Stay Charlottesville
Executive & Vacation Rental Homes in Charlottesville, VA Live Like a Local!
Nightly, weekly, and monthly rentals of Charlottesville's best carriage houses, condos, apartments, and historic homes.
05/01/2026
graduation is coming soon.
Plans change… and every now and then, graduation timelines do too.
There are individual room bookings at The 200 South Street—one of the most unique stays in Charlottesville.
Think a beautifully restored historic estate, pool access, and a location just steps from the Downtown Mall—close to everything, but still tucked away.
Book yours or send to someone still searching.
Link in bio → search The 200 South Street (individual room listings)
📸 aerowingva
https://www.staycharlottesville.com/uva-and-surrounding/
04/21/2026
Cabell Cottage 🤍
Tucked along scenic Garth Road and surrounded by forest views, this cozy guest house feels like a true retreat — quiet, comfortable, and full of charm. Skylights fill the space with natural light, while the wood-burning fireplace and screened-in porch make it easy to settle in and stay awhile.
Spring and summer here are especially beautiful, with lush greenery all around and peaceful mornings that feel a world away — yet you’re just 7 miles from UVA and downtown Charlottesville. Sleeps 5.
July availability is open if you’re planning a summer escape.
Learn more, or book your stay...
https://www.staycharlottesville.com/property/cabell-cottage/?adults=2
04/17/2026
As the weather warms up, downtown Charlottesville really comes alive — think Tom Tom Festival, Fridays After Five, concerts at the Pavilion, outdoor dining, and long evenings out. It’s one of the best times to be here.
If you’re planning a visit, the Jefferson Guest House is the perfect home base, and still has some weekend availability left in June and July. Just blocks from the Downtown Mall, this beautifully restored home blends historic charm with modern comfort — with space for up to 10 guests (bring your crew).
Enjoy a chef’s kitchen, private patio, and refined interiors, plus exclusive access to Common House for co-working, dining, and rooftop views. Part of The 100 Collection™, this home meets the highest standards for quality, care, and experience.
Learn more or book...
https://www.staycharlottesville.com/property/jefferson-guest-house/?adults=2
04/02/2026
Escape to the Cottage at Deer Ridge Farm 🤍
Tucked into a private clearing on 220 acres, this peaceful retreat is surrounded by forest and just minutes from Charlottesville’s wineries, history, and downtown charm. It’s the kind of place where you can truly slow down — quiet mornings, fresh air, and space to unwind.
Thoughtfully managed and selected to be included into The One Hundred Collection, this home reflects the level of care, quality, and consistency we’re proud to stand behind.
Learn more or book your stay...
https://www.staycharlottesville.com/property/cottage-at-deer-ridge-farm/?adults=2
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Address
100 2nd Street NW, Suite F
Charlottesville, VA
22902