Holiday houses in Cortland

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Top-rated holiday rentals in Cortland

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Apartment in Cortland
5 out of 5 average rating, 16 reviews

The Doxtader

It's all about Location, Location, Location! Enjoy a stylish experience at this centrally-located condo right at the bottom of the Greek Peak ski mountain. You can ski-in/ski- out! This recently renovated studio has an electric fireplace, new queen sofa bed, full-size kitchen, and even a dry sauna off the bathroom. Betsy did a fabulous job making this small unit into a beautiful space whether it be a romantic get-away, a wedding weekend, fishing/hunting or fun on the slopes. You'll love it!

Top Guest favourite
The living area features an oversized sectional couch with an American flag blanket draped over it. A large Smart TV is mounted on the wall, and sleek white dining chairs surround a bar-height table. Natural light streams through sliding glass doors leading to the private deck.
Apartment in Cortland
4.91 out of 5 average rating, 47 reviews

"The Shack"

Everything you need steps from the slopes! 1 bedroom plus a loft, full bathroom, full kitchen with dishwasher, AND laundry! Less than 5 minutes walk to mountain base. Free shuttle from front door to mountain AND to resort lodge(water park, restaurant, spa, cafe) Unobstructed views of the slopes from back deck. Oversized sectional with chaise lounge in the living room with huge Smart TV with guest access. King size bed in BR and 2 single beds in loft space for the kids! Private and quiet!

Top Guest favourite
A charming historic house is displayed, featuring a light exterior with decorative trim. A sloped roof and front porch with steps lead to the entrance. Lush green shrubs line the base of the house, complemented by trees in the background, suggesting a peaceful residential setting.
Home in Cortland
4.98 out of 5 average rating, 157 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.

Superhost
The apartment features a mix of indoor living spaces, including a spacious bedroom with a queen bed, a cozy living room area with a television, and a fully-equipped kitchen. An outdoor eating deck offers views of the surrounding area, while comfortable seating areas invite relaxation.
Apartment in Cortland
4.86 out of 5 average rating, 43 reviews

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!

Top Guest favourite
A two-story white house is framed by green shutters and a welcoming front porch. The yard features a light dusting of snow, with patches of grass visible. Trees provide shade while a driveway leads to a parked blue vehicle in the background.
Guest suite in Cortland
4.86 out of 5 average rating, 170 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.

Guest favourite
Tiny home in Marathon
4.97 out of 5 average rating, 86 reviews

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.

Guest favourite
A cozy living area is presented with a light-colored sofa adorned with yellow accent pillows. A decorative cabinet with an electric fireplace is positioned against the wall. Natural light filters through a window dressed with blue curtains, illuminating a patterned rug on the floor.
Farm stay in Virgil
4.93 out of 5 average rating, 111 reviews

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!

Guest favourite
A white farmhouse with classic black accents is set against a backdrop of lush green grass and trees. The two-story building features a welcoming front porch and large windows, while a distant church spire can be seen through the trees.
Farm stay in Cortlandville
4.96 out of 5 average rating, 173 reviews

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.

Superhost
A two-story red house features a welcoming front porch with white trim. Lush greenery surrounds the entrance, along with an expansive lawn. Large windows allow natural light to illuminate the home, contributing to its inviting appearance.
Home in Cortland
4.78 out of 5 average rating, 9 reviews

Charming Downtown Retreat

Conveniently positioned near wineries, ball fields, and hiking trails, this spacious home has been recently renovated with modern conveniences. Situated roughly 30 minutes from both Ithaca and Syracuse, it offers easy access to SUNY Cortland and Main St. Cortland. Featuring ample and free parking, 6 bedrooms, 2 full bathrooms, kitchen, living room and full sized bed in each room, this house accommodates various group sizes.

Guest favourite
An open-plan living area features exposed brick walls and wooden beams overhead. A large dining table is positioned in the center, surrounded by wooden chairs. Natural light pours in through arched windows, creating an airy atmosphere that complements the cozy seating area with plush cushions.
Apartment in Cortland
4.97 out of 5 average rating, 70 reviews

Hidden gem in downtown Cortland

You will be pleasantly surprised with this gorgeous 2000 sq. ft., 3rd story loft. The whole group will be comfortable in this spacious and unique apartment, steps from Main Street. This is truly a best kept secret as a fabulous location to stay in downtown Cortland. We are centrally located in beautiful Finger Lakes region of upstate NY, 30 minutes south of Syracuse and 30 minutes north of Ithaca.

Guest favourite
Apartment in Cortland
4.93 out of 5 average rating, 40 reviews

Modern new 2 bedroom

Everything you need in one place. Clean tile and hardwood wall to wall. 10" ceilings with LED lighting. Central air keeps you at just the perfect temperature. Your own washer and dryer. Secure and safe with locked outside entrances with a fire alarm system and sprinkler system. Your own private garage. Big back yard with fire pit.

Superhost
A spacious living area features a dark green sectional sofa adorned with colorful pillows. Light hardwood flooring is complemented by a patterned area rug. Natural light filters in through large windows, leading to a sunlit porch visible in the background.
Apartment in Cortland
4.85 out of 5 average rating, 47 reviews

Grand Central Ave

Grand Central Ave offers a quiet stay near downtown Cortland NY and SUNY Cortland. Enjoy a New York City themed apartment with many amenities to make your stay more enjoyable. We are approximately 22 minutes to Ithaca NY and about 33 miles to Syracuse NY. You will be near the Finger Lakes region, Watkins Glen and so much more!

Popular amenities for Cortland holiday rentals

When is the best time to visit Cortland?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$116 AUD$179 AUD$179 AUD$143 AUD$243 AUD$271 AUD$259 AUD$264 AUD$149 AUD$150 AUD$193 AUD$116 AUD
Avg. temp-6°C-5°C0°C6°C13°C18°C20°C19°C15°C9°C3°C-2°C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Cortland?

    Cortland has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Cortland?

    Experience the best of Cortland with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in Cortland?

    Yes! Work meets play with ease at over 30 vacation rentals in Cortland featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Cortland have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Cortland. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Cortland have a kitchen?

    Absolutely! We offer over 20 apartment rentals with a kitchen in Cortland. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Cortland have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Cortland. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Cortland have free parking?

    Absolutely! We offer over 20 apartment rentals with free parking in Cortland. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Cortland?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with a kitchen, over 10 homes with free parking, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Cortland

  • Total holiday rentals

    Explore 40 holiday rentals in Cortland

  • Nightly prices starting at

    Cortland holiday rentals start at $57 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,070 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    40 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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