Holiday rentals in Commonwealth

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Top-rated holiday rentals in Commonwealth

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Top guest favourite
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
4.97 out of 5 average rating, 155 reviews

Wakefield Ct | Private Parking spots | Fast WiFi

BRAND NEW LISITING! 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.

Guest favourite
A charming single-story house is nestled among lush greenery, featuring a gray-shingled roof and white siding. Two windows with flower boxes flank the front door, which is framed by a simple path leading through well-kept landscaping filled with various plants and flowers.
Flat in Charlottesville
4.91 out of 5 average rating, 235 reviews

Terrace apartment with separate entrance.

Guests enjoy exclusive access to the terrace/basement apartment through a separate entrance. The space includes a bedroom (with TV & sitting area) kitchenette, bathroom, and dining area. Guests are also welcome to the living/rec room area, if requested. Our house is very close to UVA main grounds, North Grounds, stadium, lots of shopping and dining, movies, downtown Charlottesville, West Main Area and Vineyards. *My husband, son, dog, cat and I live upstairs, so you may hear us at times!

Superhost
A corridor leads to a recreational space featuring a pool table and equestrian-themed artwork. The wall displays a large image of a horse, complemented by decorative horse motifs. Pendant lighting illuminates the area, while the floor showcases light-colored planking.
Farm stay in Charlottesville
4.84 out of 5 average rating, 362 reviews

Rustling Meadows Nest

Enjoy the peaceful surroundings of grassy rolling hills, magnificent hardwood forest, and riding trails for self-guided enjoyment. An inspiring children and dog friendly environment. Centrally located in the urban ring of historic Charlottesville/Albemarle County, enjoy the option of hoteling your horse at beautiful Rustling Meadows Stable with the best of comforts. 2 Bedrooms with Option of a 3rd Bedroom if desired for extra $48.00 per night. Third Bedroom has full bed w/ twin overhead.

Top guest favourite
A modern dining area features a round marble table surrounded by wooden chairs. A large chandelier with multiple lamps provides illumination above. In the background, an open kitchen is visible with light cabinetry and appliances, complemented by natural light filtering through the nearby window.
Home in Locust Grove
5 out of 5 average rating, 139 reviews

LuxuryOnLocust. 1 mile to downtown.

Where old meets new! We’re a 1950’s brick home, uplifted with the addition of a front porch and an Italian limewash brick finish. Our refurbishment has been a labor of love - we hope you feel at home & love it too! We trust you to please take care of our home and be respectful of our neighbors. Traveling with children? NorthEast Park is an easy 3 minute walk, just two streets away. A walking trail along the Rivanna River is just beyond the end of our street. The CAT bus stop is also nearby.

Top guest favourite
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.
Home in Charlottesville
4.96 out of 5 average rating, 205 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.

Top guest favourite
A serene patio area features a small round table surrounded by two black chairs. Lush greenery and a pathway visible in the background enhance the tranquil setting, with garden views inviting relaxation.
Cottage in Charlottesville
5 out of 5 average rating, 170 reviews

Honey B - Beautiful loft near UVA, Monticello

Best of both worlds! In beautiful nature but close to UVA, Monticello and downtown. Honey B (Honey House 2) has a lofty feel with the footprint of a small house. High ceilings and several skylights allow for light and privacy in the quiet neighborhood, Located on the southwest side of Charlottesville, just 7 minutes to Scott Stadium, UVA campus, and restaurants, 10 minutes to historic downtown mall, Thomas Jefferson’s Monticello and central to many major wineries and breweries.

Guest favourite
A grassy open area is depicted, with a black and white dog lying comfortably on the ground. In the background, several canoes are visible on a trailer, positioned under trees that provide partial shade.
Guest suite in Charlottesville
4.92 out of 5 average rating, 151 reviews

The Brothers Great Room

Your private guest suite is located in Northern Albemarle County Virginia. We cannot allow cats(due to family members with allergies and the extra cleaning required) We are just off of Route 29 with easy access to local venues. The suite is up one flight of stairs. Albemarle County is central to the University of Virginia, Monticello, Montpelier, wineries, craft beer breweries, and wedding venues in the area. Your dogs may run the open areas. Please clean up after your pet.

Superhost
Home in Greenbrier
4.8 out of 5 average rating, 240 reviews

The Hummingbird, a cozy quiet, 2 room apartment

The Hummingbird is a cozy, quiet, apartment in my home. It has a private entrance, is 2 rooms and is perfect for a getaway. It is centrally located in a quiet neighborhood. It is minutes to historic downtown Charlottesville and UVA. Wineries are also easy to get to. I provide a few baked goodies as I have a small on premises bakery where I make scones, quiche and seasonal pies for our local Farmer's Market. It's a wonderful place to enjoy the quiet and privacy.

Guest favourite
An open living area is highlighted by a light-colored sofa and a wooden coffee table. A spiral staircase leads to an upper loft, while a dining table with wooden chairs sits nearby. Large windows provide ample natural light, illuminating the space.
Barn in Charlottesville
4.98 out of 5 average rating, 579 reviews

The Loft at Minor Mill - Private loft apartment.

Our place is a newly constructed barn loft in our 1960's barn. Enjoy beautiful views of the surrounding countryside from large windows and a private balcony. The barn is surrounded by our horse pastures and neighboring fields. Self check in with the key lockbox. This loft is separate from the main house where we live. Private parking and entrance for our guests directly outside of barn loft (this is separate from the main house driveway).

Guest favourite
Flat in Locust Grove
4.86 out of 5 average rating, 203 reviews

Chic Casita – Private Retreat in Heart of Cville

Escape to our newly remodeled Rustic Casita, a cozy one-bedroom basement apartment just minutes from UVA and downtown Charlottesville. Featuring rustic charm with modern touches, it offers a relaxing and comfortable space to unwind. Located in a quiet, safe neighborhood, you’ll enjoy peace and privacy while being close to top attractions, dining, and entertainment. Perfect for a relaxing vacation or getaway.

Guest favourite
The exterior of the cottage features a welcoming entrance with large glass doors flanked by tall windows. A small set of steps leads to a grassy area, where two white chairs and two adirondack chairs are situated among lush greenery.
Tiny home in Charlottesville
4.94 out of 5 average rating, 731 reviews

Oxford Cottage: Cville’s favorite tiny home!

Tiny living done right! Discover 350 sq ft of stylish simplicity in this thoughtfully designed mini cottage. With an airy entry, cozy living area, smart kitchenette, full bath, lofted sleeping nook, and clever storage, it’s perfect for 1–4 guests seeking a relaxed stay—whether for a romantic retreat, work escape, quick stopover, or lively Charlottesville event like weddings, concerts, or triathlons.

Top guest favourite
A bright dining space is showcased, featuring a white table surrounded by wooden chairs. Natural light filters through large windows, highlighting the modern decor. A stylish pendant light hangs above the table, complemented by a decorative centerpiece of fresh flowers.
Guest house in Fry's Spring
5 out of 5 average rating, 183 reviews

Luxury tiny house 3 min from UVA

La Casita is a new tiny home combining modern luxury with central location adjacent to UVA, central to wineries, and 10 minutes from Monticello. La Casita is design built to offer custom furnishings and luxurious touches. We are in the residential pedestrian-friendly neighborhood of Fry's Spring, near I 64. Walk to restaurants and Scott Stadium. Enjoy all amenities including a high-speed internet.

Popular amenities for Commonwealth holiday rentals