Holiday rentals near Hill Top Berry Farm & Winery
We found 1,004 holiday rentals — enter your dates for availability
Scroll through and discover holiday rentals near Hill Top Berry Farm & Winery that can be your home away from home. Whether you're travelling with a group or just with your pet, holiday homes have the amenities that you need and want for your stay, which might include parking and a fireplace. At the end of the day, you're sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Hill Top Berry Farm & Winery
Showing deals for:7 Nov - 14 Nov
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 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 S$13,895
S$13,895
S$1,985 per night
includes taxes & fees
Image gallery for Farmhouse at the foot of the Blue Ridge Mountains
1010 out of 10 rating
Exceptional
(24 reviews)
Farmhouse at the foot of the Blue Ridge Mountains
Waynesboro, VA
17% off
Price is S$2,268
S$2,268
S$324 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 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 S$3,384
S$3,384
S$483 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$2,368
S$2,368
S$338 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 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$5,127
S$5,127
S$732 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$2,992
S$2,992
S$427 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 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 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 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
Image gallery for Beautiful Farmhouse On 11 Heavenly Acres
9.89.8 out of 10 rating
Exceptional
(91 reviews)
Beautiful Farmhouse On 11 Heavenly Acres
Nellysford, VA
17% off
Price is S$2,456
S$2,456
S$351 per night
includes taxes & fees
Image gallery for Luxe Private Getaway in the Heart of Wintergreen!
8.48.4 out of 10 rating
Very good
(8 reviews)
Luxe Private Getaway in the Heart of Wintergreen!
Nellysford, VA
7% off
Price is S$5,777
S$5,777
S$825 per night
includes taxes & fees
Image gallery for Cabin By The Falls
1010 out of 10 rating
Exceptional
(46 reviews)
Cabin By The Falls
Tyro, VA
24% off
Price is S$5,738
S$5,738
S$820 per night
includes taxes & fees
Image gallery for - NEW - Spruce Creek Retreat
1010 out of 10 rating
Exceptional
(17 reviews)
- NEW - Spruce Creek Retreat
Nellysford, VA
8% off
Price is S$2,311
S$2,311
S$330 per night
includes taxes & fees
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Find the best place to stay - Hill Top Berry Farm & Winery
Pickleball | 2 Homes | Sleeps 20 | 151 Brew Trail
Sleeps 20 · 7 bedrooms · 6 bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Updated! 5Br Home / Wineries / Breweries / Hiking
Sleeps 16 · 5 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
8 reviews(8 reviews)
Restored Double Log Cabin on 400 Mountain Acres
Sleeps 17 · 5 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
233 reviews(233 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