Pet Sitting in Oakland

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

Confirmed availability
 Easter weekend
1. Kristi Verified Background CheckRover 101

TLC offered

Winter Garden, FL, 34787

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

"Kristi was AWESOME! I am a little neurotic about my animals and she took excellent care of them! Including our puppy! We were on vacation in Disney and she che… (more)"

Confirmed availability
 Easter weekend
2. Kaitlyn Verified Background CheckRover 101

Purrfectly splendid to meet you!!

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

"Kaitlyn was a great sitter for our cat! She had lots of availability which was perfect for us since we needed a last minute sitter. She showed up on time and f… (more)"

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3. Jasmine Verified Background Check

Fur mom to two beautiful cats

Winter garden, FL, 34787

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

"Jasmine is truly fantastic. She is flexible, trustworthy and accommodating. She takes great care of our furbabz ( a golden and a cat) and we are very thankful … (more)"

Confirmed availability
 Easter weekend
4. Eboni Verified Background CheckRover 101

Safe Home w/ Animal Love Central

Ocoee, FL, 34761

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

"Eboni is a loving and caring person. I’ve know her for over 18 years. She loves pets and has even rescued a few. Eboni is very responsible and reliable. Any do… (more)"

5. Tina Verified Background CheckRover 101

RN who loves animals! Fenced Yard!

Clermont, FL, 34711

Dog Boarding, Drop-In Visits, Doggy Day Care

"Tina and her husband were awesome! Communicated a lot and asked all the right questions. Our pups seemed to have a good time while they were dropping by. (more)"

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6. Danielle Verified Background Check

Pet parent ready to care for yours!

Ocoee, FL, 34761

House Sitting, Drop-In Visits, Dog Walking

"Danielle was amazing to my baby boy Mellow! He loved her and I felt secure having her around him and in my home in such a short notice. I had last minute thing… (more)"

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7. Christine Verified Background Check

Let’s play together

Winter garden, FL, 34787

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

"Our pups love spending time with Linda she takes good care of them. We love al the pictures and videos she sends us too! Highly recommend! (more)"

Confirmed availability
 Easter weekend
8. Michele Verified Background Check

Dog’s Best Friend

Winter Garden, FL, 34787

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

About: I have taken care of dogs of every kind since I was very young. Neighbors, friends & family have relied on me to walk, feed & bathe their pets. I a… (more)

Confirmed availability
 Easter weekend
9. Linda & Christine Verified Enhanced Background CheckRoverGO

ALL YOU NEED IS LOVE LOVE

Winter Garden, FL, 34787

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

"Linda and Christine were excellent! I would highly recommend them. They took care of my birdies while I was away and I was a little nervous because birds have … (more)"

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10. Lauren Verified Background CheckRover 101

Norwegian & American husband & wife

Winter Garden, FL, 34787

Drop-In Visits, Dog Walking

"Lauren did a great job checking on my puppy during a drop in visit! He had lots of fun and I loved seeing the amazing photos of him that she took during her vi… (more)"

Confirmed availability
 Easter weekend
11. Andrew Verified Background CheckRover 101

Luxury Care🐶Large fenced yard!🐶

Clermont, FL, 34715

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

"We are so happy with babysitter Andrew! Very caring and dependable. We never have to worry when we leave, knowing the kids are in great hands. They're big fans… (more)"

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12. Kris Verified Enhanced Background Check

Just a dog owner who loves animals

Winter Garden, FL, 34787

Drop-In Visits, Dog Walking

"Tks again, on time and the girls happy (more)"

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13. Katy Verified Background Check

I will play with your dog.

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

"Katy has been a reliable sitter this week , keeping to her agreed schedule and posting pictures as she promised. This really set our minds a ease as we were on… (more)"

14. Alyssa Verified Background Check

Let’s work together!

Winter Garden, FL, 34787

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

"Alyssa was great and very flexible when my plans changed. (more)"

15. Ally Verified Background Check

Hi there, I’m Ally!

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

About: When I was younger my family and I volunteered and fostered for our local animal shelter. I spent nearly every one of my weekends caring for the anim… (more)

16. Jaklyn Verified Background Check

An animal lover and fur baby friend

Winter Garden, FL, 34787

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

"Jakyln absolutely went above and beyond for my babies! Her energy and love for my animals gives me so much peace when I have to travel for work. She treats the… (more)"

Confirmed availability
 Easter weekend
17. Wendy Verified Background Check

Home full-time, can medicate

Winter Garden, FL, 34787

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

"Wendy was great and thorough with talking through what my pup would need from her, which I was appreciative because it was the first time I have had someone I … (more)"

18. Taylor Verified Background Check

Loving Animal Care!

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

"Taylor was amazing! My animals definitely enjoyed having her and were sad watching her leave. She sent pictures frequently, spoiled them with new toys, bathed … (more)"

19. Forrest Verified Background Check

Energizing Walks, Cozy & Safe Home

Oakland, FL, 34760

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

"Forrest is an excellent dog sitter and will provide lots of attention to your furry companion. I can honestly say I trust him with my fur babies! (more)"

Confirmed availability
 Easter weekend
20. Mikayla Verified Enhanced Background Check

Owner Away? We’ll Sit and Stay.

winter garden, FL, 34787

Drop-In Visits, Dog Walking

"I do not trust many with my doggo! I am that dog mom, lol. I will, however, trust Mikayla. Her relationship with her doggo says it all. They’re best friends! A… (more)"


Rover.com is the simple, savvy way to find and book Oakland drop in pet sitting. It's easy to find the perfect pet sitter — many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Oakland. When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.