Dog Sitting in Osceola

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

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Top rated Osceola dog sitters

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: Natalie H.
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Natalie H.
from
$17
per visit
5.0 out of 5 stars
4 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: Alyssa D.
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Alyssa D.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
41 reviews
10 repeat clients
27 years of experience
South Bend, IN, 46613

Alyssa took great care of our 13-year old cat while we were away. She sent pictures daily and our normally reluctant cat took to her right away. We will definitely book Alyssa again the next time we need a sitter.

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Linda D.
Sitter Profile Image: Supitsara S.
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Supitsara S.
from
$17
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
12 years of experience
Elkhart, IN, 46514

About: I love pet! and I have been spending my life with them since I was young. I have dogs as my pet now and I used to pet cats before, so I don't mind taking care of cats :) I've been with puppies, aging dogs, and disabled dogs. I like teaching some tricks for them! My dogs know how to roll, wait, speak, lay down, and give a hand :D I love to see them well-groomed! so If you want me to make them smell good, I would love to take a bath for them. If your dogs are energetic, I don't mind taking them to do activities, such as running. If your dogs stay overnight with me, I would use them as my bear lol

Sitter Profile Image: Heather E.
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Heather E.
from
$18
per visit
5.0 out of 5 stars
44 reviews
14 repeat clients
10 years of experience
Granger, IN, 46530

Heather was so sweet to both of my dogs and my kitten. She followed the instructions carefully and sent pictures and updates with every visit. I will definitely be booking with her again in the future!

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Mari M.
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: Michaela S.
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Michaela S.
from
$20
per visit
4.9 out of 5 stars
185 reviews
43 repeat clients
14 years of experience
Granger, IN, 46530

Michaela does a fantastic job for our dogs that both have special requirements. My wife and I are comfortable leaving them under her care. Punctual and great communication.

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Nico D.
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: Pamela M.
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Pamela M.
from
$20
per visit
5.0 out of 5 stars
1 review
10 years of experience
Elkhart, IN, 46517

About: I'm an avid animal lover with years of experience. I am an active sitter who loves to go for walks and play fetch. I have had experience with both puppies and elderly dogs. My schedule is pretty open, so I'm available for any most type of pet care upon request. I would be sure to check up on them as frequently as I would take out my own dogs. I am highly aware of a dogs need to be ran around and I myself get super anxious thinking about a dog being indoors for too long. I will love your pets like they are my own and give you frequent updates. Pet care has been a huge part of my life for so long. As a long time dog owner, I understand the importance of them being taken out frequently and given daily love. I also work from home so I have a lot of flexibility with my schedule. I follow instructions to a T but also feel comfortable doing regular pet care as I would my own dogs. I also grew up with cats so I know what needs to be done for them as well.

Sitter Profile Image: Laura H.
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Laura H.
from
$15
per visit
5 years of experience
Mishawaka, IN, 46545

About: Animals have always been a huge part of my life, and caring for them comes naturally to me. I’ve worked with playful puppies, independent cats, and senior pets who need extra patience and attention. I love getting to know each pet’s personality—whether that means long walks, playtime, or quiet cuddles—and making sure they feel safe, comfortable, and loved while you’re away. My goal is to make your pet feel like they’re with a friend, not just a sitter. Pet care is already part of my daily routine because I care for my own cat every day, from feeding and cleaning the litter box to playtime and making sure she feels loved and comfortable. Having my own pet has made me attentive to routines, behavior changes, and the small details that help animals feel safe and cared for. I also love spending time with dogs, whether that’s going on walks, playing, or giving them the attention and exercise they need. Caring for pets fits naturally into my routine because it’s something I genuinely enjoy and make time for every day. When caring for pets in a client’s home, I focus on keeping their routine as normal and comfortable as possible. I follow feeding schedules, provide fresh water, clean up after them, and make sure they get the playtime, walks, or quiet companionship they need. I believe pets feel most secure in their own home because it’s their safe space, surrounded by familiar smells and routines. Being able to care for them in that environment helps build trust and creates a stronger, more positive relationship, making the experience less stressful for both the pet and the owner.

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: Anna K.
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Anna K.
from
$15
per visit
6 years of experience
Mishawaka, IN, 46544

About: Hello, my name’s Anna. I have been taking care of dogs since I was 26. My family got a golden doodle several years ago and he has definitely been a joy and a task. Having a dog such as mine has made me more comfortable in my dog caring skills and fairly knowledgeable about what needs dogs have. I’m also very well equipped to handle puppies as I recently got a cocker spaniel several months ago. But given that, my passion for dogs continues to grow. I now as an independent adult have 2 dogs who I’ve had the pleasure of raising as puppies to where they are at now. I work full time but like to stay active and adding furry friends to the mix on my days off is no big task. I would love to see more dog friends and help them socialize and make someone’s life easier. I don’t have a fenced in back yard, but I am capable of taking dogs on as many walks as needed. I am also capable of putting dogs in a crate and preparing them for crating as long as needed.

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

Having Jamie take care of my animals gives me true peace of mind. I know they are totally taken care of and loved. I can go on vacation and not even think about my animals, which is so very relaxing.

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Lynda M.
Sitter Profile Image: Brittany P.
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Brittany P.
from
$17
per visit
4.3 out of 5 stars
7 reviews
2 repeat clients
4 years of experience
Mishawaka, IN, 46544

Brittany is attentive and takes caring for our animals very seriously. She’s a great listener and makes sure to go the extra mile so our pets feel loved!

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Emily M.
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

Was very happy with Stephan. He took care of Maddie and sent updates everyday with pictures. Thanks!

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Vicky K.
Sitter Profile Image: Valeria M.
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Valeria M.
from
$20
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: Debra M.
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Debra M.
from
$12
per visit
5.0 out of 5 stars
38 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: Fiona B.
Verified Enhanced Background Check
Fiona B.
from
$15
per visit
5 years of experience
Granger, IN, 46530

About: I'm new to Rover but not new to pet sitting. I have been a sitter for family friends and neighborhood families since I was 16. I have a love for animals and will keep you updated with lots of photos! I spent a year working as a kennel attendant at Kryder Kritter Hotel, so I have lots of experience caring for pets and administering daily medication. I have pets of my own, and I prioritize treating my clients' pets with the same amount of care and attention that I would for my own. I have experience working with all ages of dogs and cats ranging from puppies/kittens to elderly pets with health conditions. I’m a college student but currently on summer break. I plan to petsit to save up money between semesters, so I have a lot of time in my schedule. I make sure to be extra cautious any time I’m handling pets. My family had a bad experience with a reckless sitter, so I make sure that any hazards are out of reach and to watch pets carefully. I send photos daily so owners can feel at ease about how their pets are doing.

Sitter Profile Image: Kimberlee E.
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Kimberlee E.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
101 reviews
20 repeat clients
20 years of experience
Riverpark, South bend, IN, 46615

Kimberlee was very communicative and reliable! She took great care of Linus and made sure he was doing well with his food, water and litter box. Would definitely rebook!

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Tori S.
Sitter Profile Image: Amy B.
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Amy B.
from
$25
per visit
5.0 out of 5 stars
4 reviews
10 years of experience
Elkhart, IN, 46514

About: I have always had dogs in my life as pets. I have been house sitting for 10 years. My house sitting clients rely on me to exercise their dogs as well as feed and medicate their dogs. I have experience with all sizes and many breeds. I am currently working part time at a dog boarding/daycare/grooming facility and have lots of time in the evenings and afternoons for walks or drop in visits most days of the week. If you are interested in house sitting I work part time from 6:30am-11am everyday except Fridays. I would be in the home full time with your pet except for those few hours each morning. I will not be offering boarding in my home but I take pride in taking care of your pets in their own homes. I follow all instructions and make sure I’m very clear on parents wishes and routines. I take care of your pet as if they were my own!

Sitter Profile Image: Sarah K.
Verified Enhanced Background Check
Sarah K.
from
$15
per visit
5.0 out of 5 stars
11 reviews
3 repeat clients
12 years of experience
South Bend, IN, 46615

About: My family always had a pet dog. As a kid I would feed and walk dogs in the neighborhood while they were out of town. As I grew older I would stay at family or friend's homes if they went out of town. I'm in search of a similar situation in South Bend - dog walking and light housework included! Weekdays I can stop in and let the dog(s) out for bathroom breaks. On weekends/evenings I can stay at your home so that the dog is familiar and will make myself available 100% during that time. I prefer to stay or drop in to my client's home. I find that the dog is more familiar/comfortable this way too. I am happy to do a test run so that everyone feels comfortable/familiar!

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Osceola dog parents share their Rover experiences

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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

Absolutely Fantastic!!!! I can’t say enough about the professionalism, sincerity, and care this father daughter team gave out Jack. He is older and always has issues (separation anxiety). He was so happy and energetic when we got home. Usually takes days for him to recover! Highly Recommend!!! Will be a return customer next time we need a sitter for our buddy.

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Andrew H.
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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If you’re searching for a Osceola dog sitter for the first time, visit the dog sitter’s profile and select the Contact button.

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Experience can vary widely from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when comparing dog sitters available in Osceola.

Rover makes it easy to find Osceola dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:

  • Dogs of all ages and abilities, including puppies
  • Dog parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their dog sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.