Vacation rentals in Cortland

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Quick stats about vacation rentals in Cortland

  • Total vacation rentals

    Explore 50 vacation rentals in Cortland

  • Nightly prices starting at

    Cortland vacation rentals start at $70 per night before taxes and fees

  • Verified guest reviews

    Over 2,720 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 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

Top-rated vacation rentals in Cortland

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

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Top guest favorite
The exterior of a charming yellow duplex features green shutters and decorative architectural elements. A white chair and a small flag are positioned on the porch, with a well-maintained front yard showcasing grass and landscaping. A sidewalk leads alongside the house.
Home in Homer

Farmhouse on Fulton

Farmhouse on Fulton is a duplex located in the heart of the village of Homer, NY. Just a few blocks from the Center 4 the Arts, the village green, school playground, restaurants, bakeries, the library, and a few lovely local shops. Homer is a picturesque village taken right out of a Hallmark movie. Two miles from Cortland and a short drive to Ithaca, Syracuse, easy access to I-81, the Finger Lakes Region, local breweries and wineries, 3 different ski resorts, indoor waterpark, golf courses.

ValueFamilyWalkability

4.93 out of 5 average rating, 102 reviews
Guest favorite
Tiny home in Marathon

Hoxie Haven | Glamping in the Gorge |

NOTE: Temps below 20° may mean no running water in the bathhouse. Camp toilet remains usable all year. 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 Keurig.

FamilyLocationView

4.95 out of 5 average rating, 103 reviews
Guest favorite
The living room features a cozy fireplace surrounded by seating options, including two patterned chairs and a small table. A mini games table is positioned nearby, while a decorative rug lies across the floor, enhancing the room's welcoming ambiance.
Home in Cortland

Station House

This is an 1890 house, with a train station theme. You'll enjoy the comfort of large spaces and plenty of seating everywhere. Enjoy a mini games table. Every seat in the living room has a clear view of a 65" TV. The dining room has a train station diner vibe, with a menu and vending signs. The kitchen is fully stocked with plenty of dishes and a large refrigerator. Upstairs there are 3 spacious bedrooms with room darkening curtains and soothing decor for restful nights. There's also an office.

ValueLocationCondition

4.92 out of 5 average rating, 48 reviews
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

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 ❤️

LocationValueAmenities

4.99 out of 5 average rating, 134 reviews
Top 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

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.

FamilyLocationIndoor spaces

4.98 out of 5 average rating, 170 reviews
Top guest favorite
Apartment in Cortland

The Lunchroom - Historic Railroad Stay

Step into a space where history, comfort, and charm meet. Once home to Madden’s Lunchroom (est. 1905), this thoughtfully renovated 19th-century building once served warm meals, cigars, and pies to railway travelers in Cortland before dining cars existed. Today, The Lunchroom is a one-bedroom apartment blending timeless character with modern ease. Just 2 blocks from Main Street & under a mile from SUNY Cortland, it offers unbeatable walkability to restaurants, bars, and campus events.

ValueLocationAir conditioning

4.97 out of 5 average rating, 60 reviews
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

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!

ValueFamilyKitchen

4.84 out of 5 average rating, 55 reviews
Top guest favorite
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

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.

LocationFamilyOutdoor spaces

4.87 out of 5 average rating, 186 reviews
Top guest favorite
The exterior of a historic two-story home is visible, featuring a symmetrical façade with multiple large windows adorned with black shutters. A central main entrance is framed by an arched window above, and steps lead to the door. Lush greenery borders the walkway.
Home in Homer

Historic home in downtown Homer

The whole family will be comfortable in this historic 6 bedroom, 4 bathroom home with large yard, parking on premises, one block from the Center for the Arts and downtown Homer, minutes from SUNY Cortland and centrally located between Syracuse and Ithaca. The home’s proximity to the Finger Lakes region, Greek Peak Mountain Resort & Song Mountain Resort makes it an ideal location. Experience history by staying in this home once known as Samson’s Temperance Tavern and Inn.

FamilyValueBackyard

5.0 out of 5 average rating, 57 reviews
Top guest favorite
Apartment in Cortland

Downtown Loft (Gutchess Fields~9m/Greek Peak~12m)

This brand new cozy loft apartment is located in historic downtown Cortland just steps from shops, cafes, bars and restaurants. Explore Cortland's newly renovated Main Street by foot or take a short drive to Greek Peak (~12min), Cornell (~27min) or SUNY Cortland (2min). With new construction, off-street parking and modern amenities, this 5-bed 3 bedroom apartment provides plenty of space for the family on vacation or traveling professional to stay in comfort.

FamilyLocationGetting around

5.0 out of 5 average rating, 13 reviews
Guest favorite
Home in Cortland

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.

FamilyValueIndoor spaces

4.88 out of 5 average rating, 111 reviews
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

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!

FamilyValueBathroom

4.93 out of 5 average rating, 125 reviews

Popular amenities for Cortland vacation rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Cortland's top sights

State University of New York at Cortland

31 locals recommend

1890 House Museum

15 locals recommend

Dark Horse Tavern

5 locals recommend

Other great vacation rentals in Cortland

Guest favorite
Apartment in Cortland

Luxury 3BR Apartment on Main Street. A/C

LocationFamilyNearby

4.86 out of 5 average rating, 14 reviews
Top guest favorite
Cabin in Cortland

Peaceful Cabin On Lake Como

LocationFamilyAmenities

5.0 out of 5 average rating, 14 reviews
Top guest favorite
The exterior of a historic home features dark wooden siding accented by white shutters. Lush gardens surround the house, with green shrubs and blooming flowers adding vibrant color. A neatly paved walkway leads to the entrance, showcasing the inviting, well-maintained landscaping.
Home in Homer

Historic Home in Downtown Homer with Private Sauna

FamilyLocationParking

4.97 out of 5 average rating, 39 reviews
Top guest favorite
Home in Homer

House on Little York Lake

FamilyLocationComfort

5.0 out of 5 average rating, 29 reviews
Guest favorite
Home in Cortland

Your Cortland Home Base Near SUNY

LocationFamilyCleanliness

4.79 out of 5 average rating, 24 reviews
Top guest favorite
A light-filled living area features a brown sofa and two stylish orange chairs placed around a low coffee table. A decorative area rug adds color, while shelves with decorative items are mounted on the wall. Large windows provide views of the surrounding greenery.
Townhouse in Cortland

Renovated Townhouse Greek Peak Getaway!

FamilyLocationBackyard

4.99 out of 5 average rating, 96 reviews
Guest favorite
The spacious living area features a custom dining table with ample seating, complemented by a mix of leather and fabric sofas. Large windows allow natural light to fill the room, and a mounted television is present on the wall, adding to the comfort of the space.
Home in Cortland

Peak's Paradise - Home

LocationFamilyCleanliness

4.87 out of 5 average rating, 23 reviews
Guest favorite
A view of a snow-covered landscape features a series of wooden chalets set against a backdrop of hills. Gentle slopes are visible, some marked for skiing, while patches of trees dot the area. A cloudy sky adds to the serene winter atmosphere.
Townhouse in Cortland

Mountainside Ski Condo

FamilyLocationTV

4.8 out of 5 average rating, 59 reviews

When is the best time to visit Cortland?

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Avg. price$81$125$125$130$176$173$181$185$104$105$135$81
Avg. temp22°F23°F31°F43°F55°F64°F67°F65°F59°F48°F37°F28°F

Frequently Asked Questions

  • What are the best places to stay in Cortland?

    Downtown areas, neighborhoods near SUNY Cortland, and homes around Lime Hollow Nature Center are often suggested for convenient access to shops, restaurants, and outdoor activities. Vacation rentals range from apartments to single-family homes.

  • What are the best things to do in Cortland with kids?

    Kids can enjoy playgrounds at Suggett Park, interactive exhibits at local museums, and nature outings at Lime Hollow Nature Center. Community recreation centers and libraries frequently suggest family-friendly activities.

  • What are some of the best things to do in Cortland?

    Cortland has lively arts, history, and outdoor spaces, including the Cortland Repertory Theatre, local museums, and parks for picnics. Explore downtown’s cafes, browse galleries, or enjoy concerts at community venues.

  • How is the weather in Cortland?

    Cortland has cold and snowy winters, averaging 13–35°F (-11–2°C), with frequent rainfall and snow. Summers are milder, ranging 52–79°F (11–26°C), and tend to be warm, humid, and lush.

  • When is the best time to visit Cortland?

    Late spring through early autumn is often recommended for comfortable temperatures, blooming landscapes, and seasonal events. Winter offers snowy scenery and opportunities for indoor arts and sports.

  • What are the best places to visit in Cortland?

    Frequently suggested spots include the Cortland Repertory Theatre, SUNY Cortland campus, Lime Hollow Nature Center, and downtown galleries. Museums and parks offer enriching stops for visitors.

  • What are some hiking trails in Cortland?

    Explore nature paths at Lime Hollow Nature Center, discover forested routes on the SUNY Cortland campus trails, or wander the natural areas around Suggett Park. These trails are often suggested for local hiking and wildlife spotting.

  • What are some family activities we can do in Cortland?

    Enjoy picnics at Suggett Park, explore nature trails at Lime Hollow Nature Center, and participate in interactive exhibits at local museums. Seasonal festivals and library events are welcoming to multispecies families.

  • What are some of the best day trip ideas from Cortland?

    Visitors often explore the Finger Lakes region, tour nearby state parks, or visit waterfalls and wineries around the area. Museums and lakeside towns draw those looking for cultural and outdoor experiences.

  • Are there any pet friendly accommodations available in Cortland?

    Cortland has pet-friendly vacation rentals, including homes and apartments that welcome furry companions. Several neighborhoods make it easy to access parks for daily walks.

  • What are some local tips for visiting Cortland?

    Explore early to catch farmers markets and avoid crowds at popular museums. Dress in layers, especially in autumn and spring, and ask locals for recommendations on hidden walking trails or community events.

  • What is Cortland known for?

    Cortland is known for its university community, historic downtown, and proximity to the Finger Lakes region. The city has distinct apple heritage, active local arts, and outdoor recreation.

  • What are the best hidden gems to explore in Cortland?

    Seek out nature walks at Lime Hollow Nature Center’s quieter trails, browse local art at independent galleries, or discover historic architecture tucked into side streets downtown. Lesser-known cafes and small shops provide neighborhood charm.

  • What are the best foods to try in Cortland?

    Cortland’s restaurants serve locally rooted dishes such as sandwiches with regional cheeses, apple-themed desserts, and classic New York pizza. Farm-to-table options and craft brews also highlight the area's flavors.

  • What should I bring for a trip to Cortland?

    Pack comfortable walking shoes, rain gear, and layered clothing for changeable weather. If visiting in winter, bring a warm coat and boots; outdoor items like a reusable water bottle are useful for parks and trails.

  • What is the nightlife in Cortland like?

    Nightlife in Cortland centers around downtown’s pubs, restaurants, and live music spots. Locals often gather for evenings of comedy, trivia nights, or performances at community venues.

  • What are the most popular events or festivals in Cortland?

    Cortland has frequent community gatherings, seasonal fairs, and summer concerts in local parks. Sporting events and cultural shows at SUNY Cortland are often recommended, reflecting the area's lively college-town spirit.

  • Are there family friendly vacation rentals in Cortland?

    Cortland has family-friendly vacation rentals throughout downtown and residential neighborhoods. Many stays feature spacious layouts, amenities for children, and convenient access to parks.

Destinations to explore