Holiday houses in Charlottesville
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Quick stats about holiday rentals in Charlottesville
Total holiday rentals
Explore 930 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 66,290 verified reviews to help you choose
Family-friendly holiday rentals
510 properties offer extra space and kid-friendly amenities
Pet-friendly accommodation
Find 320 rentals that welcome pets
Holiday rentals with a pool
60 properties feature pools
Rentals with dedicated workspaces
550 properties have a dedicated workspace
Wi-Fi availability
920 of Charlottesville holiday rentals include Wi-Fi access
Popular amenities for guests
Guests love Monthly stays, Self check-in and Gym across Charlottesville rentals
4.9 Average rating
Charlottesville stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated holiday rentals in Charlottesville
Guests agree: these stays are highly rated for location, cleanliness and more.
The Cherry Tree, downtown estate, 8 parking spaces
Excellent downtown location & beautifully restored historic home within walking distance to the downtown mall, Main Street shops, and restaurants. Incredible attention to convenience details such as a wired conference room table, plumbed coffee machines, and a power strip next to every seat and bed. No need to compromise with small rooms or fight for bathrooms. Enjoy a bathroom to every bedroom and more than plenty of space, seating, and sleeping for 16 people. Come isolate in comfort and style.
Newly Built Luxury Home 3min to UVA–Near Downtown
Walk to UVA, Stadium & Downtown! 🚶♂️ Our 3-story, 5BR retreat is the ultimate Charlottesville base for fans, families & wine lovers. ✨ Location: 🎓 UVA: 3m drive | 10m walk 🏈 Stadium: 4m drive | 15m walk 🛍️ Downtown: 5m drive | 18m walk 🍷 Wineries: 12-20m drive ✨ Amenities: ☕ Breville Barista: Pro espresso & beans 🎮 Fun: PS5,Foosball,Netflix,Disney+& Hulu 🏋️ Gym: Rowing machine, arm twister & yoga mat 👶 Family: Crib & kid gear 🅿️ FREE 2-car driveway + unlimited street parking! 🎓🏈🍷
Downtown Retreat | Fenced Yard + Pets Welcome
Peaceful North Downtown retreat just minutes from UVA, Downtown Charlottesville, Martha Jefferson Hospital, Virginia’s Wine Trail, and the Blue Ridge Mountains. This bright, single-level, pet-friendly home sleeps up to five guests and features a private fenced backyard with a fire pit and grill, a fully equipped kitchen, high-speed Wi-Fi, and a newly renovated spa-inspired bathroom. Whether you’re visiting for a UVA weekend, wine tasting, work, or a relaxing getaway, you’ll feel right at home.
Mountain Overlook House - Blue Ridge Parkway
Unique octagonal house with stunning views of the Blue Ridge Mountains of Virginia. Located 2 miles from I-64, 15 minutes to downtown Waynesboro and an easy 25 min drive to Charlottesville and UVA. Open floor plan, perfect for gathering, and long-range 180 degree views from nearly every room. Fully equipped renovated kitchen. Quality linens and bedding. Rustic, yet modern decor. Home features large fireplace, outside fire pit, wifi, and board games galore. Stargazing and birdwatching heaven.
Living Water Farm, Blue Ridge
Iconic home and Farm in Dyke, Virginia, circa 1891. Situated on the Roach River with views of the Blue Ridge mountains and pastures. Relax on one of the double porches or under on of the shade trees. The stone fireplace warms the heart and soul on a cool evening. Minutes from the Shenandoah National Parkway, the Blue Ridge School and several beautiful wineries. Approx. 12 miles from CHO airport, 20 min from Blue ridge Parkway, 10 min. to Standardsville and 20 miles to Charlottesville.
Gorgeous Modern Mountain Home + Blue Ridge Views
GREENWOOD VISTA - Escape to our modern mountain home 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 bedroom suite, fully equipped kitchen, to coffee and wet bar, sauna, outdoor grill, billiard table, and a cozy fire pit.
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!
Shenandoah Getaway Cabin on 5 Acres w/ *Hot Tub*
Our Log Cabin has EVERYTHING you need for your mountain vacation! Miles of gorgeous mountain views off the large wrap around porch. *Outdoor Hot Tub *Indoor Wood Burning Fire Place *15 minutes from Shenandoah National Park *30+ Local Wineries!! *Outdoor Firepit *1GB WIFI and Huge TVs! *Close to UVA/ Charlottesville *Full Kitchen *Large, Private Deck with Mountain Views *Propane Grill *Outdoor Heater *Plenty of Space to Park Cars *Hiking *Maybelle's General Store less than a mile away
Adorable cottage steps from Grounds
A cozy Milton Grigg designed cottage and detached carriage house three minutes walk to the Lawn and ten minutes walk to the Stadium. Nestled in a wooded neighborhood. Perfect for visiting parents, UVA chapel weddings, med student rotations, and football games. NOTE: The cottage sleeps five adults and the carriage house two adults. There is one bathroom in the cottage and one in the carriage house. Please read through all the information in the 'Description' section below before booking.
3BR / Pets Welcome / Fenced Yard / Fiber Internet
Sitting atop the neighborhood, Monticello mountain 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. Big Green Egg grill
Greenleaf Grove
Charming 1947 Cape Cod Style home with three bedrooms and two updated bathrooms. The upstairs is big attic space with double bed and private bathroom. Modern kitchen with all new amenities. The home is 1.7 miles from UVA Rotunda and walking distance to parks, restaurants and downtown mall. Open to inquiries about any dates that do not appear open on calendar and price reduction for visits greater than 7 days NOT ideal for small children due to decor NOTE no TV😌 I
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.
Popular amenities for Charlottesville holiday rentals
Other great holiday rentals in Charlottesville
Wakefield Ct | Private Parking spots | Fast WiFi
The Loft at Minor Mill - Private loft apartment.
Scenic Private Farm House Great for Large Groups
Do Drop Inn - charming 2BR bungalow
Orso Blu Guesthouse one-of-a-kind VIEWS in Crozet
Rooftop*Mountains*Lake/Near Monticello/DT/Wineries
Designer Belmont Apartment! Close to everything!
Ivy Rose Cottage nestled b/t Cville & Vineyards
When is the best time to visit Charlottesville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $260 NZD | $258 NZD | $272 NZD | $304 NZD | $370 NZD | $287 NZD | $251 NZD | $267 NZD | $284 NZD | $301 NZD | $313 NZD | $265 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 |
Frequently Asked Questions
What are the best places to stay in Charlottesville?
Charlottesville has distinct neighborhoods like Downtown, Belmont, and Locust Grove, each known for a mix of walkable streets, culture, and dining options. Some stays near the University area are frequently suggested for quick access to parks, galleries, and local eateries.
What are the best things to do in Charlottesville with kids?
Families often explore the Virginia Discovery Museum, walk gardens at local parks, and enjoy hands-on activities at Carter Mountain Orchard. Outdoor adventures, history, and interactive exhibits are frequently suggested for younger travelers.
What are some of the best things to do in Charlottesville?
Charlottesville has historic estates like Monticello, locally rooted food markets, and vibrant arts venues around Downtown. Hiking at local parks and exploring wine country are also often recommended experiences.
How is the weather in Charlottesville?
Charlottesville has chilly winters around 28–44°F (-2–6°C), and warm summers near 68–84°F (20–29°C), with rainfall spread through the year. Spring and fall bring milder temperatures and changing leaves.
What are the best places to visit in Charlottesville?
Monticello, the Downtown Mall, and the University of Virginia area are among the most popular stops in Charlottesville. Some sites interpret local history and culture, while gardens and galleries offer art and outdoor experiences.
What are some hiking trails in Charlottesville?
Explore wooded trails at Saunders-Monticello Trail, or hike paths around Ragged Mountain Natural Area. Local parks frequently suggested for nature walks also feature family-friendly routes and varied terrain.
What are some family activities we can do in Charlottesville?
Families can pick fruit and enjoy views at Carter Mountain Orchard, discover interactive science at the Virginia Discovery Museum, or explore parks for picnics and playgrounds. Locally rooted festivals and outdoor concerts are enjoyed by all ages.
What are some of the best day trip ideas from Charlottesville?
Many visitors explore Shenandoah National Park for mountain vistas, wander historic sites in nearby towns, or sample regional wines at local vineyards. River kayaking and apple picking are also frequently suggested experiences just outside Charlottesville.
Are there any pet friendly accommodations available in Charlottesville?
Charlottesville has pet-friendly vacation rentals across neighborhoods such as Belmont and Rugby Road. Green spaces and walking paths throughout the city make it convenient for guests traveling with pets.
What are some local tips for visiting Charlottesville?
Locals suggest exploring early in the day for quieter experiences at markets and trails, and checking out seasonal produce at roadside stands. Bring layers for changing weather, and look out for murals and public art throughout central neighborhoods.
What is Charlottesville known for?
Charlottesville is known for its historic estates like Monticello, vibrant arts culture, and a strong food and wine scene. The area has locally rooted traditions linked to the University of Virginia and natural surroundings.
What are the best hidden gems to explore in Charlottesville?
Some locally loved spots include Ivy Creek Natural Area, tucked-away bookshops around Midtown, and small art galleries showcasing regional artists. Community gardens and food trails also invite quiet exploration.
What are the best foods to try in Charlottesville?
Regional dishes often feature farm-fresh produce, apple cider donuts, and Virginia ham. Locally made cheeses, artisan breads, and barbecue styles are frequently suggested, along with wines produced nearby.
What should I bring for a trip to Charlottesville?
Pack comfortable walking shoes, layers for shifting temperatures, and a rain jacket, especially if exploring outdoors. A reusable water bottle is handy for market visits and hikes, and bring sunscreen for summer days.
What is the nightlife in Charlottesville like?
Charlottesville has lively music venues, cozy breweries, and dance lounges concentrated around the Downtown Mall and Belmont. Smaller bars and cafes often host local performers, creating a vibrant nighttime atmosphere.
What are the most popular events or festivals in Charlottesville?
Charlottesville has events such as the Virginia Film Festival, Tom Tom Festival, and spring wine celebrations. Local music gatherings and farmers markets keep the city active throughout the year.
Are there family friendly vacation rentals in Charlottesville?
Family-friendly vacation rentals are available in neighborhoods like Locust Grove, Downtown, and on quiet residential streets near parks. Many homes have amenities for children and offer easy access to outdoor spaces.
When is the best time to visit Charlottesville?
Late spring and early fall are often recommended for pleasant temperatures and colorful scenery. Seasonal festivals, blooming gardens, and outdoor markets create lively atmospheres during these months.
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- Shenandoah National Park
- Luray Caverns
- Lake Anna State Park
- Early Mountain Winery
- University of Virginia
- Monticello
- Devils Backbone Brewing Co Basecamp
- Wintergreen Resort
- Cardinal Point Winery
- Glass House Winery
- Blenheim Vineyards
- James Madison University
- Prince Michel Winery
- The Rotunda
- Downtown Mall
- White Oak Lavender Farm & The Purple WOLF Vineyard
- Frontier Culture Museum
- John Paul Jones Arena
- James Monroe's Highland
- IX Art Park
- Grand Caverns
- James River State Park
- Massanutten Indoor WaterPark
- Appomattox Court House National Historical Park