Holiday rentals in Cortland County

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Top-rated holiday rentals in Cortland County

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

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Top guest favourite
This aerial view captures a lakefront property surrounded by lush greenery. The spacious home features a large deck overlooking the water, with easy access to the lake. A private dock is visible, offering direct lake access for recreational activities.
Home in Tully
5.0 out of 5 average rating, 100 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 favourite
The exterior of a charming yellow duplex features green shutters and decorative architectural elements. A white chair and a small flag are positioned on the porch, with a well-maintained front yard showcasing grass and landscaping. A sidewalk leads alongside the house.
Home in Homer
4.94 out of 5 average rating, 94 reviews

Farmhouse on Fulton

Farmhouse on Fulton is a duplex located in the heart of the village of Homer, NY. Just a few blocks from the Center 4 the Arts, the village green, school playground, restaurants, bakeries, the library, and a few lovely local shops. Homer is a picturesque village taken right out of a Hallmark movie. Two miles from Cortland and a short drive to Ithaca, Syracuse, easy access to I-81, the Finger Lakes Region, local breweries and wineries, 3 different ski resorts, indoor waterpark, golf courses.

Guest favourite
Tiny home in Marathon
4.95 out of 5 average rating, 95 reviews

Hoxie Haven | Glamping in the Gorge |

NOTE: Temps below 20° may mean no running water in the bathhouse. Camp toilet remains usable all year. Nestled by a stream at the foot of a hill, alongside Hoxie Gorge State Forest, near the head of Hoxie Gorge Trail & Finger Lakes Trail; only 9 miles from Greek Peak Ski Resort, this tiny house A-Frame is a year-round glamping escape you don’t want to miss. This unique and cozy space is ideal for couples or solo trips. Equipped with a mini fridge, toaster oven/air fryer, microwave, and Keurig.

Guest favourite
Chalet in Willet
4.94 out of 5 average rating, 164 reviews

Lakefront Retreat: Hike, Fish, Campfires, Kayaks

Welcome to Sunset Chalet — your private lakeside escape. Set on peaceful waterfront property, this cozy retreat is perfect for relaxing and enjoying nature. Swim in the private pond, kayak on the lake, explore trails, or unwind around the fire pit under the stars. Enjoy: • Lake access • Private swimming pond • 2 kayaks + canoe • Fire pit • Private setting Close to Greek Peak, Ithaca, waterfalls, hiking, and Finger Lakes wine trails. Reserve early — summer and peak weekends book quickly.

Top guest favourite
A charming historic house is displayed, featuring a light exterior with decorative trim. A sloped roof and front porch with steps lead to the entrance. Lush green shrubs line the base of the house, complemented by trees in the background, suggesting a peaceful residential setting.
Home in Cortland
4.98 out of 5 average rating, 166 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.

Top guest favourite
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
4.95 out of 5 average rating, 384 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 favourite
Flat in Cortland
4.98 out of 5 average rating, 43 reviews

The Lunchroom - Historic Railroad Stay

Step into a space where history, comfort, and charm meet. Once home to Madden’s Lunchroom (est. 1905), this thoughtfully renovated 19th-century building once served warm meals, cigars, and pies to railway travelers in Cortland before dining cars existed. Today, The Lunchroom is a one-bedroom apartment blending timeless character with modern ease. Just 2 blocks from Main Street & under a mile from SUNY Cortland, it offers unbeatable walkability to restaurants, bars, and campus events.

Top guest favourite
A two-story white house is framed by green shutters and a welcoming front porch. The yard features a light dusting of snow, with patches of grass visible. Trees provide shade while a driveway leads to a parked blue vehicle in the background.
Guest suite in Cortland
4.86 out of 5 average rating, 178 reviews

Conveniently located private suite in Central NY

Clean, comfortable, one-bedroom suite located in one of the best areas of Cortland! Only a 5-min walk to Yaman park where you can sit down for a nice picnic, swim in the beach area, fish, or kayak in the Tioughnioga river. Easy commute to Syracuse 40 mins or Ithaca. Located 40mins to 8 golf courses, and 4 ski resorts. Walking distance to grocery stores, laundromat, coffee shop, restaurants, a fitness center, bus route, and city owned rental bikes all located within just a few minutes.

Guest favourite
A cozy living area is presented with a light-colored sofa adorned with yellow accent pillows. A decorative cabinet with an electric fireplace is positioned against the wall. Natural light filters through a window dressed with blue curtains, illuminating a patterned rug on the floor.
Farm stay in Virgil
4.93 out of 5 average rating, 118 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 favourite
A white farmhouse with classic black accents is set against a backdrop of lush green grass and trees. The two-story building features a welcoming front porch and large windows, while a distant church spire can be seen through the trees.
Farm stay in Cortland
4.95 out of 5 average rating, 182 reviews

1820's Quaint Rustic Farmhouse

Beautiful, spacious, two-bedroom private suite. The Farmhouse is located on 50 acres of farmland in our beautiful river valley. We are directly off the Cortland I-81 exit and are 30 minutes to Cornell, Ithaca and Syracuse. We are conveniently located near Greek Peak and other local ski areas. Great location for professors, parents, students, outdoor enthusiast and anyone exploring the Finger lakes! We hope you enjoy your stay and come back again.

Guest favourite
A cozy living area is furnished with a light gray sofa and a brown armchair, arranged around a circular wooden coffee table. A flat-screen TV is mounted above a fireplace, and large sliding glass doors open to a deck, allowing natural light to fill the space.
Townhouse in Cortland
4.95 out of 5 average rating, 104 reviews

The Pine Tree & Ski Getaway

Whether you are an outdoor adventurer or prefer to relax and get cozy, The Pine Tree Getaway is the perfect place for you. This property is just over 1,100 square feet, was built in 1980 and has been renovated with a more modern feel while still keeping the charm of a mountainous retreat. You will have a stunning view of the face of the mountain, which is beautifully lit at night, from the back deck and the master bedroom.

Top guest favourite
A serene landscape is depicted, featuring lush greenery and gentle hillside contours under a pastel sky. The sunset casts warm hues, creating a calming ambiance, while clusters of wildflowers dot the foreground, enhancing the natural scenery.
Flat in Homer
4.94 out of 5 average rating, 68 reviews

South Skaneateles secluded studio on 45 acres

A peaceful studio apartment for two on 45 acres with miles of walking trails, in the heart of the fingerlakes . The studio is secluded and quiet, yet, 20 minutes from shops and restaurants in lovely Skaneateles. The city of Ithaca is only 35 minutes away. The city of Syracuse is 40 minutes away. Enjoy the large private pond and beach on the property or the breweries and wineries of the surrounding finger lakes.

Popular amenities for Cortland County holiday rentals