Book Holiday Homes in Charlottesville

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Featured Holiday Homes in Charlottesville

Downtown Mall Cottage just off Main St., breweries/wineries 10-30min drive

Downtown Mall Cottage just off Main St., breweries/wineries 10-30min drive

Charlottesville
Stay at this vacation home in Charlottesville. Enjoy free WiFi, laundry facilities, and tennis courts. Popular attractions Downtown Mall and Monticello are located ...
Opens in a new windowDowntown Mall Cottage just off Main St., breweries/wineries 10-30min drive
Cottage at Deer Ridge Farm

Cottage at Deer Ridge Farm

Charlottesville
Stay at this vacation home in Scottsville. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Monticello and Trump Winery are located ...
Opens in a new windowCottage at Deer Ridge Farm
Family-friendly single home/Walking distance to shopping center and restaurants

Family-friendly single home/Walking distance to shopping center and restaurants

Charlottesville
Stay at this vacation home in Charlottesville. Enjoy laundry facilities, patios, and in-room jetted tubs. Popular attractions Chisholm Vineyards at Adventure ...
Opens in a new windowFamily-friendly single home/Walking distance to shopping center and restaurants
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Pryor-Haynes House | 4 Bed, 4.5 Bath

Pryor-Haynes House | 4 Bed, 4.5 Bath

Charlottesville
Stay at this vacation home in Charlottesville. Enjoy a rooftop terrace, laundry facilities, and a pool table. Popular attractions Downtown Mall and Monticello ...
Opens in a new windowPryor-Haynes House | 4 Bed, 4.5 Bath
Stadium Hill House

Stadium Hill House

Charlottesville
Stay at this vacation home in Charlottesville. Enjoy free WiFi, 7 outdoor pickleball courts, and a garden. Popular attractions Downtown Mall and Monticello are ...
Opens in a new windowStadium Hill House
Stylish Belmont Studio: Walk to Downtown Mall

Stylish Belmont Studio: Walk to Downtown Mall

Charlottesville
Book a stay at this family-friendly vacation home in Charlottesville. Enjoy a rooftop terrace, laundry facilities, and balconies or patios. Popular attractions ...
Opens in a new windowStylish Belmont Studio: Walk to Downtown Mall
New Luxury Modern Farmhouse, Downtown C'Ville

New Luxury Modern Farmhouse, Downtown C'Ville

Charlottesville
Stay at this vacation home in Charlottesville. Enjoy laundry facilities, balconies, and cable/satellite TV service. Popular attractions Downtown Mall and Monticello ...
Opens in a new windowNew Luxury Modern Farmhouse, Downtown C'Ville
Whole home on 5 acres. Minutes from vineyards, SNP, and CHO airport. 30 min UVA

Whole home on 5 acres. Minutes from vineyards, SNP, and CHO airport. 30 min UVA

Ruckersville
Book a stay at this family-friendly vacation home in Ruckersville. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Greene County Park ...
Opens in a new windowWhole home on 5 acres. Minutes from vineyards, SNP, and CHO airport. 30 min UVA
 Solar, 2 BR, 1 Bath, UVa, Preston, Downtown, EV charger

Solar, 2 BR, 1 Bath, UVa, Preston, Downtown, EV charger

Charlottesville
Stay at this vacation home in Charlottesville. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Downtown Mall and Monticello ...
Opens in a new window Solar, 2 BR, 1 Bath, UVa, Preston, Downtown, EV charger
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Charlottesville Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Charlottesville vacation homes are the perfect way for you to wing it.

Holiday houses in Charlottesville let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Charlottesville in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Charlottesville adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Charlottesville with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Charlottesville vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Charlottesville Holiday Homes essential information

Accommodation
173 Holiday Homes
Lowest Price
NZ$165
Highest Price
NZ$289
Popular accommodation
Downtown Mall Cottage just off Main St., breweries/wineries 10-30min drive, Cottage at Deer Ridge Farm, Family-friendly single home/Walking distance to shopping center and restaurants , Pryor-Haynes House | 4 Bed, 4.5 Bath, Stadium Hill House, Stylish Belmont Studio: Walk to Downtown Mall, New Luxury Modern Farmhouse, Downtown C'Ville, Whole home on 5 acres. Minutes from vineyards, SNP, and CHO airport. 30 min UVA, Solar, 2 BR, 1 Bath, UVa, Preston, Downtown, EV charger

Top trending hotels in Charlottesville

English Inn of Charlottesville

English Inn of Charlottesville

3 out of 5
2000 Morton Drive, Charlottesville, VA
Fully refundableReserve now, pay when you stay
The price is NZ$204 per night from 19 Oct to 20 Oct
NZ$204
19 Oct - 20 Oct
includes taxes & fees
Stay at this 3-star business-friendly hotel in Charlottesville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool ...
Opens in a new windowEnglish Inn of Charlottesville
Extended Stay America Premier Suites - Charlottesville

Extended Stay America Premier Suites - Charlottesville

2.5 out of 5
3400 Berkmar Drive, Charlottesville, VA
Fully refundableReserve now, pay when you stay
The price is NZ$165 per night from 5 Oct to 6 Oct
NZ$165
5 Oct - 6 Oct
includes taxes & fees
Stay at this hotel in Charlottesville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Downtown Mall and Monticello are located ...
Opens in a new windowExtended Stay America Premier Suites - Charlottesville
Omni Charlottesville Hotel

Omni Charlottesville Hotel

4 out of 5
212 Ridge McIntire Rd, Charlottesville, VA
Fully refundableReserve now, pay when you stay
The price is NZ$289 per night from 23 Sept to 24 Sept
NZ$289
23 Sept - 24 Sept
includes taxes & fees
Stay at this 4-star business-friendly hotel in Charlottesville. Enjoy free parking, an outdoor pool, and 2 restaurants. Our guests praise the helpful staff and ...
Opens in a new windowOmni Charlottesville Hotel
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DoubleTree by Hilton Hotel Charlottesville

DoubleTree by Hilton Hotel Charlottesville

4 out of 5
990 Hilton Heights Rd, Charlottesville, VA
Fully refundableReserve now, pay when you stay
The price is NZ$178 per night from 28 Sept to 29 Sept
NZ$178
28 Sept - 29 Sept
includes taxes & fees
Stay at this 4-star business-friendly hotel in Charlottesville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff ...
Opens in a new windowDoubleTree by Hilton Hotel Charlottesville
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.