Dog Walkers in Oakland, FL

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

1. Lauren

Norwegian & American husband & wife

Oakland, FL, 34760

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

11 repeat clients

"Lauren was amazing with my puppy! It was such a relief to be so far away and know that she was in good hands. I received photos and video of a happy dog!!! I... (more)"

2. Carol

1 acre fenced yard for running/play

Clermont, FL, 34711

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

3 repeat clients

"Jack and I love Carol! She is very efficient, friendly and communicates great with me so that I don't ever have to worry about Jack when he is in her care. I... (more)"

Available this weekend
3. Nicole

Energetic Dog Lover

Winter Garden, FL, 34787

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

About: I have two dogs in my home ( 4y/o Chihuahua Mix & 1y/o German Shepherd ) they are super friendly, and love to meet new dogs! I've been caring fo... (more)

4. 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)"

5. Lauren

Your pup has a friend in me!

Winter Garden, FL, 34787

Drop-In Visits, Dog Walking

"Lauren came over for a meet and greet before the day of Daisy's walk and seemed very sweet. She even brought Daisy a treat! She listened to all my concerns a... (more)"

6. Olivia

Loving care when you're not there~

Clermont, FL, 34711

House Sitting, Drop-In Visits, Dog Walking

"I've known Olivia for the past five years or more. She honest, Trustworthy and of good Character. I would recommend here to anyone that has any questions abo... (more)"

7. Taylor

Home full time

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

About: I have been around dogs my whole life and am an avid animal lover. I'm available 7 days a week and am able to administer medicine, feed and water y... (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

"Amanda has been wonderful with Bentley! We are very happy to have found her. (more)"

Available this weekend
9. Wendy

Home full-time, can medicate

Winter Garden, FL, 34787

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

1 repeat client

"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)"

10. Menchie

Caring and loving dog sitter!

Clermont , FL, 34711

House Sitting, Drop-In Visits, Dog Walking

"Menchie has had pets all of her life. She treats every animal with such care and love that they become an extension of part of her family. She has worked wit... (more)"

11. Brooke

Adoring every dog!!!

winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

About: I am the absolute biggest dog lover you would probably find. Dogs seem to get along with me extremely well. I have been the biggest dog lover since... (more)

12. 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)"

13. 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)"

14. 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)"

15. 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 so helpful while we were visiting Disney World. She was able to come to our RV Park and walk our dog Murphy on four different occasions. She allow... (more)"

16. Kristina

Compassionate, friendly, fun!

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, 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)

17. Nicole

Your Fur babys home away from home!

Winter Garden, FL, 34761

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

"Nicole is phenomenal with animals! She is kind, energetic, and caring. Nicole offers great people skills and animal skills. I highly recommend asking her to ... (more)"

18. 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)

19. Vero

Providing Dogs Love, Care, and Exer

Winter Garden, FL, 34787

Drop-In Visits, Dog Walking

About: Hello! I'm Vero, an experienced dog lover from the Orlando area. I get along wonderfully with dogs of all sizes and all animals (except roaches). ... (more)

20. Megan

Dog lover w/ flexible day schedule!

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Thanks so much! Love all the pictures you get of her!!! I love that I don't have to worry when I know you are coming. (more)"

Experience exceptional service and a personalized match

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

Learn About Premier

We know you can't always be there, and it's our goal is to connect you with sitters in your neighborhood who can help take care of your pet. With Rover, it's easy to find and book Oakland dog walkers who will give your dog the exercise they need. Book a 30-minute walk one day, once a week, or even every day. That way, you can take care of what you need to do and know your dog is getting the love they deserve. No matter how often you need a sitter or dog walker, we're here for you. We're proud to offer complimentary premium insurance with dog walking services booked through Rover. The next time you're looking for a dog walker in Oakland, FL, visit Rover to search for the perfect dog walker, set up a Meet & Greet, and book a walk anytime you need it. All you have to do after that is sit back and relax: your dog's in good hands.

Wondering what you should be paying for a walk? Check out our standard dog walking rates for a comparison.