Holiday rentals near Grace Estate Winery
We found 715 holiday rentals — enter your dates for availability
Choose the right holiday rental that's close to Grace Estate Winery. Holiday homes provide the best amenities for your stay with friends, family or just your pet, such as parking and a hot tub. No matter what you're looking for, you'll 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 - Grace Estate Winery
Showing deals for:15 Aug - 22 Aug
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$15,589
AU$15,589
AU$2,227 per night
includes taxes & fees
Image gallery for Hot tub+Game Room+Fire Pit+Views+King beds in spacious family-friendly house
1010 out of 10 rating
Exceptional
(11 reviews)
Hot tub+Game Room+Fire Pit+Views+King beds in spacious family-friendly house
Nellysford, VA
8% off
Price is AU$5,873
AU$5,873
AU$839 per night
includes taxes & fees
Image gallery for Hawks Nest · Mountain Top Cabin w/ Amazing Views, Coffee, Games
9.89.8 out of 10 rating
Exceptional
(24 reviews)
Hawks Nest · Mountain Top Cabin w/ Amazing Views, Coffee, Games
Free Union, VA
13% off
Price is AU$4,881
AU$4,881
AU$697 per night
includes taxes & fees
Image gallery for 5 min to Downtown C'ville, 3b/2b Comfortable!
1010 out of 10 rating
Exceptional
(17 reviews)
5 min to Downtown C'ville, 3b/2b Comfortable!
Charlottesville, VA
8% off
Price is AU$4,091
AU$4,091
AU$584 per night
includes taxes & fees
Image gallery for Penthouse Apartment Overlooking Downtown Mall
1010 out of 10 rating
Exceptional
(34 reviews)
Penthouse Apartment Overlooking Downtown Mall
Charlottesville, VA
11% off
Price is AU$6,050
AU$6,050
AU$864 per night
includes taxes & fees
Image gallery for Pop’s Cottage. A private and serene setting in the country 10 minutes from UVa
1010 out of 10 rating
Exceptional
(81 reviews)
Pop’s Cottage. A private and serene setting in the country 10 minutes from UVa
North Garden, VA
8% off
Price is AU$3,016
AU$3,016
AU$431 per night
includes taxes & fees
Image gallery for Farmhouse On 14 Acres. Close to Monticello & Ash Lawn Highland
1010 out of 10 rating
Exceptional
(32 reviews)
Farmhouse On 14 Acres. Close to Monticello & Ash Lawn Highland
Charlottesville, VA
16% off
Price is AU$4,520
AU$4,520
AU$646 per night
includes taxes & fees
Image gallery for Fulton Belle Vue - Beautiful fully renovated Farmhouse in Afton-great location.
1010 out of 10 rating
Exceptional
(23 reviews)
Fulton Belle Vue - Beautiful fully renovated Farmhouse in Afton-great location.
Afton, VA
8% off
Price is AU$6,928
AU$6,928
AU$990 per night
includes taxes & fees
Image gallery for The Recycled House - Walk Downtown
1010 out of 10 rating
Exceptional
(160 reviews)
The Recycled House - Walk Downtown
Charlottesville, VA
24% off
Price is AU$3,040
AU$3,040
AU$434 per night
includes taxes & fees
Image gallery for Suite in Shenandoah Valley
1010 out of 10 rating
Exceptional
(55 reviews)
Suite in Shenandoah Valley
Waynesboro, VA
8% off
Price is AU$1,959
AU$1,959
AU$280 per night
includes taxes & fees
Image gallery for Rockfish Farmhouse - Home In the heart of The Rockfish Valley
1010 out of 10 rating
Exceptional
(56 reviews)
Rockfish Farmhouse - Home In the heart of The Rockfish Valley
Afton, VA
8% off
Price is AU$3,893
AU$3,893
AU$556 per night
includes taxes & fees
Image gallery for Newly-renovated 5BR home near UVA, Downtown, i64. Weddings/bachelorette parties!
1010 out of 10 rating
Exceptional
(21 reviews)
Newly-renovated 5BR home near UVA, Downtown, i64. Weddings/bachelorette parties!
Charlottesville, VA
18% off
Price is AU$6,311
AU$6,311
AU$902 per night
includes taxes & fees
Image gallery for Hiker’s paradise! Come relax this summer!!!
1010 out of 10 rating
Exceptional
(32 reviews)
Hiker’s paradise! Come relax this summer!!!
Nellysford, VA
8% off
Price is AU$6,915
AU$6,915
AU$988 per night
includes taxes & fees
Image gallery for CritzerShop - route 151- walk to the Brewey!
1010 out of 10 rating
Exceptional
(34 reviews)
CritzerShop - route 151- walk to the Brewey!
Afton, VA
12% off
Price is AU$3,292
AU$3,292
AU$470 per night
includes taxes & fees
Image gallery for 2-Level Modern Home on 25 Wooded Acres with Amazing Mountain Views
1010 out of 10 rating
Exceptional
(48 reviews)
2-Level Modern Home on 25 Wooded Acres with Amazing Mountain Views
Afton, VA
8% off
Price is AU$5,099
AU$5,099
AU$728 per night
includes taxes & fees
Image gallery for Beautiful, Remodeled Cottage in the Heart of Afton
1010 out of 10 rating
Exceptional
(61 reviews)
Beautiful, Remodeled Cottage in the Heart of Afton
Afton, VA
11% off
Price is AU$1,941
AU$1,941
AU$277 per night
includes taxes & fees
Image gallery for Afton Station Cottage -Beautifully Renovated Blue Ridge Scenic Historic Setting
1010 out of 10 rating
Exceptional
(137 reviews)
Afton Station Cottage -Beautifully Renovated Blue Ridge Scenic Historic Setting
Afton, VA
8% off
Price is AU$3,068
AU$3,068
AU$438 per night
includes taxes & fees
Image gallery for The Cottage at Still Pond Farm - Horse Farm Stay near the Blue Ridge Mountains
1010 out of 10 rating
Exceptional
(87 reviews)
The Cottage at Still Pond Farm - Horse Farm Stay near the Blue Ridge Mountains
Stanardsville, VA
8% off
Price is AU$4,204
AU$4,204
AU$601 per night
includes taxes & fees
Image gallery for Bright, Spacious Home Perfect for Groups and Families: 4BR, 5 Beds
1010 out of 10 rating
Exceptional
(53 reviews)
Bright, Spacious Home Perfect for Groups and Families: 4BR, 5 Beds
Charlottesville, VA
21% off
Price is AU$5,459
AU$5,459
AU$780 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$3,843
AU$3,843
AU$549 per night
includes taxes & fees
Image gallery for Beautiful, Relaxing Getaway for Family and Friends
1010 out of 10 rating
Exceptional
(57 reviews)
Beautiful, Relaxing Getaway for Family and Friends
Charlottesville, VA
8% off
Price is AU$9,803
AU$9,803
AU$1,400 per night
includes taxes & fees
Image gallery for The Haven, located in the heart of the Shenandoah Valley
1010 out of 10 rating
Exceptional
(13 reviews)
The Haven, located in the heart of the Shenandoah Valley
Waynesboro, VA
8% off
Price is AU$3,268
AU$3,268
AU$467 per night
includes taxes & fees
Image gallery for Beautiful Country Escape with gorgeous mountain views, Swim Spa, Game Room
9.89.8 out of 10 rating
Exceptional
(11 reviews)
Beautiful Country Escape with gorgeous mountain views, Swim Spa, Game Room
Port Republic, VA
12% off
Price is AU$5,261
AU$5,261
AU$752 per night
includes taxes & fees
Image gallery for Farmhouse at the foot of the Blue Ridge Mountains
1010 out of 10 rating
Exceptional
(21 reviews)
Farmhouse at the foot of the Blue Ridge Mountains
Waynesboro, VA
17% off
Price is AU$2,731
AU$2,731
AU$390 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Grace Estate Winery
Charming 2-bedroom Downtown Retreat in Charlottesville with parking & wifi
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Ivy Retreat | Heated Saltwater Pool & Hot Tub
Sleeps 18 · 5 bedrooms · 6+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
95 reviews(95 reviews)
The Recycled House - Walk Downtown
Sleeps 6 · 1 bedroom · 1+ bathroom
1010 out of 10
Exceptionalexceptional
160 reviews(160 reviews)
Ivy Rose Cottage nestled b/t Cville & Vineyards
Sleeps 5 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
48 reviews(48 reviews)
Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious
Sleeps 11 · 4 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
240 reviews(240 reviews)
DEER RIDGE CABIN IS YOUR PERFECT, PRIVATE AND COZY GETAWAY!
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
295 reviews(295 reviews)
Top rated rentals - Grace Estate Winery
Beautiful cabin in amazing setting!! Super clean and comfortable - great getaway!
1010 out of 10
Exceptionalexceptional
193 reviews(193 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