
Holiday rentals in Charlottesville
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Top-rated holiday rentals in Charlottesville
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Ultimate cabin in the mountains
This unique and secluded cabin sits on 75 acres in the Blue Ridge mountains. Enjoy the cozy wood fireplace, hot tub, charcoal grill, and fast, reliable fiberoptic internet if you need to get some work done while you're away. It has a washer and dryer, a full kitchen, and is pet-friendly (no pet fee!), so you can enjoy it with the whole family. There is a 4K 55” smart TV with apps, a Tesla LVL 2 charger, a cabinet full of board games, books, and plenty of items to entertain both kids and adults!

Cozy Mountain Cottage on Brew/Wine Trail-King Bed
Welcome to the Sugah Shack, a cozy, beautifully appointed new construction cottage nestled in the foothills of the Blue Ridge Mountains! Located midway on the Brew Ridge Trail, but 500 yards off the byway, so guests have a quiet retreat. Perfect for romantic getaways, destination telework space, or families exploring this outdoor paradise community. Stunning property boasts beautiful vistas with sweeping 300-degree mountain and a year-round calendar of outdoor activities. GAS FIREPLACE/FIREPIT

Idyllic Cottage Retreat
⭐️ Condé Nast Traveler Approved ⭐️ Cozy cottage nestled on a historic 400-acre Blue Ridge Mountain farm abutting Shenandoah National Park. Every space inside this cozy cottage is creatively styled, with tons of perfectly imperfect charm. Outside, a hammock beneath the elm trees, fire pit and grill, all allow for enjoying the splendor of this peaceful enclave. Excellent day-tripping to many of central Virginia's celebrated wineries and breweries, as well as scenic drives and hiking trails.

The Belmont Loft ~ 15 min walk downtown, free park
Stay here! In the cutest house in Charlottesville's most beloved neighborhood. You'll be in the heart of Belmont, just steps from some of the best restaurants in Cville, and a few blocks from the historic Downtown Mall - restaurants, shops, coffee, yoga, and music venues. 10 min walk ~ downtown mall 5 min ~ Rivanna River - trail and tubing/kayaking/SUP 5-10 min ~ UVA 5-15 min ~ Monticello/Monticello Trail 15-30 min ~ MANY popular wineries, breweries, and hiking in the Blue Ridge Mountains

Oasis in the Blue Ridge Rt. 151 Brew Ridge Trail
Welcome to the Glass Hollow Cottage! Come make yourself at home and enjoy the rustic charm of our custom hand-built cottage. A perfect getaway for a couple or friends who want a 1-of a-kind destination. Adventure and R & R await you!!! Enjoy the well stocked kitchen & the bright, clean, cheery ambience.... everything you need to feel at home & then some. Prime location: Just minutes to Rt. 151/Brew Ridge Trail, dozens of popular wineries/breweries, Wintergreen Resort & Shenandoah Nat. Park.

Historic Beauty and Walkable to Everywhere
Walk through history & enjoy a beautifully restored antique house in friendly Belmont. A 5 minutes stroll to the lively Downtown Mall for outdoor entertainment, restaurants, theaters, music and shopping. 3 minutes walk to historic Belmont with restaurants, cafes, art, Farmer's market, IX Park. A leisurely bike to UVA or take the free trolley. Large bright second story apartment: large living room, spacious, sunny eat in kitchen, 2 comfy bedrooms. Lovingly furnished with local antiques.

Unit 4 - Luxury King Suite with Private Balcony
Experience luxury and a unique journey through history at Sonsak - a newly renovated guesthouse in Albemarle County. Situated near the esteemed landmarks of Thomas Jefferson Parkway, Monticello, Ash Lawn and Michie Tavern, Ash, Sonsak is in a renowned area of historical significance. The property dates back to 1942 and has since been exquisitely renovated with lavish furnishings and modern amenities.Treat yourself to a stay at Sonsak and leave with lasting memories of comfort and beauty.

Relaxing 2BR CABIN, 12 acres, dog friendly, hiking
Bring the whole fur family & enjoy precious time away from the hustle & bustle of everyday life. This updated cabin sits on 12.5 acres of mainly wooded land in the heart of the blue ridge- Madison County. Within 30 minutes of wineries, breweries, hiking, & Charlottesville! Boasting a primary loft bedroom w/ a queen bed and a bonus room w/ a full bed, this home away from home can comfortably sleep 4-5! Front porch swing & fenced yard for the pups to play. Guests can completely relax!

The Barn at Haden near Wineries and C'ville
The Barn at Haden is a custom well appointed finished 2 bedroom, 1 full bath space elevated above a detached 3 car garage with a large outdoor private deck. It features a fully equipped gourmet kitchen with high end finishes. Whether staying for a night or for the weekend, it is an experience to enjoy the easy living Crozet has to offer. Walkable/bikeable to downtown Crozet, 2 miles to King Family Vineyard & Chiles Peach Orchard and 15 minutes from Charlottesville.

Beautiful, Cozy, Downtown Apt!
Enjoy a stylish experience at this centrally-located place. Beautifully curated apartment with luxury kitchen, tiled bathroom and wonderful deck. It has two split units to keep the place as cool or as warm as you desire. Semi-firm Queen mattress for a perfect nights sleep. A short walk to the Historic Downtown Malls shops and restaurants and The Rivanna River for tubing, swimming, biking, picnics.

Modern Belmont home - steps from Downtown Mall!
The perfect destination for your Charlottesville visit in the hip neighborhood of Belmont. From this modern apartment, you can walk to the best restaurants the city has to offer as well as the popular Downtown Mall and IX Art Park. The University of Virginia and Monticello are each just a short drive, and the home is convenient to the Monticello Wine Trail and Skyline Drive.

Sunny private studio, walk to the University
Sunny studio apartment with separate kitchenette in great location - walk to UVA and local restaurants, 10 minutes to downtown. Private entrance, queen size bed, cable TV, wireless internet, continental breakfast for arrival and off-street parking. Large grass yard and flower gardens in historic neighborhood. Well-behaved small dogs welcome.
Popular amenities for Charlottesville holiday rentals
Stay near Charlottesville's top sights
Other great holiday rentals in Charlottesville

CloudPointe Retreat

Charming 3 bed/3 bath cottage centrally located

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

Eastham Guesthouse

Upscale City Living - NEW

Expansive 1BR Cville Loft Near UVA

The Grey-Walk to Downton Mall & IX w/ Peloton

Peak Retreat – Private Luxury A-Frame for Couples
When is the best time to visit Charlottesville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £106 | £109 | £112 | £124 | £143 | £113 | £109 | £116 | £124 | £131 | £136 | £115 |
| 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.
Quick stats about holiday rentals in Charlottesville

Total holiday rentals
Explore 970 holiday rentals in Charlottesville

Nightly prices starting at
Charlottesville holiday rentals start at £7 per night before taxes and fees

Verified guest reviews
Over 66,180 verified reviews to help you choose

Family-friendly holiday rentals
520 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 290 rentals that welcome pets

Holiday rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
540 properties have a dedicated workspace

Wifi availability
960 of Charlottesville holiday rentals include wifi 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!
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- Shenandoah National Park
- Luray Caverns
- Early Mountain Winery
- Downtown Mall
- James Monroe's Highland
- Lake Anna State Park
- Wintergreen Resort
- Frontier Culture Museum
- Prince Michel Winery
- Blenheim Vineyards
- Devils Backbone Brewing Co Basecamp
- Cardinal Point Winery
- John Paul Jones Arena
- Glass House Winery
- Monticello
- University of Virginia
- James Madison University
- The Rotunda
- Cooter's Place
- Grand Caverns
- White Lotus Eco Spa Retreat
- James Madison's Montpelier
- IX Art Park
- James River State Park




