House Sitting in Oakland, VA

Find a loving dog sitter to watch your dog overnight in your home.

1. Raynie

Charismatic girl that loves dogs!

Richmond, VA, 23235

House Sitting, Drop-In Visits, Dog Walking

About: Not only have I had two dogs for most of my life (one of which is a rescue who is very old and requires a lot of care), I've also cared for other d... (more)

Confirmed President's Day Availability
2. Chandler

Young, energetic, ready to go

Richmond, VA, 23224

House Sitting, Drop-In Visits, Dog Walking

48 repeat clients

"Our first time having Chandler house sit with our loveable mutt, Charlie was perfect. Chandler was great with him, took care of our house, and sent pics to l... (more)"

3. Lien

VCU Student w lots of love for dogs

The Fan, Richmond, VA, 23220

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

4 repeat clients

"Lien was terrific with my dog! Ruby is an old girl, so I was concerned about all her medication, and Lien made it so easy! I came back home and the house was... (more)"

4. Bree

Your pet's new BFF

Church Hill, Richmond, VA, 23223

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"The Best! I have a very old dog and I felt like I left him with a family member. Updates were great and my dog was well loved while I was away. Stayed at my ... (more)"

Confirmed President's Day Availability
5. Felicia

Experienced dog trainer and groomer

Old Town Manchester, Richmond, VA, 23224

House Sitting, Drop-In Visits, Dog Walking

"Felicia is one of the most gifted nurturing hearts I've ever had a chance to work with. My Alaskan Huskie, Wolfy, has never take responded in such a positive... (more)"

6. Amber Edmondson

Highly Qualified Pet Sitter

Fulton, Richmond, VA, 23231

House Sitting, Drop-In Visits, Dog Walking

37 repeat clients

"Amber was very thorough and attentive to detail; just what you need when you are leaving your beloved fur baby behind. Amber communicated well and took great... (more)"

7. Lauren

Master's student at VCU

Union Hill, Richmond, VA, 23223

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Believe me when I say that you would need to search high and low to find a better pet/house sitter than Lauren. Both dog and house were perfect when we retur... (more)"

Available this weekend
8. Allison

I love running with dogs!

Capitol District, Richmond, VA, 23219

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

"Allison is high energy and positive. She will bring enthusiasm to every walk. I have known her a very long time and her love for animals is never ending. She... (more)"

9. Rachel

Run, walk, or cuddles -- I'm there!

Woodland Heights, Richmond, VA, 23225

House Sitting, Drop-In Visits, Dog Walking

"If you love your dog as much as I do, you would definitely choose Rachel to watch after your pups! Rachel is responsible, friendly and trustworthy. I've had ... (more)"

10. Alex

Life-long dog lover

Monroe Ward, Richmond, VA, 23220

House Sitting, Drop-In Visits, Dog Walking

"Alex is a phenomenal Dog sitter. He looked after our house, 2 cats and 2 dogs as well as watering the garden. He is polite and reliable. Everything looked im... (more)"

11. Adam

Dogs are the best part of me

Richmond, VA, 23224

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Adam did a great job with my puppy and was sending me pictures throughout the stay. I definitely recommend him if you want someone who will be caring about y... (more)"

12. Hunter

A student looking for some friends!

Shockoe Slip, Richmond, VA, 23219

House Sitting, Drop-In Visits, Dog Walking

"Hunter is a wonderful dog owner. His kind, fun-loving personality mirrors that of his border collie, Chief. Being friends with Hunter has allowed me to perso... (more)"

13. Alyssa

Home Full-Time to love your pup!

Church Hill, Richmond, VA, 23223

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Alyssa is wonderful with my dog Finn. She takes the time to make sure he getting the special attention he needs and spoils him like her own dog. She is very ... (more)"

Available this weekend
14. Chelsea

Plenty of socialization and running

Old Town Manchester, Richmond, VA, 23224

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

About: Your dog will get plenty of socialization with my pup! Your dog must be willing to play cause my dog will surely tire them out. I enjoy taking dogs... (more)

Available this weekend
16. Alisha

Flexible schedule, love dogs

Church Hill, Richmond, VA, 23223

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Alisha did a great house sitting for us for eight days! She kept the dog happy and the house clean. She also watered the plants and kept my garden alive duri... (more)"

Available this weekend
17. Valentina

Roving Around Church Hill!

Shockoe Bottom, Richmond, VA, 23223

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

2 repeat clients

"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)"

Available this weekend
18. Heather

Bound to make your hound smile :-)

Richmond, VA, 23231

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

"Heather truly loves animals and pets. She is loving, caring and will treat your pet as if it were her own. I highly recommend Heather. (more)"

19. Virginia

Professional Snuggler

Shockoe Bottom, Richmond, VA, 23223

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

4 repeat clients

"My best Rover experience yet. Virginia did an amazing job with my pets. She was always quick to reply and pro-actively provided multiple pictures everyday of... (more)"

20. Christopher

Love taking long walks!

Shockoe Bottom, Richmond, VA, 23223

House Sitting, Drop-In Visits, Dog Walking

About: As a dog owner, I'm passionate about creating the best experiences and life for my dog. And I am ready to do that for your dog, too! I am available... (more)


Rover.com is the simple, savvy way to find and book Oakland house sitting. It's easy to find the perfect house sitter — many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Oakland on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Oakland house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.