Dog Walking in Winter Park

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Loving dog walkers in your neighborhood

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Sitter Profile Image: Jenna I.
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Sitter Profile Image: Jenna I.
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1. Jenna I.

Vet clinic experience!
Winter park, FL, 32792
4.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$17
per walk
5.0 out of 5 stars
199 reviews
55 repeat clients
Profile image

Jenna was prompt, communicative and very quick to make friends with our pup. She asked lots of great questions about our pup’s habits and needs. We have already booked several more appointments and know that our pup will be well cared for!

Availability updated 3 days ago
Sitter Profile Image: Joselin V.
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Sitter Profile Image: Joselin V.
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2. Joselin V.

A Genuine Love for the Pups!
Winter Park, FL, 32792
1.8 mi. away
Drop-In Visits, Dog Walking
from
$19
per walk
5.0 out of 5 stars
30 reviews
14 repeat clients
Profile image

Joselin is amazing! My dog loved her right away and she was able to come and hang out with my pup when I have a long day at work! Thank you!!

Availability updated 3 days ago
Sitter Profile Image: CALLIE S.
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Sitter Profile Image: CALLIE S.
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3. CALLIE S.

Animal Lover
Orlando, FL, 32814
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per walk
5.0 out of 5 stars
8 reviews
1 repeat client
Profile image

This was my first Rover dog walking experience. Callie was so responsive and friendly and helped me feel good about entrusting my fur baby. She sent me updates and a cute pic so I knew he was being well cared for. Would definitely book with Callie again.

Availability updated 3 days ago
Sitter Profile Image: Rose T.
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Sitter Profile Image: Rose T.
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4. Rose T.

Loving pet sitter
Casselberry, FL, 32707
3.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$15
per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
Profile image

I felt so comfortable having Rose take care of my fur baby, plum! She was great with communication, and was always sure to send me photos! I was able to have peace of mind during my time away with Rose there -and plum just loves her!

Availability updated today
Sitter Profile Image: Anna C.
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Sitter Profile Image: Anna C.
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5. Anna C.

Flexible availability
Winter Park, FL, 32792
3.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per walk
5.0 out of 5 stars
318 reviews
104 repeat clients
Profile image

We love anna! She’s helped us out with our boy Zeke now a few times. She is very reliable and is great with him. We will definitely be continuing to use her services 😊

Availability updated 11 days ago
Sitter Profile Image: Paulina K.
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Sitter Profile Image: Paulina K.
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6. Paulina K.

Rover 101
Reliable Cat and Puppy Sitter!
Winter Park, FL, 32789
0.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$17
per walk
5.0 out of 5 stars
33 reviews
16 repeat clients
Profile image

Paulina is reliable, attentive to detail and great at responding! She currently walks my two huskies and I have nothing but positive things to say. I’m extremely happy with her services! I would definitely recommend her 10/10.

Availability updated 3 days ago
Sitter Profile Image: Parker P.
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Sitter Profile Image: Parker P.
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7. Parker P.

Putting Your Pet First
Orlando, FL, 32804
2.7 mi. away
Drop-In Visits, Dog Walking
from
$15
per walk
5.0 out of 5 stars
17 reviews
3 repeat clients
Profile image

Parker is awesome! He is great with cooper and even helped clean up a mess cooper had made in the house before starting his walk! He is an angel! Highly recommend!

Availability updated 8 days ago
Sitter Profile Image: Trinity G.
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Sitter Profile Image: Trinity G.
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8. Trinity G.

Pet Lover and Husky Momma
Winter Park, FL, 32792
3.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per walk
5.0 out of 5 stars
61 reviews
21 repeat clients
Profile image

Trinity was absolutely amazing!! She was able to help with feeding and giving supplements to our older dog during her trips to walk him. We texted last minute to see if she could add on one more walk because our flight was delayed and she was so responsive (as she was the entire long weekend) and accommodated us with adding an additional walk same day. A lifesaver!! She is the best. Thank you Trinity!!

Availability updated today
Sitter Profile Image: Emma S.
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Sitter Profile Image: Emma S.
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9. Emma S.

Experienced and Passionate Care
Winter Park, FL, 32789
0.8 mi. away
Drop-In Visits, Dog Walking
from
$15
per walk
4 reviews

Emma has taken exceptional care of my family's dogs, which can be a big ask as one is deaf and the other is very strongly attached to my mom. To our surprise, they both immediately felt comfortable with her, and now they rush to the door to greet her whenever she arrives!

Availability updated today
Sitter Profile Image: Roxsanna P.
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Sitter Profile Image: Roxsanna P.
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10. Roxsanna P.

Your Pets New Best Friend
Winter Park, FL, 32789
1.7 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
from
$28
per walk
5.0 out of 5 stars
10 reviews
7 repeat clients
Profile image

Savannah and I love Roxsanna!

Availability updated 4 days ago
Sitter Profile Image: Breanna C.
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Sitter Profile Image: Breanna C.
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11. Breanna C.

Your pet is my priority!
Orlando, FL, 32803
3.0 mi. away
Drop-In Visits, Dog Walking
from
$25
per walk
5.0 out of 5 stars
20 reviews
5 repeat clients
Profile image

Brianna is amazing. She’s so friendly, my dogs love her! She still managed to give my dogs a good walk despite the rain. This was my first time using rover and she made this experience easy and stress free, thank you from me and my pups ??

Availability updated today
Sitter Profile Image: Rebecca A.
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Sitter Profile Image: Rebecca A.
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12. Rebecca A.

Animals Make Everyday Brighter
Maitland, FL, 32751
3.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per walk
5.0 out of 5 stars
100 reviews
35 repeat clients
Profile image

Rebecca helps me with all my pets. She even went with me to pick up my Irish Setter puppy from boarding after I had surgery, since I was too weak to handle him. I really appreciated her willingness to help me with this situation.

Availability updated 51 days ago
Sitter Profile Image: Orlando G.
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Sitter Profile Image: Orlando G.
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13. Orlando G.

An animal lover that has some time
Orlando, FL, 32807
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
4 reviews

Orlando use to take care of my Husky Oliver. When i go to work on the weekend at night. He treated Oliver like his on dog also, he clean and cared for Oliver every time he visiting. He was a good doggie dad.

Availability updated 29 days ago
Sitter Profile Image: Angela R.
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Sitter Profile Image: Angela R.
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14. Angela R.

"Pawsitively Awesome Pet Sitting!"
Winter Park, FL, 32789
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per walk
5.0 out of 5 stars
11 reviews
6 repeat clients
Profile image

Angela has walked my dog 2x now & she's did a great job! My dog is happy, so I'm happy. I know he's looking forward to future walks with her. I highly recommend Angela.

Availability updated 36 days ago
Sitter Profile Image: Meg T.
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Sitter Profile Image: Meg T.
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15. Meg T.

Loving sitter for your fur baby!
Maitland, FL, 32751
2.3 mi. away
Drop-In Visits, Dog Walking
from
$16
per walk
5.0 out of 5 stars
65 reviews
26 repeat clients
Profile image

Meg did an amazing job caring for my pups this past weekend sending photos and keeping prompt and detailed timing of her visits. I felt comfortable and that my pups were in good hands! There was a beautiful touch of printed photos of my pups waiting for me when I got home from my trip. Above and beyond is my review, in summary! I’ll be booking with her again and I highly recommend her service.

Availability updated 2 days ago
Sitter Profile Image: David W.
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Sitter Profile Image: David W.
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16. David W.

Dog and cat whisperer
Winter Park, FL, 32789
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per walk
5.0 out of 5 stars
78 reviews
35 repeat clients
Profile image

I appreciate everything you're doing with Oakley so much. It's great to have a walker/ trainer who truly loves dogs, wants to help them and help them work through their issues.

Availability updated 4 days ago
Sitter Profile Image: Sydney H.
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Sitter Profile Image: Sydney H.
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17. Sydney H.

Ready to meet your pets!
Baldwin Park, Orlando, FL, 32814
2.1 mi. away
Drop-In Visits, Dog Walking
from
$16
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients

Sydney was amazing with Odie. She was fantastic sending pictures and updates regularly. We were able to relax and enjoy our vacation. We highly recommend Sydney. She took great care of our boy.

Availability updated yesterday
Sitter Profile Image: Julia W.
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Sitter Profile Image: Julia W.
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18. Julia W.

Loving, Trustworthy Dog Care!
Winter Park, FL, 32789
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per walk
2 reviews

My dogs LOVE Julia. It's like Ziggy and Steve (my Maltese/Chihuahua and Jack Russel/Corgi mix) know when she is coming and anxiously look out the door for her arrival and freak out every time. She is reliable and trustworthy and I use her for walks and extended pet sitting. I highly recommend Julia.

Availability updated 13 days ago
Sitter Profile Image: Olivia A.
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Sitter Profile Image: Olivia A.
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19. Olivia A.

Ready to conquer the day
Winter Park, FL, 32789
0.7 mi. away
Drop-In Visits, Dog Walking
from
$19
per walk
5 years of experience

About: I walked dogs in my neighborhood throughout high school and pet sat when they went on vacation. I also volunteered at an animal shelter and walked dogs and cleaned cages. I am currently a college student and love to exercise and walk around beautiful winter park. I have plenty of time to play with your pups! Since I do live in a dorm, I am not able to hold pets at my place but I would love to watch them at their house!

Availability updated 30 days ago
Sitter Profile Image: Poliana B.
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Sitter Profile Image: Poliana B.
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20. Poliana B.

Animal lover and dog mom
Winter Park, FL, 32789
0.3 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$18
per walk
5.0 out of 5 stars
1 review

About: Animals and especially dogs are my passion. I have over 7 years of experience taking care of my own dogs and taking care of friends and family pets when they travel. My oldest one has history of seizures which made me gain a lot of experience dealing with special dog needs and critical care. I work remotely full time and have availability during the evenings and weekends to take care of your pet. Overall my schedule is flexible and I always find time to walk my dogs at least 3-4x a day. I live in an apartment and have a little fenced backward with artificial grass. In addition, I have a lot of toys, crate and there is always someone at home to take care of them. For dog walks, I always carry water, bags and small toys for a playful time.

Availability updated 19 days ago

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