Sunny and spacious living room - enjoy the art, cozy up with a book!Living room

Entire home/apt

4 Guests

2 Bedrooms

2 Beds

Entire home/apt

4 Guests

2 Bedrooms

2 Beds

Please set the number of adults.
Please set the number of children.
Ages 2 - 12
Please set the number of infants.
Under 2
4 guests maximum. Infants don’t count toward the number of guests.
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About this listing

Enjoy a welcoming home-away-from-home in Midtown Charlottesville - located in close proximity to the University of Virginia, Downtown Charlottesville, historic Monticello and a plethora of shops, restaurants, music venues and parks.

The space

Charming 2 BR/1 BA bungalow in Midtown Charlottesville - a mere 15 minute walk from the Downtown Mall and the University of Virginia and a 5 minute easy walk from the Amtrak Station and the free Charlottesville Trolley. The Do Drop is a charming house with a cozy, cottage-like feel offering a Master Bedroom with King Tempur-Pedic bed, a guest bedroom with a full bed, full kitchen, washer and dryer and 2 TVs with Directv plus a Roku player and Amazon Fire Stick.

You'll enjoy the original artwork, eclectic sense of style and luxurious bed and bath linens.

The Do Drop Inn has a wonderful private, secret garden in the heart of the city that we have been lovingly cultivating for over ten years.

The Do Drop is located within walking distance or $5-$10 cab or Uber ride from multiple Midtown restaurants including Maya, Bella, 3Penny Cafe, Continental Divide, Blue Moon Diner, Orzo, Public Fish & Oyster, Oakhart Social and all of the wonderful restaurants on Charlottesville's Downtown Mall: The Alley Light, The Fitzroy, C&O, Tempo, Commonwealth and Sky Bar, Fleurie, Mono Loco, Bang, Now and Zen, The Bebedero, Downtown Grill and many more! The Downtown Mall is also a great place to see a show at the Charlottesville Pavilion, The Jefferson Theater, the Southern Music Hall, Live Arts or The Paramount Theatre.

A 5-minute walk to Main Street allows guests to catch a free trolley which runs between the University of Virginia Corner and Downtown. Also within 5-10 minute walking of the Do Drop you'll find some terrific restaurants, shops, yoga studio, cross fit studio and spa: MarieBette's Bakery and Cafe, Kardinal Beer Hall, The Juice Laundry, Blue Ridge Cyclery, Timber Creek Market, Pearl's Bakery, JM Stock Provisions & Supply, The Organic Butcher, Maya, Orzo, Oakhart Social Club, Public Fish and Oyster, Continental Divide, Seafood at West Main, Feast, Albemarle Baking Company, The Spice Diva, Opal Yoga, Neroli Spa, Solidarity CrossFit, treadHappy fitness studio and the lovely boutique Eloise.

Local attractions include historic sites such as Thomas Jefferson's Monticello, James Monroe's Ash Lawn Highland, James Madison's Montpelier and a slew of award winning wineries and breweries.

For the activist, the Saunders Monticello Trail and Rivanna Trails are both 10 minutes away and the Appalachian Trail and Blue Ridge Parkway are only a 35 minute drive away.

The "Do Drop Inn" is a charming, comfortable and affordable "home-away-from-home" in one of the loveliest cities in America!

Guest access

wireless internet
full kitchen
Roku player / DVD in Master BR
Amazon Fire Stick in LR
shampoo, conditioner, body wash, toothpaste, hand soap and lotion provided
orange juice and milk, Shenandoah Joe coffee and a selection of teas

Interaction with guests

I'll be available by text or phone throughout your stay if you have any questions or need anything!

Other things to note

We consider children of walking age as guests - if bringing a toddler who will be walking at the time of your visit, please enter that person as a guest when requesting. Please let us know if bringing a child that is crawling and/or walking so that we may child-proof the home to a certain extent to make ourselves and our guests more comfortable.

Please note that during busy times of the year, we require a 2-night minimum on weekends. During holiday weeks such as Thanksgiving, Christmas or New Year's we may require a multi-night minimum stay.

Business travel
   This listing has essential business travel amenities. 

The space
Accommodates: 4
Bathrooms: 1
Bedrooms: 2
Beds: 2
Check In: Anytime after 3PM
Check Out: 12PM (noon)
Room type: Entire home/apt
Self check-in: Lockbox


Extra people: $25 / night after 2 guests
Cleaning Fee: $60
Security Deposit: $100
Weekly Discount: 20%
Weekend Price: $185 / night
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House Rules
No parties or events
Check in is anytime after 3PM

Please treat my home like you would your own.
Well behaved dogs are the only welcome pets - PLEASE NOTE THAT DOGS MUST BE PREAPPROVED BEFORE YOUR STAY.
No guests of guests please.
Smoking is allowed outside only on the back patio. Fires are not permitted in the living room fireplace or the patio chiminea, sorry.
Please lock up!
Trash cans and a large green and gray recycling can are located on the right side of the house (when facing the house). A kitchen compost bin is on the back porch with large composting bin in the back alley. Recycling and composting are encouraged.

We have 2 dogs but they will not be at the Do Drop during your stay.



Cancel up to 5 days before your trip and get a full refund, including service fees.

Safety features
Carbon monoxide detector
Smoke detector
First aid kit
Safety card
Fire extinguisher

1 night minimum stay

Exact location information is provided after a booking is confirmed.

174 Reviews

Check In
Corrie User Profile
May 2017
Ann's place was the perfect oasis we needed during our time in Charlottesville. It was clean, homey, and well-equipped. Ann was easy to communicate with, and went above and beyond with her personal touches. The location was ideal - close to restaurants as well as UVA. We hope to come again!

Lonelli User Profile
April 2017
I absolutely loved my stay at Do Drop Inn. The cottage is so incredibly charming. The neighborhood was great - very quiet. Super close to everything you need. Walking distance to bars/restaurants. Modern appliances without losing charm/authenticity. I would definitely stay there again.

Martha User Profile
April 2017
Great location. Very quaint and cozy spot!

Emilie User Profile
April 2017
We thoroughly enjoyed our stay at Ann's! The location is perfect -- just a few blocks from Preston Ave with restaurants, markets and my favorite bakery in the entire world, MarieBette (can't visit C'ville without stopping in for their Financiers, Kougin Amin and the Banana Sourdough), and in the other direction a few blocks from West Main with tons of wonderful restaurants and shops. Just a few minutes drive from the downtown mall in one direction and the University in the other. If you are there over a weekend, the Farmer's Market on Saturday is lots of fun to wander around! Plenty of on street parking in front of the adorable cottage with its welcoming red door and porch swing. The landscaping is beautiful -- all the spring flowers were in bloom when we were there. Loved the home's cozy and eclectic vibe! Not big enough for a large crowd, particularly with just one bathroom, but it had everything we needed for my husband, my daughter and myself to be very comfortable. Ann has thought of just about everything. Whenever I was wondering something, I soon found a note with just the info I needed (ex: the wifi code is in a note on the router) Ann also provided breakfast (coffee, teas, milk, juice, and breakfast bakery items), a bottle of wine and a Dave Matthews CD. So thoughtful! We loved the beautiful patio where we ate several meals and enjoyed the bottle of wine. The living room set-up is not ideal for group TV viewing, one big (very comfy) chair in front of the TV, but we were so busy wasn't an issue for us. Instead we waited till bedtime and made use of the TV in the bedroom. We particularly appreciated that the TVs had Netflix. Lovely weekend at the Do Drop Inn!

Dennis User Profile
April 2017
Centrally located house walkable to most everything. Ann was a terrific host with excellent communication and tasty treats in the kitchen for our arrival. A solid airbnb experience

Monique User Profile
April 2017
If you have allergies that might be exacerbated by staying in an older, dusty home with mold then this is likely not the place for you. We had to cut our trip short due to severe allergies to this home. The location is convenient to downtown, but I wish I had done a street view prior to booking as the neighborhood did not feel overly safe. The owner emailed us several days later with a list of complaints which I've never before experienced, nor was I allowed to defend. Overall this was a terrible experience and has made me never want to use Airbnb again.
Ann User ProfileAnn is a superhost.
Response from Ann:
We have been superhosts for several years on AirBnB and have never had any issues nor negative reviews. We pride ourselves on offering a very clean, quaint bungalow in a great location in Charlottesville. Our house is cleaned thoroughly before and after every guest! We never heard one word from the guest until we reached out about an unpaid pet fee and stained linens from their pet. Immediately we received a negative review which we find a bit suspect. Our hundreds of glowing reviews speak for themselves. We take being AirBnB superhosts very seriously and will not be distracted by one unfair review.
April 2017

Donna User Profile
March 2017
We loved staying at Ann's place for the weekend. It was so cozy and comfortable with two bedrooms, a nice living room, dining room, and kitchen. Ann left us a bottle of wine, a Dave Matthew's CD and plenty of goodies to eat. We had a small dog with us and there was plenty of space for the dog to run around in the back yard. The location is close to the UVA campus, the corner, and the Downtown mall. We were in town for my son's concert so we drove to most places but we also took plenty of walks around the neighborhood and felt safe and comfortable. The price was very reasonable for 3 people and a dog and we would highly recommend Ann's house for a wonderful weekend in Charlottesville!

Charlottesville, Virginia, United States · Joined in May 2013
Ann User ProfileAnn is a superhost.

Originally from Birmingham, AL, I have been a happy Charlottesville resident for 15 years. A graduate from the University of the South in Sewanee, TN, I enjoy the outdoors, gardening, live music, theatre, delicious food and wine. Thank you for considering the Do Drop Inn for your Charlottesville stay!

Response rate: 100%
(last 10 contacts)
Response time: within an hour