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. Tracy

dedicated to pets wellbeing

Windermere, FL, 34786

Dog Boarding, Drop-In Visits, Dog Walking

5 repeat clients

"We recently reached out to Tracy for support in coverage for our puppy. Tracy reached out right away and schedule a meet and greet the same day! Tracy's genu... (more)"

Available this weekend
2. Ann

Dogs are part of our family!

Windermere, FL, 34786

Dog Boarding, Drop-In Visits

"Fantastic dog sitter - cares for our dog as if he were he own. Love that the dogs have their own private fenced yard and are never left more than 5 hours alo... (more)"

3. Lauren

Norwegian & American husband & wife

Oakland, FL, 34760

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

9 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)"

4. Carol

1 acre fenced yard with pool!!

Clermont, FL, 34711

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

About: I have over 10 years of dog sitting experience for friends and family. I have owned labrador retrievers for the past 17 years. I currently have a... (more)

Available this weekend
5. Charity

HOME IS WERE THE DOG IS!

Ocoee , FL, 34761

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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)"

Available this weekend
6. Nicholas

I'll run or walk, your dog decides

Windermere , FL, 34786

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

"Nicholas was AWESOME. He went above and beyond helping mecwith my handicapped pug who can't walk, pee or poop in her own. He spoon fed her til she started ... (more)"

7. Michelle

Dogs love hanging out with us!

Oakland, FL, 34787

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

10 repeat clients

"Michelle does such a great job with my dogs! I feel confident that she can handle them and they loved her as soon as she walked in through the door. She make... (more)"

8. Amanda

Your Fur Baby's Home Away From Home

Winter Garden, FL, 34787

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

5 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)

Available this weekend
9. Dan

Avid Dog Lover w/ Active Lifestyle

Windermere, FL, 34786

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

1 repeat client

"If a dog is Man's best friend, then how did I end up with the best human friend ever? When he mentions his childhood dog and tears up about how much he misse... (more)"

Available this weekend
10. Linda

I need a new dog in my life!!

Clermont, FL, 34711

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

3 repeat clients

"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)"

11. Aeriel

Full Time Dog Sitter!

Montverde, FL, 34756

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

2 repeat clients

About: At our home, we have a great big doggy family, and we want you and your pet to be apart of it! Growing up, I have always been an animal lover, an... (more)

12. Sarah

Your Fur Family is always Welcome!

Clermont, FL, 34711

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

26 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)"

13. Sean

Ex Manager at PetSmart

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

"Sean has been a loving and responsible dog owner all his life. I met him 14 years ago and in that time I have seen and heard him lavish his dogs with love a... (more)"

14. 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)"

15. 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)

16. Kaila

pining to take care of a puppy

Winter Garden, FL, 34787

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

About: I am originally from upstate New York and re- located to the Orlando area after falling in love with the Walt Disney company around the age of 19. ... (more)

17. 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)"

18. 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)"

19. Athea

Animal lover!

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Athea has house sat and taken care of my cat and two dogs before. She payed close attention to the pet sitter notes I had left, my home was clean when we arr... (more)"

20. 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)

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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.