Pet Sitting & Drop Ins In Oregon Hill

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.

1 / 1
Sitter Profile Image: Nicole D.
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Nicole D.
from
$20
per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
12 years of experience
Richmond, VA, 23220

About: I’ve taken care of dogs my whole life of all sizes. I grew up with a great pyranees/ border collie and have a dog of my own who is a dachshund. I dog sat for my neighbor, friends, and relatives frequently. I also have experience in sitting for cats as well. I can also help your dog learn new tricks! I taught my dog how to sit, stay, lay down, paw, roll over, follow, and wait all within 6 months. I am currently a part-time employee and have a dog of my own, so I have plenty of time and experience in pet care to give your furbaby the care they deserve! I’m flexible to what they need. Whatever needs you have for your furbaby I can meet! My dog is very particular, so I am patient, willing and understanding to what your pet needs.

Sitter Profile Image: Erica P.
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Erica P.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
40 reviews
14 repeat clients
30 years of experience
Central Office, Richmond, VA, 23219

I don’t want to write this because she will become too popular ❤️❤️Erica is amazing with my Remy!! He loves her so much! She is always communicating with all things! She does tasks without me even asking!! Love her!! She even bought him a new toy!! 💕. Best check-in sitter ever!

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Scout M.
Sitter Profile Image: Kade M.
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Kade M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
522 reviews
170 repeat clients
15 years of experience
Richmond, VA, 23224

We are so happy Kayla helped us with our 3 fur babies. She is friendly, sent pictures and reliable. We look forward to working with her again. THANK YOU,Kayla!!!?

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Kristin T.
Sitter Profile Image: Lila D.
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Lila D.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
436 reviews
120 repeat clients
16 years of experience
The Fan, Richmond, VA, 23220

Lila is always so wonderful watching our girls. She keeps us fully informed and is even comfortable giving medicine when needed. We really appreciate her help especially during the holiday season!

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Emily D.
Sitter Profile Image: Sidney D.
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Sidney D.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
56 reviews
17 repeat clients
20 years of experience
The Fan, Richmond, VA, 23220

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!

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Kyle D.
Sitter Profile Image: Holland H.
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Holland H.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
64 reviews
16 repeat clients
8 years of experience
Richmond, VA, 23220

Holland saved the day for us with a very last minute request to feed our babies. She did exactly what was asked and sent a pic too! I will definitely have her back!

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Elizabeth S.
Sitter Profile Image: Danyelle H.
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Danyelle H.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
67 reviews
19 repeat clients
20 years of experience
Shockoe Bottom, Richmond, VA, 23223

Danyelle is AMAZING!!! Took such great care of my boys over a holiday. Gave me daily updates and even put up with some of their eating "quirks", which isn't always easy. But she was super patient with them and gave them all the love they needed while I was gone. I was so super happy and relaxed to know they were in such great and caring hands. Heck, even just the trek to my trash can for litter box cleaning was an extra effort in and it's self. Can't recommend Danyelle enough!

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Mike T.
Sitter Profile Image: Terra Jonathan Josue T.
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Terra Jonathan Josue T.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
191 reviews
53 repeat clients
8 years of experience
Union Hill, Richmond, VA, 23223

Jonathan was awesome dropping in to check on our two cats for the week. He sent pictures every day and gave a full report on how they were doing each visit. We definitely recommend, and will be using his services again in the future.

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Chelsey C.
Sitter Profile Image: Jeffrey H.
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Jeffrey H.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
94 reviews
22 repeat clients
34 years of experience
The Fan, Richmond, VA, 23220

This was our first time having Jeffrey do drop ins for our three wild kids and he was AMAZING! Great communication, super professional, loved on our doggos just like we would!

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Ryan C.
Sitter Profile Image: Maggie D.
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Maggie D.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
22 reviews
4 repeat clients
20 years of experience
Monroe Ward, Richmond, VA, 23220

Maggie is so kind and wonderful with my two cats. She’s so thoughtful and detail oriented and I really appreciated her help while we were away. Maggie is a great rover!

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Valerie M.
Sitter Profile Image: Lindsay M.
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Lindsay M.
from
$20
per visit
5.0 out of 5 stars
46 reviews
21 repeat clients
20 years of experience
Byrd Park, Richmond, VA, 23220

Lindsay was awesome! She took very good care of Charlotte and kept me informed. The pictures she sent of her let me know she was in good hands! Thank you so much!

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Carol F.
Sitter Profile Image: Alyssa M.
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Alyssa M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
33 reviews
11 repeat clients
15 years of experience
Chimborazo, Richmond, VA, 23223

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.

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Rebecca M.
Sitter Profile Image: Julia M.
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Julia M.
from
$20
per visit
4.7 out of 5 stars
16 reviews
4 repeat clients
10 years of experience
Richmond, VA, 23220

About: Hi there! I’m Julia. From a young age, I’ve cared for many dogs, cats, rabbits, and horses for friends, family, and neighbors. I have experience housebreaking and training puppies in basic commands like sit, stay, and roll-over, as well as caring for senior dogs up to age 14. I understand the patience and care pets of all ages need and always make sure they’re comfortable and well cared for. I am a full-time college student taking several classes online so I am often home and your pet is never alone for too long. : ) Whether caring for pets in my home or a client’s home, I always start by discussing expectations and routines. Every pet is unique, and I tailor my care to fit their lifestyle. I focus on keeping pets both comfortable and active through walks or playtime.

Sitter Profile Image: Kaleigh J.
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Kaleigh J.
from
$18
per visit
5.0 out of 5 stars
29 reviews
3 repeat clients
12 years of experience
Newtowne West, Richmond, VA, 23220

Very Responsible. Respectful. Took pictures each visit and shared information on each visit. Thank You

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Jeremy K.
Sitter Profile Image: Emily H.
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Emily H.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
129 reviews
56 repeat clients
6 years of experience
Chimborazo, Richmond, VA, 23223

Emily helped us out of a bind with a last-minute weekend away. She took great care of our 7-month-old and provided plenty of updates to put us at ease. Will definitely book again!

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Katherine S.
Sitter Profile Image: Marjorie L.
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Marjorie L.
from
$25
per visit
5.0 out of 5 stars
12 reviews
4 repeat clients
5 years of experience
Richmond, VA, 23219

About: I’ve been dog-sitting for about 5 years now. I’ve mainly taken care of small to medium sized dogs but I’m open to looking after larger dogs as well. I am very reliable and have a lot of energy to keep your dog entertained throughout the day. I love going for walks and and going to dog parks if allowed by the owner. I live in an apartment and it’s dog-friend and the apartment has a dog area where they can relieve themselves. I live in a studio apartment but there’s plenty of open space where your pup can lounge around. I’m very attentive of your dogs needs, so I stay on top of taking them out for walks and making sure their water bowl is kept full and following their feeding schedule. Also open to grooming and showering your dog, especially if they are staying overnight with me. If your pup is energetic and loves to play we will be a great match!!

Sitter Profile Image: Meghan H.
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Meghan H.
from
$14
per visit
4 years of experience
The Fan, Richmond, VA, 23220

About: I’ve always been an animal person and have experience caring for dogs, cats, and reptiles, including my own ball python. I also have an Australian Shepherd who can be pretty anxious, so I’m used to being patient with nervous pets and helping them feel safe and comfortable. I’ve pet sat for both dogs and cats, including a cat with a more aggressive personality, so I understand the importance of respecting each animal’s boundaries and adapting to their individual needs. I love getting outside and taking walks, and I’m very familiar with the Richmond area. I also worked as a house cleaner for two years, so I’m comfortable being in clients’ homes and understand the importance of being respectful, trustworthy, and reliable. My goal is always to make your pet feel safe and happy while you’re away! I work about 20 hours a week as an esthetician and make my own schedule, which gives me plenty of flexibility to care for your pets. Because I set my own hours, I’m able to accommodate walks, drop-in visits, and pet sitting throughout the week. Spending time with animals is something I genuinely enjoy, so I would love to fit pet care into my routine. I believe every pet is different, so I do my best to follow their normal routine and make them feel as comfortable as possible. In a client’s home, I’ll make sure your pet gets plenty of attention, exercise, playtime, and affection while keeping up with their feeding schedule and any specific instructions you provide. For cats staying in my home, I’ll provide a calm, safe environment where they can settle in at their own pace. Having lived with multiple cats of various personalities, I understand that some cats are social while others prefer their space, and I’m happy to accommodate both! I will stay in regular communication, providing updates and photos so you always know how they’re doing!

Sitter Profile Image: Ashley M.
Verified Enhanced Background Check
Ashley M.
from
$17
per visit
4.9 out of 5 stars
32 reviews
11 repeat clients
3 years of experience
The Museum District, Richmond, VA, 23221

Thank you so much, Ashley, for taking care of my two babies. You were so kind, attentive, and kept great communication the whole time. I really appreciate it and will definitely recommend Ashley, she was wonderful!

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Monique M.
Sitter Profile Image: Elijah S.
Verified Background Check
Elijah S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
249 reviews
74 repeat clients
4 years of experience
Eastview, Richmond, VA, 23223

Elijah was fantastic! He did a great job of keeping me updated with lots of pictures and was wonderfully detailed in all of his updates! Despite things going well on the meet and greet, my female cat decided she was cranky the first day Elijah was here and he handled the situation well, while making sure I was updated about how she was doing the whole time. I look forward to working with Elijah again- and I know for sure Pips does!

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Eg M.
Sitter Profile Image: Chynna N.
Verified Enhanced Background Check
Chynna N.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
16 reviews
6 repeat clients
14 years of experience
North Highland Park, Richmond, VA, 23222

Chynna was excellent taking care of my dog and I appreciate her availability in a short notice. I will definitely will use her services again.

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Melina B.
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Oregon Hill pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Jeff was on time, consistent, generous with his time & care of my dogs, friendly, & a great communicator. When one of my dogs struggled to relax around him, he was patient, & took the time to help her get comfortable, & stuck with it until she adjusted. Thank you!

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Robert H.
Drop-In Visits
5.0 out of 5 stars

We asked Grace to check in on our crazy orange cat a few times while we were out of town pretty last-minute, and she exceeded all expectations! She sent lots of pictures and gave great summaries each time she visited. Our cat hates to be alone for too long, and it was such a relief to know that Grace was giving her some much-needed love and attention! We'd definitely use Grace's services again in the future.

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Emily B.
Drop-In Visits
5.0 out of 5 stars

Kade communicated well the entire stay, sent plenty of pictures and told me everything I wanted to know regarding my kitty. I couldn’t have asked for a better person to work with her.

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Lydia H.
Drop-In Visits
5.0 out of 5 stars

Sydney took such good care of our cat. The house looked great when we returned and our kitty was healthy and happy. She conveyed any concerns and kept us informed. Thank you Sydney!!!

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Rachel M.
Drop-In Visits
5.0 out of 5 stars

Erica was on time for visits and took great pictures! I felt very comfortable entrusting her with Clover after our meet and greet.

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Katie G.
Drop-In Visits
5.0 out of 5 stars

Linsey is very professional. She is very much an animal lover, and our cat was very comfortable with her. Great communication and wonderful daily updates with photos!!! We will be requesting Linsey’s services again in the future. A+ 10/10

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Josh M.
Drop-In Visits
5.0 out of 5 stars

Harlee is great with communication and took cute photos of matcha which helped me with missing her while I was away! She did everything I listed out for my pet’s profile, and Matcha loved her and was herself! I will be asking her again to watch my cat in the future!

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Sarah K.
Drop-In Visits
5.0 out of 5 stars

Abby was great! Very thorough, thoughtful, and proactive. We felt very comfortable leaving our kitty at home knowing Abby would be in to check on her. Highly recommended!

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Eric & Austin J.
Drop-In Visits
5.0 out of 5 stars

Amanda was fantastic taking care of my cat for a somewhat last minute request. She even made time for a meet and greet. I will definitely rebook with Amanda in the future

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Katy S.
Drop-In Visits
5.0 out of 5 stars

Danyelle was amazing with our indoor and outdoor cats, she sent a lot of pictures and details about each visit. I would recommend Danyelle to others and will be booking her for pet sitting again!

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Catherine M.
Drop-In Visits
5.0 out of 5 stars

I cannot say enough wonderful things about Theresa. A friend recommended her to me, and she watched my cat over a long weekend. Right from the initial meet-and-greet, I knew she was the perfect fit, she immediately got down on the floor to meet my cat on her level, which meant so much. While we were gone, her attention to cleanliness and detail was great. She cleaned the water bowls and soft food dishes daily and handled the litter box exactly as instructed. I absolutely loved the tons of photo updates she sent, you could see how safe and comfortable my cat felt around her. On top of everything, she was incredibly accommodating with a last-minute request. I am so grateful for her care and will definitely be booking her again!

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Gabrielle P.
Drop-In Visits
5.0 out of 5 stars

Conrad was amazing with my kitten. He was well cared for while I was away on vacation. Would absolutely book with him again!

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Amruta B.
Drop-In Visits
5.0 out of 5 stars

Elizabeth was great when watching my cat Callie! She was always really quick to respond and sent great photos and even got her to come out and see her even though she’s shy around new people. Would definitely book again with her!

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Grace B.
Drop-In Visits
5.0 out of 5 stars

Alyssa was wonderful! She took my request fairly last minute, and shared lots of photos of my cat while I was away.

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Angela P.
Drop-In Visits
5.0 out of 5 stars

We’re so grateful to Nina for being able to watch our boys last minute over Memorial Day weekend! And they loved her :)

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Arielle M.
Drop-In Visits
5.0 out of 5 stars

Samantha was great with my little dog and he was happy and healthy when we returned from our trip! Such great communication while we were away also!

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Mary K.
Drop-In Visits
5.0 out of 5 stars

Ginat was amazing with our kitten! She sent daily videos and photos and did absolutely everything perfectly. When we returned I could tell our cat got all the attention he loves when we weren’t there haha.

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Sarah J.
Drop-In Visits
5.0 out of 5 stars

Holland is wonderful! She is very communicative, reliable, and my cats definitely loved her! Would highly recommend!

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Jojo H.
Drop-In Visits
5.0 out of 5 stars

Margaret went above and beyond when caring for River. My smoke detector was going out due to an apparent dead battery or something and she made every effort to help the situation. Her communication was great and I felt very comfortable knowing that my cat was in her hands ! Thank you Margaret.

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Haley D.
Drop-In Visits
5.0 out of 5 stars

Emily was professional & friendly, and the cats--especially Phoebe--certainly loved her! One of our kitties had a bit of a medical emergency and Emily handled it with grace and care. Could not recommend her enough! :)

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Kaity M.
Drop-In Visits
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The median cost per night for pet sitting in Oregon Hill is $19

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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 Oregon Hill on Rover as of Jun 2026 was about $19 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.

If you’re searching for a Oregon Hill pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a pet sitter before, learn more about how to do this in the Rover app or on your computer.

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.