
Family-friendly holiday rentals in Cortland
Find and book unique family-friendly homes on Airbnb
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 $105 NZD 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

Wi-Fi availability
30 of Cortland holiday rentals include Wi-Fi 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
Top-rated family-friendly rentals in Cortland
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Country Lodge: Hot Tub, Waterfalls, Pond, & Views
Stay at our beautiful lodge-themed private guest-house on our 23 acre farm and relax in the indoor jetted tub or the outdoor shared nine-person hot tub. Enjoy the sounds of nature and experience the truly-amazing, gorgeous, and breathtaking views with a rustic country charm that includes waterfalls, walking/hiking trails, goats, chickens and fish that you can feed, a pond with boats, a honeybee apiary, streams, gardens, fields, woods, and much more nature. We look forward to you staying with us.

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 ❤️

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.

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

Stay a night at our tiny Hobbit House
We are close to Syracuse NY, Jamesville Beach,and Tully. You’ll love our place because - Well, its a Hobbit House :). Very cozy 12 by 12 cabin set in the back of my land right where the woods start. Small cabin good for a couple and maybe a child or two but no more than that. It has an outhouse. If this is sounding too basic or off the grid then please don't book! :) because that's exactly what is. But you also get to say you stayed in a cozy little hobbit house.

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.

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.

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

Artist/Musician Retreat @ Applegate Studios

Hot tub under the stars at cozy cabin in the FLX

Spacious apartment in the heart of the FingerLakes

Midcentury Modern home w/Hot Tub (2 mi to Falls)

Cozy Hillside Chalet - Greek Peak/Cortland/Ithaca

Lake Spirit-Lakefront-Hot tub-Pet friendly-Boats

Cozy/Chic Cabin Binghamton NY

Hot Tub + Rare Flat Lakefront | Dock & Kayaks
Family- and pet-friendly home rentals

Ithaca Music-lovers Barn

Fieldstone Suite

"Wilma" - Riverfront Cabin

Adventure Awaits A-Frame

Peaceful get away.

Perfect for a quick getaway. Sleeps 10.

Canaan Country Cottage

Lakefront Retreat: Hike, Fish, Campfires, Kayaks
Family-friendly home rentals with a pool

Spectacular Private Guesthouse: HTub & Heated Pool

Cazenovia Farmhouse with a NEW Private Pool

Camp S’mores- Modern A-Frame with Pool

Haven Woods, quiet house, minutes to Ithaca w/ AC

Downtown Ithaca New Build – Award-Winning Stay

Luxury lakefront apartment - and a private pool!

Elegant Historic Suite — Balcony & Fireplace

Private Cabin and Pond Property
Destinations to explore
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- Cornell University
- Watkins Glen State Park
- Green Lakes State Park
- Greek Peak Mountain Resort
- Syracuse University
- Finger Lakes
- Turning Stone Resort & Casino
- Taughannock Falls State Park
- Watkins Glen International
- Keuka Lake State Park
- New York State Fairgrounds
- Sylvan Beach Amusement park
- Chittenango Falls State Park
- Keuka Spring Vineyards
- Fox Run Vineyards
- Cascadilla Gorge Trail
- JMA Wireless Dome
- Colgate University
- Three Brothers Wineries and Estates
- Ithaca College
- Robert H Treman State park
- Montezuma National Wildlife Refuge
- Sciencenter
- Buttermilk Falls State Park





