Dog Walking Osceola

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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: Julie P.
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Julie P.
from
$16
per walk
5.0 out of 5 stars
• 4 reviews
40 years of experience
Estrella, Osceola, WI, 54020

About: Please note*** I cannot board pets where I live, all pet sitting (days and overnight) is done at your residence. Hello! I've had dogs and cats all my life. I am the type to keep my dogs active whether it be playing fetch in the yard or throwing the stick in the lake for them to fetch. I believe in lots of play toys and chewys so they never get bored. I also understand the dog who might be more calm, maybe a little shy and likes time alone, and that is very understandable. I am a retired nurse and know pretty well the signs and symptoms of pain or discomfort. I understand the importance of proper nutrition and availability of fresh water. I'm a unique pet/house sitter in that I travel in my beautiful Canadian Roadtrek Campervan and can house "watch" while taking care of your pets. I do not need to stay in your home. Any additional duties other than "watch" your house can be negotiated- like water a few houseplants, etc. I do ask that you provide a household electric (120V) outside plug in. My small RV uses approx. $2-$3 per day of electricity. I love animals. I have a 3 yr. old yellow Labrador myself! I travel often in my RV and we make great travel partners often stopping at dog parks 2-3 times a day on our adventures. Beau would love to have playmates! Currently I am mobile and spend Summers in WI and Winters in AZ. I will come to you. I can stay as long as you need for your pet care - up to 2+ weeks if needed. I can only provide mobile pet/house sitting. I am unable to pet sit in the home I live in. I am a recently retired nurse. I am trained not only in human CPR, but I also have dog and cat CPR training. I have given pets medication, induced vomiting -per instructions while on the phone with a vet tech (after dog ate 1 1/2 lbs of bing cherries - pits and all. Happy ending! :). When I go into a home I find myself scanning countertops and floors for potential hazards for pets - things like medications, foods, hot boiling water on stovetop with handles pointing out, etc... I am constantly monitoring for potential dangers. Sometimes things happen though, unfortunately, that can't be avoided and that's when first aid, CPR, poison control line, and Vet info need to all be available and handy. I ask that all instructions be written down and text/emailed to me 24 hours prior. That way if I have any questions, they can be answered before you leave on your relaxing worry-free vacation!

Sitter Profile Image: Jessica C.
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Jessica C.
from
$25
per walk
3 years of experience
Marine on Saint Croix, MN, 55047

About: I have helped out with friends and family’s pets for a few years. I feed, walk, bathe their pets. Love to play with them with their toys and sometimes give them treats if owner allows. I’m currently wide open with my time, flexible and able to work around your schedule with your pets. I am available during the week and weekends. In both scenarios, safety, trust, and the environment are paramount. In my home, I maintain a secure and pet-friendly environment, free from hazards. For clients' homes, I conduct thorough assessments to ensure a safe setting for their pets. I adhere strictly to any instructions provided by the pet owners, maintaining routines and environments familiar to the pets to minimize stress. I prioritize trust by communicating openly and transparently with clients, providing regular updates and addressing any concerns promptly. Additionally, I strive to create a positive and nurturing environment, enriching pets' experiences with stimulating activities and plenty of love and attention.

Sitter Profile Image: Chad H.
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Chad H.
from
$37
per walk
5.0 out of 5 stars
• 9 reviews
1 year of experience
Somerset, WI, 54025

“Chad was great with Maggie, who is very high spirited. If I ever need Rover again, I’ll be sure to ask for him!”

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Janna S.
Sitter Profile Image: Josie B.
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Josie B.
from
$20
per walk
1.0 out of 5 stars
• 2 reviews
7 years of experience
Forest Lake, MN, 55025

About: I have over 7 years of experience caring for animals, including cats and dogs. I’m also a CNA with 5 years of professional caregiving experience, so I’m dependable, patient, attentive, and comfortable following specific care routines. I’ll treat every pet like my own and make sure they feel safe, comfortable, and loved! 🐾 Pet care fits naturally into my daily routine. I have a flexible schedule that allows me to dedicate plenty of time to walks, feeding, playtime, check-ins, and companionship. I’m active, dependable, and enjoy spending time outdoors, so caring for pets is something I genuinely look forward to! Safety and trust are my top priorities. I always follow each owner’s specific instructions and keep pets as close to their normal routine as possible. I make sure their environment is clean, secure, and comfortable, while providing plenty of attention, exercise, and affection. I’m very attentive to changes in behavior or needs and will keep owners updated with photos and messages while their pet is in my care.

Sitter Profile Image: Nicole N.
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Nicole N.
from
$25
per walk
5.0 out of 5 stars
• 6 reviews
2 repeat clients
18 years of experience
New Richmond, WI, 54017

About: I have a lot of experience with animals since I was 10 when I started volunteering my time at an animal rescue. I have experience from puppies all the way to senior dogs! My days are free Monday-Sunday 24/7. I do same day bookings or bookings in advance whenever you would need. I can come let the animals out for potty breaks or I can come stay with them for a longer amount of time. I do not offer care inside of my home due to my two cats who are not dog friendly. But I have no problem coming to your home and providing my services whenever needed.

Sitter Profile Image: Natalie W.
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Natalie W.
from
$20
per walk
22 years of experience
Columbus, MN

About: I have so much love to give for your pet! I will take care of them like my own. I’ve grown up with dogs and cats my entire life and have a sweet spot for them! I work remotely so if need be I can come work at your place if I need to stay for awhile. I can also stop in at flexible times throughout the day and night when need be. I will cater to your pets environment, whether that is feeding them, walking them, playing with them or giving them plenty of pets and love and care!

Sitter Profile Image: Amelia B.
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Amelia B.
from
$20
per walk
3 years of experience
Burkhardt, WI, 54016

About: I’ve worked at a dog kennel for almost 4 years, so I know how to take care of dogs! I’d love to help you with your pets! I have a 4 year old pitbull of my own I’ve been taking care of for the past 3 years! I work at a dog kennel everyday and help take care of lab puppies from birth- 8 weeks old I have a fenced in yard and a very friendly pitbull/bulldog mix that loves to play and meet new friends and would love to keep your dog company

Sitter Profile Image: Joseph G.
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Joseph G.
from
$20
per walk
5.0 out of 5 stars
• 8 reviews
3 repeat clients
6 years of experience
Blaine, MN, 55434

“I'm happy to have chosen Joseph to walk my Husky, Maya! He would always show up for our designated time and day to walk Maya, no matter how cold it was. which I really appreciate. I would recommend him to anyone who is looking for someone to walk their dog as I always knew she was in good hands. Thank you Joseph!”

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Autumn S.
Sitter Profile Image: Shontay E.
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Shontay E.
from
$18
per walk
4.6 out of 5 stars
• 21 reviews
2 repeat clients
20 years of experience
North End, Saint paul, MN, 55117

About: 🌿 Loving, Experienced, Home-Based Dog Care Hi! I’m Shontay, and I’ve been a dog mom for over 10 years. My own dogs are spoiled, well-trained, and great with visitors. I work from home full-time, so your dog gets plenty of attention, supervision, and affection all day long. 🏡 Safe, Comfortable Home Environment I have a fully fenced backyard and a doggy door that makes potty breaks and outdoor play easy. I’m patient and experienced with helping dogs learn how to use the dog door, especially shy or younger pups. My dogs are potty trained and friendly with other dogs, so everyone settles in quickly. 🐾 Special Love for Nervous & Skittish Dogs One of my regular clients has a very skittish puppy who doesn’t like many people, but he bonded with me immediately—that’s how I earned the job. I move slow, speak gently, and let dogs set the pace. I want every pet to feel safe, understood, and comfortable in my home. 💛 What Your Dog Can Expect Here • A calm, loving environment • Lots of outdoor time in a fenced yard • Patience, guidance, and structure • Respect for their personality and comfort level • Updates so you always know how they’re doing I’d be honored to care for your dog like one of my own while you're away. Your baby’s happiness and safety will always come first. Thanks for your time cant wait to meet u and pup I work from home so I'm always here so that's why I'm looking for more things I can do from home I can't wait to meet my new furbabies I have a dog door available a fence day in backyard and I will give your dog what I call a scragge and massage and scratch together my dogs Love them lol hope to hear from u soon I have delivered 5 of my dog's puppies so I do know how to deliver puppies I do know doggy 1st a care and I have a dog door a dog doorbell and I'm just really good with dogs overall so please choose me have a good day thanks for your time

Sitter Profile Image: Gerardo R.
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Gerardo R.
from
$30
per walk
5.0 out of 5 stars
• 1 review
10 years of experience
Ham Lake, MN, 55304

About: What sets me apart from different sitters is, I’ve been around dogs my whole life I’m absolutely attentive and a huge dog lover. You’re dogs will be in the very best care, at my home we provide more than enough space for your dogs to roam around stretch their legs and be comfortable. Just know your dogs will be treated like family at this home. I have two dogs of our own, they are our world. Their names ares Daisy and Chucky small bread. And they live the best life that we could ever give them. I offer around the clock care for your dog or dogs they will go to the bathroom whenever they need walks whenever they need if there on a strict scheduled diet I will be sure to follow every rule the the dog owner requests. But most importantly they will have all the room they will need along with any side of the couch they may choose.

Sitter Profile Image: Olivia B.
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Olivia B.
from
$25
per walk
4 years of experience
baldwin, WI, 54002

About: Something that sets me apart from others is the fact that I raised my parents dog Hildi as I was doing online school at the time! Pet care fits great into my routine as I am only going to school part time. I absolutely love spending time with dogs and/or cats! I will promise to care for your pet as they’re my own, no matter the circumstance! I will always provide the most that I can:)

Sitter Profile Image: Maira R.
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Maira R.
from
$20
per walk
5.0 out of 5 stars
• 10 reviews
23 years of experience
Minneapolis, MN, 55427

About: There’s something about a dog’s loyalty, personality, and the way they become such an important part of our lives that I’ve always cherished. My love for dogs began at a very young age; at just six years old, I had a Poodle of my own and was already learning the responsibility and joy of caring for a dog. Throughout my life, I’ve proudly had dogs of my own and cared for friends’ and family members’ dogs while they were away. We recently lost our beloved German Shepherd/Husky to old age, and although his loss was difficult, it reminded me how much joy dogs bring into our lives. I would love the opportunity to share that extra love and attention with another amazing dog while their family is away. I’m a lifelong dog lover with more than two decades of hands-on experience caring for dogs of all breeds, sizes, ages, and temperaments, ranging from 2 to 165 pounds. I genuinely enjoy getting to know each dog’s unique personality, quirks, routines, and preferences and tailoring my care to help them feel safe, comfortable, and at home. I care for every dog as if they were my own, providing plenty of attention, exercise, playtime, affection, and walks when weather permits and with the owner’s approval. My 60-by-55-foot fully fenced yard provides plenty of space to play, explore, and enjoy multiple potty breaks throughout the day. I also work from home with a flexible schedule, allowing me to be present and attentive to my furry guests. Whether your pup loves cuddles or prefers personal space, I’m happy to follow their lead and respect their individual needs. With experience caring for dogs who are anxious, fearful, reactive, or more challenging to handle, I’ve developed strong observational skills and can recognize signs of stress, discomfort, illness, or injury. I’m also comfortable administering medications, following specific care instructions and routines, and providing basic first aid when needed. Most importantly, I love spoiling my furry guests because, in my opinion, they’re on vacation too! 🐾 You’re welcome to bring their regular food, treats, favorite toys, bed, blanket, or other comfort items to help make their stay familiar and special. I’m dependable in all weather conditions and always prioritize the safety, health, and comfort of every guest. If my calendar shows that I’m unavailable, please feel free to reach out anyway. I’m flexible whenever possible and happy to see if we can find a time that works. I look forward to meeting you and welcoming your furry family member into our home! ****** ******** ***** I’m proud to share that I’ve had the opportunity to volunteer with Can Do Canines and regularly participate in dog-related events. These experiences have been incredibly rewarding, and I’m grateful to be able to contribute to the care, training, and support of these remarkable dogs as they prepare to change lives. I have a very flexible schedule, which allows me to be readily available and provide pets with plenty of attention and companionship throughout the day. I also have a fully fenced-in yard, which is ideal for multiple potty breaks, outdoor playtime, and exercise throughout the day. Caring for a pet comes down to consistently meeting their physical, emotional, and health needs. The exact details vary depending on the animal, of course! -I have a 60-by-55-foot fully fenced yard and pet gates in the house (if needed); -I love to go for walks with pets; -I love to cuddle and play with pets if that’s what they are into; -I feed them a balanced diet per owners’ instructions. Fresh water is always available. -I’d love to comb them if tools are provided from owners; -I provide lots of daily update pictures and/or videos; -And would be open to any reasonable requests owners might have.

Sitter Profile Image: Bridget H.
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Bridget H.
from
$25
per walk
4.8 out of 5 stars
• 13 reviews
7 repeat clients
3 years of experience
Highland, St.Paul, MN, 55116

“Bridget was extremely reliable, communicative, and gracious/flexible the day we needed. Extremely appreciative of her, would recommend her to anyone & will be rebooking.”

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Tracy B.
Sitter Profile Image: Angela R.
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Angela R.
from
$40
per walk
4.9 out of 5 stars
• 50 reviews
22 repeat clients
13 years of experience
Northrup, Minneapolis, MN, 55407

About: I am a full time overnight sitter and walker. Additionally I am Fear Free Certified in Dog Daycare Handling. I have 13 years I spent at the first Daycare/Boarding facilities in MN to become Fear Free certified. I have 9 years in overnight care, to which my clients have become like family. I am constantly educating myself on how to provide the best care for our pets. Outside of work, I am my friends' go-to pet sitter. It's an ongoing joke that I am never alone. Many clients pets have become deeply a part of my friends lives as well. In 2025 I left the daycare, and have been putting all my time into working for myself as a dog walker. My focus is with off leash, fenced in hikes. I’ve also partnered with a local organization called Canine Inspired Change. They train you and your dog to do therapy dog work. They lend me their training space so that I can have my own mini daycare playtime. It has toys, puzzles, and plenty of indoor and outdoor space for the dogs to enjoy. I pick up and drop off, taking no more than 5 dogs. This way I can ensure safety, and attention to everyone. I also have a passion for pet nutrition. I pride myself on being an extremely accommodating person. Very go with the flow! I have experienced a lot wild situations in my line of work, and I feel I am prepared, and knowledgeable in handling all types of emergencies and situations. Even if they are related to not just your dog, but your home. I am also very excited to have completed a Therapy Dog course at Canine Inspired Change with one of my clients dogs! I am excited to be doing therapy dog work with her. After losing my dog of 17 years in 2025, I decided to quit my job and focus on dog care full time. I spend my days taking 1-5 dogs out on fun excursions! We will rent Sniff Spots, go on long leash adventure hikes, backyard play dates with friends, or enjoy indoor playtime at a local training facility that lends me their playroom space. Your dog will have 24/7 care with me, and enjoy all the perks that my mini daycare dogs do. If I stay at your house, I will stay there overnight to make sure I can accommodate all the dogs needs. I can handle any special needs, or medications required.

Sitter Profile Image: Tara K.
Verified Enhanced Background Check
Tara K.
from
$30
per walk
4.9 out of 5 stars
• 47 reviews
11 repeat clients
40 years of experience
bloomington, MN, 55431

“Tara is very caring and attentive. Our dogs were well cared for and she provides great communication, going the extra mile by bring packages in when there.”

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Jane & Paul B.
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The median cost per walk for dog walking in Osceola is $20

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How to book dog walking

  1. 1. Search

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Popular requests for dog walking - Osceola

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Sitters in Osceola average 3
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FAQs for Dog Walking - Osceola

Frequently asked questions about Rover

The average cost of Dog Walking in Osceola is $27 per walk as of October 2026. Most bookings cost between $27 and $27 per walk. On Rover, walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 1,129 sitters on Rover offering Dog Walking across Osceola. 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 Osceola. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include , the total walk time and distance, and any pee or poop breaks recorded by the walker.

The route map lets you review where your dog was walked in Osceola after the booking. It is not live GPS tracking.

Have specific details you would like included? Message your dog walker in the app before the 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 , 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 .

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

  • 87% of walkers can help with special care needs
  • 93% 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet 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. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first .

walkers on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

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