Holiday rentals in Commonwealth

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Top-rated holiday rentals in Commonwealth

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A charming cottage exterior showcases a green facade with textured wood siding, complemented by a welcoming porch. Outdoor seating is provided by rustic chairs around a fire pit on the lawn. A table nearby offers an inviting spot for dining, set against a backdrop of distant mountains.
Cottage in Crozet
4.9 out of 5 average rating, 241 reviews

Idyllic Cottage Retreat

⭐️ Condé Nast Traveler Approved ⭐️ Cozy cottage nestled on a historic 400-acre Blue Ridge Mountain farm abutting Shenandoah National Park. Every space inside this cozy cottage is creatively styled, with tons of perfectly imperfect charm. Outside, a hammock beneath the elm trees, fire pit and grill, all allow for enjoying the splendor of this peaceful enclave. Excellent day-tripping to many of central Virginia's celebrated wineries and breweries, as well as scenic drives and hiking trails.

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, 395 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
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, 212 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 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, 215 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
Guest suite in Charlottesville
4.98 out of 5 average rating, 162 reviews

Airy loft studio in the woods, 10 min to downtown

Welcome to your private stay in the woods 10 minutes from downtown Charlottesville! Located just off Rte 29 and Rte 250 on 4.7 wooded acres, this guest suite is the perfect home base for a new family as you explore UVA, Shenandoah National Park, and so much more. Ample off-street parking, a private walking trails, baby essentials and a cozy screened in porch await you at this contact-free booking. Your hosts live in the adjacent home, so anything you may need is just a knock away.

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, 189 reviews

Honey B - Beautiful small house 9 minutes from UVA

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.

Top guest favourite
Home in Charlottesville
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.

Top guest favourite
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, 193 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 favourite
Two seated chairs are positioned on a wooden patio, facing a lush green landscape. Surrounding trees create a serene atmosphere, with sunlight filtering through the leaves, enhancing the natural beauty of the wooded setting.
Guest suite in Charlottesville
4.94 out of 5 average rating, 554 reviews

Relax and Breathe In Nature at the Forest Haven!

Retreat from the stress and noise of the world for a while. Come to the Forest Haven where you can enjoy peace and quiet, yet still be just a short drive away from the restaurants and attractions in Charlottesville. Shenandoah National Park and the Blue Ridge Parkway are within an easy drive. This immaculately clean and modern apartment is located in a beautiful wooded setting surrounded by nature and wildlife. Once you get here, you may not want to leave!

Top 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.
Home in Charlottesville
4.98 out of 5 average rating, 602 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).

Top guest favourite
Home in Charlottesville
4.95 out of 5 average rating, 716 reviews

Tranquil Estate, Cottage

Guests consistently say the sunsets alone are worth the stay! We've had anniversary trips, proposals, creative retreats, and gal pal gatherings looking for fun. This area boasts award winning vineyards, gardens and history buffs enjoy Monticello and Montpelier. Our peaceful cottage offers the perfect space for couples, creatives, and anyone craving beauty just 10 minutes from downtown C'ville. *Read "Your Property"

Top guest favourite
A modern kitchen is presented with sleek dark countertops and white cabinetry. An archway provides a view into a well-lit living area. Various kitchen appliances are neatly arranged, with fresh fruit displayed in a decorative bowl. Natural light enhances the bright ambiance.
Home in Charlottesville
4.94 out of 5 average rating, 128 reviews

Greenleaf Grove

Charming 1947 Cape Cod Style home with three bedrooms and two updated bathrooms. The upstairs is big attic space with double bed and private bathroom. Modern kitchen with all new amenities. The home is 1.7 miles from UVA Rotunda and walking distance to parks, restaurants and downtown mall. Open to inquiries about any dates that do not appear open on calendar and price reduction for visits greater than 7 days

Popular amenities for Commonwealth holiday rentals