a serene view. Tall trees frame the scene, and the calm waters are lightly disturbed by ripples. The bright blue sky overhead provides a peaceful backdrop, enhancing the natural beauty of the secluded area.
Cabin in Rome
4.92 out of 5 average rating, 115 reviews

Quiet Cabin In The Woods

Secluded lakefront fishing cabin on 30 acres offers the very definition of a quiet oasis in the woods. This home lays at the end of a mile long private drive on over 11 acres of manicured lawn surrounded by 300 year old oak trees. The lake, only feet from your front door, contains bass, bluegill, perch and catfish offering both adults and children alike a wonderful opportunity to cast a line and relax while blue heron and eagles nest in the nearby trees.

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Top Guest favourite
The exterior of a cottage features a welcoming entrance with a wooden deck, adorned with potted flowers. A bench provides a seating area, while greenery enhances the landscape. The cottage's siding showcases a neutral tone, and a gabled roof adds architectural interest.
Guesthouse in Middlefield
4.97 out of 5 average rating, 183 reviews

Little House on the Farm

The accommodation is a 2 bedroom cottage on our small farm that has been recently renovated. It is wheel chair accessible. We are in the middle of the fourth largest Amish community in the world. We are half a mile from the center of Mesopotamia, which is known for the End of the Commons General Store and the annual OX roast over the 4th of July. Cleveland and Youngstown are both approximately 45 minutes away. Lake Erie is 30 minutes north.

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Popular amenities for Orwell holiday rentals