Pet Sitting & Drop Ins in Oakwood, Richmond, VA

“Alyssa was great with my cat, who experiences separation anxiety. She did a wonderful job and sent me pics of my kitty getting skritches. I appreciate her care.”

Rebecca M.

About: I’ve cared for animals my entire life. Dogs, cats, and even farm animals—and I have experience with everything from energetic puppies to seniors who need medication and gentle care. I fostered through the Richmond SPCA in college, which taught me patience, how to read different personalities, and how to help shy or nervous pets feel safe. I’ve also worked with professional trainers while raising my own dog, so I’m comfortable reinforcing basic commands, routines, and positive behavior. I’m active and love taking dogs on long walks and play sessions, but I also know how to slow things down for older pets or those who prefer a calm routine. What sets me apart is that I understand how stressful it can feel to leave your pet with someone new, and I focus on giving both you and your pet comfort while you’re apart—lots of love, clear communication, and updates that help you feel connected every step of the way. My schedule allows the flexibility to stick to their routine, whether that means regular potty breaks, long walks, playtime, or just keeping them company so they never feel alone. Your pet won’t be waiting hours for attention, I’m around to give them consistent care and comfort. I live in a three bedroom home with plenty of space and a secure 6-ft fenced yard, with Ring cameras surrounding the property for added safety and peace of mind. My own dog is crate trained, friendly, and well-socialized—he loves to play but is gentle and respectful enough to give visiting dogs space when they need it. I can keep pets separate if preferred, and I have two bedrooms set up as little “pet hotels” so each dog has their own quiet, comfortable space to relax, sleep, or eat without stress. Whether I’m caring for pets in my home or yours, I follow your routines closely, communicate often, and make sure every animal feels safe, understood, and treated like family.

“Danielle did an excellent job with Otis, kept me updated with pics and videos from her visits. He's not always the quickest to warm up but seemed to take to her on her first visit! Came home to a happy, healthy boy. Would definitely book her to look after him again!”

Andrew T.

“Super grateful for Hana’s sitting! She’s even helping do some light training!”

Anthony G.

“Will definitely book again with Abby! She was very communicative and made the whole process really easy (especially when I was booking with relatively short notice on a holiday weekend!). She was great with our cat and sent a lot of pictures!”

Christina H.

“If I could give Elijah 6 stars, I would. He is personable, professional, and a fantastic sitter! Every day he provided a thorough rundown of how the visit went and was communicative from start to finish.”

Skyler B.

“Thank you Maria and Luis for watching Neyland and Nala while I was out of town! I booked them a few days prior because my dog contracted kennel cough from daycare. Maria did a meet and greet with me, took Neyland outside 3 times a day, and gave him his food with medications. Neyland is reactive with people and dogs but they handled him wonderfully! Thank you guys :)”

Emmie N.

“Nick was great! He took great care of our cats, fish, and Guinea pig. It was wonderful receiving pics of our furry family and he even brought the mail in. I would 100% use his services again.”

Suzanne J.

“I’m so glad I chose to book with Devinder! I’ve been blown away by his responsiveness, flexibility, communication, and clear love for pets :) He’s very professional, but also comes across like a friend who’s always down to help you out and care for your pets like they’re his own. I trust him with my pets for the long haul!”

Julia P.

About: 25 years of experience caring for my own dogs. Friends and neighbors also rely on me to pet sit (includes exercise, play, meals, and meds) I work from home in Church Hill and am able to provide care in the morning, mid day, and evening. I do my best to ensure that they stick to their usual routine. All dogs also get a leashed walk - length and pace depends on their physical condition (older dogs may be more interested in sniffing and strolling while younger pups need to burn more energy). I also provide some playtime inside or outside in a fenced area (if available). Meals and medication are distributed as instructed.

“My husband and I went on holiday and we couldn't have been more happy and relieved that our cats were taking care of. Katie did an outstanding job. She got to know our cats' personalities pretty well and we got updates and pictures every day of our cats.”

Anakaren M.

“Thank you Evie! Caring sitter for my cat and dogs!”

Rachel P.

“Erica is absolutely amazing. From the moment we connected, I felt completely at ease leaving my cat in her care. She’s reliable, attentive, and clearly loves animals. She followed every instruction perfectly, kept me updated and sent the sweetest updates and photos that made being away so much easier. My cat warmed up to her right away. which says everything. If you’re looking for someone trustworthy, communicative, and genuinely caring, Erica is the one. I can’t recommend her enough and will definitely be booking her again!”

Carly S.

“Holland is an excellent, professional, and communicative sitter. She went the extra mile, and on short notice, and I would rebook and recommend her services to anyone.”

Chris C.

About: I’m a professional behavior analyst so it is no challenge at all for me to help with puppies, anxious pets, and bully breeds! All paws are welcome aboard! I manage a behavior analysis practice so I have a fairly flexible schedule! I can help with drop off and pick up if it makes it easier for you even! I have a fully fenced in yard with dog door for free 24/7 access to come and go as pups please! I also have two lovely doggo’s of my own to welcome yours, keep them company and show them the ropes! I can do light training, including crate training.

“Hollie took Tater for a walk, checked on the kitties, cleaned the litter box and brought in my mail. Kept in touch with me and sent photos. They did a great job!”

Elizabeth S.

“Catherine was awesome with my two cats! We had a few hiccups with the alarm system and the automatic feeder, but she handled everything like a pro. She kept me updated with great communication and sent adorable picture updates too. Highly recommend!”

Emily H.

“Sidney is great with our puppy and was very accommodating to do a drop-in on short notice. Would recommend her to anyone looking for drop-ins and dog walks!”

Kyle D.

“Shelley was very patient with our ever changing travel plans, and sent photos during each visit! The only thing I'd change would be to get a short written summary as well as photos. Thanks again!”

Erin C.

“Kristina was a great communicator throughout the booking process and the drop in visit for my pup. She was on time for the meet and greet and the drop in visit. I received a thorough update and lots of pictures which is so nice when you’re counting on someone else to care for you pet. I would recommend her to anyone and look forward to booking her again!!”

Elizabeth F.