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Vacation rentals in Cortland

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Top-rated vacation rentals in Cortland

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

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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 private fire pit area is set on lush green grass, surrounded by several light wooden chairs. In the background, Song Lake glistens under the sun, and a private dock extends into the water, providing access to the serene scenery.
Cottage in Tully
4.95 out of 5 average rating, 373 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.

Top guest favourite
A blue house with a large wooden deck extends from its front, offering outdoor seating under an umbrella. Lush green grass surrounds the home, while trees and a small garden area add a natural touch. Two red chairs are positioned nearby for relaxation.
Chalet in Cortland
4.98 out of 5 average rating, 153 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 year-round hot tub, beautiful outdoor porch, and large firepit are all ready and waiting for you!

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, 156 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, 42 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, 166 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.

Top guest favourite
An inviting living area features large windows that allow natural light to fill the space. A neutral-toned sofa and seating chairs are arranged around a central area rug, while a stone fireplace adds a rustic touch. Greenery can be seen through the windows, connecting indoors and outdoors.
Home in Skaneateles
5 out of 5 average rating, 200 reviews

Sunset House- Beautiful Home with Gorgeous Vistas

Experience a home full of windows and light that take in breathtaking views from every angle. You feel like you are on top of the world surrounded by beautiful rural landscaping that is only 1.8 miles from the charming Village of Skaneateles! Lovely interior furnishings with your comfort in mind. You are within close reach to the Skaneateles Polo Fields, a free public boat launch, Skaneateles Country Club, wedding venues and a winery. This newer home is fresh, clean and cozy!

Guest favourite
Home in Cortland
4.88 out of 5 average rating, 106 reviews

B&B 44 at Greek Peak

B&B 44 is a 5 bedroom, 3 bathroom home located in Arcadia Village down the street from Greek Peak Mountain Resort and Hope Lake Lodge. Located within walking distance from skiing, hiking, mountain biking, fishing and canoeing, and within two hours of driving to nearby Ithaca, Rochester and Syracuse, you can visit any time of year for a relaxing or action-packed getaway. This home originally belonged to our grandparents, who ran a bed and breakfast for 40 years.

Guest favourite
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.

Guest favourite
Apartment in Dryden
4.9 out of 5 average rating, 311 reviews

Spacious apartment in the heart of the FingerLakes

Private spacious apartment with all amenities, located 15 minutes drive from Ithaca, NY. To relax during your stay, you can pour yourself a hot bath, unwind in the living-room or enjoy the outdoor deck with view on the 1 acre property. Other tenants include our poodle (Angélique) and Trouble, our outdoor cat. If you feel butch, you can start a fire and relax around our bonfire area or strip in your swimsuit and hop in our hot tub.

Top guest favourite
A cozy living area is furnished with a light gray sofa and a brown armchair, arranged around a circular wooden coffee table. A flat-screen TV is mounted above a fireplace, and large sliding glass doors open to a deck, allowing natural light to fill the space.
Townhouse in Cortland
4.96 out of 5 average rating, 100 reviews

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.

Popular amenities for Cortland vacation rentals

When is the best time to visit Cortland?

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Avg. price$113 CAD$175 CAD$175 CAD$140 CAD$237 CAD$265 CAD$253 CAD$258 CAD$145 CAD$147 CAD$189 CAD$113 CAD
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 vacation rentals in Cortland

  • Total vacation rentals

    Explore 40 vacation rentals in Cortland

  • Nightly prices starting at

    Cortland vacation rentals start at $56 CAD per night before taxes and fees

  • Verified guest reviews

    Over 2,070 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    40 of Cortland vacation rentals include wifi 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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