House holiday rentals in Charlottesville

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.

4.91 out of 5 average rating, 315 reviews

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

4.93 out of 5 average rating, 300 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

Cozy hilltop with Views, deck and hot tub. Cottage furnished with original art and antiques collected by us, the cottage is easy to get to but feels like a world away. Recently renovated main level has three cozy bedrooms and 1.5 baths, sleeps 6, and the garden level suite offers one large king bed and a twin bed with full bath and separate sink area, sleeps 3. Close to UVA, Pantops 250 corridor, theDowntown Mall, Gordonsville and Orange to our north. Over 20 highly rated wineries within 20 m

4.93 out of 5 average rating, 101 reviews

Home in Rose Hill

Charlottesville Bungalow close to UVA

Walk to Bodos, Marie Bette, Dairy Market, and more! Right behind the best restaurant in Charlottesville, Birdhouse. This newly renovated one bedroom (back alley-abode) has a fun and funky style, full kitchen, brand new Article foam mattress pull out couch, and a private upstairs balcony with views of Carter mountain. The spacious bedroom has vaulted ceilings, luxury helix king mattress, and great natural light. You’ll have access to our fenced in yard for pets and a private parking space!

5 out of 5 average rating, 229 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 bedroom suite, fully equipped kitchen, to coffee and wet bar, sauna, outdoor grill, billiard table, and a cozy fire pit.

A newly renovated two-story home is showcased with a dark exterior and inviting front porch. Comfortable seating arrangements are positioned under the covered area, and a well-kept lawn, flanked by shrubs, adds to the exterior appeal.

4.94 out of 5 average rating, 139 reviews

Montrose Manor- In the heart of Belmont!

Welcome to Montrose Manor in the heart of Belmont! Let this beautiful and newly renovated space be your home base while you explore all that the Charlottesville area has to offer. The space Montrose Manor is a newly renovated 1920’s home that was brought back to life with tons of character and charm. You can’t beat the location and it’s walkability to the many restaurants that Belmont has to offer as well as IX Park & Belmont Park. This 3 bedroom, 2.5 bedroom home offers separate spaces (and

4.96 out of 5 average rating, 344 reviews

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.

4.97 out of 5 average rating, 381 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!

4.98 out of 5 average rating, 125 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

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

Superhost

Home in Woolen Mills

4.95 out of 5 average rating, 441 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.

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.

4.97 out of 5 average rating, 149 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.

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.

4.98 out of 5 average rating, 173 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.

5 out of 5 average rating, 196 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 house rentals in Charlottesville

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Wintergreen Resort

4.97 out of 5 average rating, 120 reviews

Cliffs Edge -A Contemporary Mountain Home

4.98 out of 5 average rating, 133 reviews

The image displays a hot tub surrounded by lush greenery at dusk. String lights illuminate the area, creating a soft glow. Adirondack chairs are arranged on a wooden deck, providing a comfortable space for relaxation near the hot tub.

Home in McGaheysville

Luxury Retreat~Hot Tub~Sauna~Game Rm~2 King Suites

4.96 out of 5 average rating, 233 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

Private Pool Opens April 1 - All Year Hot Tub

5 out of 5 average rating, 121 reviews

Home in Massanutten

Top 1% Shenandoah Family Vacation w/ Pool Access

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.

4.94 out of 5 average rating, 154 reviews

Farmhouse on Working Vineyard

4.98 out of 5 average rating, 158 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

Home in Wintergreen Resort

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.

4.97 out of 5 average rating, 227 reviews

Hottub Ski InOut Renovated Chalet Lower Tyro Slope

4.9 out of 5 average rating, 121 reviews

The open living area features high ceilings and large windows, allowing natural light to enhance the space. A comfortable seating arrangement includes a sofa and two armchairs, while an adjoining kitchen is visible in the background, equipped with modern appliances.

Home in Nellysford

Mountain Bauhaus | Sleeps 8 | Amenities | Grill

Weekly house rentals

5 out of 5 average rating, 163 reviews

Charlottesville-Close to UVA & Downtown, Wineries

4.95 out of 5 average rating, 465 reviews

A welcoming entrance to the duplex is highlighted by a stone pathway leading to a wooden porch. Lush greenery surrounds the porch, with shrubs and trees providing a serene atmosphere. The sky is partially cloudy, adding to the tranquil outdoor setting.

Home in Madison

Unit A-Mountain Retreat- SAUNA-Hiking-Wineries

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.

4.97 out of 5 average rating, 115 reviews

The Venable - A Gorgeous Home in the Heart of UVA

An inviting outdoor space features a hot tub surrounded by a spacious deck, with mountain views in the background. A large dining table with wooden chairs is positioned indoors, complemented by a fully-equipped kitchen visible in the adjacent area. A cozy fire pit with adirondack chairs provides a warm setting.

4.99 out of 5 average rating, 145 reviews

Hot Tub, Firepit, Mtn Views, Walk to Coffee & Park

Home in Jefferson Park Avenue

A newly constructed house presents a modern facade with blue siding and white trim. A covered porch offers seating, surrounded by manicured shrubbery and flowers. The driveway leads to a spacious garage, while lush green grass enhances the inviting exterior setting.

4.98 out of 5 average rating, 168 reviews

Luxury Home *Steps* from UVA, the Corner, Wineries

4.97 out of 5 average rating, 214 reviews

A charming white home features dark shutters and a bright yellow front door, framed by colorful foliage. Flags are displayed at the entrance, and a well-maintained lawn enhances the welcoming appearance. The path and landscaping lead to a warm invitation for guests.

Home in Crozet

Crozet Casa, Hot Tub, Fire Pit, Wine & Beer, PEACE

A contemporary two-story house features a gray exterior with multiple windows of varying sizes. The front porch is accessed by a small set of stairs, and a blue front door adds a pop of color. A driveway accommodates a parked vehicle beside landscaped bushes.

5 out of 5 average rating, 108 reviews

Downtown living

4.97 out of 5 average rating, 176 reviews

Lewis Catherine House + free yoga session

Private house rentals

5 out of 5 average rating, 98 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 Cape Cod-style home is set on a spacious green lawn, framed by trees showing autumn colors. The wrap-around porch is visible, with steps leading to the entrance. Soft morning light illuminates the house, highlighting its architectural details.

4.98 out of 5 average rating, 173 reviews

The Inn at Blue Mountain Brewery

4.99 out of 5 average rating, 70 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

5 out of 5 average rating, 28 reviews

Stylish Home Minutes to UVA, Hospitals, & Downtown

4.94 out of 5 average rating, 133 reviews

The Ordinary is surrounded by a spacious lawn, framed by trees and greenery. A small outbuilding is visible to the left, while the house features a welcoming porch and a pitched roof. Natural light brightens the exterior, emphasizing its classic Virginia charm.

Home in Barboursville

Historic 1790 House Near Charlottesville

4.97 out of 5 average rating, 144 reviews

The exterior view showcases a modern blue house set against a backdrop of lush green hills. A wooden deck extends from the home, providing access to outdoor space. The gravel driveway is lined with a rustic split-rail fence, enhancing the natural feel of the surroundings.

Home in Nellysford

Llama Loft | Fire Pit | Fenced Yard | Nelson 151

A bright bedroom features a spacious bed layered with white bedding and a navy throw blanket. Two bedside tables with lamps are positioned next to the bed. Natural light enters through two windows, and a colorful artwork of the Eiffel Tower decorates the wall above.