Discover Your Perfect Virginia Vacation Rental

Browse stunning Virginia vacation rentals with Pathway Properties. From cozy mountain retreats to wine country escapes, find the perfect stay in Afton, Wintergreen Resort, Shenandoah, the Northern Neck & beyond. Book direct for the best rates!

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Holly Drum 3/26/26 Holly Drum 3/26/26

Bear Paw: Easy Walk to Wintergreen

4 guests | 2 bedrooms | 2 baths

Whitney Delaney 3/1/26 Whitney Delaney 3/1/26

Fox Paw | Walk to Slopes & Village at Wintergreen

4 Guests | 2 bedrooms | 2 beds | 2 baths

Holly Drum 10/22/25 Holly Drum 10/22/25

Afton Peak: Resort-Style Luxury A-Frame Retreat

14 guests | 5 bedrooms | 8 beds | 3.5 baths

Whitney Delaney 5/11/25 Whitney Delaney 5/11/25

Wintergreen Stargazer: A Charming Condo

4 guests | 2 bedrooms | 2 beds | 2 bath

Holly Drum 2/19/25 Holly Drum 2/19/25

Wintergreen Ridge Retreat: Cozy Mountain Getaway

10 Guests | 3 Bedrooms | 6 Beds | 2 Bathrooms

Holly Drum 3/11/19 Holly Drum 3/11/19

Time to Wine Down: Winery & Brewery Trail

10 Guests | 5 Bedrooms | 7 Beds | 2 Bathrooms