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.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Melynda

High energy & passionate pet lover!

Broad Rock, Richmond, VA, 23224

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

"I don't know how she managed to do it! 4 pups all at once, but so thankful for her services! She was always kind and let us know how they were both doing, an... (more)"

Confirmed Holiday Availability
2. Jessica

I also do training sessions.

Sandston, VA, 23150

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

11 repeat clients

"Teddybear was well taken care of by Jessica. A very loving , responsible young woman! Will definitely use her services in the future! (more)"

Available this weekend
3. Gray

Trainer, Shepherd, Wrangler on call

Fairmount, Richmond, VA, 23223

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

"Gray is a great pet sitter - her love of animals was apparent from the first time she meet our pets. She has taken care of our dog and cat several times, and... (more)"

Confirmed Holiday Availability
4. Chris

Dog Walker Extraordinaire

Maymont, Richmond , VA, 23220

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

9 repeat clients

"For Auggie's first long trip alone- we were super nervous, but Chris is great! From tons of photos and videos, taking great care of our bun & chinchilla to a... (more)"

5. Katie

"Dog person" is an understatement

The Fan, Richmond , VA, 23220

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Katie was exceptional watching my two dogs. She cared for them like her own. Repeat customer for sure. (more)"

Confirmed Holiday Availability
6. Schyller

Active, Trustworthy, and Flexible!!

Northrop, Richmond, VA, 23225

House Sitting, Drop-In Visits, Dog Walking

About: Growing up with a pet friendly family I was able to learn at an early age that all lives are to be respected and loved unconditionally. From puppie... (more)

7. Nancy

No dog left behind!

Chamberlayne Industrial Center, Richmond, VA, 23220

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

About: I am a young energetic girl who loves animals. I spend my time volunteering at the Stafford SPCA and the RACC. I also live with 2 cuddly cats and c... (more)

8. Abigail

Loving care for puppies of all ages

Oak Grove, Richmond, VA, 23224

Dog Boarding, Drop-In Visits, Dog Walking

3 repeat clients

"Abigail has on many occasions given care of our dog, Maggie. She has stayed in our home and taken excellent care of our plants and animals. Abigail frequen... (more)"

9. Samantha

Happy, fun, active and adventurous

Jackson Ward, Richmond, VA, 23219

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

1 repeat client

"Samantha is a gentle, respectful & loving person who has grown up in a household where dogs were always part of the family. The mere sight of a dog walking ... (more)"

Confirmed Holiday Availability
10. Sarah jean

Happy to be the "crazy dog lady"!

Church Hill North, Richmond, VA, 23223

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

"We needed someone in a rush for the holidays and in my first time using Rover I found Sarah Jean; she was exactly who we needed to watch over our kitties. We... (more)"

11. Daniella

I've always had a passion for dogs!

The Fan, Richmond, VA, 23220

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

About: I have always grown up with pets, mainly dogs and enjoyed spending time with them because I love their energy and differing personalities. I don't ... (more)

12. Sarah

Army wife with flexible schedule.

Shockoe Bottom, Richmond, VA, 23223

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

1 repeat client

"Great service especially on such short notice! (more)"

13. Casey

Vet Assistant that loves all pets!

Monroe Ward, Richmond , VA, 23219

House Sitting, Drop-In Visits, Dog Walking

"Casey took great care of our dogs. She was communicative and sent pictures. She even took them for a walk, which was not expected. I would be happy to have h... (more)"

Confirmed Holiday Availability
14. Tracy

Dog Mom Extraordinaire!

Fulton, Richmond, VA, 23231

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

2 repeat clients

"Doctor Doolittle and The Dog Whisperer have nothing on Tracy. Her ability to relate to our four legged friends continues to amaze. She is compassionate, ki... (more)"

15. Star

Responsible art student loves dogs!

Monroe Ward, Richmond, VA, 23220

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

"I know Star because she used to work in a retail store near my home. I would frequently walk my dog to this store, and she would always come up and greet me ... (more)"

16. Meredith

Small dog owner, all dog lover <3

Union Hill, Richmond, VA, 23223

House Sitting, Drop-In Visits, Dog Walking

About: I have had dogs my whole life and helped raise a lot of pups in the family. I am great with young dogs and older dogs. My 12 year old yorkie has ... (more)

17. Brian

Love dogs & happy to help w/ yours!

Shockoe Bottom, Richmond, VA, 23223

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Brian was kind enough to (on short notice, I might add!) watch our beloved, special needs Beagle mix, George, while the girlfriend and I were in town for the... (more)"

18. Brian

From large to small, love em' all!

Union Hill, Richmond, VA, 23223

Drop-In Visits, Dog Walking

"Brian was truly AWESOME! We left our pup for the day (12 hours) and had Brian stop by twice throughout the day for her to get a break from her kennel. He che... (more)"

19. Aaron

Fun and friendly dog trainer!

Shockoe Bottom, Richmond, VA, 23223

Drop-In Visits, Doggy Day Care, Dog Walking

3 repeat clients

"Aaron is a stellar dog trainer at my local Petco. He trained my Lhasa Apso, Floyd, for his Canine Good Citizen Test. Floyd did great and is now training to b... (more)"

20. Amanda

Intelligent & Careful Animal Lover

Chimborazo, Richmond, VA, 23223

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Amanda is the only person I trust to watch my dog. She provides a loving environment for my dog and cares for her as if she was her own. She plays with my do... (more)"

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Learn About Premier

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.