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Check prices for these dates

Tonight
16 Aug - 17 Aug
Tomorrow
17 Aug - 18 Aug
Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug

Top Holiday Rentals in Wintergreen

Blackwood Chalet
Cabin, Private Bathroom (Blackwood Chalet) | Exterior

Blackwood Chalet

2.0 star property
10.0 out of 10, Exceptional, (2)
"Everything was amazing. "
The price is 3.809.730 ₫
9.533.258 ₫ total
includes taxes & fees
19 Aug - 20 Aug
Blackwood Chalet
Valley Extended Suites
Studio Suite | Private kitchen | Full-sized fridge, microwave, oven, stovetop

Valley Extended Suites

3.0 star property
9.0 out of 10, Wonderful, (191)
"Quite and Accommodating.office staff was great "
The price is 2.995.008 ₫
3.333.443 ₫ total
includes taxes & fees
17 Aug - 18 Aug
Valley Extended Suites
Love Ridge Mountain Lodging
Hanging Rock Cabin, 2 Bedrooms, Jetted Tub, Mountain View | 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 4.719.383 ₫
6.876.188 ₫ total
includes taxes & fees
19 Aug - 20 Aug
Love Ridge Mountain Lodging
Afton Mountain Vineyards
Interior detail

Afton Mountain Vineyards

2.5 star property
The price is 9.195.200 ₫
10.326.210 ₫ total
includes taxes & fees
17 Aug - 18 Aug
Afton Mountain Vineyards
The Shenandoah Suite
Apartment, Private Bathroom (The Shenandoah Suite) | Exterior

The Shenandoah Suite

2.0 star property
10.0 out of 10, Exceptional, (5)
"Not wanting a stuffy hotel we opted for an apartment type rental. Full kitchen, living room, bedroom and bathroom. Having a couch to feel at home to watch TV made our stay homey. Absolutely loved the decor with a theme throughout the place. I love the charm of the old homes and this one didn’t disappoint. If I get back to Staunton I will definitely stay here! "
The price is 2.338.386 ₫
4.195.432 ₫ total
includes taxes & fees
2 Sept - 3 Sept
The Shenandoah Suite
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

Holiday Inn Express And Suites Staunton by IHG

Holiday Inn Express And Suites Staunton by IHG

10/10 Excellent
"Very nice and new with courteous and friendly staff "
Paul 1-night trip
Posted 21 hours ago
Holiday Inn Express And Suites Staunton by IHG

Frequently asked questions

Can I find holiday rentals in Wintergreen?

Yes, there are holiday rentals close to the most popular sights in Wintergreen, or you can select a more secluded option if you're looking for a relaxing stay. Discover why Wintergreen is known for its ski slopes and mountain landscape. Make sure you have time to check out the wineries and coffee shops during your trip.

How many holiday rentals are there in Wintergreen?

Choose from 49 Expedia holiday rentals in Wintergreen for a memorable holiday.

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 wider area.

What’s a holiday rental in Wintergreen like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Wintergreen. Holiday rentals feature amenities such as hot tubs, fire pits and patios so your stay will be comfortable. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for a family getaway.