Holiday rentals in Cortland

Farmhouse on Fulton

Farmhouse on Fulton is a duplex located in the heart of the village of Homer, NY. Just a few blocks from the Center 4 the Arts, the village green, school playground, restaurants, bakeries, the library, and a few lovely local shops. Homer is a picturesque village taken right out of a Hallmark movie. Two miles from Cortland and a short drive to Ithaca, Syracuse, easy access to I-81, the Finger Lakes Region, local breweries and wineries, 3 different ski resorts, indoor waterpark, golf courses.

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.

Your Cortland Home Base Near SUNY

Welcome to your Cortland getaway! This newly renovated 2-bedroom, 1-bath home is just 6 minutes from SUNY and close to downtown dining, shopping, and nearby baseball fields. Enjoy a bright living space with a fully equipped kitchen, cozy seating, and a workstation for remote work or study. Step outside to a large private deck and yard, ideal for entertaining or relaxing. Perfect for SUNY visits, family trips, or extended stays, this home offers comfort, convenience, and style.

Downtown Loft (Gutchess Fields~9m/Greek Peak~12m)

This brand new cozy loft apartment is located in historic downtown Cortland just steps from shops, cafes, bars and restaurants. Explore Cortland's newly renovated Main Street by foot or take a short drive to Greek Peak (~12min), Cornell (~27min) or SUNY Cortland (2min). With new construction, off-street parking and modern amenities, this 5-bed 3 bedroom apartment provides plenty of space for the family on vacation or traveling professional to stay in comfort.

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.