Dog Walking in Winter Park

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
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Search Results

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Hailey P.
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Sitter Profile Image: Hailey P.
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1. Hailey P.

Cat mom who works from home!
Lake Eola Heights, Orlando, FL, 32803
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
235 reviews
68 repeat clients
from
$15
per walk

It is so nice being able to go to work or on vacation when Hailey is watching my dog. She takes care of my dog like she’s her own pet. She gives great updates and takes the cutest pictures. Very reliable and trustworthy. I highly highly recommend her.

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Sitter Profile Image: Jenna I.
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Sitter Profile Image: Jenna I.
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2. Jenna I.

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

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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Trinity G.
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Sitter Profile Image: Trinity G.
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3. 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
5.0 out of 5 stars
31 reviews
8 repeat clients
from
$13
per walk

Trinity was amazing with Tula!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: David K.
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Sitter Profile Image: David K.
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4. David K.

Personalized cat and dog care/groom
College Park, Orlando, FL, 32804
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
65 reviews
20 repeat clients
from
$17
per walk

David was so great with our pup, Ollie. He really helped us out in a pinch. Communication was prompt and thorough. David goes above and beyond. I would highly recommend!

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Sitter Profile Image: Nathaniel J.
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Sitter Profile Image: Nathaniel J.
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5. Nathaniel J.

Free 2 play all day! Fenced yard!
Winter Park, FL, 32792
3.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
450 reviews
119 repeat clients
from
$25
per walk

Nathaniel has helped up with many walks so far (20+ walks). He is always on time, and very considerate. Occasionally he will let me know he’s waiting for rain to pass or thinking ahead of how to fit our walk in with the weather which is very nice. He writes long notes about the walk and who our dog played with in the dog park. He sends lots of photos. On our first booking, I didn’t realize there was an issue with my address on the app, and he even spent 30 extra minutes at our apartment trying to troubleshoot the issue for me with no complaints. He’s been very great to have for walks so we don’t need to worry one bit when we book with him. Great experience working with him so far!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Rebecca A.
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Sitter Profile Image: Rebecca A.
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6. Rebecca A.

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

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.

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Sitter Profile Image: Rebecca N.
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Sitter Profile Image: Rebecca N.
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7. Rebecca N.

Pawsitively passionate pet person!
Baldwin Park, Orlando, FL, 32814
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
10 repeat clients
from
$15
per walk

Rebecca treated my dog as if she were her own. She is reliable, trustworthy, flexible, excellent communication, and goes above and beyond. I could not be more pleased with her services and would recommend her to my family and friends.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Vianca E.
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Sitter Profile Image: Vianca E.
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8. Vianca E.

Animal lover!
Orlando, FL, 32807
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
6 repeat clients
from
$15
per walk

Vianca accepted a last-minute booking from me today because I had a procedure done at the hospital this morning and can’t move very well. She saved the day and took Piper to the dog park for me so she could run & get her energy out. She sent lots of cute pictures of Piper. She was very friendly & accommodating. Piper loved her. We will definitely book her again. Thank you so much Vianca!

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Sitter Profile Image: Gisella S.
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Sitter Profile Image: Gisella S.
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9. Gisella S.

Rover 101
I’ll treat your pup as my own!
Lake Formosa, Orlando, FL, 32803
3.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
197 reviews
26 repeat clients
from
$20
per walk

Gisella took great care of my dog while I was away, and sent plenty of pictures and updates! I had to leave on short notice so thanks for being so accommodating of my schedule.

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Sitter Profile Image: Shannon W.
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Sitter Profile Image: Shannon W.
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10. Shannon W.

Your fur baby is my fur baby!
Maitland, FL, 32751
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
25 reviews
12 repeat clients
from
$12
per walk

Shannon is awesome! She always greeted us with a wonderful smile and took charge with Chloe our 40lb pit mix. Chloe always came back from her walks happy and pooped out, literally and figuratively! ? We highly recommend Shannon and we will be repeat customers in the very near future!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Marissa R.
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Sitter Profile Image: Marissa R.
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11. Marissa R.

Animal Lover Available!
Orlando, FL, 32804
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
35 reviews
10 repeat clients
from
$20
per walk

Marissa is the best! I’m so happy to have found her, and my puppy Churro already loves her so much! She showed him so much love and made me feel so comfortable. I can't wait for her next walk with my dog

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Roxsanna P.
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Sitter Profile Image: Roxsanna P.
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12. Roxsanna P.

Your Pets New Best Friend
Winter Park, FL, 32789
1.7 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
4 repeat clients
from
$25
per walk

Savannah and I love Roxsanna!

Sitter Profile Image: Bridget S.
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Sitter Profile Image: Bridget S.
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13. Bridget S.

Lots of love to give to your pet
Baldwin Park, Orlando, FL, 32814
2.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
11 reviews
5 repeat clients
from
$18
per walk

We needed help walking our dogs the week before Christmas week and Bridget was able to help. She’s friendly and professional and since she lives in our neighborhood she knows the areas where our dogs go for their walks. She came twice a day for them day at the agreed times and in addition to walking them she gave them their morning meals. We highly recommend her and will definitely contact her the next time we need help with our dogs.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Angela M.
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Sitter Profile Image: Angela M.
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14. Angela M.

Active and caring dog lover & owner
Casselberry, FL, 32707
2.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$10
per walk

Angela was very sweet and caring to my little doggy. She made sure that my lovely pet was in a great mood all the time! She knows how to train them and is also very kind! Would definitely recommend her!

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Sitter Profile Image: Sarah K.
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Sitter Profile Image: Sarah K.
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15. Sarah K.

Grad student!
Maitland, FL, 32751
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$20
per walk

Sarah is very kind and responsible. She gives my kitties love and attention as if they were her own pets. I am comfortable having her come in an out of my home when I am not there. She is very reliable. I have know here for several years.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Samantha R.
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Sitter Profile Image: Samantha R.
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16. Samantha R.

A friendly neighborhood pet sitter
Winter Park, FL, 32792
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
24 reviews
8 repeat clients
from
$15
per walk

Samantha is wonderful! She is conscientious, kind, and our Bo has great fun when she cares for him. She sends photos and videos to keep you posted on her time with your pup. We recommend her!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Tayler M.
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Sitter Profile Image: Tayler M.
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17. Tayler M.

Orlando Walk, Watch and Sit Service
Winter Park, FL, 32789
1.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
5 repeat clients
from
$16
per walk

About: I've had an abundance of animals in my family my whole life. I have plenty of experience with a wide range of dogs, cats, lizards and other domestic animals. I am currently in freelance work, so my schedule is fully open! Must schedule at least 2 days in advance and 1 day cancellations. House sitting for Friday-Sunday only. I am very clean and caring to the household and animal I will be looking after. I am unable to provide overnight stays, as my home is not fit.

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Sitter Profile Image: David W.
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Sitter Profile Image: David W.
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18. David W.

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

We loved meeting David! We had a last minute request and he was able to accommodate us! My pup took to him like they had been friends for ages! Appreciate you!

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Sitter Profile Image: Meghan W.
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Sitter Profile Image: Meghan W.
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19. Meghan W.

Rover 101
Owner away? I'll sit, stay & play!
Winter Park, FL, 32789
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
1 repeat client
from
$15
per walk

Megan was referred to me by my son who also used her to watch his pets. She was very professional and my pets seemed to be very comfortable in her surroundings. I would highly recommend her with any of my pets or yours as she is very pet friendly. I have used a lot of pet sitters but I would consider her as one of the best if not the best I have ever used. If you need a pet sitter I recommend that you try her first.

Sitter Profile Image: Rebekkah E.
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Sitter Profile Image: Rebekkah E.
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20. Rebekkah E.

Let's go outside!
Winter Park, FL, 32789
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
4 repeat clients
from
$20
per walk

Rebekkah is extremely responsible and dependable. She loves walking and being outdoors, and loves doing it even more with a dog by her side. Would highly recommend her for all your pet care needs!

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Winter Park Dog Walking ratings

Overall Rating:
4.9 out of 5 stars

Dog walkers in Winter Park are rated on average 4.9 out of 5 stars based on 381 reviews.

Rover also offers Dog Walking in:

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When you need dog walking services in Winter Park, FL, you'll be amazed at how easy it is to find the ideal dog walker with Rover.com. We take the guesswork out of selecting the perfect Winter Park dog walking services for your needs. The dog walkers listed on Rover have been reviewed and approved, and - most importantly - they love dogs. In fact, 95% of reviewed stays and walks have a perfect five-star rating. When a dog walker in Winter Park, FL joins our site, they complete a background check. You'll be able to see that they've passed the background check when you view their individual dog walker profile. No matter what level of support you're looking for, you're sure to find a great fit for all your dog walking needs in Winter Park, FL with Rover's dog walking services, whether it's a one-time emergency or a daily appointment.

And even better: the price of dog walking in Winter Park, FL might not be as much as you thought. Whatever your price range, you'll find a dog walker on Rover for almost any budget. Interested in finding out what the typical Rover dog walker expects as a dog walking fee? Visit our average dog walking rates to see the general fees before checking out an individual dog walker's rates.

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 book Winter Park dog walking on Rover, your dog gets the loving care they deserve, and you get to relax knowing that your pet is in good hands.

Are you a dog lover who wants to know more about how to turn your passion into profit? There's lots of opportunity to earn money as a dog walker in Winter Park, FL. If you're not sure where to start, visit our page about how to become a dog walker. We're always happy to include new dog walkers in our dog walking service listings, and the simple review process means you can start your own dog walking business in no time. We also take the hassle out when it comes to paperwork, because all our Rover dog walkers have access to premium pet insurance, a third-party background check, and cashless payment feature, so you don't have to worry. Join our pack today!

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