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Vacation rentals in Charlottesville

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Quick stats about vacation rentals in Charlottesville

  • Total vacation rentals

    Explore 930 vacation rentals in Charlottesville

  • Nightly prices starting at

    Charlottesville vacation rentals start at R 163 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 66,290 verified reviews to help you choose

  • Family-friendly vacation rentals

    510 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 320 rentals that welcome pets

  • Vacation rentals with a pool

    60 properties feature pools

  • Rentals with dedicated workspaces

    550 properties have a dedicated workspace

  • Wi-Fi availability

    920 of Charlottesville vacation 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 vacation rentals in Charlottesville

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A cozy cottage, named the 'Sugah Shack,' is nestled amidst the rolling hills of the Blue Ridge Mountains. The white exterior contrasts with the vibrant greenery surrounding the property, while the majestic mountains form a picturesque backdrop against a bright, partly cloudy sky.
Cottage in Afton

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

ValueFamilyView

5.0 out of 5 average rating, 262 reviews
Superhost
A charming cottage exterior showcases a green facade with textured wood siding, complemented by a welcoming porch. Outdoor seating is provided by rustic chairs around a fire pit on the lawn. A table nearby offers an inviting spot for dining, set against a backdrop of distant mountains.
Cottage in Crozet

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.

FamilyLocationGrill

4.89 out of 5 average rating, 265 reviews
Top guest favorite
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

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.

FamilyLocationBiking

4.99 out of 5 average rating, 110 reviews
Top guest favorite
Home in Greenwood

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.

LocationValueAccess

5.0 out of 5 average rating, 242 reviews
Top guest favorite
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

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.

ValueLocationOutdoor spaces

4.96 out of 5 average rating, 361 reviews
Top guest favorite
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

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!

FamilyLocationParks

4.97 out of 5 average rating, 400 reviews
Guest favorite
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

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

FamilyValueTV

4.96 out of 5 average rating, 333 reviews
Guest favorite
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

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.

FamilyValueCheck-in

4.91 out of 5 average rating, 460 reviews
Top guest favorite
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

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

ValueFamilyGrill

4.98 out of 5 average rating, 162 reviews
Top guest favorite
An outdoor tub is positioned on a stone patio, surrounded by wooden fencing. Glass doors reveal a cozy bedroom with warm textiles. Soft lighting enhances the space, while a small table nearby holds two glasses and a bucket, inviting relaxation.
Cottage in Faber

Luxury Cottage | Outdoor Tub + Mountain Views

Soak in a private outdoor bathtub beneath the stars, wake to mountain views from your king bed, and open an entire wall of glass to bring the Blue Ridge Mountains inside. Welcome to The Cottage at Perkins Hollow Retreat! Located in Nelson County, just minutes from the Nelson 151 Brew Trail, award-winning wineries, breweries, hiking, and only 25 minutes from Charlottesville, The Cottage is the perfect destination for a romantic getaway, anniversary, honeymoon, or peaceful retreat.

FamilyLocationHiking

4.98 out of 5 average rating, 169 reviews
Top guest favorite
Cabin in Charlottesville

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.

LocationFamilySolo travel

4.96 out of 5 average rating, 139 reviews
Top guest favorite
Treehouse in Stanardsville

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 highly recommended.

LocationValueNearby

4.98 out of 5 average rating, 134 reviews

Popular amenities for Charlottesville vacation rentals

Monthly staysSelf check-inGymBBQ grillLaptop-friendly workspace

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

Charlottesville home rentals

Top guest favorite
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

Greenleaf Grove

LocationValueParks

4.94 out of 5 average rating, 137 reviews
Top guest favorite
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

Wakefield Ct | Private Parking spots | Fast WiFi

LocationValueHeating

4.97 out of 5 average rating, 192 reviews
Guest favorite
The exterior of the West Wing showcases a welcoming entrance with a vibrant pink door. Steps lead up to the porch, which is surrounded by lush greenery and potted plants. The house's architecture features a combination of siding and a screened-in area, blending with the mature garden.
Home in Charlottesville

West Wing

LocationFamilyCleanliness

4.91 out of 5 average rating, 325 reviews
Guest favorite
A spacious living area offers a large sectional sofa positioned around a low coffee table, with light streaming in through wide windows adorned with flowing curtains. A subtle area rug enhances the warm wooden flooring, while built-in shelves and a cozy armchair provide additional comfort.
Home in Charlottesville

Luxury house 3 mins from UVA - Close to JPJ Arena

ValueFamilyLaundry

4.83 out of 5 average rating, 123 reviews
Top guest favorite
Home in Charlottesville

Tranquil Estate Cottage | Vineyards & C'ville

FamilyValueLayout

4.95 out of 5 average rating, 747 reviews
Top guest favorite
A single-story house with light yellow siding is framed by neatly trimmed bushes and mature trees. A set of wooden steps leads to the front porch, with a welcoming entrance door in the center. A gravel driveway provides access to the property.
Home in North Downtown

Walk Downtown | Off-Street Parking | Sleeps 6

FamilyLocationNearby

4.95 out of 5 average rating, 234 reviews
Guest favorite
Home in Charlottesville

3BR Ensuite Home | Walk to UVA | Sleeps 8 Parking

LocationValueIndoor spaces

4.98 out of 5 average rating, 109 reviews
Guest favorite
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

The Cherry Tree, downtown estate, 8 parking spaces

FamilyValueKitchen

4.97 out of 5 average rating, 202 reviews

Vacation rentals with pools in Charlottesville

Top guest favorite
A historic two-story estate is visible beyond a cobblestone driveway, framed by lush green trees. In the foreground, a stone statue of a dog holds a basket of fruit, adding charm to the property entrance against a clear blue sky.
Home in Charlottesville

Rivanna Farm Estate North I Pickleball I Pool

ValueFamilyDecor

4.98 out of 5 average rating, 127 reviews
Guest favorite
The exterior of Pine Lake Lodge is displayed, featuring a stone chimney and a covered porch with several chairs. Lush green grass surrounds the lodge, complemented by trees and colorful foliage in the background, creating a serene outdoor setting.
Home in Charlottesville

Pine Lake Lodge

FamilyValueBiking

4.93 out of 5 average rating, 245 reviews
Top guest favorite
A historic brick home with a steep roof and decorative chimney stands amid lush greenery. The pathway leads to the entrance, surrounded by manicured lawns and shrubs. The bright blue sky adds a vibrant backdrop to the unique architectural features.
Apartment in North Downtown

Private Apt in Historic C'ville Home (Garden Side)

ValueLocationIndoor spaces

4.97 out of 5 average rating, 141 reviews
Guest favorite
A sweeping landscape showcases rolling green hills under a partly cloudy sky. Tree-lined fields extend towards a winding road that leads to nearby structures, set amidst nature's tranquility.
Farm stay in Charlottesville

Jefferson Cottage quiet farm close to everything

FamilyLocationBiking

4.89 out of 5 average rating, 190 reviews
Top guest favorite
The exterior of the converted barn and silo is softly illuminated by string lights at dusk. A serene pond, framed by smooth stones, reflects the warm glow of light. The porch invites relaxation with its spacious seating and rustic charm, creating a peaceful outdoor setting.
Barn in Louisa

Unique OASIS - Silo Barn - Swim Pond- 5 Miles Trai

FamilyValueCleanliness

4.99 out of 5 average rating, 148 reviews
Superhost
Guest suite in Charlottesville

Affordable Private Lower-Level 2BR Suite

FamilyLocationAccess

4.74 out of 5 average rating, 116 reviews
Top guest favorite
Home in Wintergreen Resort

Cliffs Edge - It’s Pumpkin Spice Time!

LocationFamilyAccuracy

4.97 out of 5 average rating, 130 reviews
Top guest favorite
An aerial view captures the guest house and the surrounding property, showcasing a spacious grass area and a 30,000-gallon in-ground pool. The pool area features several blue lounge chairs and is framed by mature trees and landscaped pathways.
Cottage in Madison

THE PERFECT HIKING & WINERY COUNTRY RETREAT

LocationFamilyBreakfast

4.95 out of 5 average rating, 516 reviews

Home rentals with pools in Charlottesville

Guest favorite
A functional kitchen with wooden cabinetry and an island is featured. The space includes a stove, modern appliances, and a ceiling fan. A brick wood stove adds a rustic element, while a small plant sits on the island, providing a touch of greenery.
Home in Afton

Farmhouse on Working Vineyard

ValueFamilyAir conditioning

4.94 out of 5 average rating, 163 reviews
Top guest favorite
A hot tub bubbles invitingly on a concrete pad in a spacious yard. Surrounding the tub is a well-maintained green lawn, with majestic mountains visible in the background. White Adirondack chairs are positioned nearby for relaxing moments outdoors.
Home in Nellysford

Spacious retreat: Game Room, Hot Tub & Fire Pit

FamilyLocationCheckout

5.0 out of 5 average rating, 113 reviews
Guest favorite
Home in McGaheysville

Massanutten Mountain Retreat

ValueLocationHospitality

4.85 out of 5 average rating, 177 reviews
Top guest favorite
An open living area features high wooden ceilings with exposed beams, creating a spacious atmosphere. A large kitchen island with bar seating is situated near a dining table. Two spiral staircases lead to upper levels, while large windows frame views of the surrounding nature.
Home in Robertson

One Of A Kind Home in VA Wine Country on 50 acres

FamilyLocationHot tub

4.93 out of 5 average rating, 261 reviews
Top guest favorite
The entrance to Fairhill Farm is marked by a white wooden sign displaying the name, set against a backdrop of rolling hills adorned with autumn foliage. A vibrant red bush frames the sign, contributing to the natural beauty of the landscape.
Home in Stanardsville

Farm Cottage w. Blue Ridge views 15 mins from SNP

FamilyLocationHiking

4.98 out of 5 average rating, 174 reviews
Top guest favorite
A spacious bedroom features a high, wood-beamed ceiling and a large window providing natural light. The bed is dressed in navy bedding with a plaid blanket draped across it. A wooden dresser and lamp complement the rustic decor, and a mounted TV is positioned above.
Home in Wintergreen Resort

Hottub Ski InOut Renovated Chalet Lower Tyro Slope

LocationValueSkiing

4.97 out of 5 average rating, 238 reviews
Top guest favorite
A spacious living room is highlighted by a cozy arrangement of seating, including two light gray armchairs, a brown leather sofa, and a wooden side table. A round coffee table sits in the center on a patterned rug. Natural light fills the room through large windows.
Home in Ruckersville

Large Modern House with Spa, 15 mins to Cville

FamilyLocationBathroom

4.93 out of 5 average rating, 106 reviews
Top guest favorite
A wooden walkway leads to the entrance of the house, framed by vibrant pink rhododendron flowers. Tall trees provide a natural backdrop, with dappled sunlight filtering through the leaves, creating a serene outdoor setting.
Home in Wintergreen Resort

Bear's Mountain Escape

FamilyValueHiking

4.95 out of 5 average rating, 170 reviews

When is the best time to visit Charlottesville?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR 2,454 ZARR 2,438 ZARR 2,568 ZARR 2,877 ZARR 3,495 ZARR 2,714 ZARR 2,373 ZARR 2,519 ZARR 2,682 ZARR 2,844 ZARR 2,958 ZARR 2,503 ZAR
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