Dog Walking in Winter Park

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

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Top rated Winter Park dog walkers

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Andy P.
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Andy P.
from
$10
per walk
5.0 out of 5 stars
4 reviews
10 years of experience
Winter Park, FL, 32789

He was amazing with my girls

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Bobby H.
Sitter Profile Image: Christopher Q.
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Christopher Q.
from
$14
per walk
5.0 out of 5 stars
17 reviews
3 repeat clients
6 years of experience
Orlando, FL, 32817

The best ever!😉

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Terrell J.
Sitter Profile Image: Natalie P.
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Natalie P.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
57 reviews
25 repeat clients
20 years of experience
Orlando, FL, 32804

Natalie is great. She goes above and beyond to help out and find the best options for Taco to fully enjoy his walks. I never used this app or a dog walker in the past. Natalie has given me the peace of mind and trust that my baby Taco is in good hands. We love her like our family. Thank you!

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Chris B.
Sitter Profile Image: Jenna I.
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Jenna I.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
330 reviews
97 repeat clients
23 years of experience
Winter park, FL, 32792

This was the first time having Jenna come to my home and take care of my pups. She was absolutely professional and delightful person. Having veterinarian experience with animals makes her a great asset since it was also the first time administering Benadryl to my dogs. I felt confident she knew what she was doing. I personally would recommend her. Always on time and on the spot per care updates. And most importantly having someone coming to your home you can trust when you’re not home. Thanks Jenna for your amazing service.

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Norma G.
Sitter Profile Image: Autumn M.
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Autumn M.
from
$15
per walk
4.8 out of 5 stars
18 reviews
7 repeat clients
2 years of experience
Winter Park, FL, 32792

Autumn is amazing and very accommodating!! With my new career and crazy hours, Autumn has been someone I can count on to take great care of my animals. She definitely lifts weight off my shoulders. Thank you Autumn!!!

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Belle C.
Sitter Profile Image: Paulina K.
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Paulina K.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
97 reviews
30 repeat clients
12 years of experience
Winter Park, FL, 32789

First time I have used Rover and I Was thoroughly impressed with Paulina. Definitely will use her again. Foxy was happy when I got home. 🙂 loved the photos and comments regarding visit.

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Deana R.
Sitter Profile Image: Nathan B.
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Nathan B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
11 reviews
3 repeat clients
10 years of experience
Maitland, FL, 32751

So thankful for Nathan & the exceptional care he provided for my 140lb xl bully. Nathan was punctual, & super accommodating when it came to last minute time changes & adding a walk. He followed all my recommendations & instructions when it came to carbons care & handling. He even checked in with me to make sure if I’d be home on time or if he needed to come let carbon out again, & for that I’m super grateful! Thank you Nathan Carbon can’t wait to see you again!

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Jas V.
Sitter Profile Image: Susan H.
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Susan H.
from
$22
per walk
5.0 out of 5 stars
11 reviews
2 repeat clients
40 years of experience
Maitland, FL, 32751

About: I have had dogs and cats most of my life, all shapes and sizes. I have 2 dogs Jax is a King Charles Cavalier and Laz is a Cocker Spaniel - 11 years old. Both have allergies and other specific needs so I am very use to administering meds. I have plenty of time to fit in all your needs and happy to come meet you and your pet prior to walking and dropping in. I am trustworthy. reliable and most of all LOVE animals! My days are flexible and able to work around all of your pets needs. If dropping in I can collect your mail or packages. Communication is key to building a lasting relationship. When I am visiting your pet I will leave them happy and content water in their bowl and if allowed a special treat or placed in their crate.

Sitter Profile Image: Anna Lilley S.
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Anna Lilley S.
from
$23
per walk
5.0 out of 5 stars
126 reviews
29 repeat clients
4 years of experience
Winter Park, FL, 32789

Anna was wonderful! She kept me updated with texts and pictures, which I truly appreciate! I highly recommend her, you won’t be disappointed!

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danielle w.
Sitter Profile Image: David W.
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David W.
from
$28
per walk
5.0 out of 5 stars
98 reviews
39 repeat clients
17 years of experience
Winter Park, FL, 32789

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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Cecilia R.
Sitter Profile Image: Jereny R.
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Jereny R.
Star Sitter
from
$23
per walk
5.0 out of 5 stars
47 reviews
17 repeat clients
11 years of experience
Winter Park, FL, 32789

Anyone would be lucky to have her as there walker! She is always prompt and really cares for my dog. She was able to help me out several times on nonscheduled days! We are moving out of her range. We will miss her

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Ann B.
Sitter Profile Image: Amber H.
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Amber H.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
38 reviews
8 repeat clients
15 years of experience
Orlando, FL, 32807

😀

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Christy S.
Sitter Profile Image: Grace G.
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Grace G.
from
$19
per walk
5.0 out of 5 stars
5 reviews
5 repeat clients
10 years of experience
Winter Park, FL, 32789

About: I have 4 dogs myself that I absolutely love and adore. I’ve had 10 years of experience taking care of dogs whether they’re big or small! I’m available all day everyday of the week except for Sundays and I’m very flexible. Walking and taking care of dogs brings me so much joy ! I am extremely loving and active with dogs. I love to play with them, run around with them, and give them all the attention and care they need.

Sitter Profile Image: Rebecca A.
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Rebecca A.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
131 reviews
43 repeat clients
15 years of experience
Maitland, FL, 32751

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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Candy E.
Sitter Profile Image: CAROLINE M.
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CAROLINE M.
from
$15
per walk
5.0 out of 5 stars
8 reviews
1 repeat client
15 years of experience
Winter Park, FL, 32792

About: I love all animals and genuinely enjoy taking care of your fur family member. I grew up on a farm taking care of multiple animals at a time, have rescued dozens of animals throughout my life and currently have 2 of my own. I used to train puppies and have done obedience training course before. My close friend has a senior dog (13 years old) that I have also helped take care of multiple occasions which included giving medication, cleaning up accidents, taking on frequent pee breaks, etc. I’m able to provide around-the-clock care for your babies throughout the day. I’m very flexible and happy to assist with pick-up and drop-off, baths if needed, administering medication, and more. Ideally, I’d love to meet you in advance to ensure we’re a great fit, though I prefer not to have our first meeting occur during the initial visit. Please note that I only accept pets who do well with other animals in the home and are fully potty trained. If you have a puppy who isn’t quite there yet, I kindly ask that you disclose this in advance so I can decide on a case-by-case basis. Lastly, I expect all pets to be on flea and tick prevention to ensure the safety of all animals in my home. If this isn’t the case, please let me know ahead of time. I look forward to connecting with you and meeting your babies! I live in front of Baldwin Park so I have access to one of the largest dog parks in Orlando, including walking the 2.5 mile lake. My complex also has a smaller dog park.

Sitter Profile Image: MICHELLE L.
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MICHELLE L.
from
$17
per walk
5.0 out of 5 stars
6 reviews
40 years of experience
Winter Park, FL, 33424

About: Over 40 years as a devoted pet owner, I’m now retired in Winter Park, FL and excited to share that same love and care with your furry baby. My husband and I love to travel but when we are home here in Winter Park FL, I would love to dedicate some of my time to caring for animals. I love to walk, talk and play with your dog. I promise to take special care of your beautiful furry baby. A promise to your beautiful furry baby/babies that their stay with me will be a safe, fun and peaceful experience! Our home is a safe haven where only clean, non-toxic products are used, so your pet is always protected. Our garden is chemical- and pesticide-free, giving your furry friend a healthy space to enjoy. I have a flexible and open schedule. I am able to fully accommodate your specific timing and availability needs, whether that means early mornings, evenings, or short-notice care. With the Doggie Care at my home, I will be hosting dog/dogs from one client at a time. I can assure you that your furry baby/babies will have all my undivided attention. I will gladly host up to two dogs from the same family. With my years of experience caring for animals, I promise to treat your dog or cat with the same warmth, compassion, and respect. I have plenty of love to spare!

Sitter Profile Image: Ailin L.
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Ailin L.
from
$20
per walk
5.0 out of 5 stars
10 reviews
4 repeat clients
10 years of experience
Winter Park, FL, 32792

About: I'm so excited to welcome, play with and care for your furry love. Please read the following: I am accessible by phone all the time, and I love taking pictures, so you can expect to get lots of updates of how your dog is doing! Your dog’s stay will not overlap with other dogs so your dog will receive the care and attention he or she deserves! - DAYCARE: The neighborhood is very pet friendly. Doggy bags nearby. - WALKS: Can personally walk your dog up to 2 miles. We stay active! Give your dog the walk he/she deserves while you're away at work or on vacation. - DOGGY BAGS / DOGGY BOWLS: Please provide the necessary items your dog needs while away. It's a good idea to reserve dates as soon as you know you need me! We can schedule a time to meet briefly before the first stay so we can discuss details and get you familiar with my home. In your booking request, please include your drop off and pick up times. Check out my rate and time guidelines above. I'm very flexible on times with a couple exceptions, which can be discussed. Please send your dog with their food (either pre-portioned or with a measuring scoop/cup), their treats, leash and collar and any other items such as toys. If your dog is crate trained, please bring that too. Please message me for any questions. I'm so excited to get to know you and looking forward to sitting your furry one. Weekly routine includes waking up, several walks during the day, constant updates to clients and ensuring there's a happy exciting day every day. The day varies as the client or pet! Pets are spoken to, walked, and given proper attention. For previous clients during week long stays, they were played with, fed and given baths in addition to constant updates!

Sitter Profile Image: Bailey S.
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Bailey S.
from
$12
per walk
5.0 out of 5 stars
3 reviews
15 years of experience
Winter Park, FL, 32792

Bailey did an amazing job with our pups! Would recommend her anytime!

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Kyle G.
Sitter Profile Image: Barb R.
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Barb R.
from
$17
per walk
5.0 out of 5 stars
19 reviews
9 repeat clients
20 years of experience
Winter park, FL, 32790

About: I've fostered and volunteered with dog rescues for over 20 years. Having grown up with animals I have such a love for them. I've helped with birthing puppies, trained them, and seen them through their senior years. I'm available to care for your dogs 7 days a week. Based on your dogs needs I can walk, feed and give medication. Most importantly I can give them the care they need, while providing you peace of mind. Please know I do modify fees that accommodate your specific requirements. I am a freelancer and have a flexible schedule. It allows for me to be active, spend time outdoors, as well as giving daily dog love and care. Having your dog be comfortable, safe and enjoying time while in my care is my priority. Your requests for photos, feedings, walks, are always respected and honored.

Sitter Profile Image: Roxsanna P.
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Roxsanna P.
from
$40
per walk
5.0 out of 5 stars
28 reviews
8 repeat clients
30 years of experience
Winter Park, FL, 32789

Savannah and I love Roxsanna!

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Jody B.
1 / 1
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Over 721
pet parents in Winter Park have booked dog walking

Winter Park dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Thankful for David coming to do a meet and greet last minute with my big baby Carbon. Reliable & trustworthy. He’s also super knowledgeable on training

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Jas V.
Dog Walking
5.0 out of 5 stars

Words do not say enough about Natalie and the care she provides for Taco. She has been taking Taco on his lakeside walks from day 1 when I brought him home. The peace of mind Natalie gives me is priceless. She pays attention to the details even when I forget. And Taco gets all excited on Monday morning when I am leaving for work and I remind him that Natalie will be there later on to take him on his walk. You could not be in better hands with Natalie. Thank you!

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Chris B.
Dog Walking
5.0 out of 5 stars

Nathan was great with my energetic pittie. He has a calming vibe and knew how to handle her excitement over meeting a new person. He's definitely strong enough to handle bigger dogs! Clear and prompt communication and very professional.

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Allister S.
Dog Walking
5.0 out of 5 stars

Sara is amazing! She responded so quickly on such short notice, and I’m incredibly thankful for her help. She was reliable, kind, and made me feel completely at ease leaving my dog in her care. I truly appreciate her and would highly recommend her to anyone looking for a trustworthy dog walker!

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Sherry B.
Dog Walking
5.0 out of 5 stars

Mallory was awesome. This our first time with Rover and really lucked out with Mallory. Our schedule changed at the last minute and she was able to accommodate and really seemed to connect with our pup. Took him on several walks during the day and got pictures every time. Would highly recommend Mallory and will use her again.

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Paul C.
Dog Walking
5.0 out of 5 stars

Autumn is amazing and very accommodating!! With my new career and crazy hours, Autumn has been someone I can count on to take great care of my animals. She definitely lifts weight off my shoulders. Thank you Autumn!!!

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Belle C.
Dog Walking
5.0 out of 5 stars

Went above and beyond as always! She even washed Rigby’s harness after he went rogue and got into a mess on his walk. I’m extremely grateful for all of her patience with my high energy boy!

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Casie L.
Dog Walking
5.0 out of 5 stars

Kevin was wonderful. He was timely, very great at communicating and most importantly, he was great with Bolo :)

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Huda S.
Dog Walking
5.0 out of 5 stars

Lauren has been so great with my pup!! She walks him on a weekly basis and has been very reliable. She is good at communicating and has even be able to help me out last minute a few times. Highly recommend ☺️

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Yarah L.
Dog Walking
5.0 out of 5 stars

Heather is very professional and sends great updates and photos of the boys when walking them. We’ve used Heather several times for walks and will be doing pet sitting soon with her too!

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Allegra W.
Dog Walking
5.0 out of 5 stars

So thankful for Nathan & the exceptional care he provided for my 140lb xl bully. Nathan was punctual, & super accommodating when it came to last minute time changes & adding a walk. He followed all my recommendations & instructions when it came to carbons care & handling. He even checked in with me to make sure if I’d be home on time or if he needed to come let carbon out again, & for that I’m super grateful! Thank you Nathan Carbon can’t wait to see you again!

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Jas V.
Dog Walking
5.0 out of 5 stars

Showed up for a very last minute walk for my dog, Birdie. Tifdany saved the day! Prompt and Birdie seemed happy. Thank you Tiffany!!!

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Rhonda C.
Dog Walking
5.0 out of 5 stars

Meghan has been absolutely wonderful with my dog Charlie! She’s been walking him every day at noon this past week while I’m at work, and I couldn’t be happier. She’s reliable, communicative, and clearly cares so much about the dogs she walks. Charlie is always happy and relaxed after their walks, and I really appreciate the consistency and peace of mind she provides. It’s such a relief knowing he’s in great hands every day. I would highly recommend Meghan to anyone looking for a trustworthy, caring dog walker!

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Raechel M.
Dog Walking
5.0 out of 5 stars

Amber is the absolute sweetest person and took such amazing care of my babies! I will definitely be using her services again!

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Kelly R.
Dog Walking
5.0 out of 5 stars

Karyna has been amazing and took care of my babies, she was on time and great communication, i would use her services ahain and 100% recommend

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Ismael M.
Dog Walking
5.0 out of 5 stars

Destiny is a huge blessing to me and my German Shepherd Nala. Nala really like and got used to her super quick, i appreciate everything she’s done and for someone using the Rover app for the first time, her work and communication is amazing. A true professional, wouldn’t ask for anyone else!

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Melvin F.
Dog Walking
5.0 out of 5 stars

Maya was absolutely amazing, treated my dog as if he was her own even taking time to play with him and give him a treat. Will absolutely recommend Maya to my friends and family.

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Kai B.
Dog Walking
5.0 out of 5 stars

Very kind with Rocky timely walking even considerate to send pictures and update for each walk . Rocky enjoyed his time .

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Carol C.
Dog Walking
5.0 out of 5 stars

Meredith was absolutely wonderful! She was so kind, gentle, and patient with my 8-year-old golden retriever. He loved having her around, and I felt completely at ease knowing he was in great hands. We’ll definitely be booking with her agAin!

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Alyssa B.
Dog Walking
5.0 out of 5 stars

Makenna was awesome! She’s very professional, sweet to my baby girl and easy to talk and make plans with. She followed the instructions well and took the time to learn how to express my dog’s bladder. She’s a gem. I’ll definitely be calling her again to pet sit! If I could I’d give 6 stars!!!

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Carolina S.
Dog Walking
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How Rover works

  1. 1. Search

    Read verified reviews and choose a dog walker who’s a great match for you and your dog
  2. 2. Meet & Greet

    Meet either virtually or in-person with a walker to discuss the level of care needed for your dog
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per walk for dog walking in Winter Park is $19

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your dog walker has to cancel, we’ll work with you to find a new walker.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Winter Park average 3
repeat dog walking clients

Dog Walking FAQs

Frequently asked questions about Rover

Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Winter Park on Rover as of Apr 2026 was about $19 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Winter Park dog walker for the first time, visit the dog walker’s profile and select the Contact button.

If you have an active request or have booked a service with a dog walker before, learn more about how to do this in the Rover app or on your computer.

As of Apr 2026, there are 4,884 dog walkers in Winter Park. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 87% of Winter Park dog walkers respond in under an hour.

Dog walkers in Winter Park have an average of 14 years of experience. Dog walkers with repeat customers have an average of 3 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Winter Park.

You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:

  • Start and stop times
  • A map of their walk with total distance
  • Pee, poo, food, and water breaks
  • Cute photos and a personalized note

There are 4,884 dog walkers in Winter Park on Rover, so you’re sure to find the perfect match for your dog! In Winter Park, 90% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.

Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.