
Family-friendly holiday rentals in Cortland
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Top-rated family-friendly rentals in Cortland
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

All Seasons All Reasons Lake house
Wonderful lake house! Clean sheets and beds are made!Kitchen is fully stocked with blender, gas grill, coffee pot, & dishwasher. Sleeping areas- 2 bedrooms on main level-each has a double bed, a loft w/double mattress(wooden ladder), downstairs a bedroom with bunk bed set and a futon. Excellent walk out swim area or jump off the dock with swim up ladder. Included firewood, use of kayaks. Great fishing. Come make great family vacation memories! SUNY Cortland is 8 and SU is 17 miles away.

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 ❤️

Cozy Hillside Chalet - Greek Peak/Cortland/Ithaca
Hello there and thank you for considering a stay at my peaceful, hillside getaway! You'll find that this home is conveniently located just seconds from Greek Peak Mountain Resort, 10-minutes away from downtown Cortland, and 25-minutes from downtown Ithaca. Enjoy amazing views of the surrounding hills and two-acres of yard from the 360 sq. ft. back porch which runs the length of the home. The year-round hot tub, beautiful outdoor porch, and large firepit are all ready and waiting for you!

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.

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.

Private Studio in Virgil NY
Private Studio with bathroom, kitchenette, WiFi, Fireplace, and Tv located on the lower level of a single-family home dating back to 1856. Shared access to the fenced-in yard with outdoor seating and fireplace. Centrally located in the heart of Virgil, NY, making your travels easily accessible to: Greek Peak Mountain Resort - 2 mi TC3 - 5 mi Cortland State University - 5.4 mi Cornell University - 15 mi Ithaca College - 17 mi Ithaca Hiking - 19 mi smoke-free environment

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.

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!

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.

Spacious apartment in the heart of the FingerLakes
Private spacious apartment with all amenities, located 15 minutes drive from Ithaca, NY. To relax during your stay, you can pour yourself a hot bath, unwind in the living-room or enjoy the outdoor deck with view on the 1 acre property. Other tenants include our poodle (Angélique) and Trouble, our outdoor cat. If you feel butch, you can start a fire and relax around our bonfire area or strip in your swimsuit and hop in our hot tub.

Lakeside Cottage
Spend a relaxing visit lakeside in our rustic little cottage on beautiful Song Lake. Our quaint little two bedroom cabin comes with all the comforts of home. Enjoy swimming, kayaking, fishing, or just relaxing lakeside. Also great for skiing in the winter, with Song Mountain less than a mile away, and 2 other ski resorts nearby. Just off interstate 81 and a short drive to Syracuse, the Finger Lakes or Ithaca.
Popular amenities for Cortland family-friendly rentals
Family-friendly home rentals with a hot tub

Beautiful House in the Best Area to Stay!

Luxury Barn Apartment with Private Hot Tub

Renovated 1880’s Milk Barn

Heated Pool, Hot tub, pickleball court.

Cozy/Chic Cabin Binghamton NY

King Ferry Cottage on Cayuga Lake

The Orchard Overlook at Beak & Skiff

Cherry - Safari Tent with Queen Bed
Family- and pet-friendly home rentals

1875 Renovated Schoolhouse with an Igloo!

Tree house in Ithaca

Hoppy Land - A Converted Hunting Camp

Ithaca Music-lovers Barn

Fieldstone Suite

"Wilma" - Riverfront Cabin

Adventure Awaits A-Frame

Haven Woods, quiet house, minutes to Ithaca w/ AC
Family-friendly home rentals with a pool

Spectacular Private Guesthouse: HTub & Heated Pool

Comfy Ranch House 3BR/2BA

Luxury lakefront apartment - and a private pool!

Elegant Historic Suite — Balcony & Fireplace

Private Cabin and Pond Property

The Cottage: Cozy one bedroom in Lansing NY

Farmstay Scottland Yard-Hobbit House dogs welcome!

Kline's Cottage
Quick stats about holiday rentals that are family-friendly in Cortland

Total holiday rentals
Explore 30 holiday rentals in Cortland

Nightly prices starting at
Cortland holiday rentals start at $77 SGD per night before taxes and fees

Verified guest reviews
Over 1,030 verified reviews to help you choose

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Cortland holiday rentals include wifi access

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

4.7 Average rating
Cortland stays receive an average rating of 4.7 out of 5 from guests
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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
- Cascadilla Gorge Trail
- Keuka Spring Vineyards
- New York State Fairgrounds
- Finger Lakes
- Three Brothers Wineries and Estates
- Fox Run Vineyards
- JMA Wireless Dome
- Sciencenter
- Song Mountain Resort
- Cayuga Lake State Park
- Buttermilk Falls State Park
- Colgate University
- Destiny Usa
- Montezuma National Wildlife Refuge





