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.

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Top Guest favourite
A serene view of the Blue Ridge Mountains is presented, showcasing rolling hills blanketed in mist during sunrise. The sky is painted with soft pastel shades of orange and pink, highlighting the natural beauty of the surrounding landscape.
Home in Afton
4.98 out of 5 average rating, 133 reviews

Mountain Mama- Amazing Views! + Hot Tub!

MOUNTAIN MAMA - The home for gorgeous Blue Ridge Mountain views : ) Situated on a graceful 26 acres minutes off Rt. 151, our mountainside home is nestled within the beautiful Rockfish Valley and offers incredible views from every window in a truly unique and newly renovated home. Enjoy sunsets over 3600’ Humpback Mountain due west and sunrises lighting up the valley ridges. If you need time to be inspired by nature’s beauty, this home offers a rare breath of fresh air! Book your stay today!

Guest favourite
A spacious living room features two green velvet sofas and a yellow tufted couch, complemented by a patterned area rug. Natural light streams in through large windows, while side lamps provide additional illumination. Decorative artwork adorns the walls, enhancing the inviting atmosphere.
Home in North Downtown
4.97 out of 5 average rating, 198 reviews

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.

Guest favourite
Home in Charlottesville
4.98 out of 5 average rating, 133 reviews

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

Spacious modern house with a brand new rooftop deck overlooking Carter Mountain and Monticello. Two spacious primary bedroom suits (one on each floor) with attached decks, plus additional two bedrooms and a full bathroom on the 2nd floor. Located in a quiet neighborhood. Backs up to a lake for beautiful views from each level and tranquil environment. Convenient location - minutes away from Monticello (2 mi/4 min), downtown (2.5 mi/6 min), UVA (3 mi/9 min), wineries (3.5 mi/5 min+) & breweries.

Top Guest favourite
The unique octagonal house is framed by lush greenery, showcasing its distinctive architecture. A spacious deck offers a vantage point for enjoying unobstructed views of the surrounding landscape. Panoramic windows reflect the natural beauty of the Blue Ridge Mountains, inviting light into the living space.
Home in Afton
4.99 out of 5 average rating, 108 reviews

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.

Top Guest favourite
A spacious, two-story house with white siding and large porches is featured. Lush green grass surrounds the structure, and the landscape includes open pastures and trees. The setting is serene, with plenty of natural light illuminating the exterior.
Home in Dyke
4.96 out of 5 average rating, 359 reviews

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.

Top Guest favourite
The image features a charming two-story home surrounded by lush greenery and flowering trees. A circular driveway leads to the entrance, with manicured lawns enhancing the exterior. The backdrop includes rolling hills and bright blue skies, creating a serene and inviting setting.
Home in North Garden
4.97 out of 5 average rating, 397 reviews

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!

Guest favourite
A rustic log cabin is surrounded by lush greenery, featuring a large wrap-around porch with multiple access points. A stone chimney rises from the side of the building. Soft lighting emanates from the windows, highlighting the natural wood structure.
Cabin in Dyke
4.96 out of 5 average rating, 325 reviews

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

Guest favourite
The exterior of a charming cottage is featured, showcasing white brick walls and a sloped gray roof. Two dormer windows enhance the appearance, while a welcoming red door serves as a focal point. Well-maintained green grass and manicured shrubs surround the house, creating a friendly environment.
Cottage in Charlottesville
4.91 out of 5 average rating, 458 reviews

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.

Top Guest favourite
A single-story home with light blue siding is set against a clear sky. A vibrant door adds a pop of color to the entrance, which is framed by landscaped flower beds. A paved walkway leads up from the driveway, inviting visitors towards the front entrance.
Home in Charlottesville
4.98 out of 5 average rating, 156 reviews

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

Top Guest favourite
The exterior of a two-story colonial-style house is visible, showcasing a well-maintained front yard with mature greenery. A gravel driveway leads to a covered parking area. Bright blue skies and scattered clouds frame the scene, highlighting the peaceful, natural surroundings.
Home in Charlottesville
4.97 out of 5 average rating, 190 reviews

Wakefield Ct | Private Parking spots | Fast WiFi

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.

Top Guest favourite
The kitchen features white cabinetry with glass-front doors and a herringbone backsplash. A farmhouse sink sits below a window, complemented by modern appliances, including a gas stove and a stainless-steel dishwasher. Natural light streams in, highlighting the spacious countertop area.
Home in Charlottesville
5.0 out of 5 average rating, 212 reviews

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.

Guest favourite
A panoramic view reveals rolling hills and a vibrant landscape adorned with autumn foliage. Lush green fields stretch towards the horizon, bordered by trees displaying a spectrum of fall colors under a clear blue sky.
Home in Charlottesville
4.95 out of 5 average rating, 143 reviews

Scenic Private Farm House Great for Large Groups

CHURCH FIELD HOUSE. Large 5 bedroom, 4 bath house with sweeping 360 degree views featuring beautiful pastoral and mountain landscapes on a 250 year old family farm in the Southern Albemarle Historic District. Enjoy large windows in almost every room with unobstructed western views. Large outdoor deck and a separate fire pit area are favorite places to view spectacular sunsets over the Blue Ridge Mountains.

Popular amenities for Charlottesville holiday rentals

When is the best time to visit Charlottesville?

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Avg. price$255 NZD$253 NZD$267 NZD$299 NZD$363 NZD$282 NZD$247 NZD$262 NZD$279 NZD$296 NZD$307 NZD$260 NZD
Avg. temp2°C4°C8°C14°C18°C22°C24°C23°C20°C14°C9°C4°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.