
Holiday rentals near Flying Fox Vineyard
We found 1,043 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 NZ$17,306
NZ$17,306
NZ$2,472 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 NZ$4,122
NZ$4,122
NZ$589 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 NZ$3,316
NZ$3,316
NZ$474 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 NZ$4,668
NZ$4,668
NZ$667 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 NZ$3,406
NZ$3,406
NZ$487 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 NZ$5,338
NZ$5,338
NZ$763 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 NZ$6,580
NZ$6,580
NZ$940 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 NZ$9,712
NZ$9,712
NZ$1,387 per night
includes taxes & fees
Image gallery for Epic Mountain Views, Hot Tub and Privacy at Harvest Moon Lodge and Retreat!

1010 out of 10 rating
Exceptional
(14 reviews)
Epic Mountain Views, Hot Tub and Privacy at Harvest Moon Lodge and Retreat!
Montebello, VA
8% off
Price is NZ$8,418
NZ$8,418
NZ$1,203 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
(105 reviews)
Berry Hill Lake - Cabin w/ NEW Infinity Pool - Pet Friendly - Private Lake
Nellysford, VA
8% off
Price is NZ$13,933
NZ$13,933
NZ$1,990 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 NZ$2,016
NZ$2,016
NZ$288 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 NZ$2,759
NZ$2,759
NZ$394 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 NZ$3,680
NZ$3,680
NZ$526 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 NZ$9,444
NZ$9,444
NZ$1,349 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 NZ$9,871
NZ$9,871
NZ$1,410 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 NZ$4,574
NZ$4,574
NZ$653 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 NZ$8,629
NZ$8,629
NZ$1,233 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 NZ$4,010
NZ$4,010
NZ$573 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 NZ$9,052
NZ$9,052
NZ$1,293 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 NZ$3,484
NZ$3,484
NZ$498 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
14% off
Price is NZ$2,588
NZ$2,588
NZ$370 per night
includes taxes & fees
Image gallery for Stunning newly rebuilt home! Perfect peaceful getaway that sleeps 14!

1010 out of 10 rating
Exceptional
(49 reviews)
Stunning newly rebuilt home! Perfect peaceful getaway that sleeps 14!
Nellysford, VA
8% off
Price is NZ$8,894
NZ$8,894
NZ$1,271 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 NZ$8,206
NZ$8,206
NZ$1,172 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 NZ$5,215
NZ$5,215
NZ$745 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
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Cottage
Villa
Chalet
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)
Top rated rentals - Flying Fox Vineyard
Comfortable, clean and great location!
1010 out of 10
Exceptionalexceptional
33 reviews(33 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