House Sitting Osceola

Find a loving house sitter to watch over your pets and your home.

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Over 62
pet parents in Osceola have booked house sitting

Osceola, Find top rated house sitting

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

1 / 1
Sitter Profile Image: Janelle B.
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Janelle B.
from
$26
per night
4.9 out of 5 stars
34 reviews
14 repeat clients
20 years of experience
Mishawaka, IN, 46544

Janelle was great and we look forward to booking with her again soon! This was her first time staying with our pups and she took great care of them. Almost positive they were hoping it was her instead of us when we got home :)

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Ashley J.
Sitter Profile Image: Trisha M.
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Trisha M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
78 reviews
20 repeat clients
20 years of experience
Elkhart, IN, 46516

Absolutely thrilled with the care our dogs received from Trisha! She showed up right on time, was very communicative throughout, and clearly loves what she does. The pups were happy and well cared for – I couldn’t ask for more. I will definitely use her again in the future.

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Diana A.
Sitter Profile Image: Casey S.
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Casey S.
from
$70
per night
5.0 out of 5 stars
85 reviews
29 repeat clients
15 years of experience
Mishawaka, IN, 46544

Casey was awesome with our dogs! She had wonderful communication with us and we could see that our dogs were well taken care of when we came back. Looking forward to working with her again in the future!

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Charles M.
Sitter Profile Image: Victoria A.
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Victoria A.
from
$65
per night
5.0 out of 5 stars
66 reviews
20 repeat clients
2 years of experience
Elkhart, IN, 46514

Victoria always goes above and beyond each time she watches our precious pups and kitties. My pups and house was well taken care of while we were away. She even made a special trip back to help us out when our flights had setbacks. We will be using again!

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Bushong C.
Sitter Profile Image: Ruth K.
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Ruth K.
from
$40
per night
5.0 out of 5 stars
22 reviews
3 repeat clients
5 years of experience
Granger, IN, 46530

Ruth was wonderful and took great care of our pup and the house. Peanut loved all of the attention, too! We will definitely rebook with her in the future.

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Stephanie D.
Sitter Profile Image: Mya R.
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Mya R.
from
$60
per night
5.0 out of 5 stars
54 reviews
13 repeat clients
4 years of experience
Osceola, IN, 46561

Mya did a great job with our 2 dogs while we were out of town. She made sure they got outside a lot and received plenty of attention. She also took good care of our house. I would definitely recommend her services and we would be happy to book with her again!

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Henry D.
Sitter Profile Image: Samantha H.
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Samantha H.
from
$35
per night
10 years of experience
Elkhart, IN, 46516

About: Hi! My name is Sammi, and I’ve been around animals my entire life. Growing up, dogs were always part of my family, and I have experience caring for dogs of all ages, from young puppies to senior dogs. One of our family dogs had three litters of puppies, so I gained a lot of experience caring for newborn puppies and helping them grow. Over the years, several of our dogs have also joined our family as puppies, so I’m very familiar with puppy behaviors, potty training routines, and their needs. In addition to dogs, I have experience caring for cats as well. We currently have two cats, with opposite personalities so I understand the difference care and attention different cats need. Because I’ve spent so much time around animals, I’m comfortable recognizing their body language and routines. I can usually tell when a dog needs to go outside, wants to play, needs quiet time, or just wants company. I believe every pet deserves to feel safe, comfortable, and loved while their owners are away. Whether your pet needs walks, playtime, companionship, or just someone to care for them, I will treat them with the same attention and care that I give my own pets. I look forward to meeting you and animals I am currently a server. My schedule varies but is also very flexible so I can change it at any time to fit you and your animals needs! I have a fenced in yard, home of 3 huskies and 2 cats. All of my animals are very friendly and welcoming to new faces!

Sitter Profile Image: Rachel W.
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Rachel W.
from
$67
per night
5.0 out of 5 stars
72 reviews
20 repeat clients
17 years of experience
Mishawaka, IN, 46544

Absolutely wonderful! My husband and I felt very comfortable with Rachel and the dogs liked her from the start! Rachel kept us updated the entire time we were gone and even went the extra mile to water my plants since I was gone for so long! She even sent photos to us as she spent time with the dogs. Again, absolutely wonderful. I would recommend her to anyone with a dog, and who is picky about who they have watch their dog, as I was. Rachel was great. I will be using her again, definitely!

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Tracey P.
Sitter Profile Image: Sydney J.
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Sydney J.
from
$50
per night
5.0 out of 5 stars
11 reviews
4 repeat clients
15 years of experience
Granger, IN, 46530

Sydney took great care of our dog and house while we were away for a week. She communicated well and sent us lots of pictures! We came home to a happy dog!

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Erin H.
Sitter Profile Image: Sarah K.
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Sarah K.
from
$40
per night
5.0 out of 5 stars
11 reviews
4 repeat clients
12 years of experience
South Bend, IN, 46615

Sarah was awesome. I would highly recommend her services. She took great care of our pets and house. The whole experience couldn't have been more pleasant. If you are looking for someone to watch your pets, look no further!

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Dominic R.
Sitter Profile Image: Justice H.
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Justice H.
from
$28
per night
2 years of experience
South Bend, IN, 46635

About: I grew up with animals, such as dogs, rabbits, and birds. I have a love for all pets, especially dogs. Different breeds and sizes. I did two years of a dog training club in 4-H and used the information with my dog. I currently have a full time job. I would be able to care for your pets in the evenings after 6:00 pm, as well as overnight if needed. I am available most weekends. I will treat your home with respect and integrity. Please leave a note with all expectations and I will follow them to the best of my ability.

Sitter Profile Image: Leandra R.
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Leandra R.
from
$60
per night
5.0 out of 5 stars
27 reviews
4 repeat clients
3 years of experience
Edwardsburg, MI, 49112

About: Welcome pet parents my name is Leandra Hanner. I bring a fun approach to pet care. I love taking dogs on walks and playing with cats! I’m comfortable with high energy dogs along with gentle care for seniors. When you book with us your pet becomes part of the family. I know leaving your pet can be hard so I try to make the transition as stress free as possible. My approach to pet care is simple patience, love and reliability. I’m happy to offer dog boarding in our home, and cats are in home services only. I’ve worked with many different dogs and happy to accommodate based on their routine and personality . Book with me! Hi I’m Leandra and together with my husband we offer a loving and reliable pet care service through rover. I’m currently a SMC student and work as in home care aid for elderly, who has a soft spot for animals. We bring a compassionate and attentive approach to every pet we look after. My husband doesn’t work weekends at all and together we’re pretty much always available to ensure your furry friend feels at home and gets the attention they deserve. We’re excited to welcome your pet into our home and treat them like family. Welcome! My name is Leandra and Mark ,dedicated animal lovers providing a safe welcoming home for your dog! I live in a quiet solo apartment ( no shared walls). With plenty of room for dogs to roam and feel cozy and secure. I understand that dogs are family and it’s my top priority to maintain their routine and comfort. We will treat them like our own! Leash safety- We will bring every dog out on a leash during outings for safety. Supervision- Your dog will never be left unsupervised with my 3 dog friendly cats unless I'm 100% confident they’re comfortable together. My pets- I have 3 dog friendly cats who can retreat to their own space and even be separated if needed. Trust- I am happy to provide frequent updates and photo updates to give you peace of mind while you are away. Environment- We keep our apartment clean and tidy and pet friendly. We always have water out and will make sure the cat’s food is up high so the dog can’t eat it. Your dog will get tons of attention and affection while staying with us along with a stress free environment and home like setting. Happy to provide walks and lots of playtime.

Sitter Profile Image: Alyssa D.
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Alyssa D.
Star Sitter
from
$30
per night
5.0 out of 5 stars
45 reviews
10 repeat clients
27 years of experience
South Bend, IN, 46613

We are so grateful to Alyssa for taking such good care of Sophie. We left her for the 1st time in 6 years, and Alyssa took wonderful care of her and kept us at ease every day with updates and pictures. Sophie isn't easy, and she is like our child, so trust me when I say that you can trust Alyssa with your fur baby. We will not hesitate to call Alyssa when we go anywhere again, and now we have the peace of mind to make future plans!

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Lori R.
Sitter Profile Image: Michaela S.
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Michaela S.
from
$50
per night
4.9 out of 5 stars
187 reviews
43 repeat clients
14 years of experience
Granger, IN, 46530

Michaela was awesome! I got lots of picture updates and she took exceptional care of our pups and home while we were gone. Everything was in order and taken well care of. I would recommend her for all of your dog sitting needs!

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Ashlee H.
Sitter Profile Image: Amy B.
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Amy B.
from
$60
per night
5.0 out of 5 stars
4 reviews
10 years of experience
Elkhart, IN, 46514

Amy was wonderful. She came and did a meet a great. She was communicative and the house was found as it was left. My puppers were pleased. I have chicks in the house right now and she watched them for me as well. Would absolutely recommend Amy!

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Alexandria F.
Sitter Profile Image: Michelle P.
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Michelle P.
Star Sitter
from
$45
per night
5.0 out of 5 stars
14 reviews
3 repeat clients
15 years of experience
Howard Park-East Bank, South Bend, IN, 46617

Michelle was awesome! She sent up pictures and updates multiple times and took great care of our 15 year old Aussiedoodle. She came to our home and everything was great when we came back. I will definitely book with Michelle again.

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Stephanie E.
Sitter Profile Image: Natalie H.
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Natalie H.
from
$30
per night
5.0 out of 5 stars
5 reviews
1 repeat client
12 years of experience
Elkhart, IN, 46514

Communicated well and everything went as planned and expected!

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Caleb V.
Sitter Profile Image: Bethanie P.
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Bethanie P.
Star Sitter
from
$65
per night
4.9 out of 5 stars
36 reviews
10 repeat clients
2 years of experience
Niles, MI, 49120

Bethanie was amazing! She took great care of our dogs and home. It was my first time using the Rover app for a dog sitter and it was a great experience. 100% would recommend Bethanie.

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Elizabeth B.
Sitter Profile Image: Debra M.
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Debra M.
from
$25
per night
5.0 out of 5 stars
38 reviews
14 repeat clients
20 years of experience
Mishawaka, IN, 46545

We always contact Debra to take care of our 2 cats when we are out of town. She takes really good care of them and they like being around her. She sends lot of pictures so we do not miss them either. I 100% recommend her to take care of your furry babies.

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chinmay n.
Sitter Profile Image: Camryn S.
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Camryn S.
from
$45
per night
5.0 out of 5 stars
25 reviews
6 repeat clients
4 years of experience
Granger, IN, 46530

Camryn did a great job taking care of my pups while I was gone. They seemed very happy and playful when I returned home. She kept me posted on their behavior and I would definitely book with her again.

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Christy C.
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The median cost per night for house sitting in Osceola is $45

Pet parents share their Rover experiences - Osceola

1 / 1
5.0 out of 5 stars

Ash did a great job taking care of our cat family! She was responsive, reliable, and attentive to the kitties’ needs. We have one kitty with a heart condition, and she made sure to administer his medicine on time each morning and night. I would (and plan to) book Ash again!

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Makella B.
House Sitting
1 / 1
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • 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.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

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

  • World-class support

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

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet & Greet

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Osceola average 4
repeat house sitting clients

FAQs for House Sitting - Osceola

Frequently asked questions about Rover

The average cost for House Sitting in Osceola on Rover is $37.45 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

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

As of July 2026, there are 250 sitters on Rover offering House Sitting across Osceola. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Osceola walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Osceola maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

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!

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.

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 .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

A Meet & Greet is a short introductory meeting between you, your pet, 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.

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.

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

  • 100% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 92% 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.

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