Dog Walking in Winter Garden

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Claire G.
Verified Enhanced Background Check
Sitter Profile Image: Claire G.
Verified Enhanced Background Check
1.

Claire G.

Near downtown Winter Garden!
Windermere, FL, 34786
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
5 reviews
from
$10
per walk

Claire used to pet sit for my dog all the time when we lived in the same state. She is thoughtful and reliable. At one point I had to be in another state for about three weeks, and Claire was the only person I even considered leaving my dog with. She took care of her, and I had confidence that she does what was in Nala’s best interest. Claire is an animal lover and has two pets of her own. As far as work ethic goes, Claire and I were former coworkers. I find her to be reliable and straightforward in her communication.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Sarah M.
Verified Enhanced Background Check
Sitter Profile Image: Sarah M.
Verified Enhanced Background Check
2.

Sarah M.

Auntie MeowMeow loves dogs!
Oakland, FL, 34760
House Sitting, Drop-In Visits, Dog Walking
5.0
13 reviews
5 repeat clients
from
$18
per walk

Sarah has been a such a blessing! After multiple cancellations from other dog walkers we were left scrambling looking for a last minute walker for our two big dogs before we went on vacation. Sarah stepped up to the plate and exceeded our expectations. Not only is she super friendly, and a dog lover but she was very thorough, and timely! She left comments and photos everyday, and also spoiled our pups with handmade organic dog treats! We will hire her and recommend her over and over again! Thank you Sarah!

Calendar Recently Updated
Sitter Profile Image: Nancy K.
Verified Enhanced Background Check
Sitter Profile Image: Nancy K.
Verified Enhanced Background Check
3.

Nancy K.

Lots of flexibility and pet lover!
Windermere, FL, 34786
Drop-In Visits, Doggy Day Care, Dog Walking
5.0
3 reviews
2 repeat clients
from
$15
per walk

Basal loved her walks with Nancy!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Brandi M.
Verified Enhanced Background Check
Sitter Profile Image: Brandi M.
Verified Enhanced Background Check
4.

Brandi M.

We love dogs & have the experience!
Ocoee, FL, 34761
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
101 reviews
46 repeat clients
from
$18
per walk

We appreciate her being extremely understanding! We also appreciate her being available on short notice. Gizmo loved his walks with her and always came back home happy and tired! She’s very sweet and we will definitely book with her again.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Eboni D.
Verified Background Check
Sitter Profile Image: Eboni D.
Verified Background Check
5.

Eboni D.

Rover 101
Animal Love Central LLC
Ocoee, FL, 34761
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
57 reviews
23 repeat clients
from
$25
per walk

Eboni was an absolute pleasure to work with. My two fur babies loved her. She’s the very first person to walk them and they didn’t look back or cry at me hesitantly, I can’t believe it! My Chyno, who’s a rescue, doesn’t warm up right away to most people. Chyno gave her hugs the 1st or 2nd day meeting her. I highly recommend her services. She’s a sweetheart:-)

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Remy S.
Verified Enhanced Background Check
Sitter Profile Image: Remy S.
Verified Enhanced Background Check
6.

Remy S.

Here to make your life easier:)
Winter garden, FL, 34787
Drop-In Visits, Dog Walking
5.0
33 reviews
11 repeat clients
from
$18
per walk

Remy did an excellent job with our two boys! Thank you soo much!

Calendar Recently Updated
Sitter Profile Image: Reece L.
Verified Enhanced Background Check
Sitter Profile Image: Reece L.
Verified Enhanced Background Check
7.

Reece L.

Your pet is my priority!
Ocoee, FL, 34761
Drop-In Visits, Dog Walking
5.0
6 reviews
1 repeat client
from
$10
per walk

She was awesome with my dogs! Definitely trustworthy. Highly recommend.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Valeria G.
Verified Enhanced Background Check
Sitter Profile Image: Valeria G.
Verified Enhanced Background Check
8.

Valeria G.

Can’t wait to meet furry friends!
Winter Garden, FL, 34787
House Sitting, Drop-In Visits, Dog Walking
5.0
1 review
from
$13
per walk

About: I’ve taken care of dogs and cats of any kind, age and size for 7 years now! I am so excited to meet your furry kids! I have a big backyard for them to play, but am able to walk them and keep them busy for as long as needed! I am familiar with taking care of newborns all the way to senior as well as training our furry pets! I’m currently working part-time, where my job is 15 -20 minutes from house (with traffic). What’s great about my job is my schedule is known for three weeks! I only work 3 days max a week and my shifts are only 6-5 hours! Which makes me the perfect candidate to take care of your furry pet :). I currently have a trained and pet friendly senior american stafford who has his own space in the garage with air conditioning and has his own area in the backyard. He is currently not able to be in the house due to a ear infection that makes him shake his head and leave the house with gunk. He is fed a mixture of homemade soup with chicken and vegetables and kibble. His name is blue and he is my baby. He is the most friendly and playful dog I know. His best mate is a mini Australian Shepherd who is also a boy and comes for play dates and I also baby sit when needed! I am able to customize your experience however you see fit in your home, and in mine! If you want your fur baby have no contact with Blue, I completely understand which is why I mentioned he has his own area!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Amanda C.
Verified Enhanced Background Check
Sitter Profile Image: Amanda C.
Verified Enhanced Background Check
9.

Amanda C.

Pets deserve the very best!
Winter Garden, FL, 34787
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
46 reviews
22 repeat clients
from
$23
per walk

Amanda was great to work with. She showed up on time and was super responsive! Will use again

Sitter Profile Image: Amanda C.
Verified Enhanced Background Check
Sitter Profile Image: Amanda C.
Verified Enhanced Background Check
10.

Amanda C.

Fur Babies Warm My Heart ❤️
Winter Garden, FL, 34787
Drop-In Visits, Dog Walking
2 reviews
from
$18
per walk

Amanda is a very loving fur baby person. She’s very patient and kind with all animals. She’s personally helped me with my cat, Dibby, who’s now passed away and with 2dogs, one an American Bulldog, Bolt (who’s passed away), and currently with my German Shepherd, Dutch. She’s very patient and has a huge heart for animals. I highly recommend her to help you with your pet.

Calendar Recently Updated
Sitter Profile Image: Drew G.
Verified Enhanced Background Check
Sitter Profile Image: Drew G.
Verified Enhanced Background Check
11.

Drew G.

I love taking care of cats and dogs
Winter Garden, FL, 34787
Drop-In Visits, Dog Walking
5.0
3 reviews
3 repeat clients
from
$20
per walk

Excellent job walking my dog. Highly recommended.

Sitter Profile Image: Taylor S.
Verified Enhanced Background Check
Sitter Profile Image: Taylor S.
Verified Enhanced Background Check
12.

Taylor S.

Animal care with lots of love!
Oakland, FL, 34760
House Sitting, Drop-In Visits, Dog Walking
5.0
6 reviews
2 repeat clients
from
$15
per walk

Taylor was fantastic! Definitely recommend to anyone in need of a reliable and communicative dog walker! Thanks so much, Taylor!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Alexandria & Dan L.
Verified Background Check
Sitter Profile Image: Alexandria & Dan L.
Verified Background Check
13.

Alexandria & Dan L.

Your pets 2nd home! Large backyard!
Ocoee, FL, 34761
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
76 reviews
29 repeat clients
from
$20
per walk

Alexandria was extremely communicative and Pancho was extremely happy and well taken care of while we were away. I had a last minute change and she accomodated with no hesitation. Highly recommend and will use again the future!

Sitter Profile Image: Victoria S.
Verified Background Check
Sitter Profile Image: Victoria S.
Verified Background Check
14.

Victoria S.

Tori's dog care???
Wintergarden, FL, 34787
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
4 years of experience
from
$15
per walk

About: Ive been taking care of dogs officially for about 4 years. I truly love animals, expecially dogs. I believe dogs are aways a good friend to talk to and someone who will be there for you. I feel that client's should choose me is because no one else will treat, love, and care for your dog the way you would want him or her to be treated. Im just that girl for you and your animal.

Sitter Profile Image: Tim & Tess O.
Verified Background Check
Sitter Profile Image: Tim & Tess O.
Verified Background Check
15.

Tim & Tess O.

Walk/run or sleepover for your pup
Ocoee, FL, 34761
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
34 reviews
4 repeat clients
from
$20
per walk

About: We have experience with special needs dogs. We are active so we are happy to tire your puppy. A tired dog is a better behaved dog for sure. We have had dogs all our lives and love every dog, even the tough ones. Your dog or dogs will be spoiled and loved. We are not new to Rover, nor watching visiting dogs. We believe your dog will benefit from us being it's friend. My wife works from home everyday so potty breaks are plentiful. We love dogs and can't imagine life without them. Your fur baby will be in great hands and get the spoil treatment. We look forward to spoiling your puppy. You will get pictures and information throughout the stay. We know you will miss your puppies so we will do our best to bridge that gap We spend the majority of our days focused and trying to tire out the puppies every single day. Our dogs are the most important thing in our world and will treat your dog(s) like our own. Our back yard is fenced in with secure fencing and has no soft spots or gaps for small dogs to get out of. We keep a close eye on all the dogs while in the back yard.

Sitter Profile Image: Kimberly P.
Verified Enhanced Background Check
Sitter Profile Image: Kimberly P.
Verified Enhanced Background Check
16.

Kimberly P.

Walk this way…… Bark this waaayyyyy
Winter Garden, FL, 34787
Dog Walking
1 review
from
$18
per walk

Kimberly is absolutely amazing with animals! My cat absolutely loves her. I’ve also seen her with other animals and she gives them so much attention and loves playing with them. She’s very detailed and makes sure the pet parent receives pictures and videos of how the animals are doing. She’s not afraid to ask questions if she’s not sure about a specific task. Kimberly takes care to leave my home clean and my pets spoiled! 10/10 recommend!!!

Sitter Profile Image: chrys w.
Verified Enhanced Background Check
Sitter Profile Image: chrys w.
Verified Enhanced Background Check
17.

chrys w.

Providing love to fur babies
Winter garden, FL, 34787
Drop-In Visits, Dog Walking
5.0
2 reviews
1 repeat client
from
$15
per walk

About: I got my first pet when I was 3yrs old and since then I have been passionate about giving animals the best quality of life. With my 20yrs of personal experience I am a caring and enthusiastic pet sitter. I have experience with cats, big and small dogs. With my personal experience and excitement to provide the best care for your pet I hope you choose me as your sitter! I am currently a full time student at UF with a flexible schedule since my classes are online. I am available MWF at anytime and on Tuesdays and Thursdays I am available before 3pm and after 4pm due to class. I have two cats and a Maltese dog in my house. We make sure to provide a safe environment with an enclosed backyard and clean atmosphere.

Calendar Recently Updated
Sitter Profile Image: Ava A.
Verified Enhanced Background Check
Sitter Profile Image: Ava A.
Verified Enhanced Background Check
18.

Ava A.

Sincere and honest care for pets!
winter garden, FL, 34787
House Sitting, Drop-In Visits, Dog Walking
5.0
34 reviews
14 repeat clients
from
$18
per walk

This is the first time I’ve ever used a dog walking service, and Ava made the experience exceptional! She is prompt, detailed, provides information immediately during the visit and after! I will 100% use her again and also 100% refer her to my friends!

Sitter Profile Image: Cayla P.
Verified Enhanced Background Check
Sitter Profile Image: Cayla P.
Verified Enhanced Background Check
19.

Cayla P.

Cannot wait to meet your fur babies
Winter Garden, FL, 34787
Drop-In Visits, Dog Walking
2 reviews
from
$15
per walk

Cayla is a loving and sweet person who cares for animals and people alike !! She will take care of your pet like it’s her own !!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Michele B.
Verified Background Check
Sitter Profile Image: Michele B.
Verified Background Check
20.

Michele B.

🐈 🐾 Dog’s Best Friend 🐾 🦜
Winter Garden, FL, 34787
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
60 reviews
29 repeat clients
from
$20
per walk

Michele was lovely! It was my first time meeting her but I immediately liked her. My dog loved her too! My dog ran right up to her and gave her kisses! I felt really good about trusting Michele to walk my pup. I’m looking forward to using her again.

Search Map

Winter Garden Dog Walking ratings

Overall Rating:

Dog walkers in Winter Garden are rated on average 5 out of 5 stars based on 444 reviews.


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.

Dog Walking