Holiday rentals in Cortland

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Top-rated holiday rentals in Cortland

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A cedar home is surrounded by lush greenery, set on a wooded lot. The single-story structure features a symmetrical design with a gabled roof, a front porch, and a prominently placed driveway leading to a two-car garage.
Home in Cortland
4.85 out of 5 average rating, 137 reviews

Peaceful wooded hidden gem

Home away from home. This beautiful cedar home is nestled on a wooded lot. Just 5 mins from Mosquito lake, 3 mins from Trumbull Fairgrounds, 20 mins from Eastwood Mall. The home features 3 bdrs. Master has a comfy queen size bed, bdr 2 has 2 twin size beds,bdr 3 has a full size bed. Fully equipped kitchen. Bathroom includes a deep jetted tub with endless hot water. Wifi, Spectrum, Netflix, Hulu and Disney+ included on the smart tv in the inviting living area. A packnplay, highchair available..

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, 485 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 favourite
Guest house in Chardon
4.95 out of 5 average rating, 285 reviews

Chardon Loft

Large private 2nd floor studio style living area with queen size bed, couch, table/chairs, TV, refrigerator, microwave, hot plate, NO OVEN OR STOVE TOP, sink, large shower, A/C, heat, washer and dryer, and deck. Wifi internet is provided. The television has Netflix. No cable channels. The furnace is nontraditional. It is not located in a closet. The noise when running and starting will be louder than normal during winter months. Ear plugs are available for those that are noise sensitive.

Top guest favourite
The exterior of the Old Postal Cottage is showcased, featuring classic red brick and a welcoming sign depicting a horse. Dual white windows are framed by seasonal decorations, including a wreath and festive bow, while a sturdy railing and balcony enhance the quaint façade.
Tiny home in Parkman
4.99 out of 5 average rating, 205 reviews

The Old Postal Cottage

*Note: feel free to inquire about availability for dates not listed as open on calendar. The Old Postal Cottage, built in the 1840s, was the Parkman post office until mid 2018. It was completely renovated, and it is now a tiny house, located within an Amish community in Northeast Ohio. It has a private entrance, and is a cozy space, perfect for a getaway in the country, with access to all major roads and an easy commute to Cleveland, Youngstown, Akron, and many tourist attractions.

Guest favourite
Flat in Youngstown
4.89 out of 5 average rating, 580 reviews

Woodland Oasis Cabin Apartment

Late Checkins are fine.This quaint Cabin style Apt is perfect for a quick stopover or longer stays.Having all the amenities you need at hand. This is a 575sq ft self contained apt .We are the perfect stop over being a half Way between Chicago and New York. 5 mins away from In I80 E or W ext 229 or route 711 ext 228a off Belmont ave ,5 min to St Elizabeth.Y.S.U, Covelli , Amphitheater 10 mins to Westside Bowl, fishing spots 5 mins away from Penguin city Brewery and past times arcade.

Top 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, 202 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.

Top guest favourite
A cozy living area features a gray sectional sofa, two armchairs, and a wooden coffee table, all positioned on a patterned area rug. Natural light enters through large windows, complementing the wood stove and the television unit nearby. The open layout connects to a dining area.
Cottage in Mercer
4.99 out of 5 average rating, 133 reviews

Charming Farm Cottage

Relax with the whole family at this peaceful homestead cottage nestled among mature pines. Scenic views and tasty natural treats abound on the guest house of this 6 acre homestead. Enjoy an evening by the wood stove or watch the sunrise from the pet friendly deck. Ask about lawn games or access to pool and spa attached at the owners' residence down the lane. Located minutes away from fishing lakes, colleges, state parks, game land, and Downtown Mercer. Easy access from I-79, I-80.

Top guest favourite
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, 276 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 favourite
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.
Flat in Madison
4.95 out of 5 average rating, 241 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 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, 453 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.

Guest favourite
The kitchen features modern stainless steel appliances, including a refrigerator and a gas stove. White cabinetry provides ample storage, while a window allows natural light to brighten the space. Countertops are complemented by a decorative rug, enhancing the kitchen's functionality.
Home in Youngstown
4.87 out of 5 average rating, 145 reviews

Cheerful 4 bd Pet Friendly Home By Millcreek park

Keep it simple at this peaceful and centrally-located place. Enjoy the hiking or casual walking of Millcreek Park or take a short drive to the shoppes in Boardman. There are lots of local eateries within a short drive and even more to explore in the Youngstown area. Enjoy the full kitchen, coffee maker, toaster, gas stove, microwave and brand new food network pot set. This smart home has a smart TV, keyless entry and integrated ring alarm system.

Top guest favourite
Cabin in New Wilmington
4.95 out of 5 average rating, 128 reviews

Schoolhouse~Amish Countryside~No Cleaning Fee!

Welcome to the No. 8 Schoolhouse! This converted school was originally built by artist, Ronald Garrett as an artist retreat. 2024 brought many changes to the Schoolhouse retreat. Owners, Michael and Christina decided the Schoolhouse deserved a revamp. And revamp they did! They remodeled top to bottom while also redesigning to give their guests a funky experience! It's one of a kind. You'll never see another like it!

Popular amenities for Cortland holiday rentals

  1. Airbnb
  2. United States
  3. Ohio
  4. Trumbull County
  5. Cortland