
Vacation rentals in Cortland
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Top-rated vacation rentals in Cortland
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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
4.92 out of 5 average rating, 119 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!
4.83 out of 5 average rating, 99 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.
4.99 out of 5 average rating, 570 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 a wonderful place for a vacation, a retreat, or a place to work away from home or the office. (See photos for clarity of layout.)
4.98 out of 5 average rating, 294 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.
4.89 out of 5 average rating, 785 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.
4.97 out of 5 average rating, 228 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.
4.96 out of 5 average rating, 102 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.
4.93 out of 5 average rating, 507 reviews
Peaceful 3-bedroom home, minutes from attractions!
Relax with the whole family at this peaceful, rural home with a spacious back yard and onsite free parking! This home is fully furnished for your convenience! Nearby attractions include Pymatuning Deer Park, Wagon Trails safari-style tours, Greenville Railroad Museum Park, Linesville Spillway (where the ducks walk on fish), numerous campgrounds, lakes and state parks, as well as plenty of golf and country clubs!
4.9 out of 5 average rating, 104 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.
4.97 out of 5 average rating, 261 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.
4.96 out of 5 average rating, 253 reviews
Oatley Farm
This is a beautiful century farmhouse with spectacular views of Mosquito Lake right in the heart of Cortland. This home was built before the town of Cortland existed. This spacious 4 bedroom home has lots of character and charm with plenty of space both indoor and outdoor including a large deck. The home is within walking distance to both downtown Cortland and Mosquito Lake.
5.0 out of 5 average rating, 103 reviewsPopular amenities for Cortland vacation rentals
Other great vacation rentals in Cortland

Modern 5 Bed/3BA • Bright, Spacious & Updated
5.0 out of 5 average rating, 13 reviews
Mosquito Lake Lodge
4.93 out of 5 average rating, 14 reviews
Charming 3 Bedroom Home
4.99 out of 5 average rating, 79 reviews
Studio private unit - near Avalon Golf Resort
4.89 out of 5 average rating, 71 reviews
Hartford Cottage | Sleeps 6
4.93 out of 5 average rating, 94 reviews
Cozy Kinsman Wooded Cabin w/Hot Tub - Pymatuning
4.98 out of 5 average rating, 40 reviews
3BR Home • Sleeps 10 • Huge Deck • Fire Pit
4.97 out of 5 average rating, 33 reviews
Peacock Farmhouse
4.99 out of 5 average rating, 84 reviewsDestinations to explore
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