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

“Kade has been the absolute best for us! Prompt with responses and always sends amazing check-in photos! Will always book with them and recommend to anyone! Thank you so much, Kade!!”


“Thane was so great with my slightly psychotic and very special needs dog (old and with a bite history). They were so patient with my dog's stubbornness and various quirks and also successfully managed my cats, who are always trying to get out the door. There were no issues and I really believe it was the best possible experience for all my pets.”


“Absolutely wonderful with my girl! My timid pup warmed right up to her, which usually does NOT happen so quickly, and loved the company. Kyla was responsive, communicative and was really great working with. Will definitely book with her again!”


“Thank you so much - Lila did an amazing job with my reactive dog who was being particularly difficult! I sincerely appreciate the patience, kindness, great communication and detailed notes. Thank you!!”


“Jeff did a great job watching my two cats, making sure they got their food, meds, and lots of snuggle time or just time with some company. He was very responsive, was respectful of all my requests - including a bit of a crazy food/med routine - and I could tell my cats really bonded with him and were happy to see him. It's always such a relief knowing your pets are being well cared for while you're away!”


“Kathleen did a great job with Tater, played ball with him and feed him. She arrived on time to pick Tater up and is very responsive to walking requests. Will book again with her.”


“Cat was a dream to work with. Super communicative, and spent a lot of time with our dog at each check in! After our usual sitter moved away I was nervous about finding someone new but I was immediately relieved by Cat’s dedication and her obvious love for dogs. Her notes after each check-In made me chuckle too. I think we found our new regular sitter!”


About: I grew up with two big dogs, a vizsla and a great dane and have experience working with all types of dogs. Now, I have a pitbull of my own, who I rescued from Richmond SPCA. I would love to cater to all of your dog’s needs and give them lots of love. I have very flexible and open availability! I am a student with lots of time on my hands during the summer. Let me know what your needs are and I can make it happen! I am used to dealing with both hyper and calm dogs. I’m also well versed in handling large dogs or those that need a little extra care. I’d be happy to feed, bathe, and/or walk and spend time with your dogs! I am also happy to accommodate to any special needs.

“Kristen is a gem of a person and so attentive to our dog, Skye. She sends lots of updates and pictures and is also very funny. She is great to work with and I totally trust her with our furbaby.”


“Liz was incredible with our older dog. She was always there on time, even early during his morning visits. She brought treats and sent so many adorable photos of how well he was doing while we were away. I would absolutely use Liz again in the future. What a gem!”


“Devinder takes great care of my cat Theo, who can be a bit sassy and territorial, especially when it comes to his personal space. I’d definitely recommend Devinder to anyone with a quirky or particular pet - he handles them with care!”


“Rachel was a godsend! She was sooo good with my 2 babies (cats) she automatically connected with my male cat, my female is very skittish, but Rachel knew what she needed to, T L C❤️ My plans, if she is still interested in next year, I would love for her to be able to come visit with my cats for a week again”


“Maria and Luis are fantastic pet sitters. Even our very shy cat warmed up to them. We came home to happy cats who got care, play and love while we were away. We will certainly book with them again. Thank you Maria & Luis!”


“I’m never using anyone else! Tyler has a genuine love and passion for animals that shows in her visits and when she hosts. You won’t just get pictures of your dog playing in backyard - she actually spends time with your pup”


“Elijah was very reliable and did a fantastic job of communicating from the first time I reached out to him about sitting. He took lots of photos and wrote notes that made it clear exactly how our cats were doing while we were away. Will definitely ask him to watch them again!”


About: I'm officially back and excited to work with new clients! What really sets me apart is my genuine love for animals of all shapes, sizes, and personalities. Through my volunteer work with rescue organizations, humane societies, and wildlife rehabilitation centers, I've learned to connect with pets who might be shy, anxious, or just need a little extra patience. I'm especially comfortable with senior pet care (thanks to my own elderly cats), medication administration, and working with special needs animals. My late staffie rescue taught me that the most misunderstood dogs often make the most loyal companions, so I have a real soft spot for bully breeds and "difficult" cases. I've also got experience with puppy energy management – I can tire out even the most determined zoomie sessions! Friends joke that I'm a "cat whisperer," though I'll admit one particularly stubborn feline took me 15 years to win over. Whether your pet needs gentle senior care, high-energy adventures, or just someone who won't blink at their quirky habits, I'm here for it. No creature is too unusual – I've cared for everything from traditional pets to more exotic companions! After leaving academia to pursue my passion for writing and art, I've discovered the joy of a flexible schedule. I spend most of my time outdoors anyway (turns out fresh air is much better for creativity than stuffy lecture halls), so having some four-legged companions along for the adventure sounds like a no-brainer. Plus, I've learned that pet adventures are the perfect antidote to writer's block. I believe every pet deserves to feel safe and loved while you're away. I'm experienced with administering medications, maintaining routines, and reading those subtle pet signals that tell you when something's not quite right. My own little crew includes two senior cats (14 and 17) and a wonderfully patient yellow lab who's basically a gentleman and a scholar. One of my cats has special needs, so I'm comfortable with medical care and know how important consistency is for our furry family members.

“Erin was terrific! She set up a time to meet my dog beforehand which I really appreciated. She was easy to communicate with and quick to respond. My pup seemed quite happy with her visit. :)”


“Daniel was great! He went above and beyond to take care of Lainey while I was gone. Taking care of her, cleaning up after her, and making sure she felt safe and cared for while staying home alone for the week. He was even nice enough to drop off some cookies for me and my girlfriend on his last visit. An extremely nice gesture, having known we both contracted Covid during our trip (it’s the little things 🙂). I will definitely request service from him again if he’s available in the future and strongly recommended others do the same. 10/10 dog sitting!”

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.


Kade M.
Star Sitter


“Kade has been the absolute best for us! Prompt with responses and always sends amazing check-in photos! Will always book with them and recommend to anyone! Thank you so much, Kade!!”


Eula C.
Star Sitter


“Thane was so great with my slightly psychotic and very special needs dog (old and with a bite history). They were so patient with my dog's stubbornness and various quirks and also successfully managed my cats, who are always trying to get out the door. There were no issues and I really believe it was the best possible experience for all my pets.”


Kyla B.Star Sitter

“Absolutely wonderful with my girl! My timid pup warmed right up to her, which usually does NOT happen so quickly, and loved the company. Kyla was responsive, communicative and was really great working with. Will definitely book with her again!”


Lila D.
Star Sitter


“Thank you so much - Lila did an amazing job with my reactive dog who was being particularly difficult! I sincerely appreciate the patience, kindness, great communication and detailed notes. Thank you!!”


Jeffrey H.Star Sitter

“Jeff did a great job watching my two cats, making sure they got their food, meds, and lots of snuggle time or just time with some company. He was very responsive, was respectful of all my requests - including a bit of a crazy food/med routine - and I could tell my cats really bonded with him and were happy to see him. It's always such a relief knowing your pets are being well cared for while you're away!”


Kirby B.Star Sitter

“Thanks so much! Kirby was on time and so great with the puppy! Such a relief knowing that our puppy is getting such great attention from someone we can trust!”


Kathleen L.Star Sitter

“Kathleen did a great job with Tater, played ball with him and feed him. She arrived on time to pick Tater up and is very responsive to walking requests. Will book again with her.”


Catherine C.Star Sitter

“Cat was a dream to work with. Super communicative, and spent a lot of time with our dog at each check in! After our usual sitter moved away I was nervous about finding someone new but I was immediately relieved by Cat’s dedication and her obvious love for dogs. Her notes after each check-In made me chuckle too. I think we found our new regular sitter!”


Anna Z.
“Anna is the best! She is committed and truly loves dogs! I couldn’t recommend her more! She always is on time and my dog is tired and happy after going on long walks with her!”


Kristen C.

“Kristen is a gem of a person and so attentive to our dog, Skye. She sends lots of updates and pictures and is also very funny. She is great to work with and I totally trust her with our furbaby.”


Elizabeth S.Star Sitter

“Liz was incredible with our older dog. She was always there on time, even early during his morning visits. She brought treats and sent so many adorable photos of how well he was doing while we were away. I would absolutely use Liz again in the future. What a gem!”


Devinder K.Star Sitter

“Devinder takes great care of my cat Theo, who can be a bit sassy and territorial, especially when it comes to his personal space. I’d definitely recommend Devinder to anyone with a quirky or particular pet - he handles them with care!”


Rachel H.

“Rachel was a godsend! She was sooo good with my 2 babies (cats) she automatically connected with my male cat, my female is very skittish, but Rachel knew what she needed to, T L C❤️ My plans, if she is still interested in next year, I would love for her to be able to come visit with my cats for a week again”


Maria & Luis V.
Star Sitter


“Maria and Luis are fantastic pet sitters. Even our very shy cat warmed up to them. We came home to happy cats who got care, play and love while we were away. We will certainly book with them again. Thank you Maria & Luis!”


Tyler H.
Star Sitter


“I’m never using anyone else! Tyler has a genuine love and passion for animals that shows in her visits and when she hosts. You won’t just get pictures of your dog playing in backyard - she actually spends time with your pup”


Elijah S.Star Sitter

“Elijah was very reliable and did a fantastic job of communicating from the first time I reached out to him about sitting. He took lots of photos and wrote notes that made it clear exactly how our cats were doing while we were away. Will definitely ask him to watch them again!”


Christine V.
“Christine has watched my 6 year old Corgi over several weekends, and I have always felt he was in good hands. She takes him on frequent walks and often sends photos to reassure me how he is doing. I highly recommend her for reliable and friendly pet care.”


Danyelle H.

“Danyelle was awesome, she had great communication skills and took lots of pictures and care of my cats during her drop in visits. Highly recommend!”


Erin S.

“Erin was terrific! She set up a time to meet my dog beforehand which I really appreciated. She was easy to communicate with and quick to respond. My pup seemed quite happy with her visit. :)”


Daniel C.

“Daniel was great! He went above and beyond to take care of Lainey while I was gone. Taking care of her, cleaning up after her, and making sure she felt safe and cared for while staying home alone for the week. He was even nice enough to drop off some cookies for me and my girlfriend on his last visit. An extremely nice gesture, having known we both contracted Covid during our trip (it’s the little things 🙂). I will definitely request service from him again if he’s available in the future and strongly recommended others do the same. 10/10 dog sitting!”
Oregon Hill pet parents share their Rover experiences
Elijah did a great job as usual taking care of our kitties, including getting tracking down our shy ones who flee newcomers to assure us of their being okay. Photos show that our more social cat looks forward to his visits. Great communication and reliability.

Hannah exceeded expectations. I was able to relax and enjoy my little getaway knowing my dogs were well cared for. She was courteous, communicative, and professional. She kept me informed while I was away—with a bonus of super adorable pictures. She’s a gem! Thank you, Hannah. Duke and Barbecue look forward to seeing you again. 🐾🩷

Rachel was a godsend! She was sooo good with my 2 babies (cats) she automatically connected with my male cat, my female is very skittish, but Rachel knew what she needed to, T L C❤️ My plans, if she is still interested in next year, I would love for her to be able to come visit with my cats for a week again

Popular requests near you
Select a filter and find qualifying Oregon Hill 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 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 Oregon Hill.
Rover makes it easy to find Oregon Hill 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.
