Vacation rentals in Commonwealth

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Top-rated vacation rentals in Commonwealth

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Top guest favorite
A comfortable living area features a gray sofa adorned with patterned throw pillows. A modern table sits in front, displaying a potted plant and a decorative tray. Colorful artwork hangs above the sofa, while a lamp provides soft lighting in the corner.
Home in Keswick
5 out of 5 average rating, 113 reviews

One Level Living at Shadwell Terrace

Set in the heart of Wine Enthusiast’s Wine Region of the Year, this newly renovated 2-bedroom, 800 sq/ft terrace level flat with separate entrance, is located in a private setting in the Keswick area. Close to Downtown Charlottesville, we are adjacent to Clifton Inn and Glenmore and minutes to Keswick Hall. After exploring many of Virginia’s wineries, breweries, and historical sites, kick your feet up between the trees in the hammock or share your adventures online with our high speed Wi-Fi.

Top guest favorite
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
4.98 out of 5 average rating, 167 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 favorite
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.
Apartment in Charlottesville
4.91 out of 5 average rating, 238 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
4.82 out of 5 average rating, 386 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.

Guest favorite
An open-concept living space is featured, showcasing a cozy seating area with a light grey armchair and a small side table. A dining table with black chairs is visible in the background, along with dark cabinetry and decorative items on display.
Home in Charlottesville
4.98 out of 5 average rating, 128 reviews

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

Spacious modern house with a large furnished rooftop deck overlooking Monticello & Carter Mountain. 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 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 (closest: 3.5 mi/5 min) & breweries.

Top guest favorite
The dark wooden cabin, framed by lush greenery, sits at a hillside location with panoramic mountain views. A deck extends from the cabin, featuring a hanging basket chair. A warm sunset casts a golden hue across the sky, enhancing the serene atmosphere.
Cabin in Free Union
4.99 out of 5 average rating, 202 reviews

Shenandoah Stargazer with Sauna

Stargazer is the perfect place to get away from it all! The stillness and serenity of being nestled in a bird and wildlife sanctuary is so good for your soul. Watch the sunrise from a hanging basket chair at 2700 feet of elevation, or wait for moonrise and toast spectacular star views! Relax in the sauna after a day filled with hiking and an al fresco meal on the deck. Roast s’mores at the deck fire table or over the side yard fire pit. There's magic in the air at this mountaintop retreat!

Top guest favorite
The exterior of a brick house is framed by vibrant autumn foliage, with golden and orange leaves. A pathway of bricks leads to the entrance, and subtle landscaping includes a small tree displaying colorful leaves, contributing to a serene outdoor setting.
Home in Charlottesville
4.95 out of 5 average rating, 101 reviews

Spacious apt/near Charlottesville /UVA/wineries

*Spacious, sunny, 1275sf 2-bdrm apt., 9 ft. ceilings *2 kings or 1 king+2 XL twins; plus wide twin or queen air mattress avail if >4 guests (small surcharge), upon request *cable Wi-Fi *Desk+adjustable chair *15 min to UVA; close to hiking, wineries, breweries, Monticello *15 min to CHO *Panoramic views: rolling hills; lovely woods * landscaped yard; large bluestone patio *Exclusive setting along the picturesque Garth Rd. corridor *12 min. W of town; <1 mile from Foxfield Steeplechaset

Top guest favorite
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, 210 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 favorite
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.
Home in Charlottesville
4.98 out of 5 average rating, 145 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.

Top guest favorite
An open living area features a low stone coffee table atop a vibrant red and patterned area rug. A gray sofa offers comfortable seating, and a small potted plant adds a touch of greenery. A TV hangs on the wall, while a doorway leads to the bedroom.
Apartment in Locust Grove
4.9 out of 5 average rating, 273 reviews

Charming St. Charles

A beautifully renovated basement apartment in a family friendly neighborhood. Two blocks from our neighborhood park, with a connector to the Rivanna Trail. A 30 minute walk downtown, a bus stop one block away, & bike & scooter rentals make it much faster! Easy access to 250 bypass make Downtown & 29 North equally convenient destinations! Perfect for a couple with a young baby or toddler! Guests must acknowledge that footsteps and sound from our living area can be noisy!

Top guest favorite
A welcoming cottage entrance features a covered porch with a white railing, surrounded by lush greenery and colorful flowers. A stone pathway leads to the door, inviting guests into a serene outdoor space with various plantings.
Cottage in Charlottesville
4.99 out of 5 average rating, 187 reviews

Cottage in the Country (close to UVA!)

Stay at our lovely cottage beside Stonybrook stream! Only 2 miles to the city of Charlottesville. You are invited to explore the land and enjoy the brook that runs through it. Guests love the fire pit and large lawn for playing with the kids. The large, covered outdoor entertaining area is for you to use as well! Turn on the party lights and enjoy the evening. A drop in to the Rivanna river is only a mile away at Darden Towe park for tubing, kayaks and more.

Top guest favorite
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.
Home in Charlottesville
4.98 out of 5 average rating, 595 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).

Popular amenities for Commonwealth vacation rentals