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Wintergreen Holiday Rentals

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Check prices for these dates

Tonight
15 Aug - 16 Aug
Tomorrow
16 Aug - 17 Aug
This weekend
15 Aug - 17 Aug
Next weekend
22 Aug - 24 Aug

Holiday Rentals in Wintergreen

Blackwood Chalet
Lounge

Blackwood Chalet

2.0 star property
10.0 out of 10, Exceptional, (2)
"Everything was amazing. "
The price is S$466
includes taxes & fees
19 Aug - 20 Aug
Blackwood Chalet
Valley Extended Suites
Private kitchen

Valley Extended Suites

3.0 star property
9.0 out of 10, Wonderful, (191)
"Quite and Accommodating.office staff was great "
The price is S$156
includes taxes & fees
15 Sept - 16 Sept
Valley Extended Suites
Love Ridge Mountain Lodging
Exterior

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 S$336
includes taxes & fees
20 Aug - 21 Aug
Love Ridge Mountain Lodging
Afton Mountain Vineyards
Interior detail

Afton Mountain Vineyards

2.5 star property
The price is S$503
includes taxes & fees
28 Aug - 29 Aug
Afton Mountain Vineyards
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 S$205
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

Comfort Inn

Comfort Inn

10/10 Excellent
"The room smelled damp, the shower was molded and the toilet was not in good condition. Instantly when opening the door, the stench was deplorable. The more I looked around, the more I kept telling myself this was only for a few hours. Will not recommend, nor stay here again. "
brian 1-night trip
Posted 11 hours ago
Comfort Inn

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.