Holiday houses in Charlottesville

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Top-rated holiday rentals in Charlottesville

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Top Guest favourite
The cabin's exterior is surrounded by lush greenery, featuring a spacious porch with seating and a hot tub nearby. The two-story structure is constructed of wood, with large windows allowing natural light to fill the interior. A picnic table is located in the yard.
Holiday home in Lovingston
4.97 out of 5 average rating, 261 reviews

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!

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, 219 reviews

Belmont Home with Hot Tub - steps from Downtown

The perfect destination for your Charlottesville visit in the hip neighborhood of Belmont, where you can read on the loggia with great views or in the hot tub on the patio. From this modern home, 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. See below for link to basement apt. listing.

Top Guest favourite
A bright living area features a tall ceiling with two large windows, allowing natural light to fill the space. A gray sectional sofa is accompanied by a wooden coffee table and an armchair. Artwork is displayed on the wall, enhancing the contemporary ambiance.
Guesthouse in Charlottesville
4.98 out of 5 average rating, 178 reviews

Delightful loft cottage in the heart of CVille

A short walk to the Downtown Mall, Main Street shops and restaurants, and the UVA hospital, this brand-new guest house will welcome you to the heart of Charlottesville. Cozy and modern, our light filled sanctuary features high end finishes and warm details. A comfortable desk and high-speed internet makes the space perfectly suited for traveling professionals. Make this your urban home base, as you explore the Virginia outdoors, with dozens of wineries and gorgeous hikes within a short drive.

Guest favourite
A cozy living area features a dark grey sofa adorned with patterned throw pillows. A glass coffee table sits in front, placed on a decorative rug. Natural light filters through bamboo shades on the windows, illuminating the space subtly.
Apartment in Charlottesville
4.93 out of 5 average rating, 122 reviews

Heart of Belmont ~ 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

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, 103 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
The entrance features double wooden doors that open to a welcoming interior. A 'hello' mat is placed on the threshold, and two stylish chairs are positioned on the balcony above, inviting guests to enjoy the view. Lush plants accentuate both sides of the entrance.
Apartment in Somerset
4.99 out of 5 average rating, 217 reviews

Cozy Farm Apt near Cville•wineries, mt. views

Come experience a relaxing getaway on our family’s dairy farm! Set in beautiful Orange County, We are close enough to Charlottesville (25 min) to fulfill all your shopping and eating needs, but have the privacy, calm and tranquility of the country, with beautiful majestic mountain views! This is a wonderful location for exploring all of wine country, unwinding from the hustle of busy life, and then taking in the sunset in this quiet country setting with rolling hills as your backdrop!

Guest favourite
The living area features a brick fireplace with a framed artwork above. Two green chairs with soft white cushions are positioned nearby, while a gray sofa with an orange accent pillow provides seating. A decorative rug lies on hardwood flooring, complementing the neutral walls.
Apartment in Charlottesville
4.9 out of 5 average rating, 704 reviews

BELMONT DESIGNER APARTMENT- CVILLE CHARM

Renovated luxury apartment with private entrance. Gourmet kitchen for entertaining or having a relaxing weekend away! We are steps away from Belmont with some of the best rated restaurants in Cville. Also, you are a 5-10 minute walk to The Historic Downtown Mall. Great OPEN space to come back relax with private porch. The space: - Designer/Luxury Apartment - Quiet neighborhood - Parking - Walking distance to DTM - Sleeps 4 - Great for cooking - Soundproofed - Washer & Dryer

Top Guest favourite
A serene patio area features a small round table surrounded by two black chairs. Lush greenery and a pathway visible in the background enhance the tranquil setting, with garden views inviting relaxation.
Cottage in Charlottesville
5 out of 5 average rating, 194 reviews

Honey B - Beautiful small house 9 minutes from UVA

Best of both worlds! In beautiful nature but close to UVA, Monticello and downtown. Honey B (Honey House 2) has a lofty feel with the footprint of a small house. High ceilings and several skylights allow for light and privacy in the quiet neighborhood, Located on the southwest side of Charlottesville, just 7 minutes to Scott Stadium, UVA campus, and restaurants, 10 minutes to historic downtown mall, Thomas Jefferson’s Monticello and central to many major wineries and breweries.

Guest favourite
A welcoming exterior of a curved house is presented, featuring a light stone pathway leading to a front porch. Two white rocking chairs are positioned in front, with decorative planters filled with greenery on either side. The backdrop consists of lush trees and a blue sky.
Home in Charlottesville
4.97 out of 5 average rating, 153 reviews

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.

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
4.98 out of 5 average rating, 179 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
Treehouse in Stanardsville
4.97 out of 5 average rating, 106 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.

Top Guest favourite
A modern cabin exterior is showcased, designed with large windows and a wood facade. A spacious deck features seating and a dining table, surrounded by lush greenery. The cabin is elevated above the ground, blending harmoniously with the natural landscape.
Cabin in Stanley
4.97 out of 5 average rating, 155 reviews

The Gramophone - Romantic Valley Retreat

A Shenandoah Valley peaceful retreat in its own mini-valley, featuring a mountain-top creek rushing through the 3-acre property. Enjoy a romantic getaway with a premium sound system and record player, a wood-burning indoor fireplace, a wood-burning outdoor hot tub, a deck hanging among the trees, and tons of nearby adventures. These are just some wonders you can soak up during your stay. Just 2 hours away from Washington DC. Welcome to The Gramophone.

Popular amenities for Charlottesville holiday rentals

When is the best time to visit Charlottesville?

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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 $14 AUD per night before taxes and fees

  • Verified guest reviews

    Over 66,410 verified reviews to help you choose

  • Family-friendly holiday rentals

    510 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 300 rentals that welcome pets

  • Holiday rentals with a pool

    60 properties feature pools

  • Rentals with dedicated workspaces

    580 properties have a dedicated workspace

  • Wi-Fi availability

    970 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!

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