Dog Sitting Osceola

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pet parents in Osceola have booked dog sitting

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

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Sitter Profile Image: Charlotte S.
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Charlotte S.
Star Sitter
from
$50
per visit
4.9 out of 5 stars
19 reviews
5 repeat clients
15 years of experience
New Richmond, WI, 54017

Charlotte was great! Showed up, sent photos of everyone, and even offered to clean up cat puke! Will definitely be booking again with her!

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Rachel M.
Sitter Profile Image: Chad H.
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Chad H.
from
$29
per visit
5.0 out of 5 stars
9 reviews
1 year of experience
Somerset, WI, 54025

Chad was awesome! My Small Munsterlander takes a while to warm up to men. She liked Chad right away! I knew right then he was great with dogs! He played fetch with them and gave them a lot of attention. It really put my mind to ease knowing they were so well taken care of while we’re on vacation! I’m very happy with the service Chad provides!!

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Denise G.
Sitter Profile Image: patricia d.
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patricia d.
from
$18
per visit
5.0 out of 5 stars
5 reviews
12 years of experience
Stillwater, MN, 55082

Patricia did a great job with Hank - he’s quite discerning about his visitors and warmed to them which says a lot! I would rehire Patricia in a minute- you’d be lucky to book them.

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Loralee D.
Sitter Profile Image: Rory D.
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Rory D.
from
$22
per visit
5.0 out of 5 stars
22 reviews
3 repeat clients
25 years of experience
Stillwater, MN, 55082

About: The two loves of my life were my dog, Abby, and my dog Bronx. Abby was a Siberian husky and Bronx a 15” lemon beagle. Bronx was part of my life for 20 years and just recently passed. I honestly can’t imagine a life without animals in it, and one day I wanna be able to reflect back on my life, knowing that I did as much as I could to help as many animals as possible, which is why becoming a part of ROVER is so appealing. I have an incredibly flexible work schedule that will enable me to schedule my work hours around my hours caring for animals. I truly believe that animals are every bit as important as we are, and I think pet owners will be able to rest easy, leaving their pets in my care, knowing that their health and safety will be of the utmost importance to me! I have a two-story condo that they would be able to spend most of their time in with me. I also have a heated garage that I’ve converted into a safe and comfortable area for animals to play in. In addition to that, I live in Woodbury, literally surrounded by parks, full of walking paths that will be ideal for a dogs exercise. One thing I would like pet owners to know is that I’m not doing this for the money, I’m doing this because I’m newly single and alone and can’t think of anybody better to spend my time with than animals in need. I wouldn’t just be some dog watcher, I would be their friend that plays with them and loves being with them.

Sitter Profile Image: Aline L.
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Aline L.
from
$25
per visit
5.0 out of 5 stars
4 reviews
10 years of experience
Southeastern Denver, Lino Lakes, MN, 55014

About: I’ve taken care of many doggies and kitties in my last 10 years. I can walk them, feed them (any allowed treats will be given), I can administer their medication. I also take care of kitties! I clean litter boxes, feed them, play with them and give them premium chin scratches! It fits perfectly. I love to create a routine with regular walks and form bonds with the kitties or puppies! I am not afraid of any breed, they are all puppies in my eyes. I make them as comfortable as possible, I treat them with respect and love. I always follow the directions provided by the owner to the letter!

Sitter Profile Image: Jenny M.
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Jenny M.
from
$60
per visit
5.0 out of 5 stars
1 review
1 repeat client
15 years of experience
New Richmond, WI, 54017

About: I do walking, snuggles, feed them, potty breaks and lots of play time! I do have a pet myself, but she stays home. I trained her all by myself. I taught her not to bark, lick the face, sit shake, stay fetch, and to love people. I'm a easy going person and I'm a animal lover myself! I hope to hear from you. I can start as soon as possible. You can also reach me at 7I also animal sit for my family and friends all the time. If you have any questions please feel free to call or text me. Thank you, Jenny M.

Sitter Profile Image: Ciboney R.
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Ciboney R.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
90 reviews
22 repeat clients
2 years of experience
Southeast Como, Minneapolis, MN, 55414

Ciboney was amazing! She was great at communicating, sent lots of photos and updates, and my shy cat loved her. It was so reassuring knowing Karen was in such good hands. Thank you so much for taking such great care of her!

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Abby J.
Sitter Profile Image: Alyssa J.
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Alyssa J.
from
$20
per visit
5.0 out of 5 stars
21 reviews
6 repeat clients
4 years of experience
Luck, WI, 54853

About: My husband and I are a team of active, educated individuals who love all types of dogs! My husband is a high school math teacher and I am a high school counselor. Working from home during summer has allowed us plenty of time to spend with our dog. We have a 5 year old Yellow Lab who still has the energy of a puppy! We keep up with all routine vet visits and our dog is caught up on all vaccinations including Bordetella (kennel cough). My husband and I live in town but have a large backyard to accommodate play time. We allow our dog on furniture and in our bed a night time..dogs don’t get the long, full life that is humans get, so we like to let him live it as a spoiled pup! We will love your dog like our own!

Sitter Profile Image: maliah-mae p.
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maliah-mae p.
from
$16
per visit
5.0 out of 5 stars
10 reviews
7 repeat clients
5 years of experience
Webber-Camden, Minneapolis, MN, 55412

About: For over 5 years, I've been the go-to pet caretaker for many in my community. From energetic puppies to wise senior dogs, I've had the joy of caring for them all. My experience spans walking, feeding, bathing, and even some basic training. Every pet is unique, and I pride myself on recognizing and attending to each one's individual needs. Whether your fur baby needs patience, energy, or a gentle touch, I'm here to provide it. Balancing a remote job gives me the flexibility and opportunity to dedicate substantial time to pet care. I’m fervent about ensuring our furry companions get ample play and attention. I am open for boarding on weekends, and my weekdays post 11am are entirely devoted to caring for pets. Rest assured, your pets will enjoy ample time of fun and care with me! Safety and trust are my top priorities when caring for pets. In my home, I've created a pet-friendly environment, free from hazards and with plenty of play space. All pets have access to clean, comfortable resting spots and fresh water at all times. If I'm taking care of pets in your home, I'm respectful of your space and follow all guidelines provided. My goal is to ensure that whether I'm in your home or you entrust your pet in mine, they are safe, happy, and well cared for.

Sitter Profile Image: Joseph G.
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Joseph G.
from
$20
per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
6 years of experience
Ham Lake, MN, 55304

About: Have a family of 3 dogs and 2 cats and my family and I love our messy and hyper fur kids, no matter the situation we do research to avoid getting our fur kids sick and keep them feeling loved and relaxed :) I graduated from college this past summer and am working part time jobs so I have time to take care of friendly pets of any kinds and more than happy to house sit as well for any vacations! We have a fenced yard and we have a crate to put them in when they are doing naughty behaviors like digging through the trash or grabbing things (like food on the table) when they aren’t supposed to. I take them on walks and give them toys to play with as they love tug of war and enrichment toys to keep them busy while we are otherwise we cuddle and watch tv on the couch in my free time.

Sitter Profile Image: Sydni C.
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Sydni C.
from
$30
per visit
4.9 out of 5 stars
15 reviews
5 repeat clients
15 years of experience
North Branch, MN, 55056

Sydni checked in with us daily- we appreciated the report cards with photo(s). She also vacuumed up cat litter so not tracked all over our house when we got home.

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Kathy Kloubec G.
Sitter Profile Image: Mallorie A.
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Mallorie A.
from
$25
per visit
5.0 out of 5 stars
2 reviews
4 years of experience
Roberts, WI, 54023

About: I’ve taken care of dogs and cats for 4 years now! I’m comfortable with staying in your home for overnights or just visiting during the day for walks and play time! Willing to travel to wherever you’re located. I currently have a part-time job, where I work Monday, Tuesday, and Friday. I am able to meet your pet(s) both before and after work, and if I am currently sitting, I make your animals a priority in my routine! Whether you want me at your home or just to stop-in, I will promise you your fur babies will receive excellent care. At this time I can only care for animals at the clients home! I will follow all instructions given to me and I always communicate with the client on a daily basis on how your pets are doing!

Sitter Profile Image: Sharron D.
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Sharron D.
from
$26
per visit
4.9 out of 5 stars
123 reviews
27 repeat clients
20 years of experience
Summit Hill, St. Paul, MN, 55105

Our dogs are happy when we leave so they can have their BFF Sharron come to play! Wipes away the guilt of being away when they feel like they’re on their own vacation.

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Maisha F.
Sitter Profile Image: Julie & Jon K.
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Julie & Jon K.
from
$25
per visit
5.0 out of 5 stars
47 reviews
15 repeat clients
25 years of experience
Hudson, WI, 54016

About: My lifelong passion for animals began on our family’s organic dairy farm in Menomonie, Wisconsin, where I learned the dedication required to care for animals of all sizes. Over the years, we have opened our hearts and home to our friends' pets, gaining extensive hands-on experience with everything from energetic dogs to gentle bunnies. As a homeschool family, someone is almost always home to provide continuous love, attention, and structured care. We spend plenty of time outside so your pet will have lots of opportunities to exercise and spend time in the sun. Your pet will enjoy full access to our house and a large, securely fenced yard perfect for safe outdoor exploration. Located in a peaceful, dog-friendly neighborhood, we offer a warm, reliable, and attentive home-away-from-home where your pet will be treated like family.

Sitter Profile Image: Maureen O.
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Maureen O.
from
$16
per visit
13 years of experience
Roseville, MN, 55113

About: I have experience caring for dogs, cats, birds and a wide variety of other animals. I’m excited to meet your pet and provide them everything they need! As a student in wildlife biology I have a fairly flexible schedule. Please contact me about days that are not immediately listed on my profile. Walks, cuddles, feeding, playing, medicating, cleaning up after, and general husbandry/enrichment are just the start of what I can provide for your pets. Please let me know about any particular services you may need!

Sitter Profile Image: Anthony & Naomi L.
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Anthony & Naomi L.
from
$16
per visit
5 years of experience
Battle Creek, Saint Paul, MN, 55119

About: I've grew up with golden retriever as a family dog, and couple other dogs taking care of them bringing them on plenty of walks a day, going to dog parks, many trails and parks. Have done some extensive research on dog training and utilizing them with my current dog that is a German Sheppard mix I work part time/full time varies every week but have plenty of time off work to take dog for adventures go to dog parks do trainings. Have a stay at home fiancé to help during day and evenings. Making sure i have consistency with feedings or following owners guidelines. Going to get socialization with other dogs, keeping them active and healthy and doing daily trainings for obedience

Sitter Profile Image: Mischa H.
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Mischa H.
from
$15
per visit
15 years of experience
Forest Lake, MN, 55025

About: I grew up with two big dogs. I have pet sat many times for all kinds of animals, and I really enjoy taking care of them. I will be going to the UofM this fall for animal sciences, but I will be staying in the forest lake area! I am currently working part time, so I have plenty of time for your pets! And animals really are my passion and I would take a high importance of care over your pets! And $20 off your first booking with me! I can take care of your pet in your home or outside only, I can not bring them into my home becasue I live with other people. But I will gladly adjust to your expectations and needs for your pets!

Sitter Profile Image: Anna H.
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Anna H.
from
$10
per visit
1 year of experience
Stillwater, MN, 55082

About: I have spent my whole life with dogs, caring for our family dogs over the years and dog sitting for friends. I enjoy going on long walks and would love to have a buddy join me, big or small. I’m a graduate student and tend to be available either before 9am or after 5pm. I spend a good amount of time working from my apartment but sometimes have to unexpectedly run into the lab. I’m typically more free during the days on the weekend. I live in an apartment, and will not be able to host dogs here. the apartment is dog friendly so there is a chance i could bring a dog over temporarily, but not overnight. (though I wish i could!)

Sitter Profile Image: Becky K.
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Becky K.
from
$16
per visit
25 years of experience
WBL, MN, 55110

About: Hi! I’m Becky, a lifelong dog lover who knows that every pup deserves attention, exercise, and love while their people are away. Whether it’s walks, playtime, or cozy snuggles, I’ll make sure your dog feels safe, happy, and cared for—just like they’re my own. I’m reliable, patient, and can adapt to any dog’s personality! Pet care fits perfectly into my routine because I’m currently not working and have a very flexible schedule. I have plenty of time each day to give dogs my full attention—whether that means long walks, playtime, or just keeping them company. Caring for animals brings me joy, so I love being able to dedicate my time to it. I treat every client’s home and pet with the same care and respect I would my own. I follow your directions closely for feeding, walks, and routines to make sure your pet feels comfortable while you’re away. I always clean up after the pets, lock up properly, and keep you updated with messages and photos so you can relax knowing everything’s going smoothly.

Sitter Profile Image: Di B.
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Di B.
from
$30
per visit
5.0 out of 5 stars
1 review
40 years of experience
Stacy, MN, 55079

About: I have had dogs and cats all my life. We welcome your fur baby to our Home Away From Home! My family and I will care for and love your fur baby while you are away. Whether it be overnight, drop ins or going for walks, we will care for your pet with love! Your pet will love it here as we have many acres to explore, walk and play fetch with a ball or toy. All of our animals are up to date on shots and other preventions and I would ask that your dog(s) meet this requirement as well so that all animals can stay healthy and happy. Rest assured that your fur baby will be well taken care of while on “vacation”.

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The median cost per visit for dog sitting in Osceola is $20

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Popular requests for dog sitting - Osceola

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Sitters in Osceola average 5
repeat dog sitting clients

FAQs for Drop-In Visits - Osceola

Frequently asked questions about Rover

The average cost for Dog Sitting in Osceola on Rover is $19.03 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Sitting 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 Sitting. For more information on service fees, click here .

As of September 2026, there are 1,159 sitters on Rover offering Dog Sitting across Osceola. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Osceola stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Osceola choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

Every sitter 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 .

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.

A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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 sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters 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.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Osceola with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

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

  • 90% of sitters can help with special care needs
  • 98% can help with giving oral medications or injections
  • 96% 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.

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 sitter.

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