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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Top rated Longwood Dr pet sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Charlie can be an extra handful being the tiny grumpy old man that he is but Caroline handled him with ease. He really liked her and she sent fantastic updates and pictures and I would trust her with him anytime.”

“Alexa was an amazing sitter and so easy to work with! She was always on time and provided great updates and lots of pics of my cat. Would definitely recommend her!”

“Penny has been great with Bodo! We’re moving out of state and will miss her care so much. She always communicates well and sends great updates and pictures. Bodo will miss you, Penny 🐾”

“Another great experience with Rhiana! Thank you for taking care of our pup and notifying us when he was having some trouble eating. We appreciate your updates and know he’s in good hands with you!”

“Sam was amazing with our Chaos. She was so patient in getting to know him and sat for us for a week and now he loves her!!! Definitely will book again ❤️”

“Karlee is a great sitter! She’s super friendly and responsive to visits. She’s done a great job at doing house visits for my puppy to tire him out and keep him engaged when I’m busy. Would definitely recommend!”

“Mitch was very communicative and on point with drop in visits for my cat Comet. She can take some time to acclimate to new people and she warmed up to him pretty quickly! Would happily book with Mitch again.”

“Danielle was amazing! She gave my mom great peace of mind while we were away on our trip, taking care of a senior cat who was newly on oral and topical medication to help with digestive issues. She even brought in a couple of packages that were delivered while we were gone. We would definitely use her again!”

“Briana is so enthusiastic and caring for our boys. Our dogs love her and she went above and beyond to provide night relief, treats, and care during a particularly challenging summer when our old dog needed her the most. She is a true professional and I'd trust her with my dogs and house any time!”
“Emily is the BEST! This was my first time using Rover and Emily popped up first. Which I’m so happy I clicked on her. She has helped me learn more about my Lucy. I can’t wait to book again!”

“My cat Felix loved Antonia’s drop in visits. He seemed super happy and enjoyed the playtime. You always hate to leave your pets when traveling, but it’s nice to have such an amazing sitter be able to make sure your pet is well cared for.”

“Very communicative, sent us lots of photos of our fur babies, & very accommodating. Loved that she also was willing to do a meet & greet first. We would totally use Amy for her services again!”

About: I’ve been caring for dogs for most of my life and truly love working with them. Since the age of 10, I’ve looked after dozens of dogs, volunteered at multiple shelters, and trained two puppies. I’m comfortable with dogs of all sizes from tiny 8 pound pups to large 100 pound dogs. I would be honored to watch your dog and can promise they’ll receive plenty of attention, care, and love while in my hands. I already have a dog to walk on a daily basis and I am home for most of every day. I will have the free time to take care of your dog to the best of my ability. I have a dog crate, homemade dog house, and an organized 3 story house the dog can stay in and roam around. There is a small front yard and a large area outback for space to walk.
“Absolutely amazing service. I reached out on short notice and Lettie was amazing about getting back to me and doing a meeting with the dogs before my trip. The updates were great and Lettie really went above and beyond on this. I highly recommend Lettie to anyone who needs pet sitting.”


About: I have taken care of dogs for a friend for a few years now. I also have experience with taking care of a local family’s 2 sweet dogs. I have been their go to for a few years now. I also have experience as a pet owner, I grew up with dogs my entire life, at one time we had a pack of 8. My goal is to ease your pet’s anxiety when their favorite person is not there. I will work to make sure your pet has the structure they need, the enrichment they crave, and the love they deserve. I do work full time Monday -Friday 8am-5pm so I am free on weekends and happy to stay with the animals when I’m not working. I can also check in on my lunch hour to ensure they have the restroom breaks they need and the enrichment time. I am very attentive when I am caring for you furry family members. I make sure that they have fresh water and get fed at the correct times. I always send photo updates each time the pets go outside or eat. I am very flexible with what is required if you’re able to be flexible and understanding of my work schedule.
Longwood Dr pet parents share their Rover experiences
Tessa took great care of our cat! She communicated well, was very responsive, and sent us updates and pictures every day so we could see our kitty while out of town. She also handled winter weather issues very well, keeping us informed of her status and getting to our house as soon as it was feasible. We definitely plan to work with Tessa again for future cat-sitting needs!

Emma is absolutely fantastic! She went above and beyond for her first visit with Ruby. She took her out, walked her, and played fetch! She also made sure to follow the instructions I gave her EXACTLY! My puppy absolutely adores her, and I would recommend her to anyone who needs someone reliable, trustworthy, and kind for your pet!

Absolutely amazing service. I reached out on short notice and Lettie was amazing about getting back to me and doing a meeting with the dogs before my trip. The updates were great and Lettie really went above and beyond on this. I highly recommend Lettie to anyone who needs pet sitting.

Nettie was very responsive throughout the booking process and routinely kept us updated on Toby. We loved the pictures that she'd send daily. Toby seemed to really enjoy having her come and visit. Toby has some past medical issues and this was our first time using Rover so we were worried but that quickly went away the first day that she visited him.

Mackenzie took amazing care of my cat, Ellie, while I was away at Christmas! She is detail-oriented and reliable, and most importantly, very caring. Ellie can be shy, but she warmed up easily to Mackenzie. I knew that my girlie was in very safe and capable hands.
Popular requests near you
Select a filter and find qualifying Longwood Dr sitters!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 pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for pet sitting in Longwood Dr is $20
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 Feb 2026 was about $20 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.


















