Vacation rentals in Cortland

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.

Driftland Cabin -barrel sauna, hot tub, pizza oven

Welcome to Driftland Cabin, a charming, hand-crafted log home nestled on nearly 3 acres of lush, wooded land in the gated Old Timberline community with direct access to Dolly Sods. This inviting cabin offers rustic charm and modern amenities. The open living area with a cozy wood stove is perfect for relaxing and spending quality time with loved ones. On the rear deck, a sauna, hot tub, gas fire table and pizza oven are available. We provide a kayak for guests to enjoy on nearby Sand Run Lake.

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!

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!

Rest Assured in Black Bear Resort-Hike, Swim, Bike

We welcome you (and your dogs) to come enjoy our cabin located in the beautiful Black Bear Resort giving our guests access to an outdoor swimming pool, pickle ball courts plus more! Located in Canaan Valley close to Davis and Thomas, our cabin features enough beds to sleep 8! It includes a full functioning kitchen, a real wood burning fireplace, washer and dryer, and wifi. Our cabin's peaceful deck overlooks the Canaan Wildlife Refuge. Come enjoy, explore, relax and make memories!

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.

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.

Winter Wonderland Skiers Dream CanaanValley!

LOCATION LOCATION. Private fishing pond! KIDS and Adults LOVE TO CATCH! Central Cortland Rd. One block to Canaan Valley BBQ, Canaan Valley Store, New Miniature Golf, Trail Labs. 3.8 Miles to Timberline Mountain. HEATED 2 Car Garage! VIEWS FULLY RENOVATED DECEMBER 2022. ALL NEW HICKORY HARDWOOD FLOORS, BRAND NEW GOURMET KITCHEN with HUGE island. LARGE BRAND NEW HOT TUB ON PRIVATE BACK DECK. HUGE BONUS ROOM WITH LARGE FUTON AND FOOSBALL TABLE.