
Photo by Jen Jahaira Andrade
Holiday rentals near Charlottesville Pavilion
We found 530 holiday rentals — enter your dates for availability
If you'd like to stay close to Charlottesville Pavilion, scroll through and discover holiday rentals to choose your home away from home. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll have the best amenities for spending time at your home away from home, such as Wi-Fi and cable TV. At the end of the day, you're sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Charlottesville Pavilion
Showing deals for:7 Nov - 14 Nov
Image gallery for Estate in Blue Ridge Foothills - 20 min to Charlottesville

1010 out of 10 rating
Exceptional
(23 reviews)
Estate in Blue Ridge Foothills - 20 min to Charlottesville
Afton, VA
23% off
Price is S$15,054
S$15,054
S$2,151 per night
includes taxes & fees
Image gallery for 1700"s Summer Kitchen Cottage #147 Pool & Spa

9.89.8 out of 10 rating
Exceptional
(51 reviews)
1700"s Summer Kitchen Cottage #147 Pool & Spa
Gordonsville, VA
8% off
Price is S$1,421
S$1,421
S$203 per night
includes taxes & fees
Image gallery for Total Privacy - H’Owl at the Moon Farm & Cabin

1010 out of 10 rating
Exceptional
(171 reviews)
Total Privacy - H’Owl at the Moon Farm & Cabin
Schuyler, VA
8% off
Price is S$4,647
S$4,647
S$664 per night
includes taxes & fees
Image gallery for Cottage and working farm in heart of Virginia wine country near UVA & Woodberry

1010 out of 10 rating
Exceptional
(8 reviews)
Cottage and working farm in heart of Virginia wine country near UVA & Woodberry
Gordonsville, VA
8% off
Price is S$3,882
S$3,882
S$555 per night
includes taxes & fees
Image gallery for Perfect vacation home! 100+ REVIEWS AND 5 STARS ON AIRBNB

1010 out of 10 rating
Exceptional
(6 reviews)
Perfect vacation home! 100+ REVIEWS AND 5 STARS ON AIRBNB
Earlysville, VA
12% off
Price is S$5,963
S$5,963
S$852 per night
includes taxes & fees
Image gallery for 1802 cottage once part of Monticello and owned by Thomas Jefferson

9.49.4 out of 10 rating
Exceptional
(81 reviews)
1802 cottage once part of Monticello and owned by Thomas Jefferson
Charlottesville, VA
16% off
Price is S$2,052
S$2,052
S$293 per night
includes taxes & fees
Image gallery for Loveshack, a charming tiny house on a 5 acre farm

9.49.4 out of 10 rating
Exceptional
(6 reviews)
Loveshack, a charming tiny house on a 5 acre farm
Charlottesville, VA
8% off
Price is S$2,187
S$2,187
S$312 per night
includes taxes & fees
Image gallery for Luxury Stay on Flower Farm by Wineries Near Charlottesville-Pet-Friendly

1010 out of 10 rating
Exceptional
(21 reviews)
Luxury Stay on Flower Farm by Wineries Near Charlottesville-Pet-Friendly
Somerset, VA
8% off
Price is S$3,706
S$3,706
S$529 per night
includes taxes & fees
Image gallery for Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy

1010 out of 10 rating
Exceptional
(36 reviews)
Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
Charlottesville, VA
8% off
Price is S$4,234
S$4,234
S$605 per night
includes taxes & fees
Image gallery for The Lodge in Sugar Hollow -Charlottesville near Crozet

1010 out of 10 rating
Exceptional
(59 reviews)
The Lodge in Sugar Hollow -Charlottesville near Crozet
Crozet, VA
28% off
Price is S$3,863
S$3,863
S$552 per night
includes taxes & fees
Image gallery for Pete's Place: Forest retreat near wineries, Blue Ridge School, and Shenandoah NP

9.89.8 out of 10 rating
Exceptional
(38 reviews)
Pete's Place: Forest retreat near wineries, Blue Ridge School, and Shenandoah NP
Stanardsville, VA
25% off
Price is S$1,268
S$1,268
S$181 per night
includes taxes & fees
Image gallery for 106 acre Farm with Animals, River & Private Pond, near Wineries and Breweries

1010 out of 10 rating
Exceptional
(46 reviews)
106 acre Farm with Animals, River & Private Pond, near Wineries and Breweries
Scottsville, VA
10% off
Price is S$2,083
S$2,083
S$298 per night
includes taxes & fees
Image gallery for Peaceful mountain farmhouse, close to Shenandoah NP, wineries and more

1010 out of 10 rating
Exceptional
(37 reviews)
Peaceful mountain farmhouse, close to Shenandoah NP, wineries and more
Stanardsville, VA
8% off
Price is S$2,841
S$2,841
S$406 per night
includes taxes & fees
Image gallery for Cottage on quiet farm close to town and wineries

9.69.6 out of 10 rating
Exceptional
(57 reviews)
Cottage on quiet farm close to town and wineries
Charlottesville, VA
8% off
Price is S$2,284
S$2,284
S$326 per night
includes taxes & fees
Image gallery for Fairwood Cottage-Exceptional 1BR Cottage Minutes From Charlottesville & Wineries

1010 out of 10 rating
Exceptional
(25 reviews)
Fairwood Cottage-Exceptional 1BR Cottage Minutes From Charlottesville & Wineries
Charlottesville, VA
19% off
Price is S$1,971
S$1,971
S$282 per night
includes taxes & fees
Image gallery for The House in the Holla at the foot of Shenandoah National Park

9.89.8 out of 10 rating
Exceptional
(57 reviews)
The House in the Holla at the foot of Shenandoah National Park
Stanardsville, VA
8% off
Price is S$1,574
S$1,574
S$225 per night
includes taxes & fees
Image gallery for Isolated cottage with good view close to many winery and Brewers.

9.09.0 out of 10 rating
Wonderful
(22 reviews)
Isolated cottage with good view close to many winery and Brewers.
Greenwood, VA
8% off
Price is S$2,073
S$2,073
S$296 per night
includes taxes & fees
Image gallery for Lovers Lane FarmStay on a working family farm. Horses, cows, sheep, bees & more

8.88.8 out of 10 rating
Excellent
(8 reviews)
Lovers Lane FarmStay on a working family farm. Horses, cows, sheep, bees & more
Gordonsville, VA
17% off
Price is S$1,001
S$1,001
S$143 per night
includes taxes & fees
Image gallery for Moonfire Farm Shenandoah region cozy getaway

1010 out of 10 rating
Exceptional
(25 reviews)
Moonfire Farm Shenandoah region cozy getaway
Barboursville, VA
8% off
Price is S$1,486
S$1,486
S$212 per night
includes taxes & fees
Image gallery for Hawks Nest · Mountain Top Cabin w/ Amazing Views, Coffee, Games

9.69.6 out of 10 rating
Exceptional
(28 reviews)
Hawks Nest · Mountain Top Cabin w/ Amazing Views, Coffee, Games
Free Union, VA
13% off
Price is S$4,260
S$4,260
S$609 per night
includes taxes & fees
Image gallery for Studio with close proximity to the wineries and hiking

1010 out of 10 rating
Exceptional
(10 reviews)
Studio with close proximity to the wineries and hiking
Afton, VA
8% off
Price is S$1,720
S$1,720
S$246 per night
includes taxes & fees
Image gallery for Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious

1010 out of 10 rating
Exceptional
(243 reviews)
Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious
Charlottesville, VA
16% off
Price is S$3,456
S$3,456
S$494 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
(84 reviews)
Pop’s Cottage. A private and serene setting in the country 10 minutes from UVa
North Garden, VA
8% off
Price is S$2,500
S$2,500
S$357 per night
includes taxes & fees
Image gallery for The Cottage at Still Pond Farm – Horse Farm near Charlottesville & Shenandoah

1010 out of 10 rating
Exceptional
(89 reviews)
The Cottage at Still Pond Farm – Horse Farm near Charlottesville & Shenandoah
Stanardsville, VA
8% off
Price is S$3,599
S$3,599
S$514 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find properties near top attractions in Charlottesville Pavilion
Map Attractions
Find the best place to stay - Charlottesville Pavilion
DEER RIDGE CABIN IS YOUR PERFECT, PRIVATE AND COZY GETAWAY!
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
300 reviews(300 reviews)
Ivy Retreat | Heated Saltwater Pool & Hot Tub
Sleeps 18 · 5 bedrooms · 6+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
97 reviews(97 reviews)
Private Retreat on 10 Acres Minutes from Monticello, Wineries & Charlottesville!
Sleeps 8 · 3 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
356 reviews(356 reviews)
1802 cottage once part of Monticello and owned by Thomas Jefferson
Sleeps 2 · 1 bedroom · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
81 reviews(81 reviews)
The Recycled House - Walk Downtown
Sleeps 6 · 1 bedroom · 1+ bathroom
1010 out of 10
Exceptionalexceptional
168 reviews(168 reviews)
Downtown Carriage House | 1 BR Loft close to the historic downtown mall
Sleeps 4 · 1 bedroom · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
69 reviews(69 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