
House vacation rentals in Charlottesville
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Top-rated house rentals in Charlottesville
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Close to skiing! | King Beds | Fireplace | Hot Tub
Welcome to Blackrock Escape! Dog friendly, 2BR/2.5BA mountain home in prime location at Wintergreen Resort. 3-min drive to the Mountain Inn. Walk to hiking trails–the Plunge Trail/Blackrock Park is only a 2-min walk. Two BRs on first floor - both with King-size Helix mattresses, smart TVs, and en suite bathrooms. Wood burning fireplace, games, puzzles, 65” smart TV in living room. Two decks w/gas grill and hot tub. Keurig K-Duo coffee maker and dishwasher in kitchen. Full-sized washer and dryer.

Moss Vineyards Lodging
We welcome you to our new modern house (2020) located on 52 private wooded acres, adjacent to our winery and the Blue Ridge. Designed and built by award winning Architect and wine maker, Barry Moss, it is gorgeous inside and out. Decks overlook the river, forest and mountain farms. A path leads down to the river beach. Walk up to the top of the mountain and experience the best wines and views of any winery in Virginia. Modern interiors with wood floors, granite counters, and tiled bathroom.

Spaniel Hill; cozy hilltop home w privacy & views
Cozy hilltop with Views, deck and hot tub. Cottage furnished with original art and antiques collected by us, the cottage is easy to get to but feels like a world away. Recently renovated main level has three cozy bedrooms and 1.5 baths, sleeps 6, and the garden level suite offers one large king bed and a twin bed with full bath and separate sink area, sleeps 3. Close to UVA, Pantops 250 corridor, theDowntown Mall, Gordonsville and Orange to our north. Over 20 highly rated wineries within 20 m

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.

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.

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!

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.

Unit 1_Expansive Luxury Suite for up to 4 Persons
Take a journey to Albemarle County and experience historical sites and luxurious accommodations. Sonsak is uniquely situated on the Thomas Jefferson Parkway; nears area's most celebrated landmarks, including Monticello - Home of Thomas Jefferson, directly across Michie Tavern and near Ash Lawn - Home of James Monroe, Carter Mountain Orchard and numerous Vineyards. Embark on a 'Journey Through Hallowed Ground', an unforgettable experience that's packed with history and beauty.

The Pop Inn | Perfect for your group getaway
Welcome to The Pop Inn! This renovated Victorian has been designed for fun with guests in mind. Located in a desirable residential neighborhood, you can safely walk to the historic downtown area or use the house as your jumping off point for vineyard/brewery tours. Whether you're visiting the area for a bachelorette party, wedding, couples' getaway, or family retreat, The Pop Inn is the perfect place to stay to experience the beautiful Charlottesville (aka C'ville) area!

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

Cliffs Edge- It's Pumpkin Spice Time!

Pine Lake Lodge

Lily Pad - 5 Br/4 Ba Wintergreen Family Retreat

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

Heated Covered Private Pool / Hot Tub

Guests Rave: Clean~Spacious~Stocked in Shenandoah

Farmhouse on Working Vineyard

Charming Carrie's Cottage at Fairhill Farm
Weekly house rentals

Adorable Downtown Cottage

Cozy 3 bedroom home near UVa and Downtown Mall.

Luxury Home *Steps* from UVA, the Corner, Wineries

Mountain View Rambler | 3 Bedrooms | Private deck

Wine Cellar Cottage | Parking | Quiet but Walkable

Glass House | Mountain & Water Views @ Wintergreen

The Cottage At Liberty Mill. Pets allowed $25

Thomas Jefferson Pkwy - Gateway to Monticello
Private house rentals

3BR / Pets Welcome / Fenced Yard / Fiber Internet

Charming 3 bed/3 bath cottage centrally located

Charlottesville Country Cottage Retreat

Hilltop at Mountain View Meadow

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

The Reserve

Peak Retreat Near Trails and Wineries

Charlottesville Bungalow close to UVA
When is the best time to visit Charlottesville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$33,465 GYD | G$34,720 GYD | G$37,021 GYD | G$42,041 GYD | G$59,819 GYD | G$41,204 GYD | G$37,439 GYD | G$40,995 GYD | G$43,086 GYD | G$47,688 GYD | G$41,831 GYD | G$38,067 GYD |
| 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 vacation rentals
Explore 480 vacation rentals in Charlottesville

Nightly prices starting at
Charlottesville vacation rentals start at G$2,092 GYD per night before taxes and fees

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

Family-friendly vacation rentals
370 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 160 rentals that welcome pets

Rentals with dedicated workspaces
270 properties have a dedicated workspace

Wi-Fi availability
470 of Charlottesville vacation rentals include wi-fi 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
- Prince Michel Winery
- Massanutten Ski Resort
- Chisholm Vineyards at Adventure Farm
- The Foundry Golf Club
- Hermitage Country Club
- Frontier Culture Museum
- The Plunge Snow Tubing Park
- Spring Creek Golf Club
- Wintergreen Resort
- Blenheim Vineyards
- Farmington Country Club
- Birdwood Golf Course
- Little Washington Winery
- Glass House Winery
- Cardinal Point Winery
- Meriwether Springs Vineyard and Brewery
- Burnley Vineyards
- NGCOA Mid-Atlantic
- Car and Carriage Caravan Museum




