Dog Sitting Osceola

Book a Osceola dog sitter to watch your dog in your sitter’s home or yours.

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pet parents in Osceola have booked dog sitting

Osceola, Find top rated dog sitting

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: 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: Sierra E.
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Sierra E.
from
$16
per visit
10 years of experience
Stillwater, MN, 55082

About: I am an animal lover who is looking to give any and all pet the care that they need! I can walk pets, bathe them, feed them, give medication, and so much more! I will provide all the love to each pet. I am currently a college student at the University of St. thomas. I have a J term coming up where I am free for the majority of the time. During school, I am available to watch dogs Friday - Sunday! I will come to your home and care for your dog! I can keep a dog leashed or always go outside with your pet if needed. I am comfortable to stay the night or crate your pet if needed.

Sitter Profile Image: Chad H.
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Chad H.
from
$29
per visit
5.0 out of 5 stars
7 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: Charlotte S.
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Charlotte S.
Star Sitter
from
$50
per visit
4.9 out of 5 stars
17 reviews
3 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: Mary & Dustin & Kayla W.
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Mary & Dustin & Kayla W.
from
$20
per visit
5.0 out of 5 stars
2 reviews
30 years of experience
Forest Lake, MN, 55025

About: We grew up with pets and we have a pet loving family. We have a German wirehair pointer dog, cat and raise rabbits for showing. We also volunteer at a local goat farm and help take care of goats. I work full time out of the home, Monday-Friday, so your dog will be kenneled while we are at work. Unless it’s summer or holiday then my schedule may be different. I will do morning walks and night walks and playtime outside after and before work. We have an unfenced large yard so your pet will be leashed for playtime. We have a nice larger private backyard so plenty of space for exercise.

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: Rory D.
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Rory D.
from
$22
per visit
5.0 out of 5 stars
20 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: Ashley S.
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Ashley S.
from
$20
per visit
10 years of experience
Saint Croix Falls, WI, 54024

About: i have been around dogs my whole life, and have a huge soft spot for dogs of any kind! i’m very responsible, and protective when it comes to dogs! i’d love to meet your best friend! i currently stay at home with our 3 month old golden retriever! i am VERY flexible and will be able to work very well with any schedule! my boyfriend and i currently care for a 4 year old british, as well as a 3 month old golden retriever. they get walked daily and have lots of space to run and play! i will be sure that your pet is happy when i leave!

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: Melanie V.
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Melanie V.
from
$20
per visit
5.0 out of 5 stars
2 reviews
10 years of experience
North Branch, MN, 55056

Melanie communicated well and took great care of our energetic pup! We definitely recommend her!

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Rebecca M.
Sitter Profile Image: Haris K.
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Haris K.
from
$30
per visit
1 repeat client
5 years of experience
woodbury, MN, 55434

About: I have five years of experience caring for dogs, cats, and small animals for friends, family, and neighbors. I also grew up around animals, so pet care has always been a natural part of my life. I love making sure each pet feels safe, happy, and loved. Pet care fits easily into my day because I’m home and available throughout the day. I enjoy giving pets the time, attention, and care they need to feel happy and comfortable. I make pets feel safe and loved by following their routine, giving them playtime, attention, and keeping their space clean. Whether in my home or theirs, I make sure they’re happy and comfortable.

Sitter Profile Image: Lauren L.
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Lauren L.
from
$16
per visit
15 years of experience
Rogers, MN, 55374

About: I’ve had dogs in my life since 2011 and have years of hands-on experience caring for and training my own dogs. I’m currently a proud senior pit bull mom, so I understand everything from energetic playtime to the extra patience, attention, and love older dogs deserve. I’m comfortable with walks, feeding, routines, basic training, and lots of snuggles. I’ll treat your dog like one of my own — spoiled appropriately, obviously. 😂🐾 I currently have a flexible schedule, which gives me plenty of time to give your pup the attention they deserve! I’m available throughout the week for walks, drop-ins, playtime, and lots of love. I’m happy to work around your pet’s normal routine so they feel comfortable and cared for. I treat every pet like I’d want someone to treat my own. As a senior pit bull mom, I’m very attentive to routines, behavior, comfort, and each dog’s individual needs. I’ll follow your instructions closely, keep you updated, and make sure your pup gets plenty of attention, love, and care while you’re away.

Sitter Profile Image: Elena D.
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Elena D.
from
$25
per visit
5.0 out of 5 stars
31 reviews
5 repeat clients
20 years of experience
Kingfield, Minneapolis, MN, 55409

Very easy to communicate with. Elena took great care of our high energy puppy.

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Lauren B.
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: Jessica C.
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Jessica C.
from
$20
per visit
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: Angie B.
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Angie B.
from
$18
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
22 years of experience
Minneapolis, MN, 55415

About: I got my first dog for my 11th birthday after begging for one since I could talk. My friends and family have always come to me when needing a sitter after seeing the way I gush over fur babies of all shapes and sizes! Current snow-bird on hiatus with a very open schedule. I cherish any animal time I can as I’m originally from MN, where my 2 cats are currently being spoiled by their grandma. I am happy to honor your pets’ needs within their own home and environment. Safety and comfort are my priorities when caring for others’ pets, the way I would expect others to care for my own.

Sitter Profile Image: Breanca O.
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Breanca O.
Star Sitter
from
$35
per visit
4.9 out of 5 stars
74 reviews
13 repeat clients
8 years of experience
Eagan, MN, 55121

I have a special needs senior dog and had a last minute emergency. Breanca was available to drop in and check on my dogs. It was so very convenient and she sent me pictures and videos and made me feel at ease. :) 5 stars

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Madhulika S.
Sitter Profile Image: Sydney S.
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Sydney S.
from
$50
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
15 years of experience
Minneapolis, MN, 55449

About: I grew up in a household full of animals, caring for a husky, a German shepherd, three cats, two bunnies, and a hamster. This gave me hands-on experience with pets of different sizes, temperaments, and care requirements. I've also dog-sat numerous times, including for pets needing medication, which I have administered with care and precision. My background ensures I'm comfortable with diverse needs, from playful puppies to senior pets. I bring a nurturing approach, a deep understanding of animals, and a commitment to treating every pet like they're part of the family! I currently have a very open schedule, and can be at home most of the day. I would have lots of time to spend with your pup or kitty. In my home, I provide a safe, comfortable, and pet-friendly environment where animals can relax, play, and feel at ease. I follow the owner’s care instructions closely, ensuring their pet’s routine, diet, and exercise needs are met. In a client’s home, I maintain their pet’s usual routine to minimize stress. I provide companionship, regular walks or playtime, feeding, and medication administration if needed. I keep the home tidy and respect the client’s space, ensuring their pet is happy and well cared for in familiar surroundings.

Sitter Profile Image: Corey G.
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Corey G.
from
$27
per visit
4.9 out of 5 stars
47 reviews
8 repeat clients
28 years of experience
Bryant, Minneapolis, MN, 55409

Corey was extremely helpful and dedicated to making sure our reactive dog was comfortable and taken care of while we were away. He was communicative, kind, and understanding with our requests for our pup's care the entire time he was around, and left our apartment just as clean as we left it. We will definitely be asking for his care again!

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Ezekiel F.
Sitter Profile Image: Amanda N.
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Amanda N.
from
$25
per visit
5.0 out of 5 stars
1 review
15 years of experience
Lindstrom, MN, 55045

Amanda did an amazing job with Ginger ! Very caring and friendly and made sure Ginger had plenty of outside and visit time ! Will for sure use her again in the future !

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

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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your dogs like family

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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 August 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 August 2026, there are 1,169 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:

  • 91% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 95% 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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