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.

4.99 out of 5 average rating, 122 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!

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

4.96 out of 5 average rating, 171 reviews

An expansive living area features large floor-to-ceiling windows showcasing a vibrant sunset. A festive tree adorned with lights stands beside the windows, while serene views of a pond and outdoor seating are visible through the glass. Soft furnishings enhance comfort in the space.

Home in Nellysford

Glass House | Mountain & Water Views @ Wintergreen

This custom home at the base of Wintergreen is located 40-minutes from Charlottesville. The waterside setting offers views from living, primary bedrooms, decks and porches, as well as upstairs bedroom and balcony. Large glass walls and sliding doors ensure connection with the landscape. A two-person master-bathroom shower with views of the pond is a key feature of the home's sleek and minimalist design. The home is off of the Rte. 151 beer/wine/distillery trail and nestled beside a golf course.

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

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

4.97 out of 5 average rating, 382 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!

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, 126 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

4.95 out of 5 average rating, 442 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, 174 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.

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 out of 5 average rating, 197 reviews

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, 107 reviews

An outdoor deck features eight dark wood Adirondack chairs arranged around a circular fire pit, creating a cozy gathering space. Scenic mountain views extend into the distance, with warm sunset hues illuminating the sky, adding a serene backdrop for relaxation.

Home in McGaheysville

Epic Sunrise Views • 2 Decks • Game + Billiards Rm

4.99 out of 5 average rating, 134 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, 122 reviews

Home in Massanutten

Top 1% Modern 4BR Shenandoah Escape 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 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, 151 reviews

Bear's Mountain Escape

Weekly house rentals

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

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 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

A modern kitchen is showcased with a central island featuring bar seating. Wall-mounted shelves hold magazines, and a stainless steel refrigerator is located nearby. The entrance door, crafted from wood, allows natural light to brighten the space, contributing to an open and inviting atmosphere.

4.93 out of 5 average rating, 129 reviews

Kid and Family Friendly Downtown

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, 140 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

4.97 out of 5 average rating, 176 reviews

Lewis Catherine House + free yoga session

4.9 out of 5 average rating, 108 reviews

Cozy Downtown Cottage!

Private house rentals

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.

5 out of 5 average rating, 98 reviews

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, 71 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 warm and inviting living space features a combination of comfortable seating, including a patterned armchair and wooden-framed chairs. A light fixture hangs overhead, illuminating the area. A staircase leads to the upper floor, while an open view leads into the dining area.

5 out of 5 average rating, 47 reviews

Quiet Charlottesville Townhouse 5 mins from UVA

5 out of 5 average rating, 28 reviews

Stylish Home Minutes to UVA, Hospitals, & Downtown

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

A spacious deck features two lounge chairs and two wooden rocking chairs, offering a setting for relaxation. The surrounding area showcases lush green mountains under a clear blue sky, with expansive views of the valley below.

4.97 out of 5 average rating, 67 reviews

Mountain Homestead - Hottub, King, Dogs, Gameroom

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.