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Wintergreen Vacation Rentals

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Check prices for these dates

In two weeks
Oct 24 - Oct 26
In one month
Nov 7 - Nov 9
In two months
Dec 5 - Dec 7
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Jan 2 - Jan 4

Vacation Rentals in Wintergreen

Valley Extended Suites
Private kitchen

Valley Extended Suites

3.0 star property
9.0 out of 10, Wonderful, (204)
"Nice stay"
The price is P6,597
P7,343 total
includes taxes & fees
Oct 7 - Oct 8
Valley Extended Suites
Love Ridge Mountain Lodging
Terrace/patio

Love Ridge Mountain Lodging

3.0 star property
10.0 out of 10, Exceptional, (12)
"Amazing stay I had, very peaceful and very quiet. "
The price is P12,408
P17,406 total
includes taxes & fees
Oct 7 - Oct 8
Love Ridge Mountain Lodging
Afton Mountain Vineyards
Interior detail

Afton Mountain Vineyards

2.5 star property
10.0 out of 10, Exceptional, (1)
"Amazing little cottage with everything you need. Loved the back porch and listening to music from the winery and enjoying the view. Good news, did not hear the music inside. "
The price is P23,090
P25,930 total
includes taxes & fees
Oct 7 - Oct 8
Afton Mountain Vineyards
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.
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Top Wintergreen Hotel Reviews

Sleep Inn Staunton

Sleep Inn Staunton

10/10 Excellent
"Plenty of parking. Bed was comfortable. Little tricky finding driveway even with GPS. Guest service was able to suggest good dining places which we checked out his recommendation of Remedy Burgers. Excellent. Good breakfast and very attentive staff member working to keep clean and stocked."
Ramana 1-night trip
Posted 7 hours ago
Sleep Inn Staunton

Find out more about Wintergreen

Find out more about Wintergreen

Search for holiday rentals in Wintergreen on Expedia! You can easily find your home rentals, villas, holiday apartments in Wintergreen using one of the methods below:

  • View our selection of featured holiday rentals in Wintergreen
  • Use the map to find apartments and other holiday homes in the Wintergreen neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Wintergreen while they last

Look no further and take a look at our great range of rental properties in Wintergreen!

Frequently asked questions

Can I find vacation rentals in Wintergreen?

Yes, there are vacation rentals close to the most popular points of interest in Wintergreen, or you can select a secluded option if you'd like a relaxing place to stay. Discover why Wintergreen is known for its ski slopes and mountain landscape. Make sure you have time to check out the wineries and coffeehouses during your trip.

How many vacation rentals are there in Wintergreen?

Choose from 52 Expedia vacation rentals in Wintergreen for a memorable vacation.

What can I see and do in Wintergreen?

While exploring the area, visit family-friendly sights like War Fields, or get outside and enjoy nature at George Washington National Forest. Wintergreen Resort and Bold Rock Hard Cider Nellysford Cidery are a couple of places you'll find in the larger area.

What’s a vacation rental in Wintergreen like?

A vacation rental is a private property where you can stay for several days or longer in Wintergreen. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for a family trip.