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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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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, 197 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.

FamilyLocationAccuracy

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.

LocationFamilyBarbecue

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, 396 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!

FamilyValueParking

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, 155 reviews

3BR / Pets Welcome / Fenced Yard / Fiber Internet

Sitting atop the neighborhood, Monticello 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. Freshly painted. Big Green Egg grill

ValueLocationSleep quality

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, 457 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.

FamilyValueAccuracy

Superhost
Home in Charlottesville
4.94 out of 5 average rating, 466 reviews

Walk DT | Pets | Soaking Tub | Parking

The High‑Note Craftsman Cottage – live like a local in downtown Charlottesville Stay in a charming and pet friendly Craftsman cottage just minutes from Charlottesville’s Downtown Mall. Enjoy a soaking tub, fast Ting fiber Wi-Fi, and rare free parking — perfect for couples, families, and remote work travelers. This bright, comfortable home blends historic character with modern amenities, creating the ideal base for exploring Charlottesville, UVA, wineries, and the Blue Ridge Mountains.

ValueFamilyBackyard

Guest favourite
The living room features two couches, one dark leather and one brown, arranged around a central coffee table on an area rug. A flat-screen TV is mounted on the wall, and large windows allow natural light to fill the space, enhancing the contemporary feel.
Apartment in North Downtown
4.86 out of 5 average rating, 530 reviews

*LARGE Private Apartment In Downtown Cville*

The main floor of this house has a private entrance and a nice, beautiful walk to the Historic Downtown Mall, near hit restaurants, arts, live music & shopping. Very quiet neighborhood. 2 bedrooms with a large living room, dining room, and full kitchen make this a great spot for 1-4 guests. Your own apartment for your Charlottesville stay! 2 outdoor porches give great spots to relax. Decorated throughout with the work of great local artists. Super-Fast WiFi, all kitchen necessities.

ValueLocationHeating

Top Guest favourite
Cabin in Charlottesville
4.96 out of 5 average rating, 137 reviews

Ivy Rose Cottage nestled b/t Cville & Vineyards

The Ivy Rose Cottage bestows an exceptional ambiance that will captivate your heart. Whisk yourself away to this two bedroom cottage located in Ivy halfway between the Shenandoah Park/Brewery Trail and Charlottesville, home of UVA. The Ivy Rose Cottage, designed and handbuilt by the hosts, is an enchanting mix of cypress, timber frame, copper trellis work, pergolas and other architectural treasures. Fully equipped kitchen and a washer/dryer for those lengthier stay conveniences.

FamilyLocationHiking

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, 189 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.

LocationFamilyBreakfast

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, 211 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.

LocationFamilyNearby

Top Guest favourite
Treehouse in Stanardsville
4.98 out of 5 average rating, 127 reviews

CloudPointe Retreat

Rare Appalachian Treehouse Gem! Luxurious, one-of-a-kind retreat for couples. Elevated tiny house among the treetops, private parking, plush bedroom, sleek bathroom, beautiful kitchenette, loveseat, lounge, private double-level decks, fireside lounging (wood provided), gas grill, and patio with a hot tub! Surrounded by nature, with wineries, hikes, restaurants and shopping all nearby. Please come and relax and revel in the beauty of nature! 4WD is recommended.

FamilyValueKitchen

Top Guest favourite
A bright dining space is showcased, featuring a white table surrounded by wooden chairs. Natural light filters through large windows, highlighting the modern decor. A stylish pendant light hangs above the table, complemented by a decorative centerpiece of fresh flowers.
Guesthouse in Charlottesville
5.0 out of 5 average rating, 206 reviews

Luxury tiny house 3 min from UVA

Experience modern luxury in La Casita, a new tiny home in Charlottesville's charming Fry’s Spring neighborhood. This stylish retreat, perfect for 2-4 guests, offers a private bedroom, deluxe sleeper sofa, and fully equipped kitchen, fast reliable internet for working. Enjoy easy access to UVA, Monticello, and local wineries. Ideal for short or long stays, blending comfort with convenience in a pedestrian-friendly neighborhood.

FamilyValueBreakfast

Popular amenities for Charlottesville holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Charlottesville's top sights

Monticello

761 locals recommend

University of Virginia

324 locals recommend

Downtown Mall

360 locals recommend

University of Virginia Health System

27 locals recommend

The Alley Light

242 locals recommend

Jefferson Theater

200 locals recommend

Other great holiday rentals in Charlottesville

Guest favourite
A spacious living area is illuminated by natural light, featuring a modern sectional couch in blue. The room showcases exposed wooden beams along the ceiling and a round area rug with intricate patterns. A small coffee table and vibrant accent pillows add inviting touches.
Apartment in Charlottesville
4.94 out of 5 average rating, 172 reviews

Beautiful, Cozy, Downtown Apt!

LocationFamilyLayout

Top Guest favourite
Home in Greenwood
5.0 out of 5 average rating, 241 reviews

Gorgeous Modern Mountain Home + Blue Ridge Views

FamilyValueAccess

Top Guest favourite
The exterior of a modern two-story home is presented, featuring a light color palette. A set of stairs leads to the front door, flanked by greenery and landscaped areas. The home includes a small balcony with glass railings and multiple windows that allow natural light.
Townhouse in Charlottesville
4.96 out of 5 average rating, 245 reviews

Belmont Home with Hot Tub - steps from Downtown

LocationValueHiking

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

FamilyValueCheck-in

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, 132 reviews

Mountain Mama- Amazing Views! + Hot Tub!

LocationValueBathroom

Guest favourite
A well-lit bedroom features a bed adorned with soft pillows and a textured blanket. A rustic brick wall adds character, and natural light filters through sheer curtains. A decorative ladder holds clothing, and a potted plant offers a touch of greenery, complemented by a large mirror.
Guest suite in Charlottesville
4.94 out of 5 average rating, 416 reviews

⋆Best of Downtown & Belmont in Historic Home/ 2bd⋆

FamilyValueSleep quality

Top Guest favourite
The entrance features a welcoming red door framed by lush greenery. Stairs lead up to a covered porch adorned with a ceiling fan. Potted plants are arranged along the steps, contributing to the inviting atmosphere of the home.
Bungalow in Charlottesville
4.89 out of 5 average rating, 533 reviews

Do Drop Inn - charming 2BR bungalow

ValueFamilyHiking

Top Guest favourite
A modern kitchen is presented with sleek dark countertops and white cabinetry. An archway provides a view into a well-lit living area. Various kitchen appliances are neatly arranged, with fresh fruit displayed in a decorative bowl. Natural light enhances the bright ambiance.
Home in Charlottesville
4.94 out of 5 average rating, 136 reviews

Greenleaf Grove

LocationValueKitchen

When is the best time to visit Charlottesville?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$254 NZD$252 NZD$265 NZD$297 NZD$361 NZD$280 NZD$245 NZD$260 NZD$277 NZD$294 NZD$306 NZD$259 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.

Destinations to explore