Holiday houses in Cortland County

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!

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.

4 BR/2.5 BA Lake House | Pets OK | Fire Pit | Dock

Bring the whole family and make memories of a lifetime at this BEAUTIFUL LAKE HOUSE!! - Cozy, cabin-style interior with wood stove - Serene atmosphere by the lake - Updated, fully stocked kitchen - Four bedrooms on the second floor - Home gym with exercise equipment - Beautiful outdoor patio & huge back deck - Private dock with lake frontage - Kayaks & fishing poles available - Convenient in-home laundry - Enjoy stunning sunrises over the lake - Only 1 mile from Song Mountain!

Station House

This is an 1890 house, with a train station theme. You'll enjoy the comfort of large spaces and plenty of seating everywhere. Enjoy a mini games table. Every seat in the living room has a clear view of a 65" TV. The dining room has a train station diner vibe, with a menu and vending signs. The kitchen is fully stocked with plenty of dishes and a large refrigerator. Upstairs there are 3 spacious bedrooms with room darkening curtains and soothing decor for restful nights. There's also an office.

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.

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.

Lakefront Escape: Kayaks/Firepit

Escape to this cozy all seasons lakefront cottage on Little York Lake! This charming retreat offers a perfect blend of tranquility, adventure and picturesque views no matter the season. Enjoy direct lake access for swimming, kayaking, and serene moments. In winter, hit nearby slopes for skiing, or go ice fishing on the lake, returning to our charming cottage for a fireside retreat. This ultimate lakeside getaway for all seasons is an ideal choice for a couple, family or a group of friends.

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.

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.

Historic Home in Downtown Homer with Private Sauna

Step into a relaxing getaway in the heart of Homer. This historic home blends 19th-century charm with modern comforts. Enjoy your private sauna, relax in the fenced backyard, or explore the artsy neighborhood steps away. Great for families, pet lovers, and history fans, this home has spacious rooms, cozy touches, and a first-floor bedroom for extra convenience. Relax, recharge, and make unforgettable memories. This cozy home is perfect for creating special moments with loved ones.

Historic home in downtown Homer

The whole family will be comfortable in this historic 6 bedroom, 4 bathroom home with large yard, parking on premises, one block from the Center for the Arts and downtown Homer, minutes from SUNY Cortland and centrally located between Syracuse and Ithaca. The home’s proximity to the Finger Lakes region, Greek Peak Mountain Resort & Song Mountain Resort makes it an ideal location. Experience history by staying in this home once known as Samson’s Temperance Tavern and Inn.

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!