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

Spectacular Waterfront Retreat on Piney River in the Blue Ridge Mountains.

When you a stay at this cottage in Roseland, you'll be on the waterfront, just steps from George Washington National Forest and Priest Wilderness.

Kitchen

Washer

Unique Cypress cottage, close to Charlottesville with mountain views.

$280

includes taxes & fees

$245 per night

Dec 22 - Dec 23

With a stay at this cottage in Charlottesville, you'll be within a 15-minute drive of University of Virginia and Starr Hill Brewery.

Kitchen

Washer

Cottage with stream, mountains, peaceful, quite, secluded, dog friendly.

With a stay at this cottage in Tyro, you'll be on the waterfront, just a 1-minute walk from George Washington National Forest and 15 minutes by foot from Crabtree Falls.

Kitchen

Washer

Cozy 'Nonny Cottage' Near Appalachian Trail!

Located in Montebello, this cottage is a 1-minute drive from George Washington National Forest and 7 minutes from Saint Mary's Wilderness.

Kitchen

Washer

Pine Cottage: Hot Tub and Central to Nelson 151

$841

includes taxes & fees

$770 per night

Jan 18 - Jan 19, 2025

With a stay at this cottage in Wintergreen, you'll be steps from George Washington National Forest and a 2-minute drive from Bold Rock Hard Cider Nellysford Cidery.

Hot Tub

Kitchen

Mountain Mindset: Hot Tub + 0.6 mile from Slopes

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

Hot Tub

Kitchen

Charming Cottage < 10 Mi to Wineries & Skiing!

With a stay at this cottage in Wintergreen, you'll be steps from George Washington National Forest and a 3-minute drive from Bold Rock Hard Cider Nellysford Cidery.

Kitchen

Air conditioning

Mechum Hill Cottage: Central to Crozet & Cville

$264

includes taxes & fees

$241 per night

Dec 19 - Dec 20

With a stay at this cottage, you'll be centrally located in Charlottesville, within a 15-minute drive of King Family Vineyards and Starr Hill Brewery.

Cute Getaway in the Heart of Nelson County Hosted by Heather

With a stay at this cottage in Afton, you'll be in the mountains, within a 5-minute drive of Shenandoah National Park and Veritas Vineyard and Winery.

Pet-Friendly Somerset Cottage at Ivy Cottages

With a stay at this cottage in Charlottesville, you'll be within a 15-minute drive of University of Virginia and Birdwood Golf Course.

Kitchen

Pet friendly

Serene Roseland Retreat Near Wintergreen Resort!

Located in Roseland, this cottage is within a 15-minute drive of Bold Rock Hard Cider Nellysford Cidery and George Washington National Forest.

Quiet Blue Ridge Mountain Cottage

This ski cottage is 3.6 mi (5.8 km) from Walton's Mountain Museum and 3.9 mi (6.3 km) from Simpson Park.

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.