Holiday 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.

The Round House+Panoramic Views, Ski, Bike & Hike

This world-class retreat offers exceptional privacy, perfect for couples seeking an elevated mountain experience. Perched high above Canaan Valley, guests can enjoy mountain biking, hiking, trail running, and xc skiing right from the property. Thoughtfully furnished by a luxury interior designer, this unique circular home blends distinctive architecture, panoramic views and effortless access to some of West Virginia's most amazing outdoor adventures. You will fall in love with The Round House.

Blackwater Bed & Bikes 7

Outdoor adventure in style and comfort! Relax after a day on the trails in this stunningly spacious two bedroom private Penthouse apartment, with a 20ft windowed view and balcony overlooking the Blackwater River. Adventure enthusiasts couldn’t ask for more convenience. Located above Mountain Trails Outfitters and Blackwater Bikes, we have all your needs covered. Direct access to the regions top hiking and biking trails and a walk to the restaurants and shops of the hip mountain town of Davis WV!

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!

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, hike the trails, ski the slopes, and end the day toasting from the balcony. You're only a few minutes from all the major sites and attractions in the area. The Canaan Valley region is one of the most beautiful places in the US.

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!

The Hideaway- An Amazing and Serene Mtn Escape

COZY, MODERN, CLEAN cabin in the woods. PRIVATE, great VIEWS, by trails. New kitchen appliances. EV charger (J1772). Built in 2023. 3 bedrooms (COMFY Kings + Queen), 3 full baths + 2 living rooms. Lots of windows let in natural light and beautiful views of the Valley. DECK with GAS GRILL, Good WiFi (upload 25 download 300 MBs), wood-burning stove. EASY ACCESS year-round, even in winter! Close to Davis, Thomas & short drive to Timberline, Canaan Valley, & White Grass ski resorts

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.

Scenic View - Hot Tub - Pet Friendly

Our cozy 4-bedroom, 3-bath townhome is perfect for your family getaway! Centrally located, it’s just minutes from Timberline Mountain, Canaan Valley Resort, Blackwater Falls, and scenic hiking trails. After a busy day, unwind on the back deck, relax in the hot tub (added Nov ‘25), or stargaze under the clear mountain skies. With remodeled bathrooms and a newly finished basement, the home has been transformed into a spacious retreat that comfortably sleeps 9.

The Woodland House|comfy mtn home, hot tub, view

The Woodland House is our 2-bedroom, 1.5 bath home located in the Mon Forest town of Franklin, WV. Enjoy the comforts and luxuries of home while enjoying the fresh air and forests of a trip to the mountains. You'll also have easy access to our small-town amenities while being a short drive from some of West Virginia's favorite destinations like Spruce Knob and Seneca Rocks. You can also stay in and enjoy the mountain view without ever leaving the back porch.