Holiday rentals near Historic Court Square
We found 518 holiday rentals — enter your dates for availability
If you'd like to stay close to Historic Court Square, take a look at private holiday rentals to choose your home away from home. Whether you're staying in a holiday rental with your children or with friends, you'll find the best amenities for hanging out with the people that matter most, which might include a hot tub and garden. You'll be able to choose a property to rent for everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Historic Court Square
Showing deals for:15 Aug - 22 Aug
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 NZ$5,317
NZ$5,317
NZ$760 per night
includes taxes & fees
Image gallery for Total Privacy - H’Owl at the Moon Farm & Cabin
1010 out of 10 rating
Exceptional
(168 reviews)
Total Privacy - H’Owl at the Moon Farm & Cabin
Schuyler, VA
8% off
Price is NZ$4,244
NZ$4,244
NZ$606 per night
includes taxes & fees
Image gallery for Visit Monticello, Wineries, UVA & More
9.09.0 out of 10 rating
Wonderful
(6 reviews)
Visit Monticello, Wineries, UVA & More
Zion Crossroads, VA
22% off
Price is NZ$4,647
NZ$4,647
NZ$664 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 NZ$4,454
NZ$4,454
NZ$636 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 NZ$6,575
NZ$6,575
NZ$939 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 NZ$3,286
NZ$3,286
NZ$469 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 NZ$4,922
NZ$4,922
NZ$703 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 NZ$3,313
NZ$3,313
NZ$473 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 NZ$6,854
NZ$6,854
NZ$979 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 NZ$3,587
NZ$3,587
NZ$512 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
(19 reviews)
Luxury Stay on Flower Farm by Wineries Near Charlottesville-Pet-Friendly
Somerset, VA
13% off
Price is NZ$4,608
NZ$4,608
NZ$658 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 NZ$4,577
NZ$4,577
NZ$654 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 NZ$5,944
NZ$5,944
NZ$849 per night
includes taxes & fees
Image gallery for “The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.
1010 out of 10 rating
Exceptional
(31 reviews)
“The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.
Gordonsville, VA
8% off
Price is NZ$3,204
NZ$3,204
NZ$458 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 NZ$10,571
NZ$10,571
NZ$1,510 per night
includes taxes & fees
Image gallery for Shenandoah Crossing-2 bedroom Deluxe Cabin SEE DESCRIPTION NOTE BEFORE BOOKING!
1010 out of 10 rating
Exceptional
(9 reviews)
Shenandoah Crossing-2 bedroom Deluxe Cabin SEE DESCRIPTION NOTE BEFORE BOOKING!
Gordonsville, VA
6% off
Price is NZ$1,627
NZ$1,627
NZ$232 per night
includes taxes & fees
Image gallery for Spacious Modern farmhouse near CHO airport, weddings, wineries, national park!
1010 out of 10 rating
Exceptional
(45 reviews)
Spacious Modern farmhouse near CHO airport, weddings, wineries, national park!
Barboursville, VA
36% off
Price is NZ$4,362
NZ$4,362
NZ$623 per night
includes taxes & fees
Image gallery for Piedmont Place 301| Lux Vineyard & Brewery Getaway in the Heart of Crozet | Pet Friendly
9.89.8 out of 10 rating
Exceptional
(22 reviews)
Piedmont Place 301| Lux Vineyard & Brewery Getaway in the Heart of Crozet | Pet Friendly
Crozet, Virginia
7% off
Price is NZ$3,250
NZ$3,250
NZ$464 per night
includes taxes & fees
Image gallery for Cozy 2 bedroom on Main St in Gordonsville
1010 out of 10 rating
Exceptional
(14 reviews)
Cozy 2 bedroom on Main St in Gordonsville
Gordonsville, VA
8% off
Price is NZ$2,775
NZ$2,775
NZ$396 per night
includes taxes & fees
Image gallery for Downtown Mall Boutique Hotel Room above The Jefferson Theater
9.49.4 out of 10 rating
Exceptional
(39 reviews)
Downtown Mall Boutique Hotel Room above The Jefferson Theater
Charlottesville, VA
8% off
Price is NZ$2,006
NZ$2,006
NZ$287 per night
includes taxes & fees
Image gallery for Charlottesville Retreat for Family & Friends
1010 out of 10 rating
Exceptional
(95 reviews)
Charlottesville Retreat for Family & Friends
Charlottesville, VA
16% off
Price is NZ$8,692
NZ$8,692
NZ$1,242 per night
includes taxes & fees
Image gallery for Historic, Quaint Bungalow #157 Pool & Spa
9.69.6 out of 10 rating
Exceptional
(42 reviews)
Historic, Quaint Bungalow #157 Pool & Spa
Gordonsville, VA
8% off
Price is NZ$1,866
NZ$1,866
NZ$267 per night
includes taxes & fees
Image gallery for 18th Century Charming Bungalow #127 Pool & Spa.
9.89.8 out of 10 rating
Exceptional
(43 reviews)
18th Century Charming Bungalow #127 Pool & Spa.
Gordonsville, VA
8% off
Price is NZ$1,866
NZ$1,866
NZ$267 per night
includes taxes & fees
Image gallery for Belmont Carriage House
9.29.2 out of 10 rating
Wonderful
(17 reviews)
Belmont Carriage House
Charlottesville, VA
19% off
Price is NZ$4,479
NZ$4,479
NZ$640 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Historic Court Square
Family-Friendly 1830s Cville Row House Near Downtown Mall, UVA, & Monticello
Sleeps 8 · 4 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
24 reviews(24 reviews)
New! Cameron Cottage | Best UVA Neighborhood
Sleeps 6 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
North Downtown Maple - NEW! 3 Bed/2 Bath North Downtown Charlottesville
Sleeps 7 · 3 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
25 reviews(25 reviews)
Farmhouse On 14 Acres. Close to Monticello & Ash Lawn Highland
Sleeps 8 · 3 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
32 reviews(32 reviews)
Water Street Condo | Overlooking Downtown
Sleeps 6 · 3 bedrooms · 3 bathrooms
8.48.4 out of 10
Very goodvery good
31 reviews(31 reviews)
Private Retreat on 10 Acres Minutes from Monticello, Wineries & Charlottesville!
Sleeps 8 · 3 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
346 reviews(346 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