
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.

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.

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.

Tucked Away in Central C-ville.
Park your car and leave it there since this flat is a 5 minute walk to Uva, 10 minutes to the downtown mall and less to West Main. It offers a lot of privacy with the help of surrounding trees and a rear entrance (opposite our house). Placed in the rear of our lot, it's perched above our studio/office and interestingly elevated above the surrounding lots and back yards. Completed in March 2022, the apartment includes high end finishes, tons of closet/storage space and no shortage of charm.

Private 2-Bdrm Apartment 1 mile from Downtown Mall
This private, peaceful apartment is ideal for couples, business travelers, small families, friend groups, or those who are looking to stay in a quiet neighborhood close to downtown and UVA. The space is ideal for up to 4 people as there is 1 bathroom, but does accommodate up to 6. While here, enjoy use of a private patio, open (unfenced) yard space, and views of a creek and neighboring chickens! A great place to sit with your morning coffee. The space now includes a kitchen!

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.

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.

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.

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!

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).

Tranquil Estate Cottage + Art Studio
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"

Beautiful, Cozy, Downtown Apt!
Enjoy a stylish experience at this centrally-located place. Beautifully curated apartment with luxury kitchen, tiled bathroom and wonderful deck. It has two split units to keep the place as cool or as warm as you desire. Semi-firm Queen mattress for a perfect nights sleep. A short walk to the Historic Downtown Malls shops and restaurants and The Rivanna River for tubing, swimming, biking, picnics.

2 King + 1 Twin XL Near Downtown & UVA
⭐️Two bedroom lower-level apartment (2 king beds, 1 twin XL, 1 toddler bed, 1 pack-n-play) in a quiet neighborhood near downtown! ⭐️Our guests rave about the excellent value, amenities, & cleanliness! 📍1 mile from UVA Hospital and Downtown Mall 📍1.6 miles from UVA ⭐️No smoking! ⭐️Please read note about the slope to the entrance 🟢The person booking must be present during the stay
Popular amenities for Commonwealth holiday rentals
Other great holiday rentals in Commonwealth

Locust Garden, A North Downtown C'ville Guesthouse

CloudPointe Retreat

The Nest...lovely 2 bedroom apartment in the woods

J&E Hideaway

Burnley Cottage

Carter Street | Walkable Crozet | Pet-Friendly

Quality farm cottage, mtn views, Charlottesville

Central Charlottesville Retreat
Destinations to explore
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- Shenandoah National Park
- Luray Caverns
- Early Mountain Winery
- Downtown Mall
- James Monroe's Highland
- Lake Anna State Park
- Wintergreen Resort
- Frontier Culture Museum
- Prince Michel Winery
- Blenheim Vineyards
- Devils Backbone Brewing Co Basecamp
- Cardinal Point Winery
- Glass House Winery
- John Paul Jones Arena
- University of Virginia
- Monticello
- Shenandoah River Outfitters
- Cooter's Place
- The Rotunda
- James Madison University
- White Lotus Eco Spa Retreat
- Grand Caverns
- IX Art Park
- James Madison's Montpelier




