Dog Walking Pickwick

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

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Pickwick, 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: Jaxon H.
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Jaxon H.
from
$15
per walk
5.0 out of 5 stars
8 reviews
4 repeat clients
10 years of experience
Winona, MN, 55987

Jaxon has been amazing taking our American Eskimo for walks. Punctual, great communication, very polite, and great with our anxious dog !

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Caroline G.
Sitter Profile Image: Arabella B.
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Arabella B.
from
$18
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
4 years of experience
Winona, MN, 55987

About: I have two dogs of my own, both golden doodles, who I take care of daily! I do daily feedings, walks, and brushing. I have experience in both daytime check ins and overnight stays with dogs. I am very active and enjoy taking dogs on walks, running around the backyard, or just relaxing in the house! I am flexible in the work I do and can’t wait to meet your pet:) I am a college student, so over the summer my days are free! I am available at any time needed, starting at 7am through overnight care! I care for my own pets by taking them on daily walks, creating activities that engage them, and brush their fur. I will care for clients pets in whatever ways are necessary for the specific animal!

Sitter Profile Image: Aleck & Hailey L.
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Aleck & Hailey L.
from
$18
per walk
14 years of experience
Winona, MN, 55987

About: We each have 14+ years experience raising pets. Hailey has had animals her entire life whether it be her horses, rabbits, or many family dogs and cats. She has a deep love for all animals and would be thrilled to extend that love to your pets. Aleck has raised dogs his entire life anywhere from puppies to elderly dogs and a whole mix of breeds from huskies to beagles to boxers. We currently have 2 cats Ozzie and Nala. Hailey is a full time nursing student and works locally in the summer. She would love to be able to work pet care into her schedule. Aleck works a seasonal full time job in the summer and has most of the winter off. We pay close attention to detail and treat all animals with the utmost of love. We will follow every instruction and detail the client has to the letter.

Sitter Profile Image: Jacque K.
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Jacque K.
from
$20
per walk
5.0 out of 5 stars
10 reviews
2 repeat clients
18 years of experience
Winona, MN, 55987

About: Growing up with a variety of animals really gave me the compassion and love I have for animals now. Also, it gave me the skill I need to be able to take care of and provide for the different species of animals there are out there. Mostly, it was dogs and cats but I do have experience in caring for hamsters and bunnies. I love to go walking/hiking just to be outside and getting fresh air so i have no problem going on walks. I’m completely comfortable with our furry friends being on my furniture, I know not everybody is but mi casa es su casa. I am a veterinarian technician with my A.A.S. degree and I plan to open up my own business one day whether it be a dog boarding place of my own or my very own shelter/rescue. Either way, this is my 5-10 year goal and his will help me achieve that. I work full time throughout the week. My evenings are available & so are most of my weekends. This month of August will be busy for me on the weekends though. I make sure they are comfortable & I treat them as if they are my own. I make sure they are happy while their person is gone.

Sitter Profile Image: Eliza C.
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Eliza C.
from
$15
per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
16 years of experience
Onalaska, WI, 54650

About: I've taken care of a variety of dogs since I was very young. I grew up with labs and I am very comfortable with all sizes of dogs. I took care of my yellow lab/retriever mix, Blue, for so many years; taking her on long walks, giving her baths, making sure she got along with our neighbor dogs. I also helped out taking care of my neighbor dogs from time to time. After my dog died at the age of 15, my family didn't think we would get another dog. 7 years ago, we got a new puppy, his name is Brooks, and he is a yellow lab. He is very different than our old dog. He has lots of energy, he has ran away a couple times but always came back or we found him, and we lived on 2 acres of land so that helped. He is our first inside dog, so he loves cuddles, treats, sleeping, playing catch and sneaking downstairs where he is not supposed to be. I have lots of experience with dogs and I appreciate and love them very much! I am currently working at the University of Wisconsin La Crosse, so I have the summer off. This summer I also work part-time at Festival. During the school year, I have Fridays off and I am done by 5:30pm the other days. On Mondays and Wednesdays I have slower mornings. I can help out throughout the day and on weekends. I live in an apartment building but there is an area with lots of grass and next to the building and around the area. My building doesn’t allow pets so I am not able to house pets at my place, but I can always talk to my landlord.

Sitter Profile Image: Linsie M.
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Linsie M.
from
$15
per walk
4.8 out of 5 stars
70 reviews
12 repeat clients
11 years of experience
La Crescent, MN, 55947

Linsie is extremely professional and detail-oriented. Her text responses are also super quick and she was able to agree to walk my dog with short notice. I had no problem trusting her with my fur babes. Thank you! It was a wonderful experience.

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Cora V.
Sitter Profile Image: Justice M.
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Justice M.
from
$15
per walk
9 years of experience
La Crosse, WI, 54601

About: I have had my own dogs for about 9 years now! They are a golden doodle, a poodle, and a bernedoole! I have experience watching all kinds of dogs and would love to take care of yours! I work as a Nurse in the area so I work 2-3 times a week 12 hour shifts. Those days I wouldn’t be able to help, but am looking to help anyone on my days off! I currently have two dogs at home that I watch in a fenced yard! I have experience working with all kinds of dogs and am able to accommodate according to how you like raising your dogs!

Sitter Profile Image: Monica T.
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Monica T.
from
$25
per walk
5.0 out of 5 stars
14 reviews
4 repeat clients
7 years of experience
Lacrosse, WI, 54601

About: I grew up on a farm and I have experience with multiple different breeds of animals. I take the time to listen to animals and their body language. I work part time. So i have plenty of extra time to spend and care for your fur baby. Im available Monday to Friday after 2pm and weekends! I have plent of yard space and easy access to walking tails and parks. I do have a dog friendly cat who can keep ur fur baby company

Sitter Profile Image: Alexis P.
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Alexis P.
from
$20
per walk
5.0 out of 5 stars
1 review
1 year of experience
La Crosse, WI, 54601

About: I currently have a 1 year old husky puppy who is as sweet as can be. I grew up with several Shetland sheepdogs, miniature poodles, and other small critters. I have also spent countless time volunteering at dog rescues. At these rescues, I have helped with medication administration, socialization, and worked with puppies-senior dogs. Monday through Friday any night after 5:00pm I can be available. I currently work 7:30-4:00. On the weekends, I am completely free for whatever you pets may need. In my home, my dog currently sleeps in bed with me, is free roaming throughout the day. With daily walks and trips to our dog park. In your home, I will respect whatever rules and requests you may have. I get everyone views training, socialization, and other factors differently. I will do my best to respect your needs and keep your furry one company whenever you need an extra eye.

Sitter Profile Image: Lillian A.
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Lillian A.
from
$20
per walk
2 years of experience
La Crosse, WI, 54601

About: I’ve spent the past two years dog-sitting for several families, caring for dogs of all sizes and breeds. I handle walking, feeding, playtime, and grooming, making sure each dog feels happy, safe, and loved. I also helped organize a dog adoption event at my hometown dog park to promote responsible pet care and help puppies find forever homes. I’m a college student with weekends free, so I can dedicate plenty of time to walks, playtime, and companionship. I’m flexible and happy to follow your pet’s routine to make sure they’re happy and cared for while you’re away. I follow all care instructions closely, supervise pets at all times, and make sure they feel safe, happy, and comfortable in their own home. I provide regular feeding, walks, playtime, and lots of affection to keep pets relaxed and stress-free. I treat every pet like family and work to create a calm, loving environment while you’re away. Communication is important to me, so I provide updates to ensure peace of mind.

Sitter Profile Image: Grace B.
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Grace B.
from
$20
per walk
4 years of experience
La Crosse, WI, 54601

About: I have worked at a boarding kennel for dogs/cats, it made me so happy and everything in my life disappear when I'm with them daily. I’m currently working part time at the moment but I will check up on them and make sure that everyone is doing okay before work! I live in a trustworthy neighborhood in a house with my boyfriend! There is plenty of space for them to run around and get their energy out!! If you have any questions about my housing, please ask away😁

Sitter Profile Image: Layla L.
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Layla L.
from
$20
per walk
10 years of experience
Lacrosse, WI, 54650

About: I have been taking care of pets my entire life! I have a dog of my own and she even had puppies last year! I raised the puppies myself and ensured they went to good homes! I took the time to make sure they were well trained before they went to their forever homes! I usually close at my other job, so I am usually free during any day until around 3 or 4pm! Again, with notice I can make any care needed work! I again have a dog of my own and can ensure that fur baby will be happy and have the company they need! My personal dog is certainly spoiled and well taken care of!

Sitter Profile Image: Samantha S.
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Samantha S.
from
$30
per walk
12 years of experience
Onalaska, WI, 54650

About: I am an animal lover. I have had cats my whole life and dogs for about 20 years total. My "children" are my 3 cats and German Shepherd. I will treat your animal like my own. I do home visits, home stays, and walks. Don't put off your vacation because you don't want to leave your beloved animals. Let me take care of them! Thank you! - Samantha I am currently a remote freelance graphic designer and this allows me to set my own schedule and have flexibility. My husband and I do not currently have children so that also allows me to have a more open schedule without interruptions. I am not a person who has pets without considering their needs and happiness. I play with them, make sure they get medical care, medication, and make sure they feel safe and loved with cuddle time. I know that having a pet is a responsibility and a privilege.

Sitter Profile Image: MicKayla O.
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MicKayla O.
from
$25
per walk
5 years of experience
Chatfield, MN, 55923

About: Hello! my name is Kayla, and i’m so excited to meet your furry friend! i have been a dog owner since the time I was a child, and have enjoyed caring for friend and family’s pets over the last few years. I am looking to fill my free time with boarding, house sitting and dog walking and can’t wait to hear from you soon! I work Monday-Friday but can let your pets out during my lunch break. I am free on weekends. I am a single mom and am looking to fill my up my schedule on the days I don’t have my kiddos. Your furry friend will be my new best friend. I love cuddles, being active and going on walks, and playing with your pets. Your doggo will be treated like a member of my family!

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The median cost per walk for dog walking in Pickwick is $15

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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
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Meet local walkers who will treat your dogs like family

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FAQs for Dog Walking - Pickwick

Frequently asked questions about Rover

As of July 2026, there are 248 sitters on Rover offering Dog Walking across Pickwick. 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 Pickwick. 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 Pickwick.

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 Pickwick. On Rover:

  • 100% of walkers can help with special care needs
  • 100% can help with giving oral medications or injections
  • 91% 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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