Vacation rentals in Cortland County

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Top-rated vacation rentals in Cortland County

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Guest favorite

Cottage in Little York

5.0 out of 5 average rating, 36 reviews

Cozy Lakefront Cottage w/ King BR, Views, Firepit

Escape to our cozy, amenity - packed 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.

Dec 6 – 13

G$37,883 GYD per night

Guest favorite

Guest suite in Cortland

4.96 out of 5 average rating, 246 reviews

Betty's 2 BDRM Getaway

Enjoy half a house complete with 2 bedrooms, a bathroom, living room, efficiency kitchen and private entrance. Close to area colleges, ski resorts, golf courses, wineries, state parks, and more. Just ask us! * 15 mi. from Cornell University * 6 mi. to SUNY Cortland * 7 mi. from Greek Peak Ski Resort * 2 mi. from Gutchess Sports Complex * 1/2 - 6 mi. to area golf courses * Located between Cortland and Dryden. An easy drive to Ithaca and Syracuse. We are a safe place, and all are welcome.

Jun 15 – 22

G$27,403 GYD per night

Guest favorite

Chalet in Willet

4.96 out of 5 average rating, 117 reviews

Lakefront Home; private, with kayaks and canoe

Welcome to the Sunset Chalet - your serene, lakeside getaway! Gorgeous lakefront with lake access, over an acre of private land, and trails to explore! A private swimming pond & fire pits. Free use of 2 kayaks- 2 adult life jackets; and a canoe (Summer time). Rejuvenate with amazing views and hikes. We are conveniently located near Greek Peak Resort Ski Area, and Labrador Mountain. Not far from wine trails, Ithaca, and great hiking. Lots of open space. Relax, and savor the tranquility!

Oct 19 – 26

G$30,528 GYD per night

Guest favorite

Cottage in Tully

4.94 out of 5 average rating, 267 reviews

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.

Sep 12 – 19

G$38,369 GYD per night

Guest favorite

Home in Cortland

5.0 out of 5 average rating, 58 reviews

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.

Apr 10 – 17

G$26,191 GYD per night

Guest favorite

Guest suite in Cortland

4.93 out of 5 average rating, 73 reviews

Private Studio in Virgil NY

Newly renovated 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

Aug 4 – 11

G$22,510 GYD per night

Guest favorite

Guest suite in Cortland

4.8 out of 5 average rating, 79 reviews

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.

Dec 6 – 13

G$16,716 GYD per night

Guest favorite

Condo in Cortland

4.97 out of 5 average rating, 36 reviews

Greek Peak Condo with Great Mountain View

Fully furnished 2 bedroom condo located directly across from the mountain. All Greek Peak Amenities -Ski hill, waterpark, spa, tubing, restaurants, mountain coaster, zip line, and Hope Lake just moments from your door. First floor has two bedrooms, 1 w/a king bed with a walk out deck. 1 w/a queen bed, also a laundry area. Second floor has kitchen, dining, living areas and full bathroom. Upstairs deck has propane grill. Cortland is a 10 minute drive and 20 minutes to Ithaca.

Oct 15 – 22

G$30,497 GYD per night

Guest favorite

Chalet in Cortland

4.98 out of 5 average rating, 128 reviews

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 grill is ready for cooking and don't leave without a hang around the fire pit!

Aug 11 – 18

G$79,305 GYD per night

Guest favorite

Camper/RV in Homer

4.82 out of 5 average rating, 150 reviews

Private seasonal campsite.

This is a 32' 2014 camper in a nice quiet setting. Self contained. Private 28 acres with 11.5 acre lake. Two other campsites and main house on property. Seasonal from April 1 to October 30, depending on weather. Has 3 slide outs. Fire pit available. No smoking INSIDE camper. Close to Interstate 81, Syracuse, Binghamton, Ithaca, and points North and South. Local restaurants, summer theater, shopping, SUNY Cortland, Cornell University, Ithaca College, TC3, etc.

Mar 13 – 20

G$20,711 GYD per night

Guest favorite

Home in Cortland

4.96 out of 5 average rating, 129 reviews

Privacy at the heart of Cortland. Block from SUNY!

Peaceful and centrally-located 2 bedroom private and stand alone house. Walking distance to SUNY Cortland. (1block) Natural hardwood throughout. Comfy cozy and simple. Has full kitchen with separate dining area. Features a full basement with laundry. Free Wi-Fi with Roku tv in both bedrooms and common area. Front porch seating and side yard for play! Minutes from Dining, Bar-grill, club, shopping. Sports field and parks. 10 minutes to Greek Peak Mountain Resort.

Apr 1 – 8

G$24,791 GYD per night

Superhost

Guest suite in Truxton

4.84 out of 5 average rating, 57 reviews

Open Kitchen/Family Room - Quiet Small Town Stay

Come relax here at the Guest House at the Truxton Outpost. Where you can stay in the country, where outdoor adventures await. Mountain biking, hiking and skiing are just a few of the fun adventures available close by. Large parking area greets you as you arrive with a private entrance and open concept kitchen-living room. The Guest House is next door to the Truxton Outpost. Our small town store with lots of charm and delicious chocolate chip cookies.

Oct 2 – 9

G$22,714 GYD per night