Vacation rentals in Cortland

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.

The Lunchroom - Historic Railroad Stay

Step into a space where history, comfort, and charm meet. Once home to Madden’s Lunchroom (est. 1905), this thoughtfully renovated 19th-century building once served warm meals, cigars, and pies to railway travelers in Cortland before dining cars existed. Today, The Lunchroom is a one-bedroom apartment blending timeless character with modern ease. Just 2 blocks from Main Street & under a mile from SUNY Cortland, it offers unbeatable walkability to restaurants, bars, and campus events.

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.

Luxury 3BR Apartment on Main Street. A/C

Beautifully renovated 2nd-floor 3BR apartment in a historic Main Street building with 10’ ceilings, luxury flooring, granite countertops, and a fully stocked kitchen. Each bedroom has a full bed and A/C, plus A/C in the living room. Ideal for families, groups, tournaments, campus visits, work trips, and getaways. Close to SUNY Cortland, Cornell, Syracuse University, Gutchess Lumber fields, Greek Peak, Song Mountain, Ithaca, Syracuse, the Finger Lakes, parks, trails, dining, and more.

Hoxie Haven | Glamping in the Gorge |

NOTE: temps below 20° may mean no running water in the bathhouse. Camp toilet stays usable. Nestled by a stream at the foot of a hill, alongside Hoxie Gorge State Forest, near the head of Hoxie Gorge Trail & Finger Lakes Trail; only 9 miles from Greek Peak Ski Resort, this tiny house A-Frame is a year-round glamping escape you don’t want to miss. This unique and cozy space is ideal for couples or solo trips. Equipped with a mini fridge, toaster oven/air fryer, microwave and kuerig.

Welcome to the magical Chez Tree Rest Treehouse!

Your hosts, Tom and Lisa Wallace, are happy to welcome you to The Chez' Tree Rest Treehouse, our 2 story treehouse perfectly perched under a heavily canopied scenic hillside 35' above the forest floor on 2 towering Maple trees. As you walk to the treehouse across the 60' cable bridge you will feel the stress and cares of everyday life melt away. The treehouse is 150 square feet of pure magic and the perfect spot for a romantic getaway high up in the trees.

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.