
House holiday rentals in Charlottesville
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Top-rated house rentals in Charlottesville
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West Wing
Quiet West Wing of my home, was newly renovated February 2020. The West Wing has a private entrance set in a mature garden. Two bedrooms upstairs sleep up to four people. One w/queen size bed and views of the garden.The 2nd has 1 full and 1 twin bed, plus walkout balcony. Each floor has a full bath. The 1st floor has a combined living room/dining area with a counter, bar sink, microwave, coffee maker, toaster oven andTV. Pet dogs only are welcome. The cleaning fee is included in the base price

One Level Living at Shadwell Terrace
Set in the heart of Wine Enthusiast’s Wine Region of the Year, this newly renovated 2-bedroom, 800 sq/ft terrace level flat with separate entrance, is located in a private setting in the Keswick area. Close to Downtown Charlottesville, we are adjacent to Clifton Inn and Glenmore and minutes to Keswick Hall. After exploring many of Virginia’s wineries, breweries, and historical sites, kick your feet up between the trees in the hammock or share your adventures online with our high speed Wi-Fi.

Gorgeous Modern Mountain Home + Blue Ridge Views
GREENWOOD VISTA - Escape to our modern mountain retreat nestled along the Blue Ridge mountains. Whether you want to explore Shenandoah National Park, visit wineries, or relax in our hot tub with stunning mountain views, this gorgeous A-Frame home is the perfect place for you. We have thoughtfully appointed our home with everything you need to be comfortable. From a luxurious master suite, fully equipped kitchen, to coffee and wet bar, sauna, outdoor grill, billiard table, and a cozy fire pit.

Beautiful Sunny 1 bedroom Home In Charlottesville
Bright clean and sunny small HOUSE with hardwood floors and high ceilings. Walk to the downtown mall and concert pavilion in less than 10 minutes. Or just enjoy neighborhood restaurants and bars right here in historic Belmont. 2 minutes walk to Mas, Tavola, The Local, Junction, Belle coffee , Beer run and BBQ. Very close to highway 64 Monticello and all vineyards. Private driveway cable tv WiFi and all amenities. If you’re looking for longer than 5 days or even several months just contact me.

Wakefield Ct | Private Parking spots | Fast WiFi
BRAND NEW LISITING! Cozy stay in an updated colonial style house on a quiet street. Short drive from great local spots along Downtown Cville, UVA Corner, Monticello, Blue Ridge Parkway, The Appalachian Trail, breweries and local wineries. An excellent choice for hosting small gathering with good yard space and pouch. A wonderful stay if you like to be close to all the attractions Cville has to offer, but still far enough to enjoy peace and quiet. Thank you, for your time and consideration.

Lux Country Retreat minutes from Charlottesville!
Located just off route 29 this private luxury retreat with surrounding 2 acre fenced yard is one mile from Pippin Hill Farm & Vineyard and only 15 minutes from UVA/Charlottesville. You will find this home spacious, bright and airy, perfect for entertaining groups or families. The house is completely equipped with everything you may need to host the perfect getaway! Nearby attractions: Pippin Hill, Albemarle Ciderworks, Ragged Branch Distillery, Potter's Craft Cider and Charlottesville!

Belmont Private Suite, 1/2 mile to Downtown Mall
Cozy, quiet high-ceiling basement suite located in historic Belmont neighborhood. Private entrance with keypad lock for easy check-in/out. Space includes living area, 1 large bedroom with queen bed (air mattress provided if needed), full bathroom with towels/essentials, coffee maker, electric tea kettle, microwave and mini fridge. Walking distance to Downtown mall and numerous restaurants, coffee shops, and parks nearby. 1-2 mile walk from UVA and 3 miles to Monticello. Free street parking.

3BR / Pets Welcome / Fenced Yard / Fiber Internet
Sitting atop the neighborhood, Monticello can be seen from our Ridgetop home. Convenient to all parts of Charlottesville, including Downtown, UVA, and Hospitals. Local parks offer swimming, boating, & are all walkable. The fenced yard allows for a safe space for dogs and the private patio is perfect for relaxing. The home offers an open design in the kitchen, living & dining room. Bath has a modern tile with a jacuzzi tub. Fast TING fiber internet. Freshly painted. Big Green Egg grill

Woodwind Cottage
Woodwind Cottage is a brand new, beautifully built cottage with living room, bedroom, bath, kitchen and loft. It has charming architectural details and a covered porch for enjoying the view of the woods. The loft has a fold out sofa for an extra guest or private work space. The home has wifi, smart tv for streaming, and a gas fireplace. Enjoy reading in the oversized window seat, rise early to see deer in the yard or, perhaps, a hot air balloon overhead in the spring and fall.

Cavalier Cottage-3 BR/Bath, Calm Amid UVA Grounds
Fully-updated, custom home in premier location. Warm hardwoods, lots of light, comfortable sofas & beds, easy check-in -- we strive to make your stay restful and refreshing. Nestled between Scott Stadium & JPJ, O'Hill & the Rotunda, wine country & the downtown mall, you could not be closer to the action yet in a quiet, residential neighborhood. The perfect place for any & all Cville/UVA events, work trips, reunions, weddings, family vacations, college visits, etc.

The Hummingbird, a cozy quiet, 2 room apartment
The Hummingbird is a cozy, quiet, apartment in my home. It has a private entrance, is 2 rooms and is perfect for a getaway. It is centrally located in a quiet neighborhood. It is minutes to historic downtown Charlottesville and UVA. Wineries are also easy to get to. I provide a few baked goodies as I have a small on premises bakery where I make scones, quiche and seasonal pies for our local Farmer's Market. It's a wonderful place to enjoy the quiet and privacy.

River Vista Cottage with Fenced Yard
Bright, single-story home in North Downtown Charlottesville for 4-5 guests. Features two bedrooms (King/Queen), a brand new bathroom, and a cozy sunroom. Enjoy a private fenced yard with a patio, grill, and fire pit. Perfect for families, pet owners, and friends seeking a quiet retreat just minutes from the Downtown Mall, Rivanna Trail, and UVA. Private parking. Please be aware that a very sweet, fluffy, black and white cat named Romeo lives on the property.
Popular amenities for Charlottesville house rentals
House rentals with a pool

Cliffs Edge- A Contemporary Mountain Home

Pine Lake Lodge

Seasonal Private Pool - All Year Hot Tub

Fireside Ski Retreat w/ 2 King Suites

Farmhouse on Working Vineyard

Charming Carrie's Cottage at Fairhill Farm

Sunset Retreat a cabin off the beaten path

Hottub Ski InOut Renovated Chalet Lower Tyro Slope
Weekly house rentals

Orso Blu one-of-a-kind VIEWS in Crozet

Kid and Family Friendly Downtown

"The Shire" at Hollow View: Crozet Farmhouse

The Reserve

Spaniel Hill; cozy hilltop home w privacy & views

Moss Vineyards Lodging

Charlottesville Bungalow close to UVA

Mountain Mama- Amazing Views! + Hot Tub!
Private house rentals

Charming 3 bed/3 bath cottage centrally located

Chicory Cottage

Cozy Cottage nearDntwn, LongTerm Rental Available

The Vū, Afton w/ 360º Mountain Views

Peaceful Charlottesville Estate

Charlottesville Beauty Close to Everything!

Hot Tub, Heated Pool 180-Mt View Retreat

Homestead Haven of Keswick
When is the best time to visit Charlottesville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $274 NZD | $284 NZD | $303 NZD | $344 NZD | $490 NZD | $338 NZD | $307 NZD | $336 NZD | $353 NZD | $391 NZD | $343 NZD | $312 NZD |
| Avg. temp | 2°C | 4°C | 8°C | 14°C | 18°C | 22°C | 24°C | 23°C | 20°C | 14°C | 9°C | 4°C |
Quick stats about house rentals in Charlottesville

Total holiday rentals
Explore 480 holiday rentals in Charlottesville

Nightly prices starting at
Charlottesville holiday rentals start at $17 NZD per night before taxes and fees

Verified guest reviews
Over 25,960 verified reviews to help you choose

Family-friendly holiday rentals
370 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 160 rentals that welcome pets

Rentals with dedicated workspaces
270 properties have a dedicated workspace

Wi-Fi availability
470 of Charlottesville holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Charlottesville rentals

4.9 Average rating
Charlottesville stays are highly rated by guests—averaging 4.9 out of 5!
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- Luray Caverns
- Early Mountain Winery
- The Plunge Snow Tubing Park
- James Monroe's Highland
- Massanutten Ski Resort
- Prince Michel Winery
- Lake Anna State Park
- The Foundry Golf Club
- Chisholm Vineyards at Adventure Farm
- Wintergreen Resort
- Frontier Culture Museum
- Blenheim Vineyards
- Spring Creek Golf Club
- Farmington Country Club
- Birdwood Golf Course
- Cardinal Point Winery
- Little Washington Winery
- Glass House Winery
- The Car and Carriage Caravan Museum
- Monticello
- Burnley Vineyards
- Meriwether Springs Vineyard and Brewery




