Pet Sitting & Drop Ins in Woolen Mills, 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 Woolen Mills pet sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Caroline took great care of my cat for a month. I was worried, leaving Luna for so long, but there was no need for worry. Caroline contacted me right away if she had a question. She played with Luna each day, as well as taking care of her physical needs. I would highly recommend Caroline and will use her again.”

“Emily has great attention to detail and clearly cared about Lily’s happiness while we were away. She wrote very detailed notes and added lots of pictures (which we always appreciate). We have been looking for a good dog sitter to use that clicks with Lily and we’re so happy when we found her!”

“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”

“Ed was extremely kind, and took such good care of our boys while we were out of town. We were first time Rover users and he completely put our mind at ease about the whole process. Check-in reports, and pictures were fantastic. We would not hesitate to hire him again in the future. Thank you Ed!”

“Margaret was great with our dog Ace! She made sure he had plenty of fun/ play time in addition to feeding/regular care for him while we were gone. She was open to schedule changes as needed. Would recommend!”

“Danielle took wonderful care of my two cats while I was away. She made sure they had plenty of food, water, and treats, gave them lots of love, and kept me updated the whole time. Her kindness and attention to detail gave me so much peace of mind. I highly recommend her!”

“Alexa took the time to meet my cat ahead of time & spend time w/him during his checkins. She has a lot of experience w/cats & obviously cares about animals. I will be booking her for future checkins. Thank u!”

About: I’m a lifelong animal lover who grew up in a home full of dogs, cats, birds, ferrets... basically ever animal you can imagine. I’m flexible, very experienced, and love staying active—I’m happy to run, hike, play, or just hang out with your pet, whatever they need! Pet care is already a natural part of my daily routine. I care for my own pets every day, so feeding, walking, and playtime are built into my schedule. I have free mornings during the week and weekends. I can be flexible to fit your pet’s needs. Whether in my home or yours, I treat every pet like family. I make sure they are safe, comfortable, and loved. I stick to their usual routine as closely as possible. From feeding and long walks to cuddles, I give each pet the attention and care they need.
“Louisa was very friendly from the beginning and understood our needs for our little Simba. She maintained communication with me at every visit, send pics and videos. Simba was well taken care of.”

“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 ❤️”

“Rachael was wonderful with my pomeranian-chihuahua mix, Dixie, and I came home to a happy dog and a clean house! I was also extremely grateful to Rachael because the alarm was going off in my house and she called me and was able to sort it out over the phone, and calm down Dixie. i honestly don't know what I would have done if she hadn't helped with that. I highly recommend her.”

About: I've been a devoted dog lover and caregiver since I was 14, accumulating over a decade of hands-on experience with our furry friends. From energetic daily walks to cozy overnight boarding, I've done it all. Whether it's a quick potty break, a long adventure-filled walk, or extended stays, I have the experience to ensure your pup receives the best care possible. My years of practice have taught me to understand and respond to each dog's unique needs, making every pet-sitting experience positive and tailored to your furry family member. I'm currently working remotely with flexible hours and have availability throughout the day all seven days. Since I take care of my own dog, I spend at least two hours outside a day and pet care is incorporated throughout my routine. My approach to pet care is tailored to each dog's unique needs, whether I'm caring for them in my home or theirs. I've worked with a wide range of dogs, from anxious and timid to energetic and even aggressive ones that needed special handling. In-home care: I maintain the dog's routine, following your instructions for feeding, medication, and exercise. For anxious dogs, I provide a calm, reassuring presence. For high-energy pups, I ensure plenty of physical and mental stimulation. Home boarding: I create a safe, welcoming space in my home. For dogs needing special accommodations, like those who can't be around others, I provide separate, secure areas. Daily walks and visits: I adapt to each dog's pace and stamina, always attentive to their comfort level and adjusting activities as needed. Regardless of the service, my priority is the dog's well-being and happiness. I'm committed to providing loving, attentive care that respects each dog's individual personality and needs, drawing on my experience with diverse canine temperaments and behaviors.
“Amy looked after our dog for the first time this weekend and she was absolutely wonderful. She asked great questions about meals, walks and our dog's routine and was very thorough in every detail. Amy kept us updated with photos and messages so we never wondered how things were going. Our usually shy dog warmed up to her immediately and I felt completely at ease being away knowing our dog was in such caring hands. We will absolutely work with her again!”

About: With over 8 years of professional pet-sitting experience and a lifetime—50 years—of caring for my own dogs and cats, I bring reliability, compassion, and deep understanding to every animal I look after. I treat each pet like family, ensuring they feel safe, loved, and well-cared-for while you’re away. Whether it’s daily walks, playtime, medication, or simply keeping your pet’s routine consistent, you can trust that they’ll be in capable and caring hands. After retiring from a 25-year career with IBM, I’ve combined my love of animals and the outdoors into something I truly enjoy — pet sitting, dog walking, and pet transport. With 8 years of professional pet care experience and over 50 years of personal experience with dogs and cats, I understand how important it is to have someone you can trust with your pets. I’m dependable, punctual, and treat every animal as if they were my own. When I’m not caring for pets, you’ll find me out hiking and exploring nature. I primarily care for pets in their home, as I have a cat of my own who is particular about her space. I also offer dog walking, feeding, one on one play. I provide pet transport and have a dependable, safe car for any travel needs. I’m reliable, punctual, and treat every animal as if they were my own.
“Lettie was really great with my cat, Sushi, while we were out of town! I know she was well taken care of and got all the pets and loving while Lettie was visiting. Loved getting the updates and pictures of her too. Will definitely be reaching out again for pet sitting needs 😊”

“Christopher is everything you could want in a pet sitter! He doted on my dogs and kept them safe and happy. He was conscientious and reliable, and took great care of the house and all dog-related messes. Also great with communication and flexibility. I would happily work with him again!”

“Natalie has done drop-ins with our Magz a few times now and has been so lovely! She even brought Magz out to play in the snow while my partner and I were both at work. Thank you Natalie!”

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!
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
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 Woolen Mills.
Rover makes it easy to find Woolen Mills 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.



