Pet Sitting & Drop Ins in Longwood Dr, Charlottesville, VA
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Loving pet sitters in your neighborhood
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1. Penny H.

“Penny was fantastic doing drop in visits and walks for my two dogs! They are a rambunctious pair and she seemed to handle it all with ease. Plan to utilize her services again in the future if she's game!”


2. Katie I.

“Katie was wonderful! She took great care of my cat while I was away. She followed instructions perfectly and provided great updates! Would definitely get her again!”


3. Maura D.

“Very prompt and willing to come at the last minute. Really helpful.”


4. Danielle C.

“Danielle is incredible. In a last minute pinch she helped care for my animals. She came over the day of my request just to meet them and every single one of them, including my anxiety riddled shiba rescue took to her immediately. She is intelligent, compassionate, and did an absolutely incredible job. Highly recommend.”


5. Rhiana Q.

“So sweet, reliable, & communicative- exactly the person you’d want taking care of your precious pets when you’re away. Thank you so much for doing such a stellar job!”


6. Carolyn & Jeremy C.


“Carolyn was incredible! She was communicative, helpful, and clearly very experienced with animals. She took wonderful care of my 2 cats and dealt with my cat who is newly on anxiety medication (and doesn’t take nicely to having a stranger stuff a pill down his throat) so well!! I would absolutely use her again the next time I go out of town! :)”


7. bailey l.

“Bailey did a great job with our boys! She arrived on time and spent time loving on our boys. We even added a last minute request to bring in some mail that needed to be refrigerated. Great experience. Will definitely recommend and have her come back anytime”


8. James B.


“James was terrifically prompt and communicative! Hhe took excellent care of my dogs who were stressed after moving in to a new house and was flexible about the things that came up because of it. I am very grateful!”


9. Stevie M.


“Stevie has been an amazing sitter for our Chloe bunny. She is on time, and very interactive and loving during her visit. I would definitely recommend Stevie to others!”


10. Kirtly R.


“Kirtly was absolutely fabulous with letting our puppy ember out! Ember got all her energy out and was so happy when I got home every day. Will definitely use again!!”


11. Josephine B.

“Josephine is excellent, very reliable and caring. She sent me detailed reports and photos every day, so I could relax knowing my dog and cat were in good hands while I was away.”


12. Cailyn D.
About: Hello everyone! Im cailyn, im new to charlottesville. I just moved from New Hampshire and would love to care for your furbaby! I started Rover in New Hampshire and want to continue 😃 have always had dogs growing up, my family had a husky. Now we have our family dog Georgia. I have taken care of dogs helping my moms friends dogs/ birds before for upto a few weeks taking care of them, includes giving them a bath, feeding, taking them for a walk and to meet their standards. Im working a fulltime Job currently but i can help out afterwards and sometimes on weekends. I work a normal 8-5 shift at a daycare. I can give your dog company with my family dog Georgia, shes wicked friendly, being vocal and loves company from other dogs. I am very focused when it comes to doing what needs to be done to make sure your pup has the right attention and needs.




13. Emilee K.

“Did a great job!! Responsive and sent us pictures of our little monsters. Was patient with our annoying feeding plan. Would happily hire her again.”


14. Robert H.

“Mitch went above and beyond caring for our animals while we were away for the holidays and was even flexible with adding an extra day when we decided to extend our trip. Super sweet with our animals and took great care of our home. Would definitely recommend!”


15. Alexa R.

“I couldn't have asked for a better pet sitter for my cats! Alexa went above and beyond to make sure they were happy, well-fed, and loved while I was away. I received regular updates and photos, which gave me so much peace of mind. It's clear she genuinely cares about animals, and I returned to two very content kitties. I highly recommend Alexa to anyone looking for someone trustworthy and compassionate to care for their pets!”


16. Emily A.

“Emily was a fantastic sitter! She made sure to send updates and pictures of my cat and communicated with me throughout the booking!”


17. Nathan L.

“Nathan was terrific - great communications and really positive about time with Winnie. Really appreciated the contact and follow up”


18. Scott S.
About: I'm an active guy who enjoys being outside with a dog friend. If your dog needs extra exercise, I would love to run with your dog for an additional fee(message for details). If you are interested in boarding, you can be assured your pet will not get lonely and will receive plenty of attention as my full-time job is remote. Plenty of time for walks and scratches that way! Since I work remotely, I am available for walks and scratches all day. Your dog will get plenty of exercise. I also believe in crate time, so your dog will have the opportunity to relax in its own space in intervals throughout the day. I have fostered dozens of dogs over the years ranging from puppies to senior dogs. Most importantly, I've fostered those dogs alongside my two dog buddies, George and Penny. They are great with other dogs and I'm capable of managing the change in dynamics . I do not have a fenced yard, but your dog will receive several long walks a day. I cannot over outdoor, leash-free playtime on my property. However, my neighborhood has a dog-park I could use if you wish.


19. Sloan K.

“Sloan did a great job caring for our 2 guinea pigs! She sent detailed updates and pictures and sent messages whenever she had a question or concern. Would definitely hire her again!”


20. Caroline D.

“Caroline truly went above and beyond what we'd expected for a dog sitter. She came a few days beforehand to meet Rusty and get familiar with him so that when she arrived on the day, he was eager and excited to see her ( ie. get cuddles, playtime, food and a walk outside. She also graciously sent us pictures and regular updates on Rusty. Overall she was friendly, interesting -- be sure to ask about her connection to the movie Top Gun Maverick :), timely, thorough and clearly a dog lover. I think Rusty made a friend for life. We'll definitely be asking Caroline to watch over our pup again.”
How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Longwood Dr on Rover as of Jun 2025 was about $23 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.
Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Longwood Dr.
Rover makes it easy to find Longwood Dr pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
