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. Dan

Team Dan & Nicholas's Dog Services

Windermere, FL, 34786

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"This was our first time using Dan to take care our older Maltese Sophie.. could not be any happier with their service.. great updates and photos on every vis... (more)"

2. Katinka

Im in puppy love

Winter Garden, FL, 34787

Drop-In Visits, Dog Walking

About: I am married and a mother of 2 plus 3 lol. Even since I got my first dog i have loved them since. I treat all my dogs like my own children. I enjoy... (more)

3. Lauren

Norwegian & American husband & wife

Oakland, FL, 34760

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

10 repeat clients

"This was a get-acquainted visit. All four dogs liked Lauren. One of them is more standoffish than the others and Lauren was able to entice her over for a goo... (more)"

4. Penelope

Penny's Pet Palace

Minneola, FL, 34715

Dog Boarding, Drop-In Visits, Doggy Day Care

2 repeat clients

"Penelope has the sweetest and most gentle demeanor you could ask for. Whether it is with her 3 year old boy (dog lover and owner himself) or with your furr... (more)"

5. Tracy

dedicated to pets wellbeing

Windermere, FL, 34786

Dog Boarding, Drop-In Visits, Dog Walking

8 repeat clients

"Tracy was amazing with my nervous poodle, Vinny. Will definitely be using her in the future for drop-ins and maybe overnight boarding if needed! When my apar... (more)"

6. Maranda

Longtime pet sitter & new to area

Ocoee, FL, 34761

Drop-In Visits, Dog Walking

"Maranda would be an EXCELLENT dog sitter for any of your furry family members! For the past 3 years Maranda was an amazing pet sitter with our pet sitting + ... (more)"

7. Aeriel

Full Time Dog Sitter!

Montverde, FL, 34756

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

6 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)

8. Amanda

Your Fur Baby's Home Away From Home

Winter Garden, FL, 34787

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

8 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. Lauren

Your pets new favorite sitter (:

clermont, FL, 34711

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

3 repeat clients

"Lauren was very professional, personable, and most importantly Sug liked her! Kept us up to date during both visits and even sent us some pictures. Will defi... (more)"

Available this weekend
10. Pri

Home Flexible hours, fenced yard

Winter Garden, FL, 34787

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

About: Hello! My name is Pri, I have about 7 years of experience in providing services for animals. I have 6 dogs of my own, and 3 cats. All friendly! On ... (more)

11. Olivia

Loving care when you're not there~

Clermont, FL, 34711

House Sitting, Drop-In Visits, Dog Walking

"I have 3 fur babies with lots of energy but since I hurt my left leg I can't walk them the three times a day as I use to . I found Olivia thru a friend of a ... (more)"

12. 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)"

13. Wendy

Home full-time, can medicate

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

"Wendy has taken care of our Siberian Husky Roxy when we have had to go away for a long day or overnight weekend. She walks her, plays with her, and feeds he... (more)"

14. 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 as a colleague for over a year now, and if the level of attention and responsibility she demonstrates in the workplace is any indication o... (more)"

Available this weekend
15. Megan

Dog lover w/ flexible day schedule!

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I adopted my "high maintenance" bully breed over 6 years ago, and she is my world! An animal lover-advocate and vegan, I am passionate about being ... (more)

16. Dana

Top Notch Dog Sitter!

Winter Garden, FL, 34787

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

"Dana is simply amazing! A family emergency caused me to need a pet sitter for my 6 month old Maltipoo, Bentley, at the last minute. Dana was flexible, profes... (more)"

17. Kaila

Lots of puppy cuddles!

Winter Garden, FL, 34787

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)

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)"

Available this weekend
19. Alba

Will Talk To Your Pet

Winter Garten, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

"Alba is great with animals. She treats them like any other guests, plays with them, and lets them know they're loved. If you give her a task she will follow ... (more)"

20. Frank

simple & caring pet sitter

Winter Garden, FL, 34787

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

3 repeat clients

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)

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

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.