
Family-friendly holiday rentals in Cortland
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Cortland
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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.

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

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.

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.

Cozy Country Cottage
This is Country Quiet that is also centrally located. We are in between Syracuse and Cortland, NY (15 miles to both off Interstate 81.) You will be put to sleep by bullfrogs and crickets but be able to hop on the highway and reach many destinations. For vacationers, we are at the edge of the Fingerlakes about 20 miles from Skaneateles, NY. Whether passing through or here for a short stay, our place will provide comfort and quiet.

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.
Popular amenities for Cortland family-friendly rentals
Family-friendly home rentals with a hot tub

Beautiful Cayuga Lakehouse weekly rentals July Aug

Renovated 1880’s Milk Barn

Hot tub under the stars at cozy cabin in the FLX

Awesome House on Cayuga Lake!

Cabin in the Finger Lakes w/ Hot Tub, Watkins Glen

Owasco Lake Retreat

King Ferry Cottage on Cayuga Lake

Cozy/Chic Cabin Binghamton NY
Family- and pet-friendly home rentals

Hoppy Land - A Converted Hunting Camp

Tree house in Ithaca

Private Scenic Retreat

Tiny house w/ views, local amenities and charm.

Canaan Country Cottage

Rare Flat Lakefront | Dock, Kayaks, Fire Pit

Hayt's Chapel

Beaver Palace Studios and Estates relaxing getaway
Family-friendly home rentals with a pool

Camp S’mores- Modern A-Frame with Pool

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

Luxury lakefront apartment - and a private pool!

Heart of Historic Finger Lakes! Fireplace, balcony

Paradise getaway log home with pool

Private Cabin and Pond Property

The Orchard Overlook at Beak & Skiff

The Cottage: Cozy one bedroom in Lansing NY
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 $85 AUD per night before taxes and fees

Verified guest reviews
Over 1,000 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
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- Cornell University
- Greek Peak Mountain Resort
- Green Lakes State Park
- Watkins Glen State Park
- Taughannock Falls State Park
- Syracuse University
- Chenango Valley State Park
- Watkins Glen International
- Keuka Lake State Park
- Chittenango Falls State Park
- Cascadilla Gorge Trail
- Sylvan Beach Amusement park
- Turning Stone Resort & Casino
- Finger Lakes
- Keuka Spring Vineyards
- Sciencenter
- Three Brothers Wineries and Estates
- Buttermilk Falls State Park
- Fox Run Vineyards
- New York State Fairgrounds
- Colgate University
- Ithaca Farmers Market
- State Theatre of Ithaca
- Destiny Usa




