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Cozy Wintergreen Mountain Condo - King bed/dog friendly
Wintergreen condo
- 1 bedroom
- 1 bathroom
- sleeps 4
Price per night from
$144
July Available: Luxury Mountain House on Golf Course w/ Resort Membership
Wintergreen house
- 3 bedrooms
- 4 bathrooms
- sleeps 8
“Mountain Resort in Va” Cozy ski getaway or family retreat. Soaring wood ceilings and stone fireplace; huge windows. Lovely views of lush green lawn and several tall trees. Peaceful and quiet. Huge kitchen and dining area, full amenites, and very clean. You will love it! It is also perfect for 2-3 couples with 3 1/2 baths and 3 private bedrooms. The master suite is gorgeous!
Price per night from
$338
Price per night from
$138
Wintergreen Resort - Lux Home- On the Mountain -Walk to Slope- Gourmet Kitchen
Wintergreen house
- 3 bedrooms
- 3 bathrooms
- sleeps 8
Price per night from
$184
Wintergreen Resort, Walk to Slope, Gourmet Kitchen, Grill, Lux Home
Wintergreen house
- 3 bedrooms
- 3 bathrooms
- sleeps 8
Price per night from
$184
Price per night from
$3,208
Great rentals within 20 miles that match your search
Price per night from
$229
Price per night from
$258
Price per night from
$1,948
Cottage at Massies Mill & the Blue Ridge Mountains
Massies Mill cottage
- 3 bedrooms
- 2 bathrooms
- sleeps 6
Price per night from
$172
“Excellent "headquarter" for exploring Shenandoah” We stayed for a week and was very satisfied with both location and the room and its facilities. Their was always a nice place to sit outside and enjoy the landscape or read regardless of the weather - either on the lawn or on the porch. We were primarily interested in hiking in the surrounding mountains and visiting historic sites and for that it was a perfect "headquarter" for the week we stayed.
Price per night from
$126
“Idyllic, relaxing setting with attentive but unobtrusive hosts including Joe, the sweetest dog ever.” Location easy to find. Peaceful with beautiful pool and walking trails. Nice places to visit nearby though it was not easy to leave the cottage. Anne and Jim made sure we had everything we needed but gave us plenty of privacy. It was almost like we'd rented the entire property. Every comfort was there from our exact food preferences to comfortable accommodations and private patio. Will visit again as soon as we can.
Responds fast! avg. 2 hours 6 minutes
Price per night from
$193
Price per night from
$103
Price per night from
$275
Price per night from
$287
Price per night from
$224
Mountain Retreat Nestled in the Virginia Foothills
Charlottesville house
- 1 bedroom
- 1 bathroom
- sleeps 3
Price per night from
$401
New Log Home, Private, Beautiful location, River Access, Walk/Hike/Bike/Kayak
Faber house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
Price per night from
$178
Responds fast! avg. 39 minutes
Price per night from
$286
Cozy cabin, perfect for couples or the single traveler!
Schuyler house
- 1 bedroom
- 1 bathroom
- sleeps 2
Price per night from
$172
About Wintergreen
Wintergreen, Virginia is busy all year round – there's plenty to do! You can try golfing, skiing, mountain climbing, hiking, biking and pretty much anything else you can think of.
You'll find this idyllic spot on the eastern side of the Blue Ridge Mountains, and be amazed at the spectacular views from your very own Wintergreen vacation rental – get searching on FlipKey, today!
About Wintergreen, Virginia
The area around Wintergreen was once populated by the Tuscarora Indians who lived near the Rockfish and James rivers. The Rockfish River Valley has some spectacular scenery and is well worth visiting.
Nearby Jamestown was the first permanent European settlement in the USA, founded by the British in 1607. Because of this, Wintergreen has lots of history to explore – try heading to one of the museums to find out more!
The food in Wintergreen is a mix of American and European (mainly Italian and French). You can eat a hearty steak, or more delicate seafood and fish. There's something for everyone, including vegans and vegetarians.
The area is also known for brewing delicious craft beers – some of the breweries have been going since colonial times. Try some during your stay.
What to do
At the Wintergreen Resort, there are two golf courses for enthusiasts, Devil's Knob and Stoney Creek. They're a great day out.
If you like walking, go along the Rockfish Valley Loop Trail system, and visit Spruce Creek Park. If you want something a bit more challenging, head up to the Appalachian Trail.
In winter you can go skiing, snowboarding and skate. But pack your thermals, as it can get a bit chilly.
Visit Williamsburg and see how people lived there in previous centuries. The town is a living history museum and is full of beautifully restored 17th and 18th century buildings.
The history of Virginia is closely linked to the Civil War. Visit the Appomattox court house, where General Robert E. Lee formally surrendered to General Ulysses S. Grant.
Go to Bold Rock and sample the delicious ciders. You get an amazing view over Wintergreen, and there's lots of space where dogs and kids can run free.
Lyndhurst, Virginia, is home to Humpback Rocks Visitor Center and Mountain Farm. Go to the top of Humpback Rocks and take in the majestic view.
Top Wintergreen travel tips
The easiest way of getting to Wintergreen is by car. You can fly to Charlottesville Albemarle airport, or to Dulles International Airport (IAD) and take a bus or shuttle service. Rent a car at the airport and drive to Wintergreen.
If you love nature's colors, go to Wintergreen in fall. Before you go, check the foliage report from the Department of Forestry. Crabtree Falls, on the Blue Ridge Parkway, is a wonderful place for a picnic.
Pick your own apples and pumpkins and buy butternut squash, cashews sweet potatoes and freshly pressed cider during your stay.
Don't leave the area without visiting Devils Backbone to sample the micro-brews.
Whenever you go to Wintergreen, Virginia, you’ll find plenty of activities to try. You can visit the Civil War battlefields, walk the Rockfish Valley Loop Trail, or go to see the historic buildings of Virginia.
Check out Wintergreen vacation rentals here on FlipKey and book your perfect stay.
Top Destination reviews
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