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.

Available this weekend
1. Chandler

Young, energetic, ready to go

Richmond, VA, 23224

House Sitting, Drop-In Visits, Dog Walking

39 repeat clients

"Chandler was great! We were apprehensive about letting someone into our home and nervous about leaving our new pup, but both were no stress with Chandler! He... (more)"

2. Cody

I've always been an animal lover!

Shockoe Bottom, Richmond, VA, 23223

Drop-In Visits

11 repeat clients

"Cody did a great job taking care of my two cats. It was very easy to communicate using this app. He was very quick when writing back. I loved his constant pi... (more)"

Available this weekend
3. 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

5 repeat clients

"After finding out our pup had 2 torn ACLs the day before we left for Europe, we nearly canceled our trip. I talked with Sarah Jean about the medicine/care he... (more)"

4. Amber E. and Tori

Highly Qualified Pet Sitter

North Highland Park, Richmond, VA, 23222

House Sitting, Drop-In Visits, Dog Walking

24 repeat clients

"Amber was absolutely wonderful and we will certainly hire her again! This was our first time with a cat sitter outside of family and she made us feel complet... (more)"

Available this weekend
5. Schyller

Active, Trustworthy, and Flexible!!

Northrop, Richmond, VA, 23225

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Schyller is so lovely and reliable. She communicates throughout the stay and sends pictures. It is such a relief to find a reliable, responsible sitter. Noth... (more)"

6. Carly

always available for your pups!!

Vcu, Richmond, VA, 23220

House Sitting, Drop-In Visits, Dog Walking

"Carly has always been a huge dog person and there isn't a dog out there that doesn't love her! She took care of my sheltie when I was away because I knew I c... (more)"

7. Samantha

Flexible schedule and local

The Fan, Richmond, VA, 23220

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

"Samantha did an amazing job watching my rescue over the weekend. She’s responsible and was so easy to work with throughout the entire process. She gave me pe... (more)"

8. Megan

Flexible Schedule! Love to walk!

Church Hill, Richmond, VA, 23223

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

"We called Megan sit for our two Jack Russells ,as a last minute emergency fill in. She did a outstanding job. She was very attentive and our “babies”loved he... (more)"

9. Emma

Teacher by day, dog mom by night

Union Hill, Richmond, VA, 23223

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

11 repeat clients

"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)"

10. Laura

Dog-loving law student!

Church Hill, Richmond, VA, 23223

Drop-In Visits, Dog Walking

1 repeat client

"Could not be more pleased with Laura pet sitting for our puppy!! She responded to our request quickly and was able to provide drop in visits on short notice.... (more)"

11. Meghin

Your dogs new best friend

Richmond, VA, 23224

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

5 repeat clients

"Meghin met my two dogs before her first drop-in visit with my two young rambunctious dogs and they liked her right away as did I. She knows a lot about dogs... (more)"

12. Alyssa

Home Full-Time to love your pup!

Church Hill, Richmond, VA, 23223

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

2 repeat clients

"Alyssa is kind, loving, and absolutely incredible with dogs of all breeds! I could not have asked for a better dog sitter and walker for the times that I hav... (more)"

13. 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)"

14. Allie

Teacher off for summer - love dogs!

Chimborazo, Richmond, VA, 23223

Drop-In Visits, Dog Walking

1 repeat client

"Having Allie come by and visit with Midge twice each day made our vacation (more)"

Available this weekend
15. Lauren

Nursing student who loves animals!

Shockoe Bottom, Richmond, VA, 23223

Drop-In Visits, Dog Walking

7 repeat clients

"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)"

16. Tracy

Dog Mom Extraordinaire!

Fulton, Richmond, VA, 23231

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

6 repeat clients

"Wonderful as always! (more)"

Available this weekend
17. Carlie

Loves Dogs & Very Flexible Schedule

Shockoe Slip, Richmond, VA, 23219

House Sitting, Drop-In Visits, Dog Walking

"Carlie is one of the biggest dog lovers I know. She loves spending time with dogs and ensuring they receive they care and attention they need. (more)"

18. Dawn

Loving dog, cat & exotic pet sitter

Henrico, VA, 23231

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Dawn is super reliable, sends fun Rover cards so I know how my puppy did each day, and instills confidence in me that everything at my home with my "baby" is... (more)"

19. Virginia

Professional Snuggler

Shockoe Bottom, Richmond, VA, 23223

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

2 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)

Available this weekend
20. Austin

Comforting care for loved dogs

Richmond, VA, 23231

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

1 repeat client

"Austin is amazing with my pets. I have multiple pets and I am often out of town. I can always count on her to take care of my pets. One of my dogs is on seve... (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

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.