Holiday houses in Cortland

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Top-rated holiday rentals in Cortland

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Top Guest favourite
The entrance features a welcoming door framed by two windows, with steps leading up to a wooden porch. Potted flowers in vibrant colors add charm, while a dining set is placed nearby for outdoor enjoyment.
Home in Groton
4.98 out of 5 average rating, 113 reviews

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 ❤️

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, 365 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, 152 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, 150 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.

Top Guest favourite
A firepit surrounded by five blue Adirondack chairs is positioned on a lush green lawn. The tranquil reflection of trees and hills can be seen in the lake, creating a serene backdrop as the sunset casts a warm glow over the scene.
Cottage in Little York
4.98 out of 5 average rating, 112 reviews

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.

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
4.85 out of 5 average rating, 162 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
4.99 out of 5 average rating, 194 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!

Top Guest favourite
A modern studio space is presented with light-colored walls and wooden flooring. A spacious bed with a textured blanket is centered in the room. A kitchenette area features essential appliances, while a TV is mounted on the wall. Natural light filters through near windows.
Guest suite in Cortland
4.94 out of 5 average rating, 125 reviews

Private Studio in Virgil NY

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

Guest favourite
A couple is seen dancing in front of a whimsical hobbit-themed structure nestled among trees. A picnic setup lies on the ground, surrounded by greenery. The entrance of the unique dwelling is decorated with intricate woodwork and natural elements, creating an enchanting atmosphere.
Guesthouse in LaFayette
4.9 out of 5 average rating, 341 reviews

Stay a night at our tiny Hobbit House

We are close to Syracuse NY, Jamesville Beach,and Tully. You’ll love our place because - Well, its a Hobbit House :). Very cozy 12 by 12 cabin set in the back of my land right where the woods start. Small cabin good for a couple and maybe a child or two but no more than that. It has an outhouse. If this is sounding too basic or off the grid then please don't book! :) because that's exactly what is. But you also get to say you stayed in a cozy little hobbit house.

Superhost
The interior of the camper showcases a well-equipped kitchen area with dark wood cabinetry and a countertop stove. A dining table for two is positioned near a window, and a comfortable chair is located beside it. Natural light filters through the windows, enhancing the space.
Campervan/RV in Homer
4.79 out of 5 average rating, 199 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.

Guest favourite
Home in Cortland
4.88 out of 5 average rating, 105 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
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
4.94 out of 5 average rating, 107 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!

Popular amenities for Cortland holiday rentals

When is the best time to visit Cortland?

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Avg. price$112 AUD$173 AUD$173 AUD$139 AUD$236 AUD$264 AUD$251 AUD$257 AUD$144 AUD$146 AUD$187 AUD$112 AUD
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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 apartment rentals in Cortland have air conditioning?

    Absolutely! We offer over 20 apartment 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 house rentals in Cortland have free parking?

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

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

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 20 homes with a kitchen, over 20 homes with wifi, over 20 homes with air conditioning, over 20 homes with free parking, 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 $55 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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