Pet Sitting & Drop In Visits in Oakland, FL

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

1. Christina

Delivering Love and Care they need!

Clermont, FL, 34711

Drop-In Visits, Dog Walking

6 repeat clients

"Christina took amazing care of all three of my pups, and my house. The pups were happy and the house cleaner than I left it. Will recommend. Thanks Christina! (more)"

2. Lauren

Norwegian & American husband & wife

Oakland, FL, 34760

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

8 repeat clients

"I would highly recommend Lauren. We felt she did a great job taking care of our Bear. It was reassuring to know he was in good hands with messages and even p... (more)"

3. Tracy

dedicated to pets wellbeing

Windermere, FL, 34786

Dog Boarding, Drop-In Visits, Dog Walking

4 repeat clients

About: Hello everyone, I have been pet sitting for over 20 years and have gained a wealth of knowledge and experience! I work with dogs on a daily basis a... (more)

4. Charity

HOME IS WERE THE DOG IS!

Ocoee , FL, 34761

House Sitting, Drop-In Visits, Dog Walking

"Charity was wonderful! I am such a paranoid pet owner. This was my first time using Rover and I couldn't be happier with my experience! She kept me updated e... (more)"

5. Logan

Animals are just family with 4 legs

Clermont , FL, 34715

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

1 repeat client

About: I've grown up around animals for years. I used to watch my neighbors animals as a kid when they went out of town and just grew up with a passion th... (more)

6. Sarah

Your Fur Family is always Welcome!

Clermont, FL, 34711

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

24 repeat clients

"Sarah did a great job; she was not only able to accommodate our schedule but the dogs loved her. They all were very happy when we came home from the attentio... (more)"

7. Frank

simple & caring pet sitter

Winter Garden, FL, 34787

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

1 repeat client

About: I've never actually thought you could make something of dog sitting. Who knew? I've had dogs, cats, and birds through my life. I'm the go to sit... (more)

8. Sean

Ex Manager at PetSmart

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

"Sean is fantastic with my little dog, Maggie! Sean has been wonderful with his own dogs. I rarely trust anyone with my little girl, but Sean has dog-sat for ... (more)"

9. Linda

I need a new dog in my life!!

Clermont, FL, 34711

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

"I have known Linda for over 45 years and I know she is a good person and she loves pets. Not only is she my friend, but she worked for me when I owned Julie'... (more)"

Available this weekend
10. Michelle

Dogs love hanging out with us!

Oakland, FL, 34787

Dog Boarding, Drop-In Visits, Doggy Day Care

9 repeat clients

"Michelle and her family are real animal lovers. They have watched my dogs on numerous occasions and my dogs always receive great care! My dogs are treated li... (more)"

11. Amanda

Your Fur Baby's Home Away From Home

Winter Garden, FL, 34787

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

2 repeat clients

About: Hello pet parents! I am a lover of all animals, especially dogs! I have two doggies of my own and they are my world! I have years of experience pet... (more)

12. Torey

Dogs absolutely love me!

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

"Torey has been dog sitting for my house for over 3 years now. He goes above and beyond when taking care of our dog. We always know that our dog is in good ha... (more)"

13. Athea

Animal lover!

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Athea is a true animal lover. She is very in tune with animals. I was very comfortable leaving her with my 3 dogs and a cat. She followed all of the instru... (more)"

14. Menchie

Caring and loving dog sitter!

Clermont , FL, 34711

House Sitting, Drop-In Visits, Dog Walking

"Menchie was a loving and responsible pet owner herself, so she knows through experience on how nerve wrecking it is, leaving your buddy in someone elses hand... (more)"

15. Lauren

Your pets new favorite sitter (:

clermont, FL, 34711

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

1 repeat client

"Let me say lauren is the best of the best. She is definitly one of chewys (My dog) favorite people). I was worried because he is normally shy but went straig... (more)"

16. Kelly

Dogs touch our hearts and souls :)

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

"Kelly is one of the most dependable people I know. You'll never have to worry about your pets if he is taking care of them. His friendly and easy going man... (more)"

17. De-Andra

Patient and fun animal lover

Winter Garden, FL, 34787

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

About: I've had many dogs from Shih Tzu's to mastiffs and pitbulls throughout my life, and have always loved animals. I wanted to be an animal trainer gro... (more)

18. Kristina

Compassionate, friendly, fun!

Winter Garden, FL, 34787

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

1 repeat client

About: I have many years of experience with dogs - I have 2 dogs of my own! I'm that girl that sees a dog and runs to go pet it. Haha! I can't help it...d... (more)

19. Melodee

Caring, responsible, pet lover.

Winter Garden, FL, 34787

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

"Melodee did a great job caring for our dog Maya! Maya was at easy and she received attentive care. We were relieved to know we had someone we could trust wat... (more)"

20. Jessica

I am a lover of all fur babies

Winter Garden , FL, 34787

House Sitting, Drop-In Visits, Dog Walking

About: I have been a pet owner for my entire life, I have lived both with cats and dogs, I am also a former Equestrian. My love for animals has no boundar... (more)

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Learn About Premier

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 free 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.