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: Debra M.
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Debra M.
from
$12
per visit
5.0 out of 5 stars
39 reviews
14 repeat clients
20 years of experience
Mishawaka, IN, 46545

About: I’ve had dogs and cats all my life. I’ve potty trained them, taught them how to walk with a leash, taught them tricks like sit stay and say your prayers, and too many to say. I will spoil your fur babies like I do mine. You would never have any worries while you’re away they will be in good hands. I love and enjoy being around dogs and or cats. I’d send you videos and or pictures of your fur baby. Some owners have their fur babies on a schedule if so I will do the same. if there is a park nearby I’d probably take them there. But first I would ask the owner what they would like me to do sense it is their pet. I'm retired so I'm flexible. My routine is the fur babies routine. I'd like to keep it that way for them, so I would need to know. I have a fenced in yard, not big for big dogs tho. They will be fed, played with and cuddled. If they need to be caged I have a large one for their comfort.

Sitter Profile Image: Jamie M.
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Jamie M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
282 reviews
75 repeat clients
24 years of experience
South Bend, IN, 46614

Jamie was great! My kitties are new to this house and they “hid” but she found their hiding spot and talked with them and sent pictures. Already re-booked!

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Julie M.
Sitter Profile Image: Kiersten S.
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Kiersten S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
12 reviews
7 repeat clients
1 year of experience
South Bend, IN, 46614

Kiersten was great! Did two drop in's for our lab and was dependable and communicative! Thank you!

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Shawn M.
Sitter Profile Image: Nicoly L.
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Nicoly L.
from
$13
per visit
19 years of experience
Howard Park-East Bank, Elkhart, IN, 46516

About: I’ve had pets my entire life and have experience with both dogs and cats of all sizes and personalities. I recently moved to the U.S. and haven’t brought my own pets from Brazil yet, and I miss them so much! Caring for pets makes me feel at home again, so I treat every dog or cat as if they were mine. Friends and family have trusted me for years to walk, feed, and give lots of love to their pets. I work full-time during the week, but I’m fully available on weekends to care for pets. Spending time with dogs and cats is something I truly enjoy, so weekends are perfect for walks, playtime, and giving them lots of attention. I always prioritize the pet’s safety during walks, using secure leashes and staying alert to surroundings. I follow all owner instructions and keep you updated with photos and messages.

Sitter Profile Image: Aurora F.
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Aurora F.
from
$15
per visit
1 repeat client
4 years of experience
Riverpark, South bend, IN, 46615

About: Ive always known my love for animals since I was very little, especially dogs. I’ve volunteered at a dog shelter a few years ago and loved every minute of it. Animals are misunderstood and some haven’t experienced real love from a human. I’ve worked with puppies to older dogs, big and small. Anything from walking, bathing and some commands I was able to teach. I’m no expert though. I do have one dog of my own and I’m currently fostering for Heartland Rescue to get more hands on. I want to take this to the next level and now care for dogs full time if possible. As I continue this, I will open up more services. You’re pet will feel loved by me even when you're away, as if you never left. I do have a third shift job as well so my schedule at the moment is limited but I make sure to keep it up to date every week. If you are unsure, feel free to ask! The same love, joy, and patience that you show to your pet is the same that I will do. I will also keep the same routine you have for your pet if that is what you would like.

Sitter Profile Image: Angelina T.
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Angelina T.
from
$13
per visit
5 years of experience
Osceola, IN, 46561

About: What sets me apart is my hands on experience and genuine love for dogs. I’ve worked as a dog walker, have a dog of my own, and regularly care for family dogs, so I’m comfortable with different personalities, routines, and needs. Whether it’s keeping up with an energetic pup or giving extra patience and attention to a more relaxed or senior dog, I make sure every pet feels safe, loved, and well cared for. I’m reliable, attentive, and keep owners updated for peace of mind. Pet care fits naturally into my daily routine. I already structure my schedule around caring for my own dog, including walks, feeding, playtime, and consistency. I plan my days to make sure I have plenty of time for each pet, so they’re never rushed and always get the attention they deserve. I live with my parents, so someone is always usually home with the dog! I’m reliable and flexible, which allows me to maintain routines that keep dogs comfortable and happy. I focus on keeping each pet’s routine as consistent as possible to help them feel comfortable and secure. In a client’s home, I follow all instructions closely, including feeding schedules, walks, playtime, and any specific care needs. I make sure pets get plenty of attention, exercise, and affection while also respecting their space and personality. In my home, I provide a safe, clean, and calm environment where dogs can relax and feel at home. I supervise interactions, keep a consistent routine, and make sure they get a balance of activity and rest. I treat every pet like my own and keep owners updated so they feel confident while they’re away.

Sitter Profile Image: Sophia Y.
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Sophia Y.
from
$20
per visit
1 year of experience
South Bend, IN, 46614

About: I have a bernidoodle of my own, and I have dog-sat for other family members and neighbors. I am comfortable with all dog breeds and sizes. I am currently on summer break from college. I will be available for drop-in visits and walks any day during the week and weekends after 10 am. My schedule is very flexible, and I am open to schedule changes and to taking on multiple dogs. When caring for pets in a client's home, I treat their home with respect and follow their pet's normal routine as closely as possible. During visits, I'll make sure your dog gets plenty of time outside for potty breaks, exercise, and fresh air, along with lots of attention. I have a dog of my own, so I understand how important it is to know your pet is safe, comfortable, and cared for while you're away. I'll always follow your instructions and make sure your dog is happy and well looked after.

Sitter Profile Image: Valeria M.
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Valeria M.
from
$22
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
4 years of experience
Elkhart, IN, 46517

Valeria did great letting my dogs out during the week. She was especially patient with my anxious dog that is scared of strangers. She was very communicative and I would not hesitate to hire her again.

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Leslie B.
Sitter Profile Image: Natalie H.
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Natalie H.
from
$17
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
12 years of experience
Elkhart, IN, 46514

Natalie was able to accommodate Huckleberry with short notice. Kept me updated with pictures and even stayed a little longer than what was required.

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Justin C.
Sitter Profile Image: Austin & Hannah F.
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Austin & Hannah F.
from
$30
per visit
4.8 out of 5 stars
32 reviews
16 repeat clients
15 years of experience
Osceola, IN, 46561

Hannah and Austin were awesome! Hannah came over and let my pup out a couple times and Whiskey instantly took a liking to her! I appreciated that she sent pictures and text updates throughout the day!! Will definitely call on them again in the future!!

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Hannah L.
Sitter Profile Image: Samantha S.
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Samantha S.
from
$20
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
15 years of experience
Twyckenham Hills, South Bend, IN, 46614

Samantha was great!

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Barbara D.
Sitter Profile Image: Ashley D.
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Ashley D.
from
$15
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
10 years of experience
Elkhart, IN, 46517

About: *Please read everything first* Hi y'all !! Thanks for checking me out! So first off love animals lol All of them. So I'm reliable enough to stay at your house if needed so I can provide the best care for your Fur babies. I'm comfortable with all ages of dogs and cats. Guinea pigs, Hamsters, bunnies. If your dog is timid or maybe fear bites I'm patient. I'll do whatever I have to to keep your pets environment as it is when you guys are home. I adapt to the dogs vibe and I follow special directions well for those special ones on special diets. I know how to do things like bathe, brush teeth, clean ears, give medications , etc. I love all animals and I would looove to help take care of your fur babies. Animals are something that I take very serious. I've had pups and kitties of my own almost my whole life and I've had bunnies and guinea pigs. I've also dog sat before. Animals mean a very great deal to me and you really wouldn't go wrong with hiring me. Let's meet so you can learn more about me and get a more clear schedule set up. You can't let just anyone watch your babies!! *PLEASE READ* For dog owners* I am probably best for you on the weekends. I work all hours of the day during the week and can't make any guarantees I'll be off at certain time to let dogs out. All of my care would have to be in the afternoon/nights/early mornings. I'm free all weekends. For cat owners- since cats don't need to be let out multiple times a day, I am good for you. I will be there too feed twice a day and clean litter boxes. At this current moment I do not have my own place therefore I will not be boarding any animals with me. All care will have to be in home stay or check ins.

Sitter Profile Image: Alivia D.
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Alivia D.
from
$15
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
5 years of experience
South Bend, IN, 46617

About: I have babysat for 5 years and on the side I would always pet sit, also with all of the families I have watched I would also be taking care of their pets! I have also volunteered at plenty of shelters!! I am a very energetic loving person and love to bring that energy into a pets life and be able to make their day :) I am currently a part time nanny so like before I would love to start pet sitting and walking while I’m not doing that!! I love getting my exercise in and keeping my days busy so I feel this would be great for me! I won’t be offering pet care in my home but at the clients home I would love to play with the pet to get energy and of course give it some love! I’m able to crate, feed, play, walk the pet whatever is needed!!

Sitter Profile Image: Shannon O.
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Shannon O.
from
$27
per visit
5.0 out of 5 stars
11 reviews
2 repeat clients
8 years of experience
Mishawaka, IN, 46544

Shannon was great with our one-year old puppy. She was very responsive and took the time to get to know us and our dog before staying with her. Shannon was very friendly and asked questions about our dogs temperament, allergies, medications, etc. She was very detailed and came prepared with a notebook and treats for our pup. She sent photo and text updates and our dog had a great time with her. I’d highly recommend Shannon, she is friendly, trustworthy, and caring and she clearly loves dogs and sees them as part of your family.

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Tito C.
Sitter Profile Image: ERILYN H.
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ERILYN H.
from
$20
per visit
10 years of experience
Elkhart, IN, 46517

About: I have always grew up around dogs in my home and friends, family home. My grandma used to foster dogs and she taught me a lot I know about them including but not limited to administering shots and medications. I currently work full-time. However, the dog door and fenced in yard allows your dog to be out and roam freely while I am away. I am also okay to crate your dog if that is what you would prefer. When I get home it's usually clean, play, and dinner time. As the night goes on its movies and cuddles. I have a fenced in yard and a doggy door to let your dog(s) run around outside and play during the day freely as wanted. I love to take walks in the nice weather with the dogs and play fetch out in the yard. I have an indoor camera and outdoors cameras to keep eyes when I'm not home.

Sitter Profile Image: Carla M.
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Carla M.
from
$29
per visit
5.0 out of 5 stars
1 review
20 years of experience
Granger, IN, 49031

About: Hi there!! I love both dogs and cats, and look forward to taking care of them. I've had many pets growing up. Habló Español también. As of right now I am available and flexible on time as school is out. I have been trying to find a second job, and would much rather prefer this to be my 2nd job as I enjoy going on runs with my dog and hanging out with my furbabies (I also have 2 cats). Why not make money while having fun and meeting new furbabies? I live near downtown Elkhart (heading towards Bristol). I live in a very safe and quiet neighborhood where there is plenty of space to walk, run, and enjoy a large field of grass (if allowed to be off leash).

Sitter Profile Image: Meira D.
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Meira D.
from
$15
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
9 years of experience
Mishawaka, IN, 46545

About: Hi!! My name is Meira and I absolutely love animals with my whole heart. I currently own 1 dog and 1 cat. I have grown up around all animals and worked at a dog boarding facility. Either staying over night, working with them, or stopping by to feed them and give them potty breaks! I’ve worked with all types of dogs. Big, small, puppy, senior, and special needs. I am happy to help take special care for your pet. I understand bringing a stranger around your pet can seem scary, but I will do anything in my nature to provide all the love and safety for you and your furr baby! I am currently in college at Bowling Green State University, and I’m home for the summer! I’m usually free anytime everyday and will work around your schedule! I have a built in ground leash in my backyard. I do not have a huge sized yard because my dog is only 5 pounds. She is a barker to anyone, but is a sweetheart once you give her a little pet or play! My cat will leave everyone alone and will not bother. If your animal needs any special care or treatment I am happy to help. I love to interact with pets as much as possible, so giving lots of love and affection is my top priority!

Sitter Profile Image: Stephen G.
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Stephen G.
from
$35
per visit
4.3 out of 5 stars
17 reviews
5 repeat clients
11 years of experience
Elkhart, IN, 46517

Stephen was a great communicator, and Mikey loved him! Would definitely ask for him for future needs.

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Cara C.
Sitter Profile Image: Nellie B.
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Nellie B.
from
$18
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
10 years of experience
Mishawaka, IN, 46545

Nellie is a sitter you can count on to take the best care of your pet! She has watched my Ollie several times and treats him like her own. Highly recommend!

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Blair M.
Sitter Profile Image: Erin B.
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Erin B.
from
$20
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
3 years of experience
Elkhart, IN, 46514

About: Ever since I was 9, I have taken care of dogs and cats from ranches to homes, and from walks to simple home care visits. I and currently PRN and going to school during the week days, with the PRN my availability may vary but more than likely I am available. My classes are only in the mornings with only one being in the afternoon, which gives me plenty of time with your furry babies. I am a great problem solver and will always work in the best interest of your pet. If I am unsure about anything that can possibly hinder your pet's safety I will always ask you. I want your babies safe and you stress and worry free.

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

Dog parents share their Rover experiences - Osceola

1 / 1
5.0 out of 5 stars

This was our first booking with Mya. Mya is a sweet and gentle caretaker. We will definitely be booking her in the future.

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Tom O.
Drop-In Visits
5.0 out of 5 stars

2nd time having Brian and his daughter take care of our Jack. They did a fantastic job, again! Highly recommend them if you need a dog sitter. The Best!!!

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Andrew H.
Drop-In Visits
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Sitters in Osceola average 6
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FAQs for Drop-In Visits - Osceola

Frequently asked questions about Rover

The average cost for Dog Sitting in Osceola on Rover is $16.65 per visit (as of July 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 July 2026, there are 372 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:

  • 96% of sitters can help with special care needs
  • 93% can help with giving oral medications or injections
  • 93% 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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