
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

Cottage just off Main St.
2 Bd/1 Bath - Walk to Charlottesville’s best restaurants/bars/bakeries on Main Street (3 min. walk - one of the closest you'll find)! Pets welcome with a Reasonable $25/pet fee, no extra $,fenced back yard! Walk to UVA (20 min), UVA hospital (15 min), the Downtown Mall (10 min), or the Amtrak train station (5 min)! One off-street parking spot, with additional paid parking available at the Amtrak parking lot (3/12/50 per hour/day/week, ~3 min) Please make sure to review all photos/descriptions.

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.

Holiday magic in Cville!
This listing is properly registered with the City & abides by local ordinances. Large beautifully renovated and thoughtfully appointed home is walkable to Scott Stadium (1.3m), under 3 miles to Downtown Mall, close to UVA/hospital, shopping, & dining! Perfect for getaways, weddings, bachelorettes. Game room w/ pool table and foos ball! Easy access to vineyards/breweries/trails/golf. Great amenities (snacks, toiletries, coffee, Wi-Fi, washer/dryer, sheets, towels). Hosts close by & attentive!

The Venable - A Gorgeous Home in the Heart of UVA
Welcome to The Venable! Enjoy a comfortable and well-appointed stay in one of the most conveniently located homes in Charlottesville. With 3 bedrooms, 3 full bathrooms, a large fenced yard and patio, and ample parking, bring your family and friends and spread out in this fabulous home that retains all the charm of its 1946 beginnings, while luxuriating in its modern upgrades! Walking distance: The Rotunda/Grounds: 0.5 miles Scott Stadium: 1 mile JPJ Arena: 0.75 miles The Corner: 0.75 miles

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.

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.

Hidden Haven
Hidden Haven is just that! A 600 square foot romantic, private, peaceful, little haven. Hidden in the woods just 6 miles outside of the Town of Orange. Open the garage door in the living area and step out on the 300 square foot screened in porch where you can relax at the firepit under the covered roof. On the porch at Hidden Haven, we like to say, "time wasted is time well spent". The romantic vibe and modern amenities make it a prefect place for a couple's getaway.

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.
Popular amenities for house rentals in Charlottesville
House rentals with a pool

Cliffs Edge- It's Pumpkin Spice Time!

Pine Lake Lodge

Luxury Retreat~Hot Tub~Sauna~Game Rm~2 King Suites

Heated Covered Private Pool / Hot Tub

Guests Rave: Clean & Spacious Mountain Getaway

Farmhouse on Working Vineyard

Charming Carrie's Cottage at Fairhill Farm

Sunset Retreat a cabin off the beaten path
Weekly house rentals

Charming 3 bed/3 bath cottage centrally located

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

Rooftop*Mountains*Lake/Near Monticello/DT/Wineries

Zen River Retreat

The Reserve

Homestead Haven of Keswick

Charlottesville Bungalow close to UVA

The Cottage At Liberty Mill Upgraded WI FI Pet $25
Private house rentals

3BR / Pets Welcome / Fenced Yard / Fiber Internet

Chicory Cottage

Sol, Washington Park, 2 bed, 1 bath entire home

The Vū, Afton w/ 360º Mountain Views

Walk to Ski! Magnificent Mntn View Stone Fireplace

Charlottesville home - hot tub, fire pit & pond

Mountain Homestead - Hottub, King, Dogs, Gameroom

Hot Tub + Mt Views: Cozy Retreat
When is the best time to visit Charlottesville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 138 | € 143 | € 153 | € 173 | € 247 | € 170 | € 154 | € 169 | € 178 | € 197 | € 172 | € 157 |
| 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 € 9 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 160 rentals that welcome pets

Rentals with dedicated workspaces
270 properties have a dedicated workspace

Wifi availability
470 of Charlottesville holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi 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
- Ash Lawn-Highland
- Lake Anna State Park
- Massanutten Ski Resort
- Prince Michel Winery
- Chisholm Vineyards at Adventure Farm
- The Foundry Golf Club
- The Plunge Snow Tubing Park
- Frontier Culture Museum
- Wintergreen Resort
- Spring Creek Golf Club
- Blenheim Vineyards
- Farmington Country Club
- Birdwood Golf Course
- Little Washington Winery
- Glass House Winery
- Cardinal Point Winery
- Hermitage Country Club
- Meriwether Springs Vineyard and Brewery
- Burnley Vineyards
- Car and Carriage Caravan Museum




