Pet Boarding in Osceola

Find a loving Osceola pet sitter to watch your cat or dog overnight at your sitter’s home.

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Top rated Osceola pet boarders

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

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Sitter Profile Image: Jennifer & Larry W.
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Jennifer & Larry W.
from
$40
per night
5.0 out of 5 stars
41 reviews
12 repeat clients
30 years of experience
Goshen, IN, 46526

Jennifer & Larry did a great job taking care of our dog Arthur! If you are looking for someone in Goshen to watch your pet they are a great option. We will definitely be contacting them again if we need a pet sitter.

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Travis H.
Sitter Profile Image: ERILYN H.
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ERILYN H.
from
$30
per night
10 years of experience
Osceola, IN, 46561

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: Maeve & Jason M.
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Maeve & Jason M.
from
$35
per night
30 years of experience
Edwardsburg, MI, 49112

About: Lifetime pet owners of cats and dogs alike, Maeve and Jason have shared decades of pet-sitting duties for friends and family and all that entails from crate training to medication administration. We have flexible schedules, reliable transportation with dog seatbelts, a large wrap around fully fenced-in yard, and several forested acres with private nature trails to share with your best friend. Maeve is a WFH graphic designer and Jason is a self-employed carpenter living with our two sweet velcro cavalier king charles spaniels — Cricket & Disco. We have very flexible schedules with lots of love and attention to spare. We can easily break away for walks and drop-ins. We live across from Eagle Lake with a large wraparound fully fenced-in yard overlooking 15 private forested acres with trails for leashed nature walks. We have oodles of experience walking, camping, hiking, swimming, and playing with dogs in all environments and elements. Crates and gates are available if your best friend needs their space, but everybody is allowed to make themselves at home. We have lots of cozy nooks and beds. We work to ensure smooth introductions.
 Our home is very dog-friendly but to that end, kept very clean. We do tick checks and our girls are always up to date with their vaccinations and preventative meds. JIC, we have reliable transportation and are not far from Michiana Veterinary Hospital. We are also able to drive to your preferred vet.

Sitter Profile Image: Sonny S.
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Sonny S.
from
$45
per night
5.0 out of 5 stars
15 reviews
2 repeat clients
5 years of experience
elkhart, IN, 46614

Sonny is a fantastic sitter and I will definitely have Poi staying with her whenever we’re out of town. Sonny is extremely communicative and treats her every fur baby as her own.

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Rhayme S.
Sitter Profile Image: Kyle S.
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Kyle S.
from
$20
per night
4.3 out of 5 stars
15 reviews
2 repeat clients
5 years of experience
Mishawaka, IN, 46544

Kyle took care of our dog for an entire month while we were away on a trip, and he did an absolutely fantastic job. Our dog has separation anxiety and needs a lot of attention, but Kyle went above and beyond to make sure she felt comfortable. He gave her plenty of love and treats - she was clearly happy and well cared for in his home. His house has a spacious, fenced backyard where the dogs can run and play freely. We had a previous bad experience of our dog being in a Pet Hotel (which by the way was twice as expensive as Rovers), as she was very sick and unhappy when we took her back. However, with Kyle it was different, as she was as happy and healthy as she is with us when we took her back. We are so grateful for Kyle’s care and will definitely reach out to him for any future trips. We highly recommend him to anyone looking for a responsible and caring pet sitter!

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Manuel B.
Sitter Profile Image: Michaela S.
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Michaela S.
from
$43
per night
4.9 out of 5 stars
185 reviews
43 repeat clients
14 years of experience
Granger, IN, 46530

Michaela took care of our 3 year old goldendoodle. He is usually scared of small dogs and I was worried about leaving him with Michaela's pups but he did well. She sent me pictures of him during his stay morning noon and night giving me so much peace of mind. Highly recommend Michaela and we will continue to board our golden doodle with her.

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Preyanka M.
Sitter Profile Image: Pamela W.
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Pamela W.
from
$35
per night
4.9 out of 5 stars
130 reviews
54 repeat clients
17 years of experience
Guliviore Park, South Bend, IN, 46614

Callie's stay with Pamela was fantastic! Pamela's house is in a great location - close enough for us to drop Callie off before a flight out of South Bend airport but far enough to be on a quiet wooded street that's very dog friendly. Pamela sent us daily updates and pictures over the weekend so we knew Callie was well cared for !

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Michaelynn M.
Sitter Profile Image: Faith G.
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Faith G.
from
$40
per night
5.0 out of 5 stars
27 reviews
9 repeat clients
14 years of experience
Goshen, IN, 46528

I had to find a dog sitter last minute for my trip and I turned to Rover. Odie and I were so lucky that Faith was able to watch him. She was absolutely wonderful with him and sent pictures throughout my trip. Odie had the best time and made some best friends! After meeting, I knew I was leaving my fur baby in the best of hands. Odie and I both highly recommend Faith!

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Amy M.
Sitter Profile Image: Matthew & Migchalee L.
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Matthew & Migchalee L.
from
$42
per night
5.0 out of 5 stars
8 reviews
4 years of experience
Granger, IN, 46530

Mathew and Migchalee were fantastic watching Rudy! Updates with photos/videos were given daily which helped ease any worries and concerns on how my pup was doing. They took very good care of him; wouldn’t hesitate using them again if needed!

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Michael M.
Sitter Profile Image: Laura H.
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Laura H.
from
$50
per night
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: Sandra M.
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Sandra M.
from
$40
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
5 years of experience
South Bend In, IN, 46619

Sandra was wonderful. She provided updates as well as pics and kept us well informed and we felt our big baby was safe and well cared for. Well definitely use again.

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Marquita A.
Sitter Profile Image: Cassandra S.
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Cassandra S.
from
$40
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
3 years of experience
Elkhart, IN, 46517

Cassandra was very professional. She kept in contact with me and sent pictures of my dog to me daily. I would highly recommend her and will use her again for sure

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Angie K.
Sitter Profile Image: Lily D.
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Lily D.
from
$48
per night
5.0 out of 5 stars
20 reviews
2 repeat clients
10 years of experience
South bend, IN, 46601

About: There has never been a time in my life that animals weren’t around. Have been around dogs,cats, birds, and snakes my whole life. I’ve always owned pets! I work as an artist which means that ultimately I do make my own schedule. I can be as flexible or busy as I wish! I truly understand the importance of pets in a home & the role that they play in their owners life. I give all pets the attention, love & care they need

Sitter Profile Image: Leigh Anne B.
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Leigh Anne B.
from
$28
per night
5.0 out of 5 stars
56 reviews
26 repeat clients
30 years of experience
Niles, MI, 49120

Leigh was AMAZING. She was perfect for my Mazzy who is a wild puppy and Leigh taught her so much! Mazzy came back happy and had learned some new commands! I am so thankful because Leigh crate trained Mazzy too so when she came home to her new crate, she walked right in! No issues! Thank you Leigh so much and I will recommend you to everyone I know!!

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Amber L P.
Sitter Profile Image: Kiana H.
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Kiana H.
from
$60
per night
5.0 out of 5 stars
2 reviews
12 years of experience
Lasalle Area, South Bend, IN, 46628

This family was outstanding we will use Kiana again next time we are in Michigan city!

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Frank G.
Sitter Profile Image: Laura H.
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Laura H.
from
$35
per night
5.0 out of 5 stars
3 reviews
50 years of experience
Niles, MI, 49120

Laura took such great care of Chance while we were gone!

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Abby G.
Sitter Profile Image: Brenden H.
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Brenden H.
from
$35
per night
3 years of experience
Woodlawn, South Bend, IN, 46616

About: I have a Belgian Malanois who’s name is Beau. He is an Extremely passionate and caring dog with a high drive to learn. I have put In the time and effort to train and build our relationship as a family. I also have a Golden retriever and she couldn’t care less about anything other than love haha. I have a full time job, which ends at 2:00pm. From 2:00pm until bed I spend with my dog whether it be training, or walking. I spend a minimum of 2 hours a day training with Beau. I believe that your dog can fit right in and be in a comfortable, safe, home away from home. I do not have a fenced in yard yet but I’m outside every time my pups go out. If need be, I have leashes I can use to let your pup outside as well.

Sitter Profile Image: Deepti Kundur R.
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Deepti Kundur R.
from
$50
per night
10 years of experience
Niles, MI, 49120

About: I’ve had dogs in my home since I was 7 years old, caring and loving for small to large dogs, across all ages. I am a proud parent of a 11 lb Chizer and work from home, which allows me to care for your dog throughout the day. My dog gets along with all sized dogs and loves buddies to play with, so your dog will not be alone. I work full time from home and will be around your dog at all times as we never leave our own dog alone. I am able to care for your dog during the weekend as well, as schedules permit. I have a small fenced area to allow your dog to play freely off leash. I also have a huge unfenced yard to take your dog for breaks and to walk around. Food and any medication will be provided per your guidance. Please let me know if your dog has any medical issues in advance so I can care for him/her appropriately.

Sitter Profile Image: Day R.
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Day R.
from
$55
per night
4.8 out of 5 stars
86 reviews
23 repeat clients
3 years of experience
South Bend, IN, 46637

Day is amazing! I love when she watches Boston. She has become a go-to sitter for me, having re-booked her whenever I need to travel for work and when I do personal trips. Boston always comes home happy and with no issues.

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Brooklyn B.
Sitter Profile Image: Krista S.
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Krista S.
from
$39
per night
5.0 out of 5 stars
23 reviews
13 repeat clients
10 years of experience
Mishawaka, IN, 46545

Carl had a great time with Krista and her family! She took great care of him while we were away on vacation and I think Carl had as much fun as we did. Krista was flexible, responsive, and great to work with. Would definitely book again!

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Kelly C.
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Osceola pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Dez and Nick were PHENOMENAL dog sitters. I have a pretty tight bond with my Winston and felt super comfortable leaving him with Dez and Nick. They have a beautiful clean home and treated Winston like he was their own while we were gone. I received multiple pics and videos throughout each day so I felt like I knew what Winston was doing at all times even though I wasnt with him. I think Winston may have even been a little sad to leave them because they treated him so well. I would absolutely use Dez and Nick again when I need a dog sitter for my Winnie they were great!

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Nella J.
Boarding
5.0 out of 5 stars

We are very satisfied with the care that our dog received when he stayed with Paul and Kelly. They were very communicative throughout. We won't hesitate to use them again!

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Andrew S.
Boarding
5.0 out of 5 stars

Verry accommodating and friendly. Treated my fury kids like family. Send regular and useful (including video) updates on the well being of my dog and cat. Her dog and my dog became very good friends. Mimi still misses Hamy.

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Brian B.
Boarding
5.0 out of 5 stars

Great person! Very friendly, punctual, professional with lots of experience with taking care of dogs. I strongly recommend her as a dog sitter.

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Beennott C.
Boarding
5.0 out of 5 stars

Carlie was a great dog sitter for my dog! It's clear her whole family loves dogs and are a priority in their lives. She has a lot of experience and my dog was very happy to return for a second weekend. The dogs that she owns are friendly and were very inviting.

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Jesse J.
Boarding
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How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a boarder who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for pet boarding in Osceola is $40

Why Choose Rover?

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  • Reservation protection

    It doesn't happen often, but if your pet boarding sitter has to cancel, we’ll work with you to find a new pet boarding sitter.

  • World-class support

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

Sitters in Osceola average 15
repeat pet boarding clients

Pet Boarding FAQs

Frequently asked questions about Rover

Sitters on Rover are free to set their rates. The median cost to hire a sitter for pet boarding in Osceola on Rover as of Jun 2026 was about $40 per night, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

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

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, 140 sitters provided pet boarding in Osceola. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, pet boarding sitters joining Rover must pass a background check for you and your pet’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 87% of Osceola pet boarding sitters respond in under an hour.

Sitters who provide pet boarding in Osceola have an average of 15 years of experience. Pet boarding sitters with repeat customers have an average of 15 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Osceola.

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

  • Dogs and cats of all ages and abilities, including puppies and kittens
  • Pet parents looking for a safe, loving alternative to a kennel or hotel
  • Pets who’d love to socialize with their sitter’s pets

There are 140 pet boarding sitters in Osceola on Rover, so you’re sure to find the perfect match for your pet! In Osceola, 100% of sitters offer daily exercise, 93% offer medication administration, and 93% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your pet’s safety.

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

Note: If your pet boarding 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 pet boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.