House holiday rentals in Charlottesville

4.91 out of 5 average rating, 303 reviews

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 Belmont

West Wing

Quiet West Wing of my home, was newly renovated February 2020. The West Wing has a private entrance set in a mature garden. Two bedrooms upstairs sleep up to four people. One w/queen size bed and views of the garden.The 2nd has 1 full and 1 twin bed, plus walkout balcony. Each floor has a full bath. The 1st floor has a combined living room/dining area with a counter, bar sink, microwave, coffee maker, toaster oven andTV. Pet dogs only are welcome. The cleaning fee is included in the base price

4.94 out of 5 average rating, 126 reviews

The exterior of a charming cottage is framed by large trees, providing shade on a sunny day. A covered porch with seating welcomes guests, while a path leads to the entrance. The fenced backyard is visible in the background, enhancing the property's inviting appeal.

Home in Starr Hill

Cottage just off Main St.

2 Bd/1 Bath - Walk to Charlottesville’s best restaurants/bars/bakeries on Main Street (3 min. walk - one of the closest you'll find)! Pets welcome with a Reasonable $25/pet fee, no extra $,fenced back yard! Walk to UVA (20 min), UVA hospital (15 min), the Downtown Mall (10 min), or the Amtrak train station (5 min)! One off-street parking spot, with additional paid parking available at the Amtrak parking lot (3/12/50 per hour/day/week, ~3 min) Please make sure to review all photos/descriptions.

5 out of 5 average rating, 216 reviews

Home in Greenwood

Gorgeous Modern Mountain Home + Blue Ridge Views

GREENWOOD VISTA - Escape to our modern mountain retreat 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 master suite, fully equipped kitchen, to coffee and wet bar, sauna, outdoor grill, billiard table, and a cozy fire pit.

4.98 out of 5 average rating, 131 reviews

An inviting kitchen space features modern appliances and a spacious island with seating. A dining table with white chairs accommodates large groups. Sunlight streams through multiple windows, illuminating the area and highlighting the sleek cabinetry and fixtures.

Home in Fry's Spring

Newly Built Luxury Home 3min to UVA–Near Downtown

Our house is located near UVA with 3 min drive to UVA (10 min walk) and 4 min drive from Scott Stadium (15 min walk). The house has a lot of space for large groups and there are many thing to make your stay memorable . The house includes Automatic Espresso Machine, PS5, Netflix, HBO Max, Apple TV+, ESPN+, etc. The house also is well equipped for families with kids and babies. We have exercise equipment such as rowing machine in the basement. You will have a lot of fun with the foosball table.

A vast expanse of green grass stretches across the foreground, framed by lush orchard trees. Rolling hills covered with foliage rise in the background, under a clear blue sky dotted with soft white clouds, creating a serene rural atmosphere.

4.97 out of 5 average rating, 101 reviews

Perfect getaway among the orchards of Batesville

Unwind at this very special oasis, highly rated by our guests! Stillhouse Creek Cottage has everything you need: large kitchen, dining nook, living room with queen sofa bed, and two bedrooms with queen and king beds. The outdoor deck is perfect for sitting and dining under the sun and the stars, with a view for miles. Relax at night in the hot tub! When you’re ready to explore, hike on nearby Appalachian Trail, swim the local reservoirs, and visit many close-by wineries, breweries and music!

Home in Jefferson Park Avenue

The living room offers a cozy setting with a decorative rug and a comfortable sofa. A television is positioned near the fireplace, complemented by a stylish mirror above the mantle. Natural light streams in through the windows, enhancing the inviting atmosphere.

4.96 out of 5 average rating, 181 reviews

La Maisonette | UVA | JPJ

Welcome to La Maisonette Cville! This renovated home is within walking distance to restaurants and is .5 miles from Scott Stadium (Go Hoos!). Located minutes from the UVA hospital & a 10 minute drive to downtown. Whether you're visiting the area to see your loved one at UVA, checking out wineries & breweries or attending a bachelorette party, wedding, couples' getaway, or family retreat, La Maisonette is the perfect place to stay to experience the beautiful Charlottesville (“C'ville”) area!

A sunroom is filled with natural light, featuring a dark sofa adorned with decorative pillows. A small side table with a lamp is positioned beside the couch. A comfortable chair complements the seating area, while large windows showcase lush greenery outside.

4.98 out of 5 average rating, 109 reviews

The Venable - A Gorgeous Home in the Heart of UVA

Welcome to The Venable! Enjoy a comfortable and well-appointed stay in one of the most conveniently located homes in Charlottesville. With 3 bedrooms, 3 full bathrooms, a large fenced yard and patio, and ample parking, bring your family and friends and spread out in this fabulous home that retains all the charm of its 1946 beginnings, while luxuriating in its modern upgrades! Walking distance: The Rotunda/Grounds: 0.5 miles Scott Stadium: 1 mile JPJ Arena: 0.75 miles The Corner: 0.75 miles

4.97 out of 5 average rating, 363 reviews

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!

The exterior of the guesthouse is presented, featuring a light gray facade and landscaping that includes manicured grass, shrubs, and colorful flower beds. A brick walkway leads to the entrance, which is framed by large windows and a welcoming front door.

4.94 out of 5 average rating, 103 reviews

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.

A spacious living area displays soft beige sofas paired with dark blue accent tables. Natural light filters through large windows, enhancing the warm, neutral tones of the walls. A glimpse of the kitchen and bedroom can be seen through open doorways, providing a sense of flow.

4.96 out of 5 average rating, 207 reviews

Woodwind Cottage

Woodwind Cottage is a brand new, beautifully built cottage with living room, bedroom, bath, kitchen and loft. It has charming architectural details and a covered porch for enjoying the view of the woods. The loft has a fold out sofa for an extra guest or private work space. The home has wifi, smart tv for streaming, and a gas fireplace. Enjoy reading in the oversized window seat, rise early to see deer in the yard or, perhaps, a hot air balloon overhead in the spring and fall.

4.98 out of 5 average rating, 164 reviews

A modern cabin-style home is nestled among tall trees, showcasing a sleek black exterior. A spacious screened-in porch is visible, supported by a deck with steps leading down to a gravel path. Large windows enhance the connection with the natural surroundings.

Home in Orange

Hidden Haven

Hidden Haven is just that! A 600 square foot romantic, private, peaceful, little haven. Hidden in the woods just 6 miles outside of the Town of Orange. Open the garage door in the living area and step out on the 300 square foot screened in porch where you can relax at the firepit under the covered roof. On the porch at Hidden Haven, we like to say, "time wasted is time well spent". The romantic vibe and modern amenities make it a prefect place for a couple's getaway.

5 out of 5 average rating, 180 reviews

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 Lewis Mountain

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.

Popular amenities for Charlottesville house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A spacious living area features a stone fireplace as the focal point, framed by large windows that offer views of the surrounding trees. A comfortable sectional sofa is arranged around a coffee table, with a television positioned on a media console to the side.

4.96 out of 5 average rating, 107 reviews

Cozy 5-bedroom home for large gatherings.

A contemporary mountain home is surrounded by snow-covered grounds, with a softly lit entryway visible through the glass doors. Frosted trees frame the exterior, highlighting the inviting warmth inside, contrasting with the winter landscape.

4.96 out of 5 average rating, 113 reviews

Cliffs Edge- A Contemporary Mountain Home

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.

4.93 out of 5 average rating, 232 reviews

Pine Lake Lodge

4.96 out of 5 average rating, 224 reviews

A private in-ground swimming pool is surrounded by a wooden deck and sun loungers. Shade is provided by a canopy, and lush greenery is visible in the background, highlighting the calming outdoor setting. The pool features a net for recreational activities.

Home in Lovingston

Heated Covered Private Pool / Hot Tub

5 out of 5 average rating, 105 reviews

Home in Massanutten

Guests Rave: Clean & Spacious Mountain Getaway

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.

4.93 out of 5 average rating, 153 reviews

Farmhouse on Working Vineyard

4.98 out of 5 average rating, 157 reviews

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

Charming Carrie's Cottage at Fairhill Farm

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.

4.95 out of 5 average rating, 133 reviews

Bear's Mountain Escape

Weekly house rentals

The exterior of a modern farmhouse is showcased, featuring large windows that reflect the surrounding trees. A spacious patio is seen, with a set of outdoor chairs. The house's white siding contrasts with the green landscape and blue sky, creating an inviting atmosphere.

4.96 out of 5 average rating, 111 reviews

Hilltop at Mountain View Meadow

5 out of 5 average rating, 46 reviews

A modern guesthouse showcases a sloped roof and wooden accents, surrounded by lush green grass. Expansive glass doors offer views of the interior, while a well-defined stone pathway leads to the entrance. The property is set against a backdrop of rolling hills and trees.

Home in Crozet

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

A welcoming living area features two leather couches arranged around a wooden coffee table, which is complemented by a patterned rug. Large windows allow natural light to illuminate the space, offering views of the surrounding trees. Sliding glass doors provide access to an outdoor deck.

4.99 out of 5 average rating, 141 reviews

Close to skiing! | King Beds | Fireplace | Hot Tub

4.92 out of 5 average rating, 289 reviews

A charming cottage with a metal roof features a welcoming front porch, surrounded by greenery. Rocking chairs offer a cozy spot, while stone pathways lead to a landscaped yard. Light spills onto the deck from nearby trees, blending indoor and outdoor spaces harmoniously.

Home in Barboursville

Spaniel Hill; cozy hilltop home w privacy & views

4.97 out of 5 average rating, 172 reviews

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 Fifeville

The Cherry Tree, downtown estate, 8 parking spaces

4.94 out of 5 average rating, 346 reviews

A spacious living area features exposed brick walls and large windows allowing natural light to fill the space. Two green velvet chairs and a grey sectional surround a coffee table on a colorful rug, complemented by modern artwork and a staircase leading to the upper level.

Home in North Downtown

Charlottesville Dreamin' | Parking | Sleeps 8

Home in Montpelier Station

A charming cabin with light-colored wood siding is set against a snowy landscape. A welcoming wreath adorns the front door. The surrounding area features tall trees blanketed in white snow, with steps leading up to the porch where a rocking chair is placed.

4.93 out of 5 average rating, 536 reviews

The Cottage At Liberty Mill Upgraded WI FI Pet $25

An open-concept living area features a light-colored sectional sofa, a coffee table, and a fireplace. A mounted television is positioned above the fireplace, while natural light floods in through large windows. The space connects visually to the dining area and kitchen in the background.

4.99 out of 5 average rating, 203 reviews

Most Popular Large Home near Downtown C’ville!

Private house rentals

4.97 out of 5 average rating, 100 reviews

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 Woolen Mills

3BR / Pets Welcome / Fenced Yard / Fiber Internet

5 out of 5 average rating, 92 reviews

The exterior of the house features a well-maintained façade with light grey siding and black shutters. A welcoming entrance door is flanked by greenery and floral landscaping, set on a lush green lawn, bringing a sense of tranquility to the setting.

Home in Greenbrier

Charming 3 bed/3 bath cottage centrally located

A spacious screened-in porch features comfortable seating arrangements with plush cushions and a round table. Expansive windows offer unobstructed views of lush green meadows and distant mountains under a bright blue sky, enhancing the connection to the surrounding nature.

5 out of 5 average rating, 45 reviews

The Vū, Afton w/ 360º Mountain Views

5 out of 5 average rating, 41 reviews

A modern black exterior structure is set amidst a wooded landscape, featuring large windows that illuminate the interior. A hot tub and fire pit are positioned on a patio, with a seating area composed of wooden chairs inviting outdoor relaxation. Gentle dusk light enhances the serene atmosphere.

Home in Culpeper

The Reserve

Superhost

Home in Crozet

5 out of 5 average rating, 4 reviews

Hot Tub + Mt Views: Cozy Retreat

5 out of 5 average rating, 18 reviews

A modern A-frame cabin is set against a backdrop of greenery, showcasing large panoramic windows and a spacious deck. A private outdoor area with seating invites relaxation. The clean lines and contemporary design blends seamlessly with the natural surroundings.

Home in Lyndhurst

Peak Retreat Near Trails and Wineries

5 out of 5 average rating, 73 reviews

A bright living room is highlighted by a high ceiling and large windows, allowing natural light to flow in. It features a cozy sofa with patterned pillows, two armchairs, and artwork adorning the walls. Potted plants add a touch of greenery to the space.

Home in Woolen Mills

The Modern at Woolen Mills