The 200 South Street | Entire Estate (Exclusive Use)

Welcome to The 200 South Street — a quietly untraditional stay.

This property has been selected for inclusion in The 100 Collection™, a global designation awarded to only the top professionally managed vacation rentals based on consistent quality and service.

There are rare moments in life when the setting is just as unforgettable as the occasion itself. At The 200 South Street, you can claim an entire historic inn — all 18 guest rooms, two charming buildings, elegant common spaces, and our newly reimagined outdoor pool — exclusively for you and your guests. When you book a full-property buyout, this private retreat in the heart of Charlottesville becomes entirely yours. Every room, every key, every quiet corner — all reserved for the people you've chosen to share it with.

Whether you’re planning a rehearsal dinner, wedding party, corporate retreat, or family reunion, The 200 South Street offers a one-of-a-kind private retreat in the heart of Charlottesville. When hosting an event onsite, our trusted vendor partners and onsite team are here to help ensure your event runs smoothly, so you can focus on making memories. Please note, if not hosting an event, no staff is required to be onsite.

Reservations for the exclusive use of the entire Estate may be made up to 340 days in advance with a 2 night minimum. We open reservations for individual rooms 60 days in advance. Individual rooms will have a 2 night minimum until 14 days out, within 14 days they may be booked for single nights.

Nestled in the heart of Charlottesville's vibrant historic downtown, The 200 South Street comprises two meticulously restored houses: the stately Main House and the charming Cottage.18 Bedrooms, sleep 42 - ALL with ensuite full bathrooms, Dining for up to 48

The Neighborhood
Nestled in the heart of Charlottesville's historic downtown, our estate is a gateway to the city's best attractions. The famous Downtown Mall, a pedestrian's paradise, is just steps away, home to a mix of eclectic antique shops, boutiques, bookstores, and cinemas.

A short drive will take you to Thomas Jefferson's iconic Monticello or the prestigious University of Virginia.

Local Gems to Explore:

The Jefferson Theater: Catch a show at this historic live music venue on the Downtown Mall.
The C&O Restaurant: A local favorite for fine dining and a romantic atmosphere, located a few blocks away.
Saunders-Monticello Trail: Take a peaceful hike or bike ride on this beautiful trail with stunning views.

This property is highly walkable, with the entire Downtown Mall just a short stroll from your door. For longer trips, Uber and Lyft are readily available. If you plan to explore the surrounding area by car, on-site parking makes it convenient.

Unique Features & Experiences
We've designed The 200 South Street to be a tranquil, self-guided experience. Although there are no on-site staff, our dedicated team is available 24/7 by phone to answer any questions or provide assistance.

Wine Tours: - Discounted hourly rate for our guests available with Monticello Wine Tour & Coach Company

Pool:10 x 20 outdoor pool, 3-5 feet deep

WiFi: Blazing-fast 250+ Mbps WiFi is available for working remotely or streaming.
Parking: On-site parking for 13 vehicles is available on a first-come, first-served basis, including multiple EV chargers.
Accessibility: The property has multiple stairs. Please note this if you have mobility concerns.
Noise: The historic C&O Railroad passes just behind the pool and parking areas.
Cleaning: The property is professionally cleaned with enhanced cleaning protocols between each guest stay. Entire Estate reservations have an $850 cleaning fee included in the rate. This amount is spread out between the number of nights booked

Keurig Coffee Maker