123+ Vacation Rentals Near Flying Fox Vineyard |
  1. USA
  2. Virginia
  3. Staunton
  4. Flying Fox Vineyard

Sailings Canada - Vacation Rentals in Flying Fox Vineyard

Clean family-friendly 5BR in the HEART of Virginia`s Wine Country - Amazing views, basement game room, new outdoor patio From US $621
         

10.0 (85 Reviews)
House
Clean family-friendly 5BR in the HEART of Virginia`s Wine Country - Amazing views, basement game room, new outdoor patio
  • Air Conditioner
  • Parking
  • Pet Friendly

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Afton Clubhouse From US $373
         

10.0 (2 Reviews)
House
Afton Clubhouse
  • Air Conditioner
  • Parking
  • Balcony/Terrace

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Afton Mountain Inn From US $212
         

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9.6 (76 Reviews)
House
Afton Mountain Inn
  • Parking
  • Pool
  • Balcony/Terrace

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Peaceful Mountain Get Away From US $230
         

10.0 (76 Reviews)
House
Peaceful Mountain Get Away
  • Air Conditioner
  • Parking
  • Pet Friendly

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Mtn and Lake Views Serene Wintergreen Resort Escape From US $489
         

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10.0 (1 Review)
House
Mtn and Lake Views Serene Wintergreen Resort Escape
  • Parking
  • Pool
  • Accessibility

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Modern Nellysford Getaway on 40 Private Acres! From US $608
         

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New
Cottage
Modern Nellysford Getaway on 40 Private Acres!
  • Air Conditioner
  • Parking
  • TV

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Beautiful, Remodeled Cottage in the Heart of Afton From US $165
         

10.0 (66 Reviews)
Cottage
Beautiful, Remodeled Cottage in the Heart of Afton
  • Air Conditioner
  • Parking
  • Balcony/Terrace

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Oasis on 151 - Ideal Location on Brew Ridge Trail From US $407
         

10.0 (1 Review)
House
Oasis on 151 - Ideal Location on Brew Ridge Trail
  • Air Conditioner
  • Parking
  • View

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Mtn & Lake Views: Serene Wintergreen Resort Escape From US $371
         

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New
Cottage
Mtn & Lake Views: Serene Wintergreen Resort Escape
  • Air Conditioner
  • Parking
  • Pool

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Coin Cottage farmhouse on 151 Trail in Nelson County From US $347
         

10.0 (49 Reviews)
House
Coin Cottage farmhouse on 151 Trail in Nelson County
  • Air Conditioner
  • Parking
  • TV

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Afton escape centrally located on the brew trail From US $198
         

10.0 (35 Reviews)
House
Afton escape centrally located on the brew trail
  • Air Conditioner
  • Parking
  • TV

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Afton Escape-New Arcade, Winery Brewery EV-Charger From US $657
         

10.0 (31 Reviews)
House
Afton Escape-New Arcade, Winery Brewery EV-Charger
  • Air Conditioner
  • Parking
  • TV

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Afton Escape! NEW Arcade, Wineries, Breweries From US $801
         

10.0 (26 Reviews)
Apartment
Afton Escape! NEW Arcade, Wineries, Breweries
  • Air Conditioner
  • Parking
  • TV

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Spacious 6 Br Hot Tub Pool Table On 151 From US $803
         

10.0 (24 Reviews)
House
Spacious 6 Br Hot Tub Pool Table On 151
  • Air Conditioner
  • Parking
  • TV

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Panoramic Views by Vineyardsn4000 sf new home on 40 acs From US $696
         

10.0 (21 Reviews)
House
Panoramic Views by Vineyardsn4000 sf new home on 40 acs
  • Air Conditioner
  • Parking
  • Pet Friendly

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Nelson Cozy Cabin: Mountain Getaway 20 mins to WTG From US $462
         

10.0 (21 Reviews)
Cabin
Nelson Cozy Cabin: Mountain Getaway 20 mins to WTG
  • Air Conditioner
  • Parking
  • Pet Friendly

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Everley Whole Property From US $939
         

10.0 (16 Reviews)
House
Everley Whole Property
  • Air Conditioner
  • Parking
  • Pet Friendly

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Modern Nellysford Getaway on 40 Private Acres! From US $336
         

10.0 (11 Reviews)
Cabin
Modern Nellysford Getaway on 40 Private Acres!
  • Air Conditioner
  • Parking
  • TV

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Secluded 20+ Acre Retreat Near Brew & Wine Trails From US $219
         

10.0 (11 Reviews)
House
Secluded 20+ Acre Retreat Near Brew & Wine Trails
  • Air Conditioner
  • Parking
  • Pet Friendly

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The Wintergreen Treehouse From US $703
         

10.0 (10 Reviews)
House
The Wintergreen Treehouse
  • Air Conditioner
  • Parking
  • Pet Friendly

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Blue Ridge Mountain Views - Heart of VA Wine Country From US $405
         

10.0 (10 Reviews)
House
Blue Ridge Mountain Views - Heart of VA Wine Country
  • Air Conditioner
  • Parking
  • TV

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Boogie Nights Manor on VA's Brew Ridge Trail nestled in the Blue Ridge Mountains From US $601
         

10.0 (9 Reviews)
House
Boogie Nights Manor on VA's Brew Ridge Trail nestled in the Blue Ridge Mountains
  • Air Conditioner
  • Parking
  • Pet Friendly

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6-bedroom house in Nellysford with WiFi AC Skiing Tubing and Golf From US $705
         

10.0 (8 Reviews)
House
6-bedroom house in Nellysford with WiFi AC Skiing Tubing and Golf
  • Air Conditioner
  • Designated Smoking Area
  • Sports/Activities

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Pickleball - 2 Homes - Sleeps 20 - 151 Brew Trail From US $697
         

10.0 (7 Reviews)
House
Pickleball - 2 Homes - Sleeps 20 - 151 Brew Trail
  • Air Conditioner
  • Parking
  • Pet Friendly

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★ Pro Tip: Sailings makes it easy to compare the best listings on Sailings homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Sailings homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Flying Fox Vineyard.

Weather in Flying Fox Vineyard

View the weather forecast for Flying Fox Vineyard before booking your Flying Fox Vineyard Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Flying Fox Vineyard, VA

Sailings offers a large selection of top attractions around Flying Fox Vineyard. Research things to do on your vacation before you visit Flying Fox Vineyard.


Wintergreen Resort Blue Ridge Parkway North Entrance George Washington National Forest Bold Rock Hard Cider Nellysford Cidery Pippin Hill Farm & Vineyards Rockfish Gap Entrance SheNonedoah Afton Mountain Vineyards Sherando Lake Recreation Area Veritas Vineyard and Winery Starr Hill Brewery Zeus Digital Theater Cardinal Point Vineyard and Winery Wayne Theatre Silverback Distillery Stoney Creek Golf Course Plumb House Museum Wintergreen Winery P. Buckley Moss Gallery Hill Top Berry Farm & Winery Waynesboro Heritage Museum

Flying Fox Vineyard Vacation Rental Frequently Asked Questions

How many vacation rentals are available in Flying Fox Vineyard?

Currently, the total number of properties listed in 2026 is over 123 in the Flying Fox Vineyard area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Flying Fox Vineyard.