
Holiday houses in Cortland
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Top-rated holiday rentals in Cortland
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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 ❤️

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.

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!

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.

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.

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.

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!

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

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.

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.

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.

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
Other great holiday rentals in Cortland

RV Farm Stay

Modern Ithaca Farmhouse

Village Home

Cottage Over Water - Skaneateles Lake

White Out

White Tail Grove Inn

Peaceful Lake Front Cottage

Serenity space with hot tub.
When is the best time to visit Cortland?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| Avg. temp | -6°C | -5°C | 0°C | 6°C | 13°C | 18°C | 20°C | 19°C | 15°C | 9°C | 3°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 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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- Cornell University
- Greek Peak Mountain Resort
- Watkins Glen State Park
- Green Lakes State Park
- Syracuse University
- Taughannock Falls State Park
- Keuka Lake State Park
- Watkins Glen International
- Chenango Valley State Park
- Sylvan Beach Amusement park
- Chittenango Falls State Park
- Cascadilla Gorge Trail
- Keuka Spring Vineyards
- Turning Stone Resort & Casino
- Finger Lakes
- New York State Fairgrounds
- Sciencenter
- Fox Run Vineyards
- Three Brothers Wineries and Estates
- Montezuma National Wildlife Refuge
- JMA Wireless Dome
- Destiny Usa
- Colgate University
- Buttermilk Falls State Park





