Vacation rentals in Cortland

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Top-rated vacation rentals in Cortland

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Top guest favorite
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, 111 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 ❤️

Superhost
The exterior of the log cabin is showcased, featuring a green metal roof and wooden siding. A spacious porch with a railing offers access to the home, accompanied by stacked firewood. Lush greenery and trees surround the cabin, creating a peaceful woodland setting.
Cabin in Freeville
4.84 out of 5 average rating, 167 reviews

Mountain Queen Cabin Log Cabin

2- Bedroom Log Cabin plus Loft in a quiet, peaceful woodland setting, next to State Forest w/Hiking & Mountain Biking trails. Sleeps 6. Magnificent view of hills & forest. Nature Lovers paradise. Breath-taking Sunrises & Sunsets. Peaceful sunrises and night skies with views of stars & moon from deck. WiFi. Solar electric. Pellet stove, Heat & AC. The cabin & facilities is in an alcohol & drug free space where we respect & value diversity. Located in town of Dryden, 12 miles from Ithaca, NY.

Top guest favorite
Cottage in Tully
4.95 out of 5 average rating, 363 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 favorite
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!

Guest favorite
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, 148 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 favorite
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, 111 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 favorite
Guest suite in Cortland
4.85 out of 5 average rating, 159 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 favorite
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, 339 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.

Guest favorite
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, 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 favorite
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, 105 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 favorite
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, 166 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 favorite
A cozy living area features wooden walls, a sofa bed adorned with multicolored patterns, and a leather couch. A round dining table is positioned nearby. Natural light streams in through large windows, enhancing the inviting atmosphere, while decorative lamps provide additional lighting.
Apartment in Dryden
4.9 out of 5 average rating, 302 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.

Popular amenities for Cortland vacation rentals

When is the best time to visit Cortland?

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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 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 house rentals in Cortland have a kitchen?

    Absolutely! We offer over 10 house 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 House Rentals in Cortland?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with air conditioning, over 10 homes with a kitchen, 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 ﺩ.ﺇ147 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 & kid-friendly amenities

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Cortland vacation 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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