
House holiday rentals in Cortland
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Top-rated house rentals in Cortland
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Haven Woods, quiet house, minutes to Ithaca w/ AC
"Haven Woods", Quiet country remodeled home on 36 acres, 10 minutes from Cornell University and 12 Minutes from downtown Ithaca and Ithaca College. 5 minutes from Ithaca airport. Many restaurants nearby. 3 bedroom, 2 bath remodeled home, fully equipped kitchen, game room, fields and woods & pond. No neighbors nearby, very quiet and peaceful. Close to nature. Wild turkey, deer, coyotes, fox. Close to state parks and numerous falls and gorges. Finger Lakes Wine Trails. Many hiking trails nearby.

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!

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 ❤️

*All Decked Out* Lakefront, Kayak, Fish & Colgate!
Lakefront cottage on Lebanon Reservoir in Hamilton, NY! Enjoy time together around either campfire, paddleboard, kayak (6 provided), and chill out on the 4 person tube! Bring your fishing gear, play games, swim, cookout on the Weber or Blackstone grill. Simply relax at the lake and get some sun on the private dock! Take in the lakeview on the covered porch, sitting in an Adirondack chair. The perfect spot for your getaway. 10 minutes from Hamilton/Colgate. Enjoy Central NY's finest!

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.

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.

1875 Renovated Schoolhouse with an Igloo!
Explore the Finger Lakes and make this renovated schoolhouse with an outdoor igloo as your basecamp. Nestled in the countryside, you'll find absolutely stunning views with surroundings that are peaceful and quiet. A perfect escape for couples and friends that is dog-friendly too, you're within minutes of the Seneca Lake Wine Trail, the gorgeous Watkins Glen State Park, and the renowned WG International Racetrack. Want to simply relax at the FLX Schoolhouse? It's the perfect for that too!

Waterfront Escape in Seneca Lake Wine Country
A true refuge... peaceful, quiet and majestic. The house is right on the lake with gorgeous views of Seneca lake. Large windows overlook the lake from the living room and front bedroom. Single family detached home situated on a dead-end street limited to local traffic, this 2 bedroom, 1 1/2 bathroom year-round home will provide you with everything you need for your next getaway. The house is perfect for 2 couples or a family of four. Bonus room above the boathouse with a pull out sofa.

BOHO HOUSE- A Rural Escape For The Modern Bohemian
Welcome to Boho House- a rural sanctuary just minutes from downtown ithaca. Our bohemian themed home provides 3 bedrooms, 2 bathrooms, full kitchen, and living room. Since the modern bohemian still has an office job we have high speed internet and lots of places to work including a dual monitor setup ready for your Zoom calls and spreadsheets. Outside enjoy distant views, campfire, picnic table, and BBQ. *Note that the home is 1/2 of a duplex. All indoor and outdoor spaces are private.

Downtown Ithaca New Build – Award-Winning Stay
Welcome to our beautifully designed, freshly built ADU—a 2024 Pride of Ownership Award recipient! This one-of-a-kind downtown retreat is perfect for visiting families, couples, and professionals seeking an authentic Ithacan getaway. Enjoy inviting living spaces, a well-appointed kitchen, and a private outdoor area to unwind. Nestled in a convenient location, you are moments away from parks, restaurants, universities, and local attractions. City of Ithaca STR Permit Number STR-25-1

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!
Popular amenities for Cortland house rentals
House rentals with a pool

Hazlitt Winery Poolhouse

The Hills of Pompey

Lakeside Home w Pool, Theater, Fenced Yard, Arcade

The Bunkhouse

Beautiful House in the Best Area to Stay!

The Honeycrisp House at Beak & Skiff

Luxurious 3Bdrm with indoor heated Pool year round

Heated Pool, Hot tub, pickleball court.
Weekly house rentals

Finger Lakes | Stunner close to Cornell

Rowanberry Pines: Cozy, ADK style 5 BR lodge.

House on Little York Lake

Song Lakehouse

Peaceful Lake Front Cottage

Luxury Lakehouse on the water!

Charming Home Near Skaneateles

Woodruff Charmer with bonus Lounge Space 7BR 2BA
Private house rentals

DeRuyter Lakefront House on Peninsula 4br & Dock

FLX Watkins Glen, Hiking, Wine Country, Waterfalls

Peaceful well-appointed home at Treman Park

Amazing lakefront home with views from every room

DeRuyter Lakefront Camp w/ Boat Dock, 3br

Mountain View Cabin Best Sleep at Greek Peak!

The Ranch

Tully Lakefront Cottage
Quick stats about house rentals in Cortland

Total holiday rentals
Explore 10 holiday rentals in Cortland

Nightly prices starting at
Cortland holiday rentals start at $86 NZD per night before taxes and fees

Verified guest reviews
Over 320 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Cortland holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Cortland rentals

4.9 Average rating
Cortland stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
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- Cornell University
- Greek Peak Mountain Resort
- Watkins Glen State Park
- Green Lakes State Park
- Syracuse University
- Taughannock Falls State Park
- Watkins Glen International
- Keuka Lake State Park
- Sylvan Beach Amusement park
- Chittenango Falls State Park
- Keuka Spring Vineyards
- Cascadilla Gorge Trail
- New York State Fairgrounds
- Finger Lakes
- Turning Stone Resort & Casino
- Fox Run Vineyards
- Three Brothers Wineries and Estates
- JMA Wireless Dome
- Sciencenter
- Song Mountain Resort
- Buttermilk Falls State Park
- Cayuga Lake State Park
- Colgate University
- Montezuma National Wildlife Refuge





