House holiday rentals in Cortland

Hilltop hideway for nature lovers w/3 waterfalls.

4 BR 3 BATH home. Relax, restore, rejuvenate or unwind at 1 of a kind retreat in the heart of the Finger Lakes! Perfectly situated on 20 acres, landscaped, surrounded by woods & waterfalls. Enjoy a glass of wine/drink & dine on the large patio while taking in the view of the surrounding vistas. May also view from inside from picture window in living and dining rms. Many types of wildlife visit! NO PETS ALLOWED. No late ck/outs unless arranged with host. Violations will incur fee of $75/ hr.

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!

Ithaca Carriage House: Scenic Views & Fire Pit

Idyllic pastoral setting with peaceful green valley & distant lake views. Cozy carriage house with wraparound deck, fire pit, bbq, cornhole, & disc golf basket — perfect for family fun & relaxing after waterfalls, trails, wineries & cideries. Breakfast items & coffee provided! Sleeps 6 with wood-burning fireplace, 3BR/2BA, W/D, DW, A/C, EV charging & solar power. 5 min to Ithaca College, 8 min to Buttermilk Falls, 10 min to Cornell, 15 min to Cayuga Lake & Farmers Market, 20 min to airport.

Hot Tub + Rare Flat Lakefront | Dock & Kayaks

Private lakefront home on Owasco Lake in the Finger Lakes with stunning sunsets and rare level access to the water—no stairs. Enjoy a large flat yard, private dock, kayaks, and a new grill. Inside features a 75” smart TV, fast Verizon Fios Wi-Fi, A/C, and smart TVs in every bedroom. The master suite includes a private deck with lake views. Just 15 minutes to Auburn and Skaneateles, and close to wineries, breweries, golf, and charming lake towns. New luxury 6 person hot tub installed June 2026

The Bennett House

Centrally located near Cornell University, TC3, Ithaca College, and SUNY Cortland. Located between Owasco Lake and Cayuga Lake, in the heart of the Fingerlakes Region. Golf Courses, State Parks, State Land Hunting, Wineries and Breweries, Hiking Trails, and Beautiful Gorges. Minutes to downtown Cortland or Ithaca. Child Friendly, Pet Friendly with Fully fenced in yard and indoor crate that fits all size dogs. This is a family home and we want you to be as comfortable as you are at your home ❤️

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.

Hayt's Chapel

Hayts Chapel, on a beautiful and private half acre has a large open space with hardwood floors, high ceilings, partitioned bedroom, full bathroom, and kitchen. Large old windows with wavy glass let in tons of light, but insulated attic keeps it cool. Outdoors has an eating area, stone fire pit, and plenty of parking. Close to downtown, gorges, wineries and u-pick farms, this quiet setting with relaxing ambiance is a wonderful space for a home-base while visiting Ithaca and the Fingerlakes!

1800s Post Office Turned Luxury Couples Getaway

Welcome to 1800 House, a post office turned modern vintage oasis, minutes from the Finger Lakes wine trail. With wide-plank floors, vintage art, a newly renovated chef's kitchen, this second floor home brims with romance and soul. Perfect for a couples getaway or vacation with friends, guests can relax in the clawfoot tub, sleep soundly in the plush, hotel-style bed, and explore the Finger Lakes wine trail. Experience old-world charm with modern luxury in this truly one-of-a-kind listing.

Ithaca Music-lovers Barn

The barn is a cozy and unique space, situated on 27 acres of meadow and forest with a pond for swimming, fishing, and ice skating, depending on the season. There is no highway noise on the dirt road, and the stars shine brightly on clear nights, giving the place a true country feel, yet it’s still only a five minute drive from downtown Ithaca, Ithaca College, and Cornell University. Feel free to enjoy and play our piano, any stringed instruments, and extensive record collection!

Sunset House- Beautiful Home with Gorgeous Vistas

Experience a home full of windows and light that take in breathtaking views from every angle. You feel like you are on top of the world surrounded by beautiful rural landscaping that is only 1.8 miles from the charming Village of Skaneateles! Lovely interior furnishings with your comfort in mind. You are within close reach to the Skaneateles Polo Fields, a free public boat launch, Skaneateles Country Club, wedding venues and a winery. This newer home is fresh, clean and cozy!

Private Scenic Retreat

The entire place is yours to enjoy! Our guest house is located on a dead-end road five minutes from the town of Newark Valley and only 30 minutes from Binghamton, Cortland, and Ithaca Included is a kitchen with open common area, two bedrooms, full bath and washer/dryer within living area. A farm setting is viewable from the common area and attached deck. There is a 2 acre pond and miles of scenic trails spread over 250+ acres, with sights as far as Pennsylvania!

B&B 44 at Greek Peak

B&B 44 is a 5 bedroom, 3 bathroom home located in Arcadia Village down the street from Greek Peak Mountain Resort and Hope Lake Lodge. Located within walking distance from skiing, hiking, mountain biking, fishing and canoeing, and within two hours of driving to nearby Ithaca, Rochester and Syracuse, you can visit any time of year for a relaxing or action-packed getaway. This home originally belonged to our grandparents, who ran a bed and breakfast for 40 years.