Entire home

Charming Downtown Parkside Cottage

Photo gallery for Charming Downtown Parkside Cottage

Exterior
Interior
Outdoor dining
Room
Dining

Reviews

10 out of 10
Exceptional

Highlights

  • Bring your furry friends
    Top-rated for creating memorable stays with your pets.
  • Shop till you drop
    Guests love the location, with top-rated shopping just around the corner.
  • Discover nearby landmarks
    Close to Downtown Mall
3 bedrooms1 bathroomSleeps 6

Popular amenities

  • Onsite parking available
  • Pet-friendly
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue grill

Explore the area

View in a map
Charlottesville, VA
  • Place, Downtown Mall
    ‪13 min walk‬
  • Place, Ting Pavilion
    ‪14 min walk‬
  • Place, The Jefferson Theater
    ‪3 min drive‬
  • Airport, Charlottesville, VA (CHO-Charlottesville-Albemarle)
    ‪20 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 Double Bed

Bedroom 2

1 Double Bed

Bedroom 3

2 Single Beds

1 bathroom

Bathroom 1

Spaces

Kitchen
Garden

About this property

Charming Downtown Parkside Cottage

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).

Add dates for prices

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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.
Map
Charlottesville, VA

What's nearby

  • Downtown Mall - 13 min walk - 1.1 km
  • Ting Pavilion - 14 min walk - 1.2 km
  • The Jefferson Theater - 3 min drive - 1.4 km
  • Paramount Theater - 3 min drive - 1.4 km
  • Charlottesville Pavilion - 4 min drive - 1.8 km

Getting around

  • Charlottesville Station - 10 min drive
  • Charlottesville, VA (CHO-Charlottesville-Albemarle) - 25 min drive

Restaurants

  • ‪Guadalajara - ‬14 min walk
  • ‪Red Lantern - ‬10 min walk
  • ‪Beer Run - ‬8 min walk
  • ‪Lazy Parrot Backyard Barbeque - ‬3 min drive
  • ‪Decipher Brewing - ‬14 min walk

Frequently asked questions

Is Charming Downtown Parkside Cottage pet-friendly?

Yes, pets are allowed at this property.

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).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 3 out of 3 reviews
Rating 8 - Good. 0 out of 3 reviews
Rating 6 - Okay. 0 out of 3 reviews
Rating 4 - Poor. 0 out of 3 reviews
Rating 2 - Terrible. 0 out of 3 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.4/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Amy S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Super cozy home, pet friendly and close to shopping and great restaurants. Clean and well stocked. We would absolutely stay here again.
Stayed 3 nights in May 2026
Verified

10/10 Excellent

Scott H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent, no complaints
Stayed 7 nights in May 2026
Verified

10/10 Excellent

Jennifer B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Charming, clean home within walking distance to the Rivanna Trail, the downtown mall and within minutes of neighborhood restaurants. Firefly and J Bird Coffee are basically in the back yard and easy to walk to. Highly recommend both! Super pet friendly - dogs enjoyed the yard - not fenced. And, a local park was also very nearby - perfect for stretching their legs on a leash. Host was easy to communicate with too. Would stay here again!!
Stayed 4 nights in Jun 2026

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