Pet Sitting & Drop Ins in Willow Oaks, Richmond, 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 Willow Oaks pet sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Jessica was great! Followed all instructions we left, was communicative, and took lots of pics. I appreciate her hanging out with my pup. Will be using her services again. 10/10. :)”


“Arin is fantastic! We had such peace of mind knowing they were dropping in to check on our sick pup while we were both at work, and all of our dogs (even our shy hound) loved them during the meet and greet. They sent multiple photos during the drop in visit and also were so patient and compassionate working with our feral rescue girl. We don’t have an easy pack, but Arin was great with all of them.”


“Highly recommend Elizabeth! She was great with Huey and sent me updates and photos everyday :) Huey was so happy when I came home, and I know that's because he had a great time with his new friend, haha! Would use her again, for sure.”


“Jeff provided multiple days of feeding, cuddle time, walks and loving attention for our dog. The photos he sent helped us feel at ease knowing our boy was safe and happy. We appreciated his responsibility and updates!”


“Sophie did an amazing job with Pepper! Pepper is a people lover dog and can come off very intense. Sophie was kinda to my dog and I could tell by the way Pepper acted when I came home. Sophie was flexible, communicated well, took photos, did all that i asked when it came to Peppers needs, and gave great notes throughout her time with Pepper. I really appreciate you Sophie for checking in on my pup while i was gone and showing her love! I would highly recommend you to anyone. Once again thank you☺️”


“Cat is an amazing sitter! She takes great care of my puppy and is very accommodating with her times. She is reliable and best buds with my little puppy girl. A must book if you’re looking for somebody to treat your dog like you would!”


About: I may not have a lot of pet experience but when I love something, I do it 110% I work full time in mental health /substance use and as you can imagine, my day to day is extremely stressful and I talk to rude people with a smile on my face. But around animals, it’s a real smile. They love us so unconditionally and do so much for us, how can you not give your pet the world and them some after that? All I want to do is make sure every animal feels love, safe and happy. I work 4, 10 hour days a week and 3 days off. I can easily squeeze in multiple drop ins, walks, and house sitting on my days off which are Wednesday, Thursday, and Fridays. Even a small overnight could be possible. I also work from home often. Sundays are my guaranteed work from home day so I can find drop in or walk times. As well as house sitting on Sundays! Saturdays, I’m off earlier, clock out by 6:30, so I can definitely squeeze in a night drop in or 2. Monday’s and Tuesdays are my “in office all day” days so I wouldn’t be able to do anything those 2 days, but every other day, I can work something out no problem! I try my best to not break their routine. I have a pretty good understanding of animal body language and I can tell when they are stressed or overwhelmed. Me being a stranger to them, can already have them slightly stressed. So the best thing I can do for them is to continue doing what they already know.

“Kay was a wonderful cat sitter to our sweet girl. She was responsive, responsible, and connected well with our kitty Cleo. Would definitely recommend her to others!”


“Kaylee was amazing! Last minute we needed a sitter for our dog and she was super responsive and fit us in on a busy holiday weekend. We had a meet and greet and my dog was immediately attached to her! She sent pictures with each visit and kept us updated on how our dog was doing! She was really the best! I will book with her again in the future 😊”


“Jordan helped me with my dog last minute and has great communication, service and dependability. I felt very comfortable having her care for my dog and she did a great job w/ everything. Highly recommend!”


“Abigail was great! Punctual, detailed updates, and was able to give insulin shots to our recently diagnosed cat. Would definitely use her again.”


“Erin was great with our dogs and very attentive to their needs. We have 2 dogs, 1 old and the other is crazy, she handled both with ease. We’d request her again and recommend her services!”


About: I was born and raised with pets in the home all my life including dogs, cats, birds, rabbits and fish. I have a rescue German short-haired pointer/blue heeler mix who I have had for about 8 years and she is my everything. I have pet sitted dogs such as Golden Retrievers, Mini Chihuahuas, Huskies and Boxers in the past for family, friends and neighbors, from puppies to seniors. I consider myself to be very detail-oriented and intuitive, and will make sure that your pet is spoiled and treated just like my own (who is my child). I’m currently available during the weekdays and weekends for sitting, drop-ins and walks. I am not currently working at the moment so I have a flexible schedule. My dog has free range in my home (her bed and the couch are her favorite spots), but am comfortable with crating, using pee pads and baby gates if need be, whatever your routine is!

About: “Good enough” care isn’t good enough for your pet. You deserve someone who communicates, follows through, and doesn’t treat your pet like a side hustle. Someone invested in keeping your pet safe, happy, and stress-free while you’re away. And the experience to do it even in unexpected circumstances. As the pet parent to a medical fragile dog myself, I know how hard it is to trust a stranger with the furry members of your family. I’m a lifelong dog person and a first-time Rover-er, but not new to responsible, informed care. I have hands-on experience and professional training in leash skills, fear-free methods, enrichment, and working with anxious, spicy, or high-energy pups. I work from home and have a flexible weekday schedule. I’m fully available for walks and drop-ins Monday through Friday before 4pm. I also have some evening and weekend availability (just check the calendar). Once we’ve gotten to know each other, I do offer house sitting and boarding for existing clients who need ongoing support. These days I live with a clingy rescue pit and the occasional foster dog. I volunteer regularly at RACC, walking dogs of every size, breed, and temperament—from skittish lapdogs to 100-lb giants trying to live out their sled-dogs fantasies. I’ve completed training in dog handling and behavior, and I have plenty of experience with pups who need a little extra patience, skill-building, or positive-reinforcement structure. Whether your dog needs routine and predictability, leash training, desensitization, enrichment, or just a cozy check-in and some companionship, I tailor care to fit them (and you). Communication is a big deal to me You’ll always know how things are going, and yes, there will be photo updates. Possibly too many. You’ve been warned. If you’re looking for someone who shows up, tunes in, and gives your dog the love they deserve while you’re away. I’m your person. Can’t wait to meet your good boy or girl (or little menace with a personal vendetta against the Amazon driver). I work part-time with a lot of weekday flexibility, especially before 4 pm. Some evening and weekend availability too. If possible, I'd love to meet your pup before we become best friends. Your dog’s care is always tailored to their personality, needs, and your preferences. If they thrive on routine, we’ll stick to their neighborhood route like clockwork. If they need leash practice, we’ll focus on skills. If they need more mental stimulation, I’ve got enrichment exercises, training games, and treat puzzles ready to go. If your dog needs exposure and socialization, we can head to a public park for controlled distance desensitization and positive reinforcement. And if they’ve got energy to burn, we’ll hit the trails for a hike that leaves us both happily exhausted. For drop-in visits, I can keep things chill or playful but always structured. I’m happy to work on crate manners, polite doorway exits, and other small habits that make a big difference. Or we can just hang out. Cuddles (if that’s their vibe), companionship, a good sniff around the yard, and a reminder that even when you’re away, someone still loves them a lot. Safety is always my top priority. Your dog will never be off-leash outside the home, and they’ll always be supervised, even if we’re just doing yard zoomies or sunbathing like royalty.

“Audrina took great care of our needy cat giving her several medications, and did great on her first time taking blood sugar and giving insulin! She brought in our packages and let us know if there were problems with the house while we were gone.”


About: I'm Recently retired, I've owned and cared for pets most of my natural life. From house training to hospice care, I've lived thru it all. Freshly retired, I've got lots of free time to care for your pets. I'm looking forward to meeting and caring for your awesomely precious pet! I have a large fenced in yard and one very friendly mini- Dachshund. I consider pets to be family members, and always treat them as such.

“Fergus (our cat) loves Virginia. He never purrs for anyone the way he purrs for her. When we got home today after being away for several days, my husband heard Fergus meowing through the door before we entered and said to me, "I pretty sure he's meowing 'Virginia! Virginia!' He's going to be so disappointed that it's us!" Virginia is great with Fergus, very kind to us, and has been just a perfect pet sitter.”

Loving pet sitters in your neighborhood
Search Results
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.


Meghan C.Star Sitter

“Meghan was great! Sent great updates and was always on time for the scheduled drops. Will be a repeat customer and would recommend to others!”


Jessica W.Star Sitter

“Jessica was great! Followed all instructions we left, was communicative, and took lots of pics. I appreciate her hanging out with my pup. Will be using her services again. 10/10. :)”


Arin M.
Star Sitter


“Arin is fantastic! We had such peace of mind knowing they were dropping in to check on our sick pup while we were both at work, and all of our dogs (even our shy hound) loved them during the meet and greet. They sent multiple photos during the drop in visit and also were so patient and compassionate working with our feral rescue girl. We don’t have an easy pack, but Arin was great with all of them.”


Elizabeth S.Star Sitter

“Highly recommend Elizabeth! She was great with Huey and sent me updates and photos everyday :) Huey was so happy when I came home, and I know that's because he had a great time with his new friend, haha! Would use her again, for sure.”


Jeffrey H.Star Sitter

“Jeff provided multiple days of feeding, cuddle time, walks and loving attention for our dog. The photos he sent helped us feel at ease knowing our boy was safe and happy. We appreciated his responsibility and updates!”


Sophie M.Star Sitter

“Sophie did an amazing job with Pepper! Pepper is a people lover dog and can come off very intense. Sophie was kinda to my dog and I could tell by the way Pepper acted when I came home. Sophie was flexible, communicated well, took photos, did all that i asked when it came to Peppers needs, and gave great notes throughout her time with Pepper. I really appreciate you Sophie for checking in on my pup while i was gone and showing her love! I would highly recommend you to anyone. Once again thank you☺️”


Catherine C.Star Sitter

“Cat is an amazing sitter! She takes great care of my puppy and is very accommodating with her times. She is reliable and best buds with my little puppy girl. A must book if you’re looking for somebody to treat your dog like you would!”


Chloe S.

“Chloe was very responsive and ensured that she got to know our Bert before we left. She sent me cute pictures of him to ensure all was well while we were away. Thanks Chloe!”


Hannah M.
“Hannah is very passionate about the wellbeing and safety of pets. She is knowledgeable about the needs for both cats and dogs and expresses a lot of patience for them. She is also experienced with caring for young pets. Hannah will be an amazing choice for all or your pet care needs.”


Kay C.Star Sitter

“Kay was a wonderful cat sitter to our sweet girl. She was responsive, responsible, and connected well with our kitty Cleo. Would definitely recommend her to others!”


Kaylee K.Star Sitter

“Kaylee was amazing! Last minute we needed a sitter for our dog and she was super responsive and fit us in on a busy holiday weekend. We had a meet and greet and my dog was immediately attached to her! She sent pictures with each visit and kept us updated on how our dog was doing! She was really the best! I will book with her again in the future 😊”


Jordan J.


“Jordan helped me with my dog last minute and has great communication, service and dependability. I felt very comfortable having her care for my dog and she did a great job w/ everything. Highly recommend!”


Abigail D.Star Sitter

“Abigail was great! Punctual, detailed updates, and was able to give insulin shots to our recently diagnosed cat. Would definitely use her again.”


Erin J.

“Erin was great with our dogs and very attentive to their needs. We have 2 dogs, 1 old and the other is crazy, she handled both with ease. We’d request her again and recommend her services!”


Ninotchka F.
“We are very satisfied with the care that Ninotchka has always given to our Boxer dog. She is careful, patient and very affectionate, from what we have observed, she really likes animals.”


Brittany M.
“My sheepdoodle is quite the nervous nelly and also high energy. It makes me so relieved that Brittany is patient to earn her trust and wear her out at the same time! She always goes above and beyond thinking about my docs needs and communicating with me. She has so much experience and even corrects her bad behavior with treats and gentle commands. Your pet will be in good care with Brittany!”


Audrina F.Star Sitter

“Audrina took great care of our needy cat giving her several medications, and did great on her first time taking blood sugar and giving insulin! She brought in our packages and let us know if there were problems with the house while we were gone.”


Timothy G.
“Tim is truly a dog whisperer. He even got my sister's mean old dachshund to plop down at his side and offer up a few kisses. Everyone was amazed! My Rottweiler is friendly with friends and family but reactive with strange men and dogs, so I don't trust just anyone to handle him. Tim does a great job keeping him under control on their walks even with my older girl riding along in her stroller!”


Kiera B.

“Returning client. Great just like before!”


Virginia C.

“Fergus (our cat) loves Virginia. He never purrs for anyone the way he purrs for her. When we got home today after being away for several days, my husband heard Fergus meowing through the door before we entered and said to me, "I pretty sure he's meowing 'Virginia! Virginia!' He's going to be so disappointed that it's us!" Virginia is great with Fergus, very kind to us, and has been just a perfect pet sitter.”
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
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 Willow Oaks.
Rover makes it easy to find Willow Oaks 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.
