Dog Walking in Winter Garden

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

Confirmed Holiday Availability
1. Lores

Caring devoted animal lover!

Ocoee, FL, 34761

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

158 repeat clients

"Amazing as always (more)"

Confirmed New Years Availability
2. Maggie

Dog trainer becomes dog walker!

Winter Garden, FL, 34787

Drop-In Visits, Dog Walking

"Maggie responded quickly to my request and was ready to go with the pups at a moments notice. she bonded with my pups and gave them the love I needed them to... (more)"

3. Nicole

I'll Treat Your Dogs Like Family

Winter Garden, FL, 34787

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

2 repeat clients

"Nicole was so sweet and came through at late notice!! She was very informative and sent pics of my pup that made me feel happy and secure knowing he was in g... (more)"

4. Delana

Professional Boarding Experience

Ocoee, FL, 34761

Drop-In Visits, Dog Walking

2 repeat clients

"I’m so grateful for Delana. She was available in a pinch and my dog loved her. She is kind and flexible and clearly loves animals. (more)"

5. Lauren

Norwegian & American husband & wife

Oakland, FL, 34760

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

13 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)"

Confirmed Holiday Availability
6. Asia

Home Full Time, Flexible Hours

Oakland, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

"Asia watched my two dogs for three days over Christmas break last year while I was on vacation. I left detailed instructions on how they like their food, wha... (more)"

7. Wendy

Home full-time, can medicate

Winter Garden, FL, 34787

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

4 repeat clients

"Wendy is wonderful with animals. She is especially attentive and loving due to her passion, understanding, and knowledge of so many species and breeds. Asid... (more)"

8. Kevin

Treat them like they’re my children

Orlando, FL, 32818

House Sitting, Drop-In Visits, Dog Walking

"Kevin is extremely kind-hearted and hardworking. He would be a great dog sitter because of his love for animals, especially puppies and dogs. He is responsib... (more)"

Confirmed Holiday Availability
9. Jack

I do whatever makes your pet happy!

Ocoee, FL, 34761

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

2 repeat clients

About: Hi there! My name is Jack, and I love animals! I'm a professional dog and house sitter with 4 years of experience. -I specialize in brachyceph... (more)

Confirmed New Years Availability
10. Michelle

Dogs love hanging out with us!

Oakland, FL, 34787

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

12 repeat clients

"Michelle gave birth to three children, adopted three more and has had at least one or two dogs in her busy life since she was barely walking. Love of childre... (more)"

Confirmed Holiday Availability
11. Kate

Quality time with your fur baby!

Ocoee, FL, 34761

Drop-In Visits, Dog Walking

"Kate is a responsible and caring person, and will treat your dog like it is her own. She has watched my dog on multiple occasions and I highly recommend her ... (more)"

12. Amanda

Your Fur Baby's Home Away From Home

Winter Garden, FL, 34787

Drop-In Visits, Dog Walking

8 repeat clients

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

Confirmed New Years Availability
13. Shannon

Well-Trained Dog (and Cat) Lovers!

Winter Garden, FL, 34787

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

4 repeat clients

"We used Shannon's and her son ANDREW's dog walking services for about 3 years and were very pleased! Shannon is dependable, honest and thorough in her busin... (more)"

14. Kelly

Dogs touch our hearts and souls :)

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

"I have known Kelly for many years. From the time he was very young he has been a lover of animals of all kinds. He has always supported causes to benefit t... (more)"

15. 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)

16. 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)"

17. Michael

Taking Care of all your Family

WINTERGARDEN, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

About: Hi, my name is Michael, and I am interested in pet sitting for you! I have a dog of my own named Max and he is a German Shepard.My friends call me ... (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)

Confirmed Holiday Availability
19. Tiffany

Dog Lover! Professional Experience!

Winter Garden, FL, 34787

Drop-In Visits, Dog Walking

"Tiffany is kind and responsible, she treats her dogs like family...always doing the best for them! I highly recommend Tiffany as a dog sitter, your pets will... (more)"

20. Margot

Animal Lover & Engineer

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

About: Engineer by day and event planner by night. Orlando is my home and my community. That includes people and animals alike! I love to travel and have ... (more)


What if you're a dog lover who's looking for dog walking jobs? You'll want to check out our information about how to become a dog walker. We're always excited to add new dog walkers to our dog walking service, and our process makes it simple to get your own dog walking business up and running. When you become a Rover dog walker, you benefit from great features including premium pet insurance, a third party background check, and our cashless payment feature for ease and peace of mind. Why not sign up today?

When you're looking for dog walkers near Winter Garden, FL, Rover.com is the simple, smart way to find and book dog walking services. Our Winter Garden dog walkers are dog lovers first and foremost, and 95% of reviewed stays and walks have received a perfect five-star rating. Every new Rover dog walker in Winter Garden, FL must complete a background check. You can see the background check badge on your dog walker's profile, so you know your pet is in safe hands. Whether you need to hire a dog walker for a single outing or want someone to go on regular dog walks with your pet, you're sure to find a great fit for all your dog walking needs in Winter Garden with Rover's dog walking services.

Speaking of payment, the cost of dog walking in Winter Garden, FL may surprise you - in a good way. That's because there's a dog walker on Rover for nearly every price range and lifestyle. Curious about how much you can expect to pay for dog walking on Rover? Check out our average dog walking rates to get an idea before you start a conversation with an individual dog walker.

Looking for a quick solution to your dog walking needs when you're short on time? Then you'll love the Rover dog walking app. The Rover app features hundreds of highly rated, trusted dog walkers, and you can scroll through the options or simply rebook your regular dog walker in seconds. Your dog walker can share real-time photo updates via the Rover dog walking app, and with the app's cashless payment feature you'll be able to compensate your dog walker quickly and safely - no need for cash, checks or tips.

When you book dog walking services on Rover, you'll be able to connect with a dog walker who's a good fit for you, your dog, and your lifestyle. Your walker can provide dog walking updates with start and stop times, a map of their walk with total distance, info about pee, poo, food and water breaks, and photos of your dog in action. Every walk booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee.

In short, when you use Rover to find a dog walker in Winter Garden, you can rest easy knowing that your dog is having a great time.