Vacation rentals in Cortland

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Top-rated vacation rentals in Cortland

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Superhost
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
4.92 out of 5 average rating, 119 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

Superhost
Cabin in Cortland
4.82 out of 5 average rating, 94 reviews

Peaceful Rustic Entire A-Frame Cabin in the Woods

WELCOME! Leave your worries behind and relax on a country road in the heart of Northeast Ohio to this clean & peaceful cabin in the woods! Feed the birds and wildlife while the coffee is brewing and a warm fire crackling with firewood (supplied). Furnished with WiFi & TVs and utensils for all your cooking needs. Conveniently located just 6 min away from Mosquito lake, 12 minutes from Starbucks, Walmart,Quaker Steak and 22 minutes from the Eastwood Mall Complex. Book your reservation today!

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, 566 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.

Guest favorite
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.

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 Center
4.98 out of 5 average rating, 291 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 a 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 tri-level house is shown, featuring a light-colored exterior with a metal roof. A well-maintained lawn surrounds the property, with a large tree in the front yard and a gravel driveway leading to a two-car garage. Trees line the background.
Home in Bristolville
4.96 out of 5 average rating, 99 reviews

B’s Sunsets & Recreation

IMPORTANT! I DO NOT ALLOW WORK CREWS OR PETS DUE TO EXCESSIVE DAMAGES. We gladly welcome all others to come stay at our family friendly renovated tri-level with all the comforts of home and a private back yard with fire pit. We are within 5 minutes of Mosquito lake boat launch and Western Reserve Greenway bike trail. We are a 15 minute drive to The Place at 534 and great wineries. It is a 30 minute drive to Amish country or the Eastwood Mall Complex and Scrappers Stadium.

Top guest favorite
Home in Girard
4.97 out of 5 average rating, 29 reviews

3BR Home • Sleeps 10 • Huge Deck • Fire Pit

Imagine stepping out onto a sprawling deck with coffee in hand ☕, the backyard stretching out green and quiet before you 🌿. No crowds. No rush. Just space. This 3-bedroom, 2-bath retreat was recently renovated ✨ with fresh appliances, quality beds 🛏️, and a design that makes everyone feel at home — whether you're a family of five or a crew of ten. 🔥 The fire pit is already waiting. 🍔 The grill is ready. 🌅 And the deck? It’s where everyone ends up spending most of the trip.

Guest favorite
Home in Warren
4.88 out of 5 average rating, 66 reviews

Studio private unit - near Avalon Golf Resort

Kick back and relax in this converted studio style private unit in Howland twp. between city of warren and cortland private space an addition to the main private house. freshly renovated and features : queen size bed (soft hybrid mattress) / shower panel / small kitchenette (small fridge and microwave) / 2 seating spots " living room " with a 65" smart TV / 2 seating spot " dining area" / WiFi / free standing A/C ( not connected to the house so you can control desired

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, 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.

Superhost
Home in Warren
4.85 out of 5 average rating, 130 reviews

Cheerful Cape Cod home with 3 bedrooms & fireplace

Welcome to Meadowbrook! This cape cod style home will surely make you feel like you're by the bay. This property is large enough to comfortably accommodate 8 people without being on top of each other. Each space has been designed with comfort in mind. Whether you're in town for a wedding, visiting family or even the dreaded work, you'll for sure feel relaxed upon coming "home". Grab your favorite beverage and chill out on the large back deck!

Guest favorite
Apartment in Cortland
4.92 out of 5 average rating, 12 reviews

Mosquito Lake Lodge

Relax with the whole crew at this spacious fishing lodge located right above Monty’s on the Lake. With 3 bedrooms and 8 beds, it’s perfect for fishing trips, family gatherings, or groups of friends looking to enjoy the lake and unwind. Wake up to peaceful lake views, grab a bite downstairs, and spend the day fishing, boating, or exploring the area. Comfortable, simple, and built for making memories on the water.

Superhost
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, 258 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.

Popular amenities for Cortland vacation rentals