Holiday rentals in Cortland

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Top-rated holiday rentals in Cortland

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Guest favourite
An outdoor living space features a cozy seating area with wicker chairs and a coffee table, centered around a stone fireplace. A mounted television is positioned above the fireplace, and a built-in grill is visible on one side. Skylights allow natural light to filter in.
Home in Warren
4.93 out of 5 average rating, 103 reviews

Oasis at Avalon Estates - hot tub / game room

Welcome to your oasis in the heart of Howland, OH. Steps from Avalon Grand Resort and the Medici Art Museum, this property is a home away from home. Enjoy all that the area has to offer or stay in and take advantage of the homes amenities. The back yard includes a massive 600 sqft deck with fire place, fire pit, built in grill and covered living, stamped concrete patio and hot tub great for entertaining or just relaxing. Inside enjoy a finished basement bar, 100" projector screen and game room

Top guest favourite
Cabin in Middlefield
4.96 out of 5 average rating, 105 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!

Guest favourite
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
4.86 out of 5 average rating, 143 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, 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 favourite
A charming exterior view of the house features a welcoming front porch adorned with patriotic bunting. Lush greenery surrounds the entrance, while a wooden bike rests against the railing. Steps lead up to the door, framed by hanging plants and vibrant shrubs.
Home in Sharpsville
4.98 out of 5 average rating, 208 reviews

The Bicycle House

Recently remodeled and tastefully furnished, this two-bedroom house boasts a unique charm, with many antiques and comforts to make you feel at home. Conveniently located within a few miles of Interstate 80 and the border of Ohio and Pennsylvania, this house is only an hour drive from both Pittsburgh and Cleveland. Whether you are coming home to visit friends and family, want to get away for the weekend, or are traveling for business or pleasure, the Bicycle House is a memorable place to stay.

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, 210 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
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 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, 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 favourite
An aerial view showcases a spacious single-story house surrounded by grassy lawns and trees. The roof features a neutral color, while landscaped flower beds line the front. A large driveway leads to a garage visible in the background, framed by open fields.
Home in Kinsman
4.9 out of 5 average rating, 100 reviews

Outdoor Enthusiasts Paradise

Great location for all types of outdoor activities. Next to Bronzwood golf course and close to Pymatuning lake for great year round fishing. Nearby hunting, walking, UTV riding, snowmobile, biking, and many other outdoor activities. Entire house with outdoor fire pit available. We are located out in the country and it is very quiet and safe area. We offer self check-in with a pin pad lock on the door. We are close by but leave you to enjoy country living.

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.
Guest house in Middlefield
4.97 out of 5 average rating, 167 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.

Guest favourite
The exterior of a wooden A-frame house is shown, featuring a sloped roof and multiple large windows. A wooden deck with a railing surrounds the entrance, while a small tree with autumn leaves stands in the foreground. The surrounding landscape includes green grass and distant trees.
Cabin in Southington
4.97 out of 5 average rating, 242 reviews

Cozy A-Frame Getaway Minutes from Nelson Ledges

Welcome to a new space for rest. You will be greeted with the coziness and peace of the nature without sacrificing luxury and convenience. Whether you decide to stay in and enjoy the hot tub, or get out and explore the ledges and quaint town of Garrettsville, you are sure to create lasting memories. We also provide top notch wifi and a designated workspace so working from home just got a whole lot comfier.

Top guest favourite
Home in Hubbard
4.95 out of 5 average rating, 174 reviews

Cozy Cottage, Modern Amenities

Located just 7 miles north of downtown Youngstown, OH and less than 10 minutes from Interstate 80 (I-80), The Cozy Cottage is a traveler’s delight! Originally built in the 1830s, our quaint little cottage (1100 sq ft) is perfect for short and long-term stays alike. For groups of four or more, contact us today so that we can prepare the cottage accordingly. Full-size air mattress available, upon request.

Popular amenities for Cortland holiday rentals

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  2. United States
  3. Ohio
  4. Trumbull County
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