Wintergreen Cottages

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Cottages in Wintergreen

Hot Tub! Walk 2 min to Ski or Hike, 2 Firepits! Pet Friendly! 5 Star Hosts!

Wintergreen Resort VA

With a stay at this cottage in Wintergreen (Treeloft), you'll be steps from Wintergreen Resort and George Washington National Forest.

Pool

Hot Tub

Cozy Cottage with beautiful Mountain View’s - close to wineries

Wintergreen Resort VA

With a stay at this cottage in Wintergreen, you'll be in the mountains, within a 5-minute drive of Wintergreen Resort and George Washington National Forest.

Kitchen

Washer

Mountain Mindset: Pup Friendly + Trail

Wintergreen Resort VA

With a stay at this cottage in Wintergreen (Laurel Ridge), you'll be within a 10-minute walk of Wintergreen Resort and George Washington National Forest.

Hot Tub

Kitchen

Wintergreen Resort Home w/ 2 Decks + Ski Access!

Nellysford VA

With a stay at this cottage in Wintergreen (Treeloft), you'll be steps from Wintergreen Resort and George Washington National Forest.

Pool

Kitchen

Stunning Wintergreen Resort Home: Ski & Golf!

Roseland VA

Located in Wintergreen (Chestnut Springs), this cottage is within a 5-minute walk of Wintergreen Resort and George Washington National Forest.

Pool

Kitchen

Walk to Ski Slopes: Wintergreen Resort Treehouse

Nellysford VA

With a stay at this cottage in Wintergreen (Treeloft), you'll be steps from Wintergreen Resort and George Washington National Forest.

Kitchen

Washer

Mountaintop Wintergreen Resort Home w/ Deck, Views

Nellysford VA

With a stay at this cottage in Wintergreen, you'll be within a 5-minute drive of Wintergreen Resort and George Washington National Forest.

Pool

Kitchen

Cozy 'hillside Hideaway' in Wintergreen Resort!

Roseland VA

When you stay at this cottage in Wintergreen, you'll be near ski lifts, just steps from Wintergreen Resort and George Washington National Forest.

Kitchen

Washer

Stoney Creek Cottage: Waterfront Hot Tub, Fire Pit

Nellysford VA

Located in Wintergreen, this cottage is a 1-minute drive from George Washington National Forest and 7 minutes from Bold Rock Hard Cider Nellysford Cidery.

Kitchen

Dryer

Grand Wintergreen Resort Home w/ Hot Tub!

Nellysford VA

With a stay at this cottage in Wintergreen, you'll be within a 10-minute drive of Wintergreen Resort and George Washington National Forest.

Kitchen

Washer

Grand Chalet w/ Hot Tub - Near Wintergreen Resort

Nellysford VA

With a stay at this cottage in Wintergreen, you'll be within a 10-minute drive of Wintergreen Resort and George Washington National Forest.

Pool

Kitchen

Wintergreen Home w/ Hot Tub, Deck & Mountain Views

Nellysford VA

With a stay at this cottage in Wintergreen (Treeloft), you'll be steps from Wintergreen Resort and George Washington National Forest.

Kitchen

Washer

Don't see what you're looking for?

See all available properties in Wintergreen

View all properties

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.