Dog Walkers in Bluff Siding, WI
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Top rated Bluff Siding dog walkers

“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: We’re Pawz & Play! We offer dog & cat boarding, weekend daycare, drop in visits, dog walking, and house sitting in Winona, MN. We operate on a small-scale, only taking a maximum of 2 pups or one family’s pets at a time. Erica is an aspiring dog groomer & trainer who someday hopes to have her own facility. Ciara is working on getting her bachelors and is the primary person on drop in visits. We have two medium sized young dogs who love to play & get along great with playful pups of all ages and sizes as well as an older small dog who does great with calmer pups. All dogs are assessed for play style and comfort level before being split into play groups. One of us is home the majority of the time and we incorporate your pets into our girls’ daily routine or we can do a rotation schedule if they’re not a fan of group activities. Our fenced in back yard has a good size dog run within the fence just for pups and the rest of the yard includes the chickens & rabbits in their own runs as well as a small patio, hammocks, and garden beds. Whether in your home or ours, we are happy to serve your pets whatever food you’d like including homemade, raw, canned food, or kibble. We just ask that it be premade so we need only measure out the amount and feed your babies.

About: I have grown up taking care of Chow Chows! Friends and neighbors have also counted on me to look after there pets. Let me know if I can help you out as well! I'm currently working a part-time job so I have plenty of available time to look after your pets! My job depends on the weather but regardless I'll do my best to fit your schedule. I live in a pet friendly neighborhood with lots of room for excercise! However, depending on your pets personality they can also just lay around a comfortable yard.


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.

“Rebekah is fantastic. We booked her for another house sitting in December, and she took good care of our dog and parakeet. My husband and I commented many times during our trip how happy we were that she was taking care of our pets. We were able to fully enjoy our trip because we knew Mikka and Chatta were happy and safe. The next time we go on an overnight trip, we're going to reach out to Rebekah first 🙂”


“Lynne was able to fill in when at the last minute another walker we had booked cancelled. This is the second time we've used her, and our Lulu tells me to book her whenever we need someone to walk her.”


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 dog sat for many different people and have had dogs all my life. Ive cat sat as well and my husband had a cat when we first met so i loved hanging out with his cat.I love animals so much! They are a huge part of my life. Animals mean alot to me and I love being able to care for pets and create a fun life for them. I've walked people's dogs, I've done stay overs, and just hung out with pets to give them company while there owners needed there own time! I do it because I love animals! It is honestly something I really enjoy. I go to the humane society in my town atleast once a week to just see and play with the animals there! I can't explain how much animals mean to me :) :) I don't work at the moment so caring for pets is my full time job and I absokutely love it and wouldn't have it any other way. I have a fenced in yard and it is just me and my husband so no worries about kids or other pets in our home! :) Before work cuddles and feeding and letting out. and immediately after work as well. walks always and play time! and spending the entire night with them! ❤️ They sleep wherever they are compfy Fenced in yard. free to rome the house no cages. spoiled and happy pets always. treated as if they were my own kids. treats are a must! As long as they can have them!

About: I would make a great pet sitter because I am dependable, experienced, and have a true love for animals. I currently have two huskies and two cats, all of whom I’ve raised since they were puppies and kittens, so I understand the care and attention pets need at every stage of life. I walk my dogs twice a day and take pride in keeping all my animals happy and healthy. I’ve also cared for three litters of puppies, giving me valuable experience with young animals. As a teacher on summer break, I have plenty of time and flexibility to give your pets the attention they deserve. I am a teacher on summer break, so I have a lot of freedom right now. I have two huskies that I walk daily and two cats. I take safety and trust very seriously. I will treat your animals like they are my own. I have a big heart for animals and will make sure they are safe at all times when you are away.

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: 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: 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
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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!”


Erica & Ciara M.
“Ciara did drop in visits for me when I first got my new puppy. She was great with her and the puppy had so many fewer accidents than she would have if I’d only come home on lunch! She also did a great job with the puppy on positive crate association. Now the puppy knows kennel means she goes in the crate and she has no complaints.”


Michael O.
“Michael has always taken care of our dogs before Rover came to be. He never received money from us because he enjoyed being around our dogs so much. Our dogs always would wait to see him in the morning and evening when he would come to walk our dogs. Michael always had a caring, responsible, love for our dogs, and I know our dogs knew it too. Sadly, our dogs have past, but when we run into Michael he always brings up so many loving memories of them.”




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.


Rebekah L.

“Rebekah is fantastic. We booked her for another house sitting in December, and she took good care of our dog and parakeet. My husband and I commented many times during our trip how happy we were that she was taking care of our pets. We were able to fully enjoy our trip because we knew Mikka and Chatta were happy and safe. The next time we go on an overnight trip, we're going to reach out to Rebekah first 🙂”


Lynne R.Star Sitter

“Lynne was able to fill in when at the last minute another walker we had booked cancelled. This is the second time we've used her, and our Lulu tells me to book her whenever we need someone to walk her.”


Erica K.

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


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!


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!”


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.”


Brooke W.
About: I've dog sat for many different people and have had dogs all my life. Ive cat sat as well and my husband had a cat when we first met so i loved hanging out with his cat.I love animals so much! They are a huge part of my life. Animals mean alot to me and I love being able to care for pets and create a fun life for them. I've walked people's dogs, I've done stay overs, and just hung out with pets to give them company while there owners needed there own time! I do it because I love animals! It is honestly something I really enjoy. I go to the humane society in my town atleast once a week to just see and play with the animals there! I can't explain how much animals mean to me :) :) I don't work at the moment so caring for pets is my full time job and I absokutely love it and wouldn't have it any other way. I have a fenced in yard and it is just me and my husband so no worries about kids or other pets in our home! :) Before work cuddles and feeding and letting out. and immediately after work as well. walks always and play time! and spending the entire night with them! ❤️ They sleep wherever they are compfy Fenced in yard. free to rome the house no cages. spoiled and happy pets always. treated as if they were my own kids. treats are a must! As long as they can have them!


Danielle C.
About: I would make a great pet sitter because I am dependable, experienced, and have a true love for animals. I currently have two huskies and two cats, all of whom I’ve raised since they were puppies and kittens, so I understand the care and attention pets need at every stage of life. I walk my dogs twice a day and take pride in keeping all my animals happy and healthy. I’ve also cared for three litters of puppies, giving me valuable experience with young animals. As a teacher on summer break, I have plenty of time and flexibility to give your pets the attention they deserve. I am a teacher on summer break, so I have a lot of freedom right now. I have two huskies that I walk daily and two cats. I take safety and trust very seriously. I will treat your animals like they are my own. I have a big heart for animals and will make sure they are safe at all times when you are away.


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.”


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.


Jacque K.
“Jacque is a conscientious and responsible young adult. She will love and care for your pet as if your pet is her own. You will not regret hiring Jacque to care for your pet.”


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 Bluff Siding on Rover as of Aug 2025 was about $18 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 84 dog walkers in Bluff Siding. 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, 90% of Bluff Siding dog walkers respond in under an hour.
Experience 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 Bluff Siding.
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 84 dog walkers in Bluff Siding 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.
