Vacation rentals in Cortland County

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Top-rated vacation rentals in Cortland County

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Guest favorite

A spacious deck overlooks the lake, featuring comfortable seating areas arranged with cushions. A small table holds a lit candle, and a decorative plant adds a touch of nature. Fall foliage surrounds the area, complemented by a pastel sunset sky.

Home in Tully

5 out of 5 average rating, 50 reviews

Luxury Lakehouse on the water!

An unforgettable stay awaits at this private lakefront property. The waterfront home has been beautifully remodeled with high-end finishes and equipped with modern appliances, providing the ideal combination of luxury and tranquility. Start your day with a coffee on the large back deck and finish it with a campfire overlooking the lake. Song Mountain - 3 min drive Song Lake - Steps from back door Vesper Hills Golf Club - 12 min drive Create Lasting Memories In Tully With Us & Learn More Below!

Guest favorite

A modern kitchen features a gas range and a spacious sink against a backdrop of exposed brick. Open shelves display various glassware and kitchen items, while warm wooden countertops reflect natural light. A large window provides an airy feel to the space.

Home in Virgil

5 out of 5 average rating, 7 reviews

Greek Peak Mountain Getaway

Located at beautiful Greek Peak Ski resort this newly remodeled condo offers a peaceful stay with lots to do. Located within walking distance to the ski resort, water park, The Lookout Wedding Venue, and two restaurants. This cozy place offers a first floor open living room/kitchen. Bunk room that sleeps 6, loft with queen size bed and a full size washer dryer. Wi-Fi, TV's, Nintendo switch and board games to keep everyone entertained. Quiet neighborhood, pet friendly, and minutes from Cortland.

Guest favorite

The serene lake is framed by lush greenery and distant hills. A wooden dock extends into the calm water, reflecting the vibrant blue sky with fluffy white clouds. Shoreline grass complements the natural beauty, inviting peaceful moments by the water.

Home in Homer

4.98 out of 5 average rating, 106 reviews

Cozy Lakeside Retreat w/New HOT TUB & Pedal Boat!

Situated in the best spot on Little York Lake, this dog-friendly, 3 BR, 1.5 Bath lakefront home features a corner lot with breathtaking panoramic views of the lake & surrounding mountains. The yard is fully fenced in. With 60 ft of lake frontage, this retreat is nearby the Finger Lakes, wineries, Skaneateles, & colleges (SUNY Cortland, Cornell & Syracuse University.) Enjoy nearby skiing at Song Mountain & then warm up while relaxing in the new 6-7 person hot tub or enjoy smores in the fire pit.

Top guest favorite

An indoor water park area is visible, featuring a large wave pool and multiple water slides in vibrant colors. Transparent inflatable tubes are neatly stacked at the forefront, with a sandy shoreline effect on one side. Soft overhead lighting illuminates the spacious recreational environment.

Townhouse in Cortland

5 out of 5 average rating, 72 reviews

Renovated Townhouse Greek Peak Getaway!

Spend time away at this incredible Greek Peak townhouse with first row views. Enjoy the beautiful greenery in the warm season & amazing ski views in the winter. The townhouse is completely renovated, light-filled, and fully equipped with all you need for a comfortable stay. Three bedrooms (1 king, 1 queen, 1 twin bunk bed with trundle), each with their own tv, hi-speed internet, tv in the family room, two full bathrooms & gourmet kitchen with all the amenities! Important: No Animals Allowed

Guest favorite

A wooden deck extends over verdant fields, leading to distant hills under a colorful sunset. A round table with a dark ceramic vase sits next to a light-colored chair, with a woven rug enhancing the outdoor space.

Home in Cincinnatus

4.89 out of 5 average rating, 47 reviews

Cozy chalet, at Unwine Vineyards.

Unwind at Unwine Vineyards is on 50 acres in central NY wine region. Joel and Mary have over 3000 young grapes and are owners of a wine and art gallery in PA. This cozy chalet is close to many attractions including Greek Peak, and the central NY wine tours. The home is spacious and sleeps 6 people, with all the modern amenities. Explore our beautiful property with trails that lead to a pond and through the vineyard with vistas. You will find everything you need for your home away from home.

Guest favorite

A private fire pit area is set on lush green grass, surrounded by several light wooden chairs. In the background, Song Lake glistens under the sun, and a private dock extends into the water, providing access to the serene scenery.

Cottage in Tully

4.94 out of 5 average rating, 304 reviews

Lakefront Getaway - Relax & recharge on Song Lake!

Private lakefront getaway on Song Lake! Spectacular rural setting with room to roam. Enjoy views of autumn foliage by day, relax by the firepit at night! Private deck & dock - bring your kayak and fishing gear! Fully equipped kitchen. Outdoor gas grill. 5 min to Onco brewery. 2 min to Heuga's Alpine & Song Mountain. Ski/snowmobile in winter. Year round access to Finger Lakes wineries, breweries, spas. 25 min to charming Skaneateles dining & shopping. Near 6 colleges including Cornell & SU.

Top guest favorite

A modern bathroom features a freestanding tub surrounded by white and gray tiled walls. A wall-mounted TV is positioned near a window, and a walk-in shower is visible in the background. A double vanity with a marble countertop and decorative plants adds to the space.

Home in Cortland

4.98 out of 5 average rating, 109 reviews

Adorable 2-bedroom home

Adorable home built in 1890 and renovated in 2019. Easy on/off from I-81, centrally located in New York- making it a great location to stay while visiting multiple colleges in one trip. Including SUNY Cortland, TC3 (~15min), Syracuse University(~30 min), Cornell (~30 min) & Ithaca College (~40 min) *Walking distance to: SUNY Cortland Downtown/Mainstreet Cortland Starbucks Several amazing local restaurants & a grocery store. Great local ski options including Greek Peak and Labrador Mtn.

Guest favorite

The living room features a pair of comfortable couches arranged around a rustic, wooden coffee table. A bright red door adds a pop of color, while soft lighting from lamps creates a warm ambiance. Natural wood paneling enhances the cozy feel of the space.

Home in Virgil

4.95 out of 5 average rating, 22 reviews

Mountain View Cabin Best Sleep at Greek Peak!

Get the best night's sleep after a strenuous day playing in the outdoors! Mountain View Cabin is 1 minute from Greek Peak & Hope Lake Lodge. Come home, take a relaxing sauna, enjoy cooking in the fully equipped kitchen, play board games, or watch the 55" smart TV while enjoying the fire in the pellet stove. The beds are ultra-luxurious mattresses with organic cotton flannel or sateen sheets. Sink into fluffy down pillows & comforters and wake refreshed and ready for the next adventure!

Top guest favorite

Farm stay in Virgil

4.97 out of 5 average rating, 78 reviews

Country Chic B&B near Ski Resort. Spacious 2br3bth

This stylish place is close to must-see destinations. Greek Peak ski resort with all season attractions, Suny State and Cornell University, Fingerlakes wine trails. This property boasts 2 large bedrooms with a spacious open concept living and dining area. Spectacular views from indoors and around the 6 acre grounds. Full renovation underway with all new floors, appliances, bathrooms, state of the art lighting and country chic decor. Pet friendly!

Guest favorite

A deck offers views of the surrounding landscape and nearby homes. Sunshine brightens the scene, highlighting the vibrant fall foliage on distant hills. A wooden table and chairs invite outdoor dining and relaxation.

Townhouse in Cortland

4.96 out of 5 average rating, 112 reviews

Perfect for a quick getaway. Sleeps 10.

Enjoy this cozy home with easy access to year-round adventure! Hiking and mountain biking trails; wine tours, Farmer's Market and so much more. Views of Greek Peak Mountain. Close to Finger Lakes region and Hope Lake Lodge-Home of Cascades Indoor Waterpark and Waterfalls Spa. Book with us for your next getaway.

Guest favorite

A serene lakeside view features a chalet-style home nestled among lush greenery. The tranquil water reflects the house and surrounding trees, creating a calming natural landscape. Soft sunlight illuminates the scene, enhancing the peaceful ambiance of the lakeside retreat.

Chalet in Willet

4.95 out of 5 average rating, 144 reviews

Lakefront Retreat: Hike, Fish, Campfires, Kayaks

Welcome to the Sunset Chalet – your peaceful lakeside retreat! Set on over an acre of private land, this beautiful lakefront home features lake access, a private swimming pond, and trails to explore. Enjoy 2 kayaks, a canoe (summer use), and fire pits. Close to Greek Peak, Ithaca, and wine trails.

Top guest favorite

A grassy area features four red patio chairs arranged around a fire pit, surrounded by lush green trees. A picnic table is positioned nearby, with a charcoal grill covered with a black tarp in the foreground, creating inviting outdoor spaces for relaxation.

Barn in Cortland

5 out of 5 average rating, 31 reviews

Serenity space with hot tub.

Private one bedroom loft with hot tub close to Greek Peak Ski resort/Hope lake water park. Short distance from Cortland, Ithaca, and Dryden town. This space has one queen bed and two twin beds. Full kitchen, washer and dryer. Spend quality time with your family and friends at Froggy Goggle barn.