
Holiday rentals in Cortland
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Top-rated holiday rentals in Cortland
Guests agree: these stays are highly rated for location, cleanliness and more.

Family (& Remote Work) Friendly Cabin in the Woods
Renovated cabin with all the comforts, including a *new* screened porch with all-season heaters, large dining table, and porch swing. Bake a pizza in the wood fired oven while your kids jump on the in-ground trampoline or roast marshmallows. Enjoy hikes in and around the Dolly Sods; in the winter, ski, sled, or tube; in the summer, splash, boat, and raft on nearby rivers. Gas fireplace. WiFi, cable, smartTV, remote work set-up. Game cabinet, fort supplies, and special extras for all ages.

potomac overlook log cabin at Smoke hole with wifi
My place is good for couples, solo adventurers, business travelers, families (with kids), and furry friends (pets). I do have a 50.00 pet fee per dog up to 2 dogs only. It is located just above the entrance to the Smoke Hole Canyon with great fishing, beautiful scenery along the paved country curvy road. You can drive through the canyon and come out on Rt 28 just below the Smoke Hole caverns and gift shop. Then continue to Seneca Rocks and hike the rocks or drive to Nelson Rocks for zip lining.

Mountain Time - with views of Timberline
Take it easy at this unique and tranquil getaway. Located in Canaan with deck views of the Windwood airstrip and the slopes of Timberline. We are just minutes drive to Thomas, Davis, Blackwater Falls, Timberline Resort, Canaan Valley Resort, Dolly Sods. You name it, you are here. The townhome features, 3 bedrooms, 2 full baths, a fully equipped kitchen, bright and airy rooms, an unfinished basement with washer, dryer, and plenty of storage for your mountain bikes, ski equipment, etc. Enjoy!

Luxurious Couples Getaway; Private Pond! Hot Tub!
Private Pond nestled in the pines just a mile from Deep Creek Lake State Park, Hot Tub, Outdoor TV, Cozy Rocking Chairs, Propane Fire Pit, Soaking Tub, Robes, Plush King Bed with Pond Views, Espresso Machine, Margaretaville Margarita Machine, Sound Appealing? Then this is the cabin for you! Just a couple hundred yards from Deep Creek Lake and only 1 mile from the state park! Our cabin is tucked in the pines and is specifically tailored for a quiet, romantic getaway with your significant other!

Ski Chalet Cabin Canaan Valley 35 -Dog Friendly
Over 500 positive reviews and counting! Sundays always late check out (7 PM) so you can enjoy a full day Beautiful cabin with large deck and all the creature comforts for a relaxing mountain getaway. Watch your children in the play ground from the deck or see the amazing display in the night sky as you gaze upon the stars understanding why they call it the Milky Way. The property is surrounded on all sides by Wildlife refuge and you can view all three ski resorts from the deck.. * $35 pet fee

Mountain view retreat #1
Get comfortable with mountain views and fresh, clean air at 3,200' altitude, close to Canaan Valley/Blackwater Falls State Parks. Also, Dolly Sods, Seneca Rocks and Spruce Knob (highest point of WV). Lots of hiking/biking trails. Unique shopping in Davis and Thomas with a variety of restaurants. Fast food? An adventurous, scenic drive goes to Parsons, with the only McDonald's and traffic light in the county. Relax on the back deck to view the horse pasture and the small private airport.

Stunning Nordic Modern Cabin on Five Idyllic Acres
A fantastic, architect-designed, Nordic-modern, four-bedroom, two-bath cabin, tucked away down a relatively secluded dirt road in the community of Old Timberline. Flat lot, surrounded by beautiful tall trees. Walking distance to miles of trails and the Canaan Valley Wildlife Refuge. Easy access from within the neighborhood to the Dolly Sods Wilderness. Minutes to White Grass, Timberline Mountain, and Canaan Valley ski resorts. Or just explore the wooded wilderness behind the cabin!

Roxy’s Retreat — pet friendly with hot tub!
Ready to unwind? This prime location Airbnb is the perfect place to escape with your friends and family — furry friends included! Just 10 minutes to Timberline Mountain and Canaan Valley Resort makes it a convenient location for skiing, snowboarding, and all of your favorite winter activities. With year-round adventures to be had, this is the hikers, bikers, sightseers, and art-lovers destination! Play all day and enjoy a relaxing evening with everything you need at Roxy’s Retreat!

The Davis Ridge - Mt Views, Fireplace, Balcony
This beautiful property is centrally located close to Davis, Thomas and Canaan Valley's most famous attractions. Witness the sunrises and sunsets over the mountains from the balcony, take a dip in the heated seasonal pool, get cozy and warm next to the wood fireplace (free firewood included), cook a delicious meal on the outdoor grill, and end the day toasting from the balcony and cuddled by the fire. You're only a few minutes from all the major sites and attractions in the area.

Basement apartment in the middle of the valley!
This is a basement apartment in the heart of Canaan Valley. Less than 10 min drive to everything: Timeberline ski resort, Canaan Valley ski resort, incredibly fun local XC ski area Whitegrass, art galleries, amazing food options, breweries, and even distilleries! There are two state parks to hike and explore within 10 mins, and a beautiful wildlife refuge only one mile away. Whatever outdoor recreation you enjoy, Tucker Co has the best places to explore. And high speed WiFi.

Chalet in the Orchard; Romance, Luxury, Relaxation
The Chalet in the Orchard was designed with Romance, Luxury, and Relaxation in Mind. The Chalet offers many first class amenties to Enjoy with your Partner. * Movie Theater with Surround Sound * Tonal Digital Home Gym * Dedicated Work Space * Fast Wifi * Sauna * Hot tub * Outdoor TV * Gas and Wood Burning Fire Pit * Private outdoor Seating * Large Soaking Bathtub * Luxury Stone tile Shower * Heated Tile Bathroom Floors * Full Kitchen * Breville Espresso Machine * King Bed

Dandy Flats - The Nonchalant
Located in a historic building on the main drag and adorned with 135-year old hardwood floors, original woodwork, local art, huge rain shower, and forest views - this tastefully styled flat feels like being transported to a 19th century boarding house. With espresso, galleries, live music, shops, food, and drinks steps away, you have the forests and a tiny cityscape just steps out your door. This apartment is offered at the Dandy Flats - a lovingly restored Inn.
Popular amenities for Cortland holiday rentals
Other great holiday rentals in Cortland

Dreamers Nest - Perfect Location/View and Hot Tub

Hibernation Haven-Resort Cabin-Jacuzzi Tub-Skiing

Honeycomb Hideout

Almost Heaven Chalet

Kick Back and Get Cozy Overlooking Canaan Valley

Cozy Canaan Valley Cabin with great views!

Lab’OUR’ of Love Lodge. Luxurious, Rustic & Unique

Horseshoe Lodge
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