Ideally located on a quiet residential street across from a city park, but with easy access to downtown Charlottesville and UVA, this charming and well-cared for 3-bedroom cottage will be the perfect home base during your time in Charlottesville. The expansive backyard provides a relaxing respite from a busy day, while the walkable location affords you the chance to explore the city on foot. Wonderful memories await you here on Chesapeake Street!
Available for stays of 30+ days.
Walk in the front door and you`ll find yourself in the living room, dining area and kitchen. Beyond that you will find the first two bedrooms, and then the full bathroom, third bedroom/den, and spacious laundry room/flex space. The spacious backyard awaits you outside, with a storage shed and off-street parking!
You will have access to the whole house and storage shed as well!
I live close by and am happy to help with anything you need, but always respectful of your privacy!
Security Hold Notice
Please note for reservations booked and paid for through VRBO, a $500 temporary hold will be placed on the credit card on file prior to checkout in place of a traditional security deposit.
This is not a charge—it is simply a temporary authorization. The hold will be automatically released within 4 days after your departure, provided no damages or issues are reported.
If anything is identified after your stay that may require using a portion of the hold, we will contact you directly before any charges are processed. Cancellation Policy Details
Please note that all cancellations are subject to a 5% processing fee to cover non-refundable payment costs incurred at the time of booking.
If we are able to rebook the cancelled dates, we are happy to refund any recovered amounts (less the processing fee).
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House Rules
Check in after 3:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children
Adults only
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Events
No events allowed
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Pets
Pets allowed
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Smoking
Smoking is not permitted
Cancellation Policy Details
Important information
You need to know
Property # 4896182vb
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
About the area
Charlottesville
Woolen Mills, a neighbourhood in Charlottesville, is home to this holiday home. Historic Court Square and The Jefferson Theater are local landmarks, and some of the area's attractions include Virginia Discovery Museum and Charlottesville Ice Park. Looking to enjoy an event or a game while in town? See what's going on at John Paul Jones Arena, or consider a night out at Pippin Hill Farm & Vineyards.
Charlottesville, VA (CHO-Charlottesville-Albemarle) - 25 min drive
Restaurants
Guadalajara - 14 min walk
Beer Run - 8 min walk
Lazy Parrot Backyard Barbeque - 3 min drive
Decipher Brewing - 14 min walk
Red Lantern - 10 min walk
Frequently asked questions
Is Charming Downtown Parkside Cottage pet-friendly?
Yes, pets are allowed at this property.
How much does it cost to stay at Charming Downtown Parkside Cottage?
As of 12 May, 2026, prices found for a 1-night stay for 2 adults at Charming Downtown Parkside Cottage on 10 Oct, 2026 start from S$179, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Charming Downtown Parkside Cottage?
On-site parking is available at the property.
What time is check-in at Charming Downtown Parkside Cottage?
Check-in begins at 3:00 PM.
What time is check-out at Charming Downtown Parkside Cottage?
Checkout is at 11:00 AM.
Where is Charming Downtown Parkside Cottage located?
Located in Woolen Mills, this holiday home is within a 15-minute walk of Downtown Mall and Ting Pavilion. Historic Court Square and Albemarle County Court House are also within 1 mile (2 km).