Charlottesville holiday rentals
We found 617 holiday rentals — enter your dates for availability
Select the perfect private holiday rental within easy reach of Charlottesville, VA (CHO-Charlottesville-Albemarle). Holiday rentals provide the best amenities for your family, friends or furry companion, including parking and a garden. You'll be sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Charlottesville, VA (CHO-Charlottesville-Albemarle)
Showing deals for:1 Aug - 8 Aug
Image gallery for Hawks Nest · Mountain Top Cabin w/ Amazing Views, Coffee, Games
9.89.8 out of 10 rating
Exceptional
(23 reviews)
Hawks Nest · Mountain Top Cabin w/ Amazing Views, Coffee, Games
Free Union, VA
13% off
Price is S$4,759
S$4,759
S$680 per night
includes taxes & fees
Image gallery for Fairwood Cottage-Exceptional 1BR Cottage Minutes From Charlottesville & Wineries
1010 out of 10 rating
Exceptional
(23 reviews)
Fairwood Cottage-Exceptional 1BR Cottage Minutes From Charlottesville & Wineries
Charlottesville, VA
19% off
Price is S$2,014
S$2,014
S$288 per night
includes taxes & fees
Image gallery for 5 min to Downtown C'ville, 3b/2b Comfortable!
1010 out of 10 rating
Exceptional
(15 reviews)
5 min to Downtown C'ville, 3b/2b Comfortable!
Charlottesville, VA
8% off
Price is S$3,464
S$3,464
S$495 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
(80 reviews)
Pop’s Cottage. A private and serene setting in the country 10 minutes from UVa
North Garden, VA
8% off
Price is S$2,555
S$2,555
S$365 per night
includes taxes & fees
Image gallery for Farmhouse On 14 Acres. Close to Monticello & Ash Lawn Highland
1010 out of 10 rating
Exceptional
(31 reviews)
Farmhouse On 14 Acres. Close to Monticello & Ash Lawn Highland
Charlottesville, VA
16% off
Price is S$3,828
S$3,828
S$547 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
(20 reviews)
Newly-renovated 5BR home near UVA, Downtown, i64. Weddings/bachelorette parties!
Charlottesville, VA
18% off
Price is S$5,346
S$5,346
S$764 per night
includes taxes & fees
Image gallery for Escape the City! Plain Outside; Gorgeous Inside; Huge Horse/Cattle Farm
9.69.6 out of 10 rating
Exceptional
(28 reviews)
Escape the City! Plain Outside; Gorgeous Inside; Huge Horse/Cattle Farm
Gordonsville, VA
17% off
Price is S$3,739
S$3,739
S$534 per night
includes taxes & fees
Image gallery for Peaceful mountain farmhouse, close to Shenandoah NP, wineries and more
1010 out of 10 rating
Exceptional
(28 reviews)
Peaceful mountain farmhouse, close to Shenandoah NP, wineries and more
Stanardsville, VA
7% off
Price is S$2,462
S$2,462
S$352 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 S$4,623
S$4,623
S$660 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
7% off
Price is S$8,654
S$8,654
S$1,236 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 S$3,583
S$3,583
S$512 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 S$3,578
S$3,578
S$511 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 S$2,157
S$2,157
S$308 per night
includes taxes & fees
Image gallery for Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.
9.69.6 out of 10 rating
Exceptional
(35 reviews)
Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.
Gordonsville, VA
17% off
Price is S$1,557
S$1,557
S$222 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 S$1,453
S$1,453
S$208 per night
includes taxes & fees
Image gallery for Azalea Cottage - adorable cottage within one mile of the University of Virginia
1010 out of 10 rating
Exceptional
(129 reviews)
Azalea Cottage - adorable cottage within one mile of the University of Virginia
Charlottesville, VA
11% off
Price is S$2,588
S$2,588
S$370 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 S$3,484
S$3,484
S$498 per night
includes taxes & fees
Image gallery for Cozy Chalet bordering Shenandoah Park near Massanutten Resort and Skyline Drive.
1010 out of 10 rating
Exceptional
(16 reviews)
Cozy Chalet bordering Shenandoah Park near Massanutten Resort and Skyline Drive.
Elkton, VA
6% off
Price is S$1,962
S$1,962
S$280 per night
includes taxes & fees
Image gallery for The House in the Holla at the foot of Shenandoah National Park
9.69.6 out of 10 rating
Exceptional
(47 reviews)
The House in the Holla at the foot of Shenandoah National Park
Stanardsville, VA
8% off
Price is S$1,609
S$1,609
S$230 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$2,235
S$2,235
S$319 per night
includes taxes & fees
Image gallery for Long Street Cottage - 5 bdrm/3.5 bath - North Downtown
1010 out of 10 rating
Exceptional
(21 reviews)
Long Street Cottage - 5 bdrm/3.5 bath - North Downtown
Charlottesville, VA
11% off
Price is S$7,503
S$7,503
S$1,072 per night
includes taxes & fees
Image gallery for 1700"s Summer Kitchen Cottage #147 Pool & Spa
9.89.8 out of 10 rating
Exceptional
(45 reviews)
1700"s Summer Kitchen Cottage #147 Pool & Spa
Gordonsville, VA
8% off
Price is S$1,453
S$1,453
S$208 per night
includes taxes & fees
Image gallery for The Natchez - quiet front porch & rockers.
1010 out of 10 rating
Exceptional
(124 reviews)
The Natchez - quiet front porch & rockers.
Ruckersville, VA
8% off
Price is S$1,532
S$1,532
S$219 per night
includes taxes & fees
Image gallery for The Franklin Estate - Suite A-Private Apt-King Bed
9.69.6 out of 10 rating
Exceptional
(5 reviews)
The Franklin Estate - Suite A-Private Apt-King Bed
Ruckersville, VA
15% off
Price is S$1,288
S$1,288
S$184 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
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Cottage
Villa
Chalet
Find the best place to stay - Charlottesville
Charming 2-bedroom cottage in lovely Madison with WiFi, AC
Sleeps 7 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Cozy Log Cabin Getaway w/ Fire Pit + 3 Acres!
Sleeps 10 · 3 bedrooms · 2+ bathrooms
8.48.4 out of 10
Very goodvery good
13 reviews(13 reviews)
Charlottesville Retreat for Family & Friends
Sleeps 20 · 5 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
94 reviews(94 reviews)
Secluded Stanardsville Cabin w/ 10 Acres & Hot Tub
Sleeps 4 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
88 reviews(88 reviews)
Daniels Mountain Lodge, large cabin by Shenandoah
Sleeps 8 · 4 bedrooms · 2+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
The House in the Holla at the foot of Shenandoah National Park
Sleeps 4 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
47 reviews(47 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