Holiday rentals near Lovingston Winery
We found 848 holiday rentals — enter your dates for availability
Choose the right holiday rental that's close to Lovingston Winery. Holiday homes offer the amenities that you expect for your stay with friends, family or just your pet, such as Wi-Fi and a washer and dryer. No matter what you're looking for, you're sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Lovingston Winery
Showing deals for:7 Nov - 14 Nov
Image gallery for Log Cabin, 27 Acre Modern Mountain Escape, Pool, Hot Tub and Fireplace
1010 out of 10 rating
Exceptional
(17 reviews)
Log Cabin, 27 Acre Modern Mountain Escape, Pool, Hot Tub and Fireplace
Amherst, VA
12% off
Price is S$3,733
S$3,733
S$533 per night
includes taxes & fees
Image gallery for Historical Dogtrot Chestnut Log Cabin.
1010 out of 10 rating
Exceptional
(77 reviews)
Historical Dogtrot Chestnut Log Cabin.
Amherst, VA
12% off
Price is S$1,606
S$1,606
S$229 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 S$4,760
S$4,760
S$680 per night
includes taxes & fees
Image gallery for Country Farmhouse: Fire Pit, Grill, Updated Amenities, Cows, Stars and Solitude
1010 out of 10 rating
Exceptional
(13 reviews)
Country Farmhouse: Fire Pit, Grill, Updated Amenities, Cows, Stars and Solitude
Monroe, VA
8% off
Price is S$1,766
S$1,766
S$252 per night
includes taxes & fees
Image gallery for #NoCleaningFee! Pool Table, Hot tub, fireplace overlooking Wreck Island Creek
1010 out of 10 rating
Exceptional
(17 reviews)
#NoCleaningFee! Pool Table, Hot tub, fireplace overlooking Wreck Island Creek
Appomattox, VA
13% off
Price is S$3,132
S$3,132
S$447 per night
includes taxes & fees
Image gallery for Luxury Designer Home, Dome and Top amenities
1010 out of 10 rating
Exceptional
(9 reviews)
Luxury Designer Home, Dome and Top amenities
Nellysford, VA
8% off
Price is S$7,748
S$7,748
S$1,107 per night
includes taxes & fees
Image gallery for RNF Virginia's hottest destination getaway!!! Robbin's Nest Farm!!!
9.69.6 out of 10 rating
Exceptional
(41 reviews)
RNF Virginia's hottest destination getaway!!! Robbin's Nest Farm!!!
Wingina, VA
10% off
Price is S$1,921
S$1,921
S$274 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 S$2,361
S$2,361
S$337 per night
includes taxes & fees
Image gallery for Relaxing stay at Morris Orchard 25 minutes from Liberty University.
1010 out of 10 rating
Exceptional
(145 reviews)
Relaxing stay at Morris Orchard 25 minutes from Liberty University.
Monroe, VA
8% off
Price is S$2,953
S$2,953
S$422 per night
includes taxes & fees
Image gallery for Sip 'n Dip: Hot Tub Foosball Pool Table Ping Pong
8.88.8 out of 10 rating
Excellent
(8 reviews)
Sip 'n Dip: Hot Tub Foosball Pool Table Ping Pong
Nellysford, VA
7% off
Price is S$4,027
S$4,027
S$575 per night
includes taxes & fees
Image gallery for Historic cabin with beautiful view of the Blue Ridge Mountains.
1010 out of 10 rating
Exceptional
(121 reviews)
Historic cabin with beautiful view of the Blue Ridge Mountains.
Amherst, VA
8% off
Price is S$1,922
S$1,922
S$275 per night
includes taxes & fees
Image gallery for Serene Wintergreen Retreat, Nestled in the Trees
9.69.6 out of 10 rating
Exceptional
(14 reviews)
Serene Wintergreen Retreat, Nestled in the Trees
Nellysford, VA
8% off
Price is S$5,138
S$5,138
S$734 per night
includes taxes & fees
Image gallery for Charming Riverside Cottage on 5 Acres- Perfect for Couples & Nature Lovers
9.89.8 out of 10 rating
Exceptional
(40 reviews)
Charming Riverside Cottage on 5 Acres- Perfect for Couples & Nature Lovers
Piedmont, VA
8% off
Price is S$1,811
S$1,811
S$259 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 S$7,733
S$7,733
S$1,105 per night
includes taxes & fees
Image gallery for Afton Cottage w/ Hot Tub, Firepit, Mountain Views
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Afton Cottage w/ Hot Tub, Firepit, Mountain Views
Afton, VA
8% off
Price is S$3,023
S$3,023
S$432 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
(14 reviews)
Gorgeous Tiny Home on Cliff's Edge - 4WD/AWD Access Only
Rockfish, VA
8% off
Price is S$2,464
S$2,464
S$352 per night
includes taxes & fees
Image gallery for The Getaway at Wintergreen Resort
1010 out of 10 rating
Exceptional
(8 reviews)
The Getaway at Wintergreen Resort
Roseland, VA
8% off
Price is S$7,196
S$7,196
S$1,028 per night
includes taxes & fees
Image gallery for Charming 4-bedroom home with WiFi, game room and more near Wintergreen Resort!
1010 out of 10 rating
Exceptional
(6 reviews)
Charming 4-bedroom home with WiFi, game room and more near Wintergreen Resort!
Nellysford, VA
11% off
Price is S$2,558
S$2,558
S$365 per night
includes taxes & fees
Image gallery for Total Privacy - H’Owl at the Moon Farm & Cabin
1010 out of 10 rating
Exceptional
(172 reviews)
Total Privacy - H’Owl at the Moon Farm & Cabin
Schuyler, VA
15% off
Price is S$4,122
S$4,122
S$589 per night
includes taxes & fees
Image gallery for 4 BR cabin mins to trails & breweries pets welcome
9.69.6 out of 10 rating
Exceptional
(26 reviews)
4 BR cabin mins to trails & breweries pets welcome
Nellysford, VA
22% off
Price is S$4,024
S$4,024
S$575 per night
includes taxes & fees
Image gallery for Amazing Views From 3 Decks! Pool - Gazebo - Hot Tub - Pool Table - Games - Grill
1010 out of 10 rating
Exceptional
(18 reviews)
Amazing Views From 3 Decks! Pool - Gazebo - Hot Tub - Pool Table - Games - Grill
Nellysford, VA
8% off
Price is S$6,117
S$6,117
S$874 per night
includes taxes & fees
Image gallery for Blue Ridge, Tye River, C-Ville, Crabtree, Wintergreen, Sweet Briar, Farm
9.89.8 out of 10 rating
Exceptional
(65 reviews)
Blue Ridge, Tye River, C-Ville, Crabtree, Wintergreen, Sweet Briar, Farm
Arrington, VA
8% off
Price is S$3,220
S$3,220
S$460 per night
includes taxes & fees
Image gallery for Charming Renovated 1930’s Soapstone Quarry Bungalow
9.89.8 out of 10 rating
Exceptional
(26 reviews)
Charming Renovated 1930’s Soapstone Quarry Bungalow
Arrington, VA
19% off
Price is S$2,128
S$2,128
S$304 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 S$11,381
S$11,381
S$1,626 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Lovingston Winery
Cattle farm getaway in Virginia's best wine & beer country! Fiber Optic Wi-Fi!
Sleeps 7 · 4 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
Rockfish River Retreat
Sleeps 8 · 4 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
Blue Ridge, Tye River, C-Ville, Crabtree, Wintergreen, Sweet Briar, Farm
Sleeps 10 · 5 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
65 reviews(65 reviews)
Nature getaway; beautiful Mountain Views, close to rivers, breweries & wineries.
Sleeps 8 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
8 reviews(8 reviews)
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
Sleeps 5 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
83 reviews(83 reviews)
Game Room, Sauna, Bonus Apartment Near Wintergreen Resort!
Sleeps 20 · 6 bedrooms · 4+ bathrooms
9.29.2 out of 10
Wonderfulwonderful
49 reviews(49 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