Family-friendly vacation rentals in Cortland County

Cozy Hillside Chalet - Greek Peak/Cortland/Ithaca

*Hot Tub in 6/12/25* 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 grill is ready for cooking and don't leave without a hang around the fire pit!

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.

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.

Comfy private 2-bedroom walkable to SUNY Cortland

Convenient is key: located blocks from SUNY Cortland and the historic Downtown area! This thoughtfully designed two bedroom, one bathroom apartment offers a resting place after cheering on the 2023 National Football Champions Cortland Red Dragons! Or exploring the splendors of Central New York—skiing, snowmobiling, food/spirit indulging at locally owned eateries, breweries/wineries & coffee houses. Fully-equipped kitchen and secluded living room with games! Close to Homer & Ithaca!

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.

Cozy Lake Retreat w/ Kayaks, Hot Tub & Pedal Boat!

Situated in the best spot on Little York Lake, this dog-friendly, 3 BR, 1.5 Bath lakefront home features a corner lot with breathtaking panoramic views of the lake & surrounding mountains. The yard is fully fenced in. This retreat has 60 ft of lake frontage & is nearby the Finger Lakes, wineries, Skaneateles, & colleges (SUNY Cortland, Cornell & Syracuse Univ.) Enjoy kayaking, swimming, or using the paddle boat in the lake and then relaxing in the hot tub or enjoy smores by a fire.

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.

Cortland Guest House

Your family will be close to everything when you stay at this centrally-located place. Near Gutchess fields, Greek Peak, Hope Lake, Yaman, SUNY Cortland and thirty minute drive to Cornell or Syracuse. Spacious, private, one bedroom guest house over a two bay garage. A standing arcade game, porch chairs and full size air mattress all available, just not shown. Spacious parking, and close to grocery, gas and famous Footie Freeze Ice Cream stand!

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.