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.

Confirmed Holiday Availability
1. Chandler

Young, energetic, ready to go

Richmond, VA, 23224

House Sitting, Drop-In Visits, Dog Walking

44 repeat clients

"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)"

Confirmed Holiday Availability
2. Cody

I've always been an animal lover!

Shockoe Bottom, Richmond, VA, 23223

House Sitting, Drop-In Visits

12 repeat clients

"Cody was a great cat-sitter during our weekend away! We were so relieved to find someone on short notice that we trusted with the kitties. We recommend him f... (more)"

3. Hannah

I'd love to walk your dog!! ?

The Fan, Richmond, VA, 23220

Drop-In Visits, Dog Walking

3 repeat clients

"Hannah C is a very loving and caring dog walker and caregiver and I can tell she is a true dog lover. Hannah has sat with my dog and walked him on many occa... (more)"

4. Bree

Your pet's new BFF

Church Hill, Richmond, VA, 23223

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Fantastic as always! (more)"

Confirmed Holiday Availability
5. Amber E. and Tori

Highly Qualified Pet Sitter

Fulton, Richmond, VA, 23231

House Sitting, Drop-In Visits, Dog Walking

35 repeat clients

"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)"

6. Alyssa

Home Full-Time to love your pup!

Church Hill, Richmond, VA, 23223

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Alyssa has been great!!! She is so sweet with our puppy and has been very flexible with some changes that have come up in our schedule! (more)"

Available this weekend
7. Sarah Jean

The Wonderful Wizard of Paws! :)

Church Hill North, Richmond, VA, 23223

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

8 repeat clients

"Our cats were in excellent hands with Sarah Jean while we were on a nine-day trip. I loved getting her updates and photos, and seeing that she took the time ... (more)"

8. Lauren

Nursing student who loves animals!

Shockoe Bottom, Richmond, VA, 23223

Drop-In Visits, Dog Walking

9 repeat clients

"Lauren is great! Super dependable, and keeps you updated with pics and a short message each visit! Will definitely ask her to take care of my pup again :) (more)"

Confirmed Holiday Availability
9. Valentina

Roving Around Church Hill!

Shockoe Bottom, Richmond, VA, 23223

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

1 repeat client

"Valentina was very accommodating with my schedule and even offered to pick my dog up from my house for my convenience. She took him on three walks in a matte... (more)"

10. Amber

Free Nose Kisses!

Church Hill, Richmond, VA, 23223

House Sitting, Drop-In Visits, Dog Walking

"I've known Amber for almost a decade and can confidently attest to her caring, sweet spirit, and passion and experience to take care of pups and children. Sh... (more)"

Confirmed Holiday Availability
11. Amanda

Professional fur baby caretaker

City Center, Richmond, VA, 23219

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

2 repeat clients

About: Your dog will get quality, individualized care and love. I worked as a veterinary assistant and as a trainer's assistant for years and have lots of... (more)

Available this weekend
12. Catherine

Lifelong experience, local rates

Church Hill, Richmond, VA, 23223

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

"I would highly recommend Catherine for pet sitting for any pet under just about circumstance. I know Catherine well. She took a biology course from me (I'm... (more)"

13. Megan

Flexible Schedule! Love to walk!

Church Hill, Richmond, VA, 23223

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

"I have been using Megan for two years to sit my 14 year old Cairn Terrier and she is the "best" dog sitter I've ever used. She treats my dog as if she were ... (more)"

14. Marlowe

Active PT student, dog FANATIC

Shockoe Bottom, Richmond, VA, 23223

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Nobody loves dogs more than Marlowe. She has experience with lots of different types of dogs from fostering them too. I can't recommend her highly enough. ... (more)"

15. Adam

Dogs are the best part of me

Richmond, VA, 23224

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Adam has grown up with dogs his entire life. As a certified veterinary technician and veterinary hospital manager for over 15 years, I know that loving dogs ... (more)"

16. Megan

Delivering love while you're away!

Bellemeade, Richmond, VA, 23224

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

About: I have owned a variety of animals my entire life. I have love for all animal types. I am reliable and completely dependable, and will never let you... (more)

17. Neena

Will take dogs on energizing walks!

Fulton, Richmond, VA, 23231

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Neena was amazing! She was so caring and patient with our 9 week old puppy who can be more than a little crazy!! She was also reliable and very timely, we wo... (more)"

18. Grayson

Animal lover and dog mom

Fulton, Richmond, VA, 23231

House Sitting, Drop-In Visits, Dog Walking

"Grayson is kind, warm hearted and helpful. She is dependable and loves our dogs (and children) like her own. I always feel at ease leaving our dogs, house an... (more)"

19. Marianne

Work-from-home, reliable dog lover

Fulton, Richmond, VA, 23231

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

3 repeat clients

"Niko seemed to have a nice time with Marianne. She is super nice, flexible and I plan on hiring her again and again! (more)"

20. Virginia

Professional Snuggler

Shockoe Bottom, Richmond, VA, 23223

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

3 repeat clients

About: Hi! My name is Virginia and I am a graduate student at VCU. I spend a lot of time reading and writing so I am home the majority of the time, and te... (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.