Dog Walkers in Pickwick, MN
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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

“We're so thankful for Jillissa. She's always been good at responding, and she gives our dog great walks. Plus, she is really good with our parakeet. Our bird is very picky about people, and she actually flew to Jillissa's shoulder (she sent us a photo showing it!), so clearly Jillissa is a bird whisperer, too!”



About: Hello! Thank you for taking a moment to view my profile. I am an experienced, compassionate pet sitter and I also have a degree as a Vet Tech, so you can be sure your pet will be in good hands. I have taken care of pets in my neighborhood for over 25 years now, and have many long-term clients. I enjoy long walks, running, playing, snuggling, you name it. I don't just show up and sit there. I have experience giving meds, changing bandages, and more as well, so if there's an extra step needed to ensure your pet is healthy and happy, I am able to assist. Why I love dog sitting I have had animals my whole life, grew up on a farm. I’ve been pet sitting for 25 years for a large variety of pets. I’m comfortable with all breeds, ages, and temperament. My experience administering medication Yes. As a Certified Veterinary Technician, I have administered pills, shots, ointments, etc. I have worked in a traditional clinic setting as well as in some pretty remote locations in Mexico so I am well versed in a variety of meds and situations.


About: I am a empty nester looking to take care of some fury friends. I have grown up with dogs my whole life. I love to stay active and would love to take your dog for a walk or run if they like. I love all dogs and I would love to take the time to care for yours! I am very flexible and know a lot about dogs in general. Both my boys are now in college and this would be a wonderful opportunity for me to do what I have always loved. My husband works full time and he also has had dogs around his whole life and is a dog lover himself. Any questions or concerns don't hesistate to ask or let me know.

About: I’ve had animals for my entire life. Anything from dogs, cats, horses, fish, tortoises, and hamsters - you name it, I had it as a pet! I have certifications in animal care from Holly and Hugo, including animal anatomy and physiology, diet, grooming, training, and CPR for dogs and cats. I have 2 dogs of my own, a Great Dane and a Shih Tzu and have experience with both small and large dogs. I currently work full time during the week but I am available on nights and weekends for pet care. I am also available to do drop ins and walks when needed. I care for your pet in your own home for your convenience, so your pet will be comfortable and happy at home while you are away! I just ask for a schedule for the dog/cat/animal so they can stay on their schedule!

About: Hi, my name is Megan. I have been volunteering at my local Humane Society, for over 2 years, so I’ve had lots of experience with so many different breeds of dogs! I enjoy all types of animals. Potty breaks I know are important along with tons of play time. I am able to learn/ adapt to your pets needs! All animals are wonderful in my eyes! Lots of pets and scratches, and belly rubs also included! I personally would love to be able to watch your pets. It’s my dream job I’d say! I’m very laidback, and have a calm personality . Also I’ll treat your pet as I would my very own. I work part time! So most days I am available to walk or watch your animals! Just message me to talk more about how I can care for your animal(s)! I would do anything for my animals. There is a fenced in big back yard! My 2 dogs love it. I keep my two dogs as healthy as possible! I love them like family.

About: My love for animals started when I was young. I would dog sit here and there when I was little and as I grew up I started taking on more serious, committed pet sitting jobs. I am willing to look after a variety of pets. Myself I have 2 dogs, a guinea pig, a rabbit, and 2 chickens. I also am a part of a foster group. I love staying busy and I love dogs even more! I currently work full time between my three jobs but my schedule is pretty flexible. I mostly take on jobs where pets do not need someone there 24/7. I don’t take pets into my own home because of my own dogs. I also have many small animals and I don’t trust others pets around them. I like to keep the dog in their home so they are more comfortable with their surroundings.

About: I’ve taken care of all different types of pets for many years. I am responsible and respectful. I make sure that each animal is loved and cared for. I am currently working part time and have a lot of downtime that could be filled do something like this. I am always looking to improve my work experience! Feel free to reach out! I have two loving dogs and a huge backyard yard. If any animal needs to be kenneled, that is no problem. Feel free to reach out!

About: I've trained service dogs and grew up with a lot of labs. I have always had a pet in my home from hamsters to horses on the ranch! Love animals from small to large. I am currently working part time with pets. I can work any day of the week including weekends! Would like to eventually make pet sitting a full time job! I have two large dogs at home that are loced in so many ways! Spoiled to the limit! The best boys I have been blessed with!

“Skylar truly did an amazing job walking my German Shepherd Dallas! Dallas can be a bit anxious and Skylar handled it perfectly. With her amazing communication skills and numerous photos, I constantly knew my pup was in good hands. She displayed excellent knowledge when it came to body language and understanding my dog’s needs. Will absolutely book through her again.”


About: I’ve been around dogs since age 10, I’ve slowly learned more about legitimate dog training since having my own dog. I prioritize dogs wellbeing over everything. I work from home on Mondays and most Fridays and usually leave the office around 4pm during the week days and am completely free during the weekends. Chat with me and we can work around your schedule and pup’s needs! I have one pup of my own in a small one bedroom apartment and for that reason do not allow in home boarding but if my pup is welcome in yours I am more than happy to stay in homes!

About: My name is Ashley, I’m 26 years old and am a school social worker. I recently moved to the Winona area. I have grown up with dogs my entire life and have my own dog who is 4. I have also house and dog sat for multiple dogs. I’ve had dogs in my family ever since I could remember and I enjoy spending time with them. What better way to make money by doing something I love? I currently work full-time in a high school. I work a regular schedule so my availability shouldn’t change much besides opening up more in the summer. I have room and space to spread out and am very active, so I enjoy walking and being outside. I do keep my dog separate from dogs that I care for.

About: Hi there! My name is Kali, and I’ve been an animal lover my whole life. I grew up with dogs of all sizes and personalities, and they’ve always been a big part of my family. We also had a cat in the house, so I’m comfortable around both furry friends! Spending time with dogs is something I truly enjoy, whether it’s going for walks, playing in the yard, or just relaxing together. I’m patient, responsible, and always happy to match the energy level of your pup, whether they’re playful or more laid-back. I have experience with dogs of all ages, from puppies to senior dogs and I understand the different levels of care and attention each one needs. I’d love to meet your dog and make sure they feel safe, happy, and cared for while you’re away! Now through the end of August, I’m local in Winona and work remotely most days. I commute to La Crosse only on Wednesdays (7:30 AM – 3:30 PM), so I’m very available in Winona the rest of the week. Starting in September, I’ll be commuting to La Crosse Monday through Friday, and will be available for pet care after work hours. I’m also available some weekends, and I’ll always keep my availability updated here so you know exactly when I’m free. While I won’t be caring for pets in my own home, I take pride in providing attentive, respectful care in your pet’s home where they’re most comfortable and familiar with their surroundings. I’m happy to help with feeding, walks, playtime, crating, or anything else they need within reason. Your pet’s well-being is my top priority, and I’ll treat your home and animals with care and respect!

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.

“Ana responded right away when I put in my request (dog walking); this was VERY helpful as I made my plans for the day. She came over that same evening to meet/ greet my dog Lady. She took Lady for a very long walk the next day, took some photos of her, etc. I'll definitely be contacting Ana again!”


About: Hi Hi! I'm a former vet tech with 20 plus years of experience training and caring for pets! Day outings, overnights or drop-ins are all in my skill set! I'm an active and aware professional photographer and personal trainer and I enjoy getting dogs out on the trails, socializing, training- you name it! I mainly live in Jackson Hole, WYoming but I own my own home here in Winona. I am here some parts of the year and I would love to open up my schedule to dog care! I am very flexible during the day. I'm a photographer and most of my shoots are in the afternoons or early evening. I can do outings in the morning and afternoon to satisfy all of the physical demands of the doggos! I hit the trails almost every day so I can take them with me for a run/walk :) I also have access to 40 acres of wooded hills that I can take the pups too! The safety of your pet is #1! I am a former vet tech and have a great knowledge of dog care and health. I can administer medications- no problem! If am coming to let your pet out of your house, I can walk in the neighborhood or have a play session in the yard. If your pet is at my home, I have a big, fully fenced yard and I live right across from East Lake Winona, the dog friendly lake :) I am very aware of every situation I take your dog into and can address needs or concerns ASAP. I treat every dog I watch as one of my own :)
Loving dog walkers in your neighborhood
Search Results
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.


Ajia W.Star Sitter

“Ajia is the best. She is energetic, compassionate and totally trustworthy. I can’t say enough good things about her. Best of all, my dog loves her.”


Jillissa R.Star Sitter

“We're so thankful for Jillissa. She's always been good at responding, and she gives our dog great walks. Plus, she is really good with our parakeet. Our bird is very picky about people, and she actually flew to Jillissa's shoulder (she sent us a photo showing it!), so clearly Jillissa is a bird whisperer, too!”


Cali R.Star Sitter

“Couldn’t be happier! Bodhi needed a walk on a day I was working late and he was taken care of wonderfully!”




Sarah R.
“With years of experience having Sarah care for our pets, we are happy to give the highest marks for her as a caregiver. Our pets are a part of our Family, and trusting someone else to care for them is a high priority. Sarah is a wonderful person who genuinely cares for the animals, while providing personal attention to their needs. They always look forward to seeing her and being cared for by her. Whether it's for general care of feeding, walking, and other normal daily needs, she is also well trained and has vast experience in veterinary care, which gives us great peace of mind. Sarah will always receive our Five Star Recommendation.”




Michelle N.
About: I am a empty nester looking to take care of some fury friends. I have grown up with dogs my whole life. I love to stay active and would love to take your dog for a walk or run if they like. I love all dogs and I would love to take the time to care for yours! I am very flexible and know a lot about dogs in general. Both my boys are now in college and this would be a wonderful opportunity for me to do what I have always loved. My husband works full time and he also has had dogs around his whole life and is a dog lover himself. Any questions or concerns don't hesistate to ask or let me know.


Laura K.
“I have known Laura for many years. She has had numerous pets and loves animals of all kinds! She always cared deeply about her cats, dogs, turtles, etc. and took excellent care of them always! She has taken care of my pets on numerous occasions and has always done an excellent job - I know they are in good hands with her. I would not hesitate to recommend Laura as a responsible, loving pet caregiver.”


Megan W.

About: Hi, my name is Megan. I have been volunteering at my local Humane Society, for over 2 years, so I’ve had lots of experience with so many different breeds of dogs! I enjoy all types of animals. Potty breaks I know are important along with tons of play time. I am able to learn/ adapt to your pets needs! All animals are wonderful in my eyes! Lots of pets and scratches, and belly rubs also included! I personally would love to be able to watch your pets. It’s my dream job I’d say! I’m very laidback, and have a calm personality . Also I’ll treat your pet as I would my very own. I work part time! So most days I am available to walk or watch your animals! Just message me to talk more about how I can care for your animal(s)! I would do anything for my animals. There is a fenced in big back yard! My 2 dogs love it. I keep my two dogs as healthy as possible! I love them like family.


Lynne R.Star Sitter

“Really great communicating with Lynne! She is prompt to respond. Our dogs seemed to feel very comfortable with her and she was willing to work with their special needs.”


Addie B.
“Addie has been a neighbor to us for about 10 years now and has always been willing to let out or dog whenever wee've needed her to. She is a huge dog lover and is so attentive to our dog and any dog she meets. She recently house sat and cared for our chewennie for 7 days while we were on vacation. She is very responsible and made sure our dogs needs were met at all times. Our confidence in her and our dog's level of comfort with her made us feel very at ease to leave for vacation! We will absolutely continue to use Addie whenever we have a dog sitting need.”


Erica K.

“Erica is great! She always gives Lily the best care and sends me updates and pictures.”


Alicia G.

“Alicia was able to help me out on short notice and was very enthused to walk my dog! ? I will recommend her to others and will book her again in the future!”


Katelyn G.
About: I’ve taken care of all different types of pets for many years. I am responsible and respectful. I make sure that each animal is loved and cared for. I am currently working part time and have a lot of downtime that could be filled do something like this. I am always looking to improve my work experience! Feel free to reach out! I have two loving dogs and a huge backyard yard. If any animal needs to be kenneled, that is no problem. Feel free to reach out!


Elijah E.
About: I've trained service dogs and grew up with a lot of labs. I have always had a pet in my home from hamsters to horses on the ranch! Love animals from small to large. I am currently working part time with pets. I can work any day of the week including weekends! Would like to eventually make pet sitting a full time job! I have two large dogs at home that are loced in so many ways! Spoiled to the limit! The best boys I have been blessed with!


Skylar M.

“Skylar truly did an amazing job walking my German Shepherd Dallas! Dallas can be a bit anxious and Skylar handled it perfectly. With her amazing communication skills and numerous photos, I constantly knew my pup was in good hands. She displayed excellent knowledge when it came to body language and understanding my dog’s needs. Will absolutely book through her again.”


Marlie S.
“Marlie is one of the few people that I know I can leave my puppy with! My dog is still a puppy with extreme energy, and he never gets bored when she's around. Not only is she extremely loving and playful, she made sure to give him his puzzles and go through a few of his tricks to wear his mind out a bit before I got home. He slept SO good after she left! And her own fur baby, Ivy, is the sweetest playmate for my Shoto. They are two peas in a pod! 10/10 experience, Shoto definitely made two besties with this pair:)”


Ashley J.
About: My name is Ashley, I’m 26 years old and am a school social worker. I recently moved to the Winona area. I have grown up with dogs my entire life and have my own dog who is 4. I have also house and dog sat for multiple dogs. I’ve had dogs in my family ever since I could remember and I enjoy spending time with them. What better way to make money by doing something I love? I currently work full-time in a high school. I work a regular schedule so my availability shouldn’t change much besides opening up more in the summer. I have room and space to spread out and am very active, so I enjoy walking and being outside. I do keep my dog separate from dogs that I care for.


Kalista Y.
“I highly recommend Kali as a pet sitter, she loves all animals especially dogs! She has been nothing but amazing with my dog since he was a puppy until 3 years old now. She truly loves him like her own and would treat all pets this way. I know my dog is in great hands when Kali watches him, she is a very reliable and loving caregiver.”


Jacque K.
“Jacque is very good with animals. She is currently enrolled in Rochester community college for a vet tech. I have seen her with dogs/puppies and they tend to be happy to see her. I would recommend her for walking or sitting you dog. She's exceptional!”


Ana M.

“Ana responded right away when I put in my request (dog walking); this was VERY helpful as I made my plans for the day. She came over that same evening to meet/ greet my dog Lady. She took Lady for a very long walk the next day, took some photos of her, etc. I'll definitely be contacting Ana again!”


Megan P.
“When it comes to caring for your furry family members, there is no one better than Megan Peterson. She has cared for our golden retriever, Teddy, when we go out of town or when we don't have time to walk him on a busy day for the past six years. Megan goes above and beyond to get Teddy on walks, hikes and adventures in the mountains. When Teddy sees Megan's car drive up to our home he goes crazy with excitement. She also gives him endless love when he is in her care. Teddy is a BIG dog and he can be hard to handle at times, so we need someone we can trust 100 percent when we leave him. Megan is our gal. We always joke in our house that we wish we could go to "Camp Megan!" She really is the best.”
How Rover works
1. Search
Read verified reviews and choose a dog walker who’s a great match for you and your dog2. Meet & Greet
Meet either virtually or in-person with a walker to discuss the level of care needed for your dog3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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.
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 Pickwick on Rover as of Aug 2025 was about $15 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.
As of Aug 2025, there are 211 dog walkers in Pickwick. 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, 82% of Pickwick dog walkers respond in under an hour.
Dog walkers in Pickwick have an average of 13 years of experience. This can vary widely from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when comparing dog walkers available in Pickwick.
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 211 dog walkers in Pickwick on Rover, so you’re sure to find the perfect match for your dog! We understand that each dog is unique and may require specific instructions. 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.
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.
