Pet Sitting & Drop In Visits in Oakland, VA

Book a pet sitter to stop by your home a few times a day to feed and play with your cat or dog.

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1. Brittany

Work from home Pug Mom

Jackson Ward, Richmond, VA, 23220

Drop-In Visits, Dog Walking

"Brittany took such great care of my dog while I was out of town. I would definitely recommend her! Thank you!! (more)"

Confirmed availability
4th of July
2. Chandler

Young, energetic, ready to go

Richmond, VA, 23224

House Sitting, Drop-In Visits, Dog Walking

"Chandler was prompt for overview visit and explained the process clearly for us first-time Rover users. We came home to a happy dog! Will definitely use Cha... (more)"

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3. Elizabeth

Dog Walking & Pet Sitting Pro

Shockoe Bottom, Richmond, VA, 23223

Drop-In Visits, Dog Walking

"Elizabeth took excellent care of my cats! Her check-ins were very thorough with picture updates and a writeup of exactly what the visit entailed. Also she wa... (more)"

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4. Sarah Jean

The Wonderful Wizard of Paws! :)

Church Hill North, Richmond, VA, 23223

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"We (and our pups) love working with Sarah Jean! She goes above and beyond each and every time she takes care of our babies!! Thank you again!!! :) (more)"

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5. Bree

Your pet's new BFF

Church Hill, Richmond, VA, 23223

House Sitting, Drop-In Visits, Dog Walking

"Fantastic as always! (more)"

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6. Christine

Work-from-home sitter/walker/runner

Richmond, VA, 23224

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Christine is amazing. We were out of town for a week and needed our two pups checked on 3 of the days we were gone. We could tell she treated them right and ... (more)"

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7. Amber Edmondson

Highly Qualified Pet Sitter

Fulton, Richmond, VA, 23231

House Sitting, Drop-In Visits, Dog Walking

"Wow, what a great choice we made to hire Amber to watch our cats. She loves and understands animals. It was clear from day 1 that our special needs cat that ... (more)"

Confirmed availability
4th of July
8. Jonathan

Motivated, caring, animal sitter

Union Hill, Richmond, VA, 23223

House Sitting, Drop-In Visits, Dog Walking

"He was very polite, respectful, and professional. He took time with my dog and provided feedback of how he was doing throughout the day and wonderful pictures. (more)"

Confirmed availability
4th of July
9. Lauren

Nurse who loves animals!

Shockoe Bottom, Richmond, VA, 23223

House Sitting, Drop-In Visits, Dog Walking

"Lauren was wonderful! She went above and beyond by bringing in our mail, sending consistent and thorough updates, cleaning up unplanned cat vomit, and keepin... (more)"

Confirmed availability
4th of July
10. Glencora

Excited to meet your best friend!

Chimborazo, Richmond, VA, 23223

House Sitting, Drop-In Visits, Dog Walking

"Cora has been outstanding in caring for our puppy. She has been responsible, on time, and has provided feedback during twice daily drop-in visits with texts ... (more)"

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11. Kellie

Teacher by day - dog momma by night

Central Office, Richmond, VA, 23219

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Kellie is an awesome dog person! I’ve known her for 6 years now and I’ve never seen a dog that didn’t want to smother her with some nice puppy kisses! She ha... (more)"

12. Emma

Teacher by day, dog mom by night

Union Hill, Richmond, VA, 23223

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Emma was a wonderful weekend cat-sitter! This was our first time having her check-in on our two kitties and we absolutely appreciate her responsiveness, flex... (more)"

13. Sara

Love going on walks by the river

Woodland Heights, Richmond, VA, 23225

House Sitting, Drop-In Visits, Dog Walking

"As Sara's sister and roommate, I have seen the love Sara has for animals grow since she was young. She is a responsible, attentive, loving dog caregiver and ... (more)"

Confirmed availability
4th of July
14. Shelby

Animal lover ready to help you!

Old Town Manchester, Richmond, VA, 23224

House Sitting, Drop-In Visits, Dog Walking

"Shelby has been a dog owner her entire life. She has turned this love into a career as a vet assistant. She is my reminder to get our dogs their booster shot... (more)"

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15. Aprell

Fur mommy looking to share the love

Shockoe Bottom, Richmond, VA, 23223

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Aprell is amazing!! She loved my dog as if he was her own! She keep me updated and maintained the line of communication at all times. Aprell is very nice, p... (more)"

Confirmed availability
4th of July
16. Michael

My pup loves a buddy to play with!

Shockoe Bottom, Richmond, VA, 23223

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Michael was a huge lifesaver, and help with my pups! They loved him! Thank you for taking such great care of my boys! (more)"

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17. Elizabeth

Let me treat your dog like my own!

Upper Shockoe Valley, Richmond, VA, 23223

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Elizabeth is wonderful with my dog! Winnie is just a year old now and has loved Elizabeth from day one. Elizabeth manages to balance fun and play time while ... (more)"

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18. Aaron

Human Accepting Dog Walks/Runs

Shockoe Bottom, Richmond, VA, 23223

House Sitting, Drop-In Visits, Dog Walking

"Amazing!!! Highly qualified and experienced with pet keeping. Has a huge passion for dogs and has endless energy to keep up with even the most active. Very r... (more)"

Confirmed availability
This weekend
19. Shannon

Student that loves dogs & exercise!

Shockoe Bottom, Richmond, VA, 23223

Dog Boarding, Drop-In Visits, Dog Walking

About: I️ have firm availability in mornings and evenings! My schedule as a student sometimes gives me free periods throughout the day. My family currentl... (more)

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20. James

I'm an artist & animal lover.

Fulton, Richmond, VA, 23231

House Sitting, Drop-In Visits, Dog Walking

"James was a great dog sitter!... Maybe a little too great. I think my dog loves him more than me. I've witnessed James in the company of many other people'... (more)"


The next time you head out of town and need someone to take care of your pets — and check in on you home — turn to Rover. It's easy to find a loving Oakland pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Oakland, VA, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover — it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Oakland pet sitters and avoid the kennel.