Holiday houses 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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Superhost
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
4.89 out of 5 average rating, 257 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.

Top Guest favourite
Guesthouse in Charlottesville
5 out of 5 average rating, 147 reviews

Historic HomeTract Cottage UVA/Charlottesville/Ivy

Hometract Cottage is a historic one bedroom home (NRHP, circa 1800) centrally located 15 minutes or less from Charlottesville, UVA, Crozet, Monticello, wineries and more. The cottage features ensuite bath, fully stocked kitchen, living/workspace with comfortable sleeper sofa, mature landscaping for privacy, and covered front porch. Hometract is a quiet 3-acre property with terraced garden views. Visit our chicken coop, relax in the hammock, or walk to the garden shop or Duner's restaurant.

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
4.81 out of 5 average rating, 409 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, 236 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 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.
Home in Charlottesville
4.98 out of 5 average rating, 55 reviews

Quiet Charlottesville Townhouse 5 mins from UVA

An idyllic Virginia retreat awaits at this spacious 2-bedroom, 2.5-bath townhome! Relax on the screened-in porch, take a history lesson at Monticello, or enjoy a refreshing beverage at the nearby wineries, cideries, or breweries. After checking out the UVA campus and cheering on the Cavaliers, grill a delicious dinner and curl up next to the fireplace for a movie night. Or, better yet, reconnect with nature under the starry sky in your private yard! Probably not best for young children.

Top Guest favourite
The exterior of the guesthouse is presented, featuring a light gray facade and landscaping that includes manicured grass, shrubs, and colorful flower beds. A brick walkway leads to the entrance, which is framed by large windows and a welcoming front door.
Home in Charlottesville
4.95 out of 5 average rating, 127 reviews

Unit 4 - Luxury King Suite with Private Balcony

Experience luxury and a unique journey through history at Sonsak - a newly renovated guesthouse in Albemarle County. Situated near the esteemed landmarks of Thomas Jefferson Parkway, Monticello, Ash Lawn and Michie Tavern, Ash, Sonsak is in a renowned area of historical significance. The property dates back to 1942 and has since been exquisitely renovated with lavish furnishings and modern amenities.Treat yourself to a stay at Sonsak and leave with lasting memories of comfort and beauty.

Top Guest favourite
An airy studio apartment features a spacious layout with large windows allowing natural light. A cozy seating area includes a light-colored sofa and a round coffee table. A queen-sized bed is positioned beside a writing desk, with additional furnishings arranged for comfort.
Guest suite in Charlottesville
4.98 out of 5 average rating, 169 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
An outdoor tub is positioned on a stone patio, surrounded by wooden fencing. Glass doors reveal a cozy bedroom with warm textiles. Soft lighting enhances the space, while a small table nearby holds two glasses and a bucket, inviting relaxation.
Cottage in Faber
4.99 out of 5 average rating, 164 reviews

Luxury Cottage | Outdoor Tub + Mountain Views

Soak in a private outdoor bathtub beneath the stars, wake to mountain views from your king bed, and open an entire wall of glass to bring the Blue Ridge Mountains inside. Welcome to The Cottage at Perkins Hollow Retreat! Located in Nelson County, just minutes from the Nelson 151 Brew Trail, award-winning wineries, breweries, hiking, and only 25 minutes from Charlottesville, The Cottage is the perfect destination for a romantic getaway, anniversary, honeymoon, or peaceful retreat.

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, 186 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
Home in Charlottesville
4.95 out of 5 average rating, 737 reviews

Tranquil Estate, Cottage, Vineyards and C'ville

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." Pool is available most summer stays. Thank you!

Top Guest favourite
Treehouse in Stanardsville
4.98 out of 5 average rating, 122 reviews

CloudPointe Retreat

Rare Appalachian Treehouse Gem! Luxurious, one-of-a-kind retreat for couples. Elevated tiny house among the treetops, private parking, plush bedroom, sleek bathroom, beautiful kitchenette, loveseat, lounge, private double-level decks, fireside lounging (wood provided), gas grill, and patio with a hot tub! Surrounded by nature, with wineries, hikes, restaurants and shopping all nearby. Please come and relax and revel in the beauty of nature! 4WD is recommended.

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, 620 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 holiday rentals