Dog Walking Raymond

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Over 2
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Raymond, Find top rated dog walking

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

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Sitter Profile Image: Kailey S.
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Kailey S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
266 reviews
62 repeat clients
8 years of experience
Oak creek, WI, 53154

Kailey has been amazing for our puppy Cooper!!! She leaves very detailed notes for us on the walks and we LOVE the pics she takes for us! She understands his quirks and works so well with him!!!

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Kristin T.
Sitter Profile Image: Ky A.
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Ky A.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
55 reviews
25 repeat clients
7 years of experience
Racine, WI, 53406

About: I have been pet sitting dogs and cats since I was only 13 years old. When my grandparents were out of town, I would ride my bike to their house to watch over their cats and let out their dog. Now, I'm home from college and looking for a job that involves animals and I would enjoy doing. May 23rd-August 16th, I am home from college (in Racine) and taking summer bookings currently. From August 18th-December 6th, I'll be at college (in Whitewater) and taking bookings there. I'll be home (in Racine) again December 15th for winter break. Returning clients will get priority over new clients when it comes to bookings. I can walk dogs, let them out, play with both dogs and cats, feed the animals, bring in mail and packages and water any plants as needed.

Sitter Profile Image: Alexandra P.
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Alexandra P.
from
$16
per walk
4.8 out of 5 stars
34 reviews
11 repeat clients
2 years of experience
Greendale, WI, 53129

Alex is outstanding, my dog just lives walking with her! She’s always on time and if there are any changes she lets me know right away! She’s always does a great job!

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Paul P.
Sitter Profile Image: Benjamin S.
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Benjamin S.
from
$20
per walk
4.9 out of 5 stars
16 reviews
11 repeat clients
25 years of experience
Racine, WI, 53406

Very friendly, dog had a great walk.

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Elizabeth E.
Sitter Profile Image: Jody A.
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Jody A.
from
$20
per walk
5.0 out of 5 stars
45 reviews
13 repeat clients
45 years of experience
Sturtevant, WI, 53177

About: Over 40 years of personal experience caring for dogs, cats and birds. I’ll love your fur-babies and feather-babies as my own. Dog, cat, bird any other furry critter sitting; dog & cat walking; feeding; playing; house sitting; mail collecting; light cleaning in your home. Fish feeding in your home. Dog, cat & furry critter sitting in my home with full house privileges. Brushing, playtime, walking with lots of cuddles and love. Your babies are part of the family! I live in an upper condo with lots of open green space and plenty of quiet streets for walks. Rates are negotiable based on care needs. Flexible schedule. Does your dog or cat have special needs? I’m happy to work with them. I have experience with oral medication administration.

Sitter Profile Image: Madelyn G.
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Madelyn G.
from
$15
per walk
15 years of experience
Raymond, WI, 53126

About: I've been around animals my whole life! Family and friends have trusted me to feed, walk, play with, and care for their pets, both cats and dogs. I also worked for Wag, which I thoroughly enjoyed and learned so much about caring for pets. My schedule is extremely flexible and I only work part time, so I can care for your pets at almost any time of day, especially mornings and afternoons. In a client's home, the pets are in a familiar environment with an unfamiliar person. So, the first thing I do is give the pets a chance to get used to me! Let them sniff me, let them approach me at their own pace.

Sitter Profile Image: Peter A.
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Peter A.
from
$16
per walk
5.0 out of 5 stars
47 reviews
17 repeat clients
40 years of experience
Franklin, WI, 53132

Showed up on time, reliable, took great care of our fur baby while we were out of town.

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Michele V.
Sitter Profile Image: Kylie K.
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Kylie K.
from
$16
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Franklin, WI, 53132

About: Hi! I’m an experienced and reliable pet sitter with a true love for animals. I currently have a 6 year old Maltipoo and a cat, and I grew up with two Yorkies, so I’m very comfortable with dogs of all sizes and personalities. I’ve also worked in a veterinary clinic, which gave me experience with animal care and safety. I treat every pet like my own and can provide dog-sitting references upon request! I currently am very flexible and have an open schedule! I can work around schedules if need be. I’m used to taking my dog out early in the mornings. I care for pets by meeting their needs that they need. I can crate them if needed and have a clean and safe house. To make your fur babies comfortable.

Sitter Profile Image: Cayla M.
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Cayla M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
28 reviews
8 repeat clients
25 years of experience
Burlington, WI, 53105

Cayla has been such a blessing to us. She is reliable, flexible, and communicates so well! Our puppy adores her, and Cayla is SO patient- even when our girl throws a curveball at her every day, she always finds a way to keep their walks going! It’s comforting knowing she is in such trustworthy hands while having so much fun. Highly recommend Cayla!

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Molly S.
Sitter Profile Image: Juliana B.
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Juliana B.
from
$25
per walk
4.7 out of 5 stars
11 reviews
4 repeat clients
5 years of experience
Franklin, WI, 53132

Reliable, friendly, and a great communicator!

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Irina G.
Sitter Profile Image: Lauren B.
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Lauren B.
from
$20
per walk
4.8 out of 5 stars
4 reviews
2 repeat clients
12 years of experience
Greendale, WI, 53129

About: Throughout my life, I’ve grown up with cats & dogs and have learned to care for all their needs. I love making pets happy! I am interested in taking care of dogs & cats. I am open every morning from 7am - 11am. Afternoons from 2pm - 4pm & again in the evening 6pm - 8pm. I will make it a priority that your pet is cared for while you are away. I enjoy taking them on walks, giving them play time and extra love! Each morning, I take my dog out for a walk or play time for about 20 min. This gives him a chance to go potty. I take my dog out every 3-4 hours. I always make sure my pet has food and water throughout the day. Depending on the weather, and if I have to be gone for 3-4 hours, my dog gets to go to the dog park for more exercise later that afternoon. I will always make sure your pet has fresh water, good exercise, and enough potty time too. Making sure your pet is taken care of & feels loved while you’re away will be my priority!

Sitter Profile Image: Joseph F.
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Joseph F.
Star Sitter
from
$22
per walk
4.9 out of 5 stars
47 reviews
9 repeat clients
25 years of experience
Oak Creek, WI, 53154

My pets love have Joseph around. He was the only dog walker that accepted my dog for late night walks as I work. Wouldn’t recommend anyone else!

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Keanna E.
Sitter Profile Image: Hannah D.
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Hannah D.
Star Sitter
from
$26
per walk
5.0 out of 5 stars
87 reviews
25 repeat clients
26 years of experience
Racine, WI, 53402

Great1

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Shari Z.
Sitter Profile Image: Michelle F.
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Michelle F.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
15 reviews
4 repeat clients
3 years of experience
Franklin, WI, 53132

About: I’ve helped my parents house-sit dogs since around 10 years old. Moving out I continued to care for my friends' fur babies, showering them with the love and care they deserve. I’m looking to reach out more and meet new fur babies and help out more people because as a dog mom myself, I understand life can get busy! And just as I have my own fur baby in mind, I understand wanting the best care for them and a peace of mind while away which I aim to provide. Hello! Please note that I work full-time during the week, with hours from 6:30/7:00 AM–4:00 PM daily, and until 5:00 PM on Thursdays. House Sitting: I can stay overnight and provide care before and after work. Please keep in mind the schedule if your dog will need a potty break during that time - I understand it's a long time for the little buddies! Dog Walks: Evening walks are available after 4:00 PM on weekdays (5:00 PM on Thursdays). Drop-in Visits: Limited availability during the weekday due to my work schedule, but I’m happy to coordinate early mornings, evenings, or weekends. I’ll make sure your pets are loved and cared for within the schedule I can provide. If this fits your needs, I’d be glad to connect! As a dog mom myself, I care for every animal with the same love and respect I’d want for my own pup. I treat each pet like family while always honoring the wishes of their owners. When I’m in someone else’s home, I’m mindful and careful—making sure your pet feels safe and happy, and your home is well cared for too.

Sitter Profile Image: Anik Z.
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Anik Z.
from
$23
per walk
4 years of experience
Yorkville, WI, 53126

About: Hello! I study Vet Science at UW Madison and have extensive experience in both dog and cat humane societies, kennels, and have had dogs my whole life and cats for 3 years now. My dogs Jojo and Jagger are very energetic, and Indy is my tortie and the love of my life :) I tend to work weekends at my families business but can change my availability based on how familiar I get with your pet(s). I am always available to talk and will respond quickly to messages! I love to engage with pets and learn their body language, I will always have a ball or stick while walking your dog, but also understand when they need a break. My priority is making them feel as at home as possible, while earning experience in the field I love. I have patience for both cats and dogs, and will watch carefully to not over pet, play, or initiate with shy animals. Tell me more about your pet to help me help them be as comfortable as they can be!

Sitter Profile Image: Bill B.
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Bill B.
from
$15
per walk
5.0 out of 5 stars
6 reviews
3 repeat clients
20 years of experience
Greendale wi, WI, 53129

Bill does a nice job with my somewhat opinionated girl. And she loves loves him.

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Teresa N.
Sitter Profile Image: Genevieve S.
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Genevieve S.
from
$15
per walk
5.0 out of 5 stars
1 review
8 years of experience
Caledonia, WI, 53126

About: Have administered specialized medicine to senior animals for ongoing diseases such as kidney disease and hyperthyroidism. Was very diligent nursing my senior kitty before he passed. I work and go to school so my schedule varies but I always have some nights and mornings free each week that I would love to use on animals. I understand and respect animals boundaries and try my best not to encroach them. I've also mastered the "foot as barrier" approach when opening doors.

Sitter Profile Image: Shannon J.
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Shannon J.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
424 reviews
103 repeat clients
15 years of experience
Caledonia, WI, 53108

Shannon is awesome! My dogs love her and she is very dependable. If I take another assignment in Milwaukee I will definately ask her to walk my dogs again :)

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Ryn C.
Sitter Profile Image: Anna S.
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Anna S.
from
$20
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
5 years of experience
Oak creek, WI, 53154

About: As a dog lover my whole life, I wasn't able to get one of my own until a year and a half ago. Having our golden retriever Tommy has completely changed my life for the better! I absolutely love dogs of all kinds and enjoy being outdoors and playing with them. I work full time remotely, so I am extremely available and flexible to your schedule. I can accommodate any needs and have experience with both puppies and senior dogs, and everywhere in between. Tommy has been professionally trained and gets along great with other dogs. We are able to keep dogs in our apartment if needed, and have lots of parks and sidewalks near by for exercise. I currently work from home full time, so I am very flexible for your pets needs. I currently keep our golden retriever active (as he very much needs it!) and would love to add another dog to the bunch if needed. I live in an apartment but have lots of access to local parks and walking trails. I am available for drop-in visits and walks as well.

Sitter Profile Image: Madalyn R.
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Madalyn R.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
12 reviews
7 repeat clients
7 years of experience
Sturtevant, WI, 53177

Tess loves Maddy and looks forward to her visits!

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Kimberly C.
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The median cost per walk for dog walking in Raymond is $20

Dog parents share their Rover experiences - Raymond

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5.0 out of 5 stars

Maddie is absolutely wonderful! She is so thorough and makes sure Archie is always well taken care of and wore out! He absolutely adores her coming over to walk him and play with him. She does an amazing job communicating and is always willing to be flexible with weekly changes to times or days. I highly highly recommend Maddie to anyone who is looking for a caregiver for their furry family!

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Desrye E.
Dog Walking
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

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  • Reservation protection

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

  • World-class support

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

Meet local walkers who will treat your dogs like family

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
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Sitters in Raymond average 4
repeat dog walking clients

FAQs for Dog Walking - Raymond

Frequently asked questions about Rover

The average cost for Dog Walking in Raymond on Rover is $15 per walk (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .

As of July 2026, there are 2,687 sitters on Rover offering Dog Walking across Raymond. Enter your ZIP code to see which available sitters are closest to your home.

Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.

Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Raymond. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Raymond.

Got specific details you'd like the dog walker to include? Message them in the app before your dog’s walk begins.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Every walker on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

Yes, you can find walkers who have experience with handling special pet needs in Raymond. On Rover:

  • 93% of walkers can help with special care needs
  • 97% can help with giving oral medications or injections
  • 97% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your walker questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and walkers on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement walker.

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