Holiday rentals near Flying Fox Vineyard
We found 1,040 holiday rentals — enter your dates for availability
Choose the right holiday home that's close to Flying Fox Vineyard. Holiday homes offer the best amenities for you and your friends, family or even pets, such as Wi-Fi and a washer and dryer. At the end of the day, you'll be sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Flying Fox Vineyard
Showing deals for:3 Oct - 10 Oct
Image gallery for Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!
1010 out of 10 rating
Exceptional
(6 reviews)
Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!
Waynesboro, VA
8% off
Price is AU$15,251
AU$15,251
AU$2,179 per night
includes taxes & fees
Image gallery for Secluded 20+ Acre Retreat Near Brew & Wine Trails
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Secluded 20+ Acre Retreat Near Brew & Wine Trails
Afton, VA
7% off
Price is AU$3,748
AU$3,748
AU$535 per night
includes taxes & fees
Image gallery for Luxury Log Cabin Getaway: Near Wintergreen Resort & Shenandoah Valley
1010 out of 10 rating
Exceptional
(12 reviews)
Luxury Log Cabin Getaway: Near Wintergreen Resort & Shenandoah Valley
Shipman, VA
12% off
Price is AU$3,052
AU$3,052
AU$436 per night
includes taxes & fees
Image gallery for Piedmont Place 303| Lux Vineyard & Brewery Getaway in the Heart of Crozet | Pet Friendly
9.89.8 out of 10 rating
Exceptional
(47 reviews)
Piedmont Place 303| Lux Vineyard & Brewery Getaway in the Heart of Crozet | Pet Friendly
Crozet, VA
7% off
Price is AU$3,128
AU$3,128
AU$447 per night
includes taxes & fees
Image gallery for Golden Tee 60"TV Fireplace Deck Grill Pool Tennis
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Golden Tee 60"TV Fireplace Deck Grill Pool Tennis
Roseland, VA
7% off
Price is AU$5,937
AU$5,937
AU$848 per night
includes taxes & fees
Image gallery for The Cottage @ Afton Mountain- Close to Wineries!
1010 out of 10 rating
Exceptional
(13 reviews)
The Cottage @ Afton Mountain- Close to Wineries!
Afton, VA
12% off
Price is AU$4,294
AU$4,294
AU$613 per night
includes taxes & fees
Image gallery for Sip 'n Dip: Hot Tub Foosball Pool Table Ping Pong
9.29.2 out of 10 rating
Wonderful
(7 reviews)
Sip 'n Dip: Hot Tub Foosball Pool Table Ping Pong
Nellysford, VA
7% off
Price is AU$4,750
AU$4,750
AU$679 per night
includes taxes & fees
Image gallery for 5 BR Wintergreen House w/ Game Room, 75” TV, Ping Pong, Foosball, Wet Bar & Deck
1010 out of 10 rating
Exceptional
(12 reviews)
5 BR Wintergreen House w/ Game Room, 75” TV, Ping Pong, Foosball, Wet Bar & Deck
Nellysford, VA
8% off
Price is AU$8,594
AU$8,594
AU$1,228 per night
includes taxes & fees
Image gallery for Upscale Wintergreen Getaway. Golf View Deck, Pool, and Modern Comforts
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Upscale Wintergreen Getaway. Golf View Deck, Pool, and Modern Comforts
Nellysford, VA
7% off
Price is AU$1,900
AU$1,900
AU$271 per night
includes taxes & fees
Image gallery for Berry Hill Lake - Cabin w/ NEW Infinity Pool - Pet Friendly - Private Lake
1010 out of 10 rating
Exceptional
(106 reviews)
Berry Hill Lake - Cabin w/ NEW Infinity Pool - Pet Friendly - Private Lake
Nellysford, VA
8% off
Price is AU$11,976
AU$11,976
AU$1,711 per night
includes taxes & fees
Image gallery for Apartment on the Knoll with private pool
1010 out of 10 rating
Exceptional
(9 reviews)
Apartment on the Knoll with private pool
Lovingston, VA
8% off
Price is AU$2,536
AU$2,536
AU$362 per night
includes taxes & fees
Image gallery for Gorgeous Tiny Home on Cliff's Edge - 4WD/AWD Access Only
1010 out of 10 rating
Exceptional
(13 reviews)
Gorgeous Tiny Home on Cliff's Edge - 4WD/AWD Access Only
Rockfish, VA
8% off
Price is AU$3,380
AU$3,380
AU$483 per night
includes taxes & fees
Image gallery for Amazing Views! Pool - Hiking - Gazebo - Hot Tub - Pool Table - Multicade - Grill
1010 out of 10 rating
Exceptional
(16 reviews)
Amazing Views! Pool - Hiking - Gazebo - Hot Tub - Pool Table - Multicade - Grill
Nellysford, VA
8% off
Price is AU$8,522
AU$8,522
AU$1,217 per night
includes taxes & fees
Image gallery for The "Small" House
1010 out of 10 rating
Exceptional
(6 reviews)
The "Small" House
Nellysford, VA
8% off
Price is AU$3,685
AU$3,685
AU$526 per night
includes taxes & fees
Image gallery for Roudy’s Retreat: Secluded Mountain Cabin with Hot Tub and Private Pond
1010 out of 10 rating
Exceptional
(18 reviews)
Roudy’s Retreat: Secluded Mountain Cabin with Hot Tub and Private Pond
Montebello, VA
17% off
Price is AU$4,210
AU$4,210
AU$601 per night
includes taxes & fees
Image gallery for Cabin By The Falls
1010 out of 10 rating
Exceptional
(45 reviews)
Cabin By The Falls
Tyro, VA
15% off
Price is AU$7,789
AU$7,789
AU$1,113 per night
includes taxes & fees
Image gallery for Summer Fun! Game Room+Fire Pit+Hot Tub in spacious family-friendly house
1010 out of 10 rating
Exceptional
(12 reviews)
Summer Fun! Game Room+Fire Pit+Hot Tub in spacious family-friendly house
Nellysford, VA
8% off
Price is AU$8,320
AU$8,320
AU$1,189 per night
includes taxes & fees
Image gallery for Luxury mountain home Ski- in-Ski out
1010 out of 10 rating
Exceptional
(19 reviews)
Luxury mountain home Ski- in-Ski out
Wintergreen, VA
12% off
Price is AU$9,171
AU$9,171
AU$1,310 per night
includes taxes & fees
Image gallery for 4 BR cabin mins to trails & breweries pets welcome
9.89.8 out of 10 rating
Exceptional
(24 reviews)
4 BR cabin mins to trails & breweries pets welcome
Nellysford, VA
22% off
Price is AU$4,702
AU$4,702
AU$672 per night
includes taxes & fees
Image gallery for Rosé All Day: Wine Country Getaway! Walk to Dining
1010 out of 10 rating
Exceptional
(12 reviews)
Rosé All Day: Wine Country Getaway! Walk to Dining
Crozet, VA
8% off
Price is AU$3,245
AU$3,245
AU$464 per night
includes taxes & fees
Image gallery for Honey House—beautiful detached Modern loft near UVA, Downtown and Monticello
1010 out of 10 rating
Exceptional
(49 reviews)
Honey House—beautiful detached Modern loft near UVA, Downtown and Monticello
Charlottesville, VA
13% off
Price is AU$2,432
AU$2,432
AU$347 per night
includes taxes & fees
Image gallery for Newly Rebuilt Home - Hot Tub - Sauna - Sleeps 14
1010 out of 10 rating
Exceptional
(49 reviews)
Newly Rebuilt Home - Hot Tub - Sauna - Sleeps 14
Nellysford, VA
8% off
Price is AU$7,283
AU$7,283
AU$1,040 per night
includes taxes & fees
Image gallery for Three Ridges Haven- Devils Backbone Brewing Company
9.49.4 out of 10 rating
Exceptional
(70 reviews)
Three Ridges Haven- Devils Backbone Brewing Company
Roseland, VA
25% off
Price is AU$7,407
AU$7,407
AU$1,058 per night
includes taxes & fees
Image gallery for Family-favorite rental nestled in the woods at the top of the Wintergreen Resort
1010 out of 10 rating
Exceptional
(5 reviews)
Family-favorite rental nestled in the woods at the top of the Wintergreen Resort
Nellysford, VA
8% off
Price is AU$4,908
AU$4,908
AU$701 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Flying Fox Vineyard
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
Sleeps 11 · 4 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
307 reviews(307 reviews)
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA
Sleeps 3 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
26 reviews(26 reviews)
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
282 reviews(282 reviews)
Top of Mountain 2 BR Condo, Short Walk to Highlands Ski Lift and Scenic Views
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
48 reviews(48 reviews)
Afton Mountain Vineyards
Sleeps 2 · 1 bedroom
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly
Sleeps 4 · 1 bedroom · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
127 reviews(127 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value