Vacation rentals in Orwell

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Top-rated vacation rentals in Orwell

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Top guest favorite
Cabin in Madison
4.96 out of 5 average rating, 238 reviews

LemonDrop Lake-Front Cottage

Fully remodeled in 2024, LemonDrop Cottage is a Lake-Front property, with direct access by stairwell down to a small private beach directly on Lake Erie. Lake is viewable from the Kitchen or Bedroom windows. All New Windows, Hickory hardwood floors, shower, electric flat-top oven, retro-Fridge, retro-Microwave/Toaster, Keurig, King-size mattress, Twin sofa-bed, BBQ grill (propane provided), and fire pit with wood provided. Cottage built in 1949 as a fishing cottage, adorable Lake-Front Cabin wit

Top guest favorite
Cabin in Middlefield
4.96 out of 5 average rating, 106 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!

Top guest favorite
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, 510 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.

Top guest favorite
A cozy living area features a large sectional sofa adorned with decorative pillows, complemented by a round coffee table. A soft rug sits underfoot, while a warm glow emanates from a floor lamp next to a comfortable armchair. A fireplace adds a rustic touch to the space.
Home in Chardon
4.94 out of 5 average rating, 137 reviews

Lakeview Retreat

Enjoy the unobstructed lake views very close to downtown Chardon, several golf courses, the Holden Arboretum, Alpine Valley Skiing, and adjacent to Bass Lake's amenities. Inside, you'll love the cozy fireplace, 4 season porch, 4K TV, games, and puzzles. You can also just sit and relax while enjoying the view with a glass of wine in the enclosed porch. There is even a writing desk with views of the lake. Well-mannered dogs are welcome. We have the highest reviews/year in the area!

Top guest favorite
The outdoor area features a spacious patio with a variety of seating options, including colorful chairs and tables. A shaded umbrella provides relief from the sun, while lush greenery surrounds the barn-like structure, leading to the entrance of the upper-level cabin.
Barn in Kinsman
4.97 out of 5 average rating, 278 reviews

Cozy Cabin in Kinsman

This is a western themed, open concept cabin. The cabin is the upper level of a barn-like structure, separated from our home by a large patio. It has a Loft and a Sleep n’ Play Hideaway for children. (The double bed inside the Hideaway is suitable for teens and even adults.) Our cozy cabin is perfect place for either a couple, a few friends or a family. It is also a wonderful place for a retreat or a place to work away from home or the office. (See photos for clarity of layout.)

Top guest favorite
A cozy living space features rustic wood paneling and two comfortable wooden rockers positioned beside a small table. A sectional sofa provides ample seating, while a soft rug lies on the polished hardwood floor. Natural light filters through the window adorned with blinds.
Apartment in Madison
4.96 out of 5 average rating, 255 reviews

Cozy winery getaway with hot tub!

Relax in this cozy country garage apt. in Grand River Valley. The first stop on your winery tour is just 4 minutes away with over 30 more to explore. Visit nearby Lake Erie, Thompson Ledges, Geauga Park District Observatory, or a covered bridge. Kitchenette w/ mini fridge, microwave, Keurig & sink. Quaint bath w/ stand up shower Private keycode entry Electric fireplace King size bed Rustic wood rockers & table Pet friendly Shared access to hot tub, back yard fire pit & patio

Top guest favorite
The bedroom features a cozy queen-sized bed adorned with decorative pillows and a soft blanket. A bedside table holds a decorative sign, while a vibrant wall art piece adds color. Natural light filters through a nearby window, complemented by light window treatments.
Apartment in Geneva
5 out of 5 average rating, 364 reviews

“The treehouse”

Cozy nest in Ohio’s wine country, featured in the November 2021 issue of The Cleveland Magazine, this is a comfortable one bedroom upstairs unit located conveniently 3 miles off Rt 90,in the heart of Geneva’s wine country. Spend your days exploring historic downtown Geneva, walk to local wineries and restaurants or take a selfie in front of Ashtabula County’s smallest covered bridge. This home away from home is conveniently located in the middle of all Geneva has to offer

Top guest favorite
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, 467 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.

Top guest favorite
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, 111 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.

Top guest favorite
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, 168 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.

Top guest favorite
A scenic view of a lakefront home, surrounded by lush greenery. A wooden staircase leads from the dock to the house, illustrating a direct connection to the water. Several boats are moored at the dock, enhancing the lake experience.
Home in Conneaut Lake
4.99 out of 5 average rating, 121 reviews

Lakeside Sunrise

Lakefront home w stunning views overlooking Conneaut Lake. Maximum of 5 guests in the main house (1 queen in MB & 1 sofa bed in great room). There is a twin bedroom & half bath in the basement. Guesthouse is available only May-mid Oct as an add-on rental but will be occupied Nov-April with a Winter tenant. Overlook the lake in porch gliders w your coffee. Suitable for a memorable couples getaway or small family vacation.

Top guest favorite
A modern two-story garage structure with two large, closed garage doors is presented. The exterior features a white facade, a steep roof, and a large window on the upper level. Snow is lightly settled on the roof, and a picket fence encircles the property.
Apartment in Chardon
4.97 out of 5 average rating, 213 reviews

1br-1bth- Furnished Oasis in Chardon

The apartment is above a detached garage. The spacious floor plan is modern and fresh, on-site laundry, a full kitchen, walk-in closet and large private bathroom, this apartment feels just like home. Long term lease is available for a discounted rate. The apartment is located on a busy street (“busy” for a small town) you will hear cars and motorcycles drive by. Please take this into consideration when booking.

Popular amenities for Orwell vacation rentals

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