Holiday houses in Cortland

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Top-rated holiday rentals in Cortland

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Top Guest favourite
Tiny home in Burdett
4.99 out of 5 average rating, 160 reviews

FLX 3- Lake View Wine Country Tiny Cabin

Nestled up on a hill overlooking Seneca Lake, watch the sunset while laying in bed or from your own patio with a fire crackling. We are local hosts and will make sure you have an unforgettable stay! Everything you could want to do in the Finger Lakes will be at your fingertips. Wineries galore, two even just next door, multiple breweries nearby, minutes to the lake, 15 minutes to downtown Watkins Glen, 10 minutes to hiking trails at the national forest, or stay in, relax, and enjoy the view!!

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, 357 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 two-story dark blue house set against a snowy landscape, featuring a spacious deck with railings. The yard is blanketed in fresh snow, and trees without leaves create a serene winter atmosphere.
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!

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, 144 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, 108 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, 154 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
A charming wooden cabin features a large screened-in porch and multiple windows. A stone fire pit is surrounded by rustic stools, creating a cozy outdoor gathering space. Lush greenery and trees provide a natural backdrop, evoking a serene atmosphere for relaxation.
Cabin in Freeville
4.95 out of 5 average rating, 154 reviews

Hot tub under the stars at cozy cabin in the FLX

Nestled in a grove of Norway spruce, your peaceful cabin getaway rests in the heart of the Finger Lakes. Built by a local carpenter (with help from his dog Indiana), the cabin has enough coziness and charm to make any stay special. Hike down to Mill Creek (on the property), grill up some burgers on the gas grill, or lounge in a hot tub beneath the stars. The cabin is 15 minutes to Ithaca / Cornell, has a living room with a Switch + BluRay + HBO, and has satellite wifi (30+ MBPS).

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, 187 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
The exterior of a red cabin with a green metal roof features multiple windows and two attached sheds. A wooden deck extends from the cabin, complemented by a gas grill. The surrounding area includes gravel and tree line, indicative of a serene outdoor setting.
Place to stay in Dryden
4.84 out of 5 average rating, 106 reviews

Hoppy Land - A Converted Hunting Camp

This is a special little place in a very big space! Converted hunting camp that offers the feel of being remote yet maintains most modern amenities. Guests can explore the surrounding State Forest via the many hiking trails, grill a meal at the fire ring patio and sip a local wine as the sun sets. Less than 20 minutes drive to Cornell University, Ithaca Commons, Cayuga Lake, and Greek Peak, this property offers ready access a variety of attractions for the whole family.

Guest favourite
The exterior of the home is shown covered in a light snowfall, surrounded by greenery. Large windows provide ample natural light, and a spacious deck features several chairs for outdoor seating. The sloped yard leads down to a tree-lined area.
Home in Cortland
4.88 out of 5 average rating, 104 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, 103 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, 163 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.

Popular amenities for Cortland holiday rentals

When is the best time to visit Cortland?

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Avg. price$142 AUD$142 AUD$142 AUD$142 AUD$242 AUD$270 AUD$257 AUD$263 AUD$148 AUD$149 AUD$192 AUD$115 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 apartment rentals in Cortland?

    Experience the best of Cortland with our apartment rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Cortland?

    Four-legged friends are welcome in Cortland. Choose from more than 10 vacation rentals for guests traveling with pets.

  • 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 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.

Quick stats about holiday rentals in Cortland

  • Total holiday rentals

    Explore 50 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 2,030 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • 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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