House Sitting in Oakland

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. 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 a wonderful human! She cared for my pets very lovingly. I will certainly use her again! ? (more)"

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2. Madison Verified Background Check

Love & care for your fur-babies!

Oakland, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

"Madison was outstanding with our 2 Golden Retrievers! They loved her and she was very responsible! She sent us pictures of the dogs and made us feel at ease ... (more)"

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3. Katy Verified Background Check

I will play with your dog.

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

"Katy and Skye have become best freinds. From a pet perpective, this is the best part of the vacation. :) We all love Katy, and Katy is part of our family ... (more)"

Confirmed availability
Christmas and New Year
4. Kristi Verified Background CheckRover 101

TLC offered

Winter Garden, FL, 34787

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

"Kristy is a very kind and caring with both of my dogs. One of which is elderly. I would recommend her to anyone. Always at ease when Kristy is with the dogs. (more)"

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5. 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

"I used Linda for overnight care in my home. Linda was the purfect? fit for my two furbabies. They were well taken care of while we were away. She was reliabl... (more)"

6. Grace Verified Background Check

Kindness and Care with Gracie

Wintergarden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

"Grace was absolutely wonderful!!!! She sent us pics of my dog every day and sent me texts to keep me Posted on how my dog was doing. I will Definitely use... (more)"

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7. Lauren Verified Background Check

I like long walks on the beach!

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

"I could never say enough about how awesome Lauren is. Not only is she great to our pups but she is super accommodating and willing to be flexible when things... (more)"

8. Chelsea Verified Background Check

certified veterinarian technician

Oakland, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

"We are so fortunate to have Chelsea as our pet sitter! She does such a great job with my three dogs, two of which are geriatric with medical issues. She has... (more)"

9. Jenn Verified Background Check

I love 4 legged friends!

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

"Jenn has been taking care of our fur babies for over two years now. She has a natural love of animals, and they recognize that and love her right back. Our 3... (more)"

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10. Sadie Verified Enhanced Background Check

Animal loving person

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

About: I am project manager and I moved to Florida 6 years ago from Mississippi. I have had pets (cats, dogs, horses, bunnies, etc) my whole life and hav... (more)

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11. Carissa Verified Background CheckRover 101

I will love your dog just like you

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

"Carissa was wonderful while staying overnight with my dogs. She took very good care of them and kept me updated as to how they were doing. I would definite... (more)"

Confirmed availability
Christmas and New Year
12. Jeannine Verified Background CheckRover 101

Walks are better with a dog :)

clermont, FL, 34711

House Sitting, Drop-In Visits, Dog Walking

"Jeannine did an amazing job taking care of our two German Sheppard dogs! She truly cares about animals and we know this because our dogs loved her the minute... (more)"

Confirmed availability
Christmas and New Year
13. Carley Verified Background Check

Your dog comes first!

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

"Carley was not only sweet but very easy going and responsive to additional unexpected issues with our older dog. She was was not only responsible with the n... (more)"

14. 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
Christmas and New Year
15. Ruth Verified Background Check

I adore any kind of pet or animal

Winter Garden, FL, 34787

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

"Ruthie loves people and animals and takes pride in her reputation. She’s a wonderful person. Very mature. Ruth doesn’t drink or smoke or do drugs and she’s a... (more)"

16. Tremayne Verified Background Check

Take care of your dog like my own

Clermont, FL, 34711

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

"Treamayne watched my dog a couple of weekends. Very flexible with drop off times and he sent me pictures and updates the whole time. He took him on walks and... (more)"

17. Ann Marie Verified Enhanced Background Check

“Let’s go to the dog park!”

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

"Ann Marie took great care of our little ones and kept us updated on how they were doing during our trip. We highly recommended her (more)"

18. Lydia Verified Enhanced Background Check

Here to take care of your pet needs

Oakland, FL, 34760

House Sitting, Drop-In Visits, Dog Walking

"Lydia was awesome with Mali & Harmony. This was the first time we have used her. We were gone for a week she stayed at our house she took very good care of t... (more)"

19. Betty Verified Enhanced Background Check

Loving Pet Sitter

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

About: My friends and family would always ask for me to dog set when they went out of town. I would make sure they had their food and water bowls full. T... (more)

Confirmed availability
Christmas and New Year
20. Kayleigh Verified Background Check

Exceptional care

Montverde, FL, 34756

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

About: Hi! I would like to start by thanking you for taking the time to read my profile. I am a full time groomer for 10+years. I have many years working ... (more)


Never beg a friend to watch your dog again. With Rover, you can find your the perfect Oakland house sitter in seconds. When you book house sitting on Rover, your dog will enjoy a loving, relaxing stay in their own home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers care for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach trusted house sitters in Oakland who can provide the care your dog needs, when they need it.