House holiday rentals in Charlottesville

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.

4.98 out of 5 average rating, 130 reviews

Mountain Mama- Amazing Views! + Hot Tub!

MOUNTAIN MAMA - The home for gorgeous Blue Ridge Mountain views : ) Situated on a graceful 26 acres minutes off Rt. 151, our mountainside home is nestled within the beautiful Rockfish Valley and offers incredible views from every window in a truly unique and newly renovated home. Enjoy sunsets over 3600’ Humpback Mountain due west and sunrises lighting up the valley ridges. If you need time to be inspired by nature’s beauty, this home offers a rare breath of fresh air! Book your stay today!

ValueLocationCheck-in

4.97 out of 5 average rating, 147 reviews

A modern house is nestled within a lush forest, partially hidden by tall trees. Large glass windows reflect the surrounding greenery, while a spacious deck extends from the structure, offering a view of the forest floor. The entrance is accessed via a gravel pathway.

Home in Dyke

Moss Vineyards Lodging

We welcome you to our new modern house (2020) located on 52 private wooded acres, adjacent to our winery and the Blue Ridge. Designed and built by award winning Architect and wine maker, Barry Moss, it is gorgeous inside and out. Decks overlook the river, forest and mountain farms. A path leads down to the river beach. Walk up to the top of the mountain and experience the best wines and views of any winery in Virginia. Modern interiors with wood floors, granite counters, and tiled bathroom.

ValueFamilyAccuracy

4.93 out of 5 average rating, 311 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

LocationFamilyTV

4.98 out of 5 average rating, 132 reviews

Rooftop*Mountains*Lake/Near Monticello/DT/Wineries

Spacious modern house with a brand new rooftop deck overlooking Carter Mountain and Monticello. Two spacious primary bedroom suits (one on each floor) with attached decks, plus additional two bedrooms and a full bathroom on the 2nd floor. Located in a quiet neighborhood. Backs up to a lake for beautiful views from each level and tranquil environment. Convenient location - minutes away from Monticello (2 mi/4 min), downtown (2.5 mi/6 min), UVA (3 mi/9 min), wineries (3.5 mi/5 min+) & breweries.

LocationFamilyKitchen

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.

4.99 out of 5 average rating, 107 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.

LocationFamilyKitchen

5.0 out of 5 average rating, 239 reviews

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.

FamilyLocationAccess

4.96 out of 5 average rating, 356 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.

FamilyValueHospitality

4.97 out of 5 average rating, 395 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!

LocationFamilyView

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.

4.98 out of 5 average rating, 152 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

LocationFamilyLaundry

Superhost

4.94 out of 5 average rating, 461 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.

ValueFamilyWi-Fi

The exterior view of a house showcases a welcoming front porch with two white chairs positioned against a wooden panel. A round clock adorns the wall above. Lush greenery and flower planters frame the entrance, while a paved pathway leads toward the front door.

5.0 out of 5 average rating, 100 reviews

Unit 2_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.

FamilyLocationGetting around

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.

4.97 out of 5 average rating, 187 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.

ValueLocationAir conditioning

Popular amenities for Charlottesville house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

4.92 out of 5 average rating, 239 reviews

Pine Lake Lodge

FamilyValueQuiet

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.

4.98 out of 5 average rating, 123 reviews

Rivanna Farm Estate North I Pickleball I Pool

ValueFamilySleep quality

4.93 out of 5 average rating, 253 reviews

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

ValueFamilyQuiet

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, 161 reviews

Farmhouse on Working Vineyard

LocationFamilyQuiet

5.0 out of 5 average rating, 111 reviews

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

Game Room+Screen Porch+Hot Tub+Fire Pit on 151

FamilyLocationComfort

4.89 out of 5 average rating, 130 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

FamilyValueCondition

4.97 out of 5 average rating, 107 reviews

A spacious dining area features a large wooden table set for twelve, surrounded by black chairs. A decorative light fixture hangs above, and a green accent wall complements the room. Shelving displays decorative items, adding character to the inviting space.

Home in Nellysford

Twin Ponds | King Beds, Hot tub, Game Room, 75" TV

FamilyLocationComfort

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, 238 reviews

Hottub Ski InOut Renovated Chalet Lower Tyro Slope

FamilyValueParking

Weekly house rentals

A cozy living area features a mix of comfortable seating, including two armchairs and a sofa with vibrant cushions. A wooden coffee table occupies the center, resting on a patterned rug. Large windows allow natural light to fill the space, complemented by wooden accents and a ceiling fan.

4.96 out of 5 average rating, 430 reviews

Beautiful Sunny 1 bedroom Home In Charlottesville

LocationFamilyCondition

4.96 out of 5 average rating, 384 reviews

The Brew Ridge Trail's Most Unique Home. Sleeps 12

LocationFamilyBackyard

A stylish primary suite features a spacious bed adorned with soft linens and a textured purple throw. The cozy living room displays comfortable seating arranged around a modern fireplace, with a large Smart TV mounted on the wall. The kitchen offers contemporary appliances and ample counter space for meal preparation.

4.98 out of 5 average rating, 102 reviews

Premium 3BR, Ensuite Bathrooms, Walkable Location

ValueFamilyQuiet

4.99 out of 5 average rating, 154 reviews

Downtown Retreat | Fenced Yard + Pets Welcome

FamilyLocationSleep quality

4.93 out of 5 average rating, 138 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

FamilyValueBreakfast

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.

5.0 out of 5 average rating, 208 reviews

Cavalier Cottage-3 BR/Bath, Calm Amid UVA Grounds

FamilyLocationAmenities

A spacious living area features natural wood paneling and a mix of modern and vintage furnishings. Soft light from pendant lamps highlights a green sofa and an orange chair. Plants are strategically placed, adding a touch of nature to the inviting atmosphere.

4.83 out of 5 average rating, 209 reviews

Charming Belmont / Downtown cottage

ValueFamilyAir conditioning

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, 119 reviews

The Venable - A Gorgeous Home in the Heart of UVA

FamilyLocationComfort

Private house rentals

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.

4.95 out of 5 average rating, 143 reviews

Scenic Private Farm House Great for Large Groups

LocationValueHiking

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.

4.93 out of 5 average rating, 149 reviews

Avon House | Bright Large Family Home

FamilyLocationQuiet

A cozy brick house features a welcoming front deck set against a backdrop of lush greenery. A large window is visible, allowing natural light to fill the interior. Flowering shrubs and tall grass surround the entrance, highlighting the home's inviting exterior.

4.96 out of 5 average rating, 224 reviews

Cozy 3 bedroom home near UVa and Downtown Mall.

LocationValueCleanliness

4.9 out of 5 average rating, 116 reviews

Cozy Downtown Cottage!

FamilyLocationNearby

The modern cottage features a light-colored exterior with large windows and a red front door. A wooden deck extends from the entrance, surrounded by lush green grass and trees displaying autumn leaves in shades of orange and yellow.

4.98 out of 5 average rating, 114 reviews

Cottage at Mountain View Meadow

LocationFamilyAmenities

4.93 out of 5 average rating, 166 reviews

A bright bedroom features a spacious bed adorned with coral floral bedding. Two bedside tables with lamps are positioned on either side, providing soft illumination. Above the bed, three narrow windows allow natural light to fill the room, creating an airy atmosphere.

Home in North Downtown

The Carriage House at Wine Cellar Circle

ValueLocationBathroom

An outdoor fire pit area is surrounded by gray Adirondack chairs, set on a gravel base, with a scenic view of the mountains in the background. A spacious lawn features trees and flowering plants, creating an inviting space for relaxation and gatherings.

4.93 out of 5 average rating, 148 reviews

Farmhouse on 151 w/ Firepit, Huge Yard, Mtn Views

LocationFamilyOutdoor spaces