House Sitting Osceola

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

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Over 64
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.

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Sitter Profile Image: Trisha M.
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Trisha M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 84 reviews
21 repeat clients
20 years of experience
Elkhart, IN, 46514

“I highly recommend Tricia M. It was a great experience for us over the Thanksgiving Holiday. Dogs were well cared for and relaxed when we got home. I appreciate the updates and pictures of the pups. This was a much better option than boarding, worked out so well!”

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Stacey J.
Sitter Profile Image: Natalie H.
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Natalie H.
from
$30
per night
5.0 out of 5 stars
• 8 reviews
3 repeat clients
12 years of experience
Elkhart, IN, 46514

“Natalie is an absolute sweetheart. Whenever I’m away from my dogs, I’m always worried, but she made sure I didn’t have to worry at all. She stayed the entire weekend and took such good care of them. They absolutely adored her. Highly recommend her!”

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Joelle B.
Sitter Profile Image: Sarah K.
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Sarah K.
from
$40
per night
5.0 out of 5 stars
• 17 reviews
6 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: Riley C.
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Riley C.
from
$50
per night
8 years of experience
Mishawaka, IN, 46544

About: I’ve had a dog for quite some time and I take care of her with my whole heart! She’s older now so I’m good with older & younger dogs! I’m currently not working so I have open availability and can work with basically anything! Let me know how I can help you and I’ll do my best to accommodate! I absolutely adore animals and I will always meet them where they are! They come first and I will put my full effort into taking care of them and developing a healthy and trusting relationship with them!

Sitter Profile Image: Carla M.
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Carla M.
from
$50
per night
5.0 out of 5 stars
• 1 review
20 years of experience
Granger, IN, 49120

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: Alexis T.
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Alexis T.
from
$53
per night
5.0 out of 5 stars
• 18 reviews
4 repeat clients
15 years of experience
South Bend, IN, 46637

“Alexis was the greatest kind and compassionate towards our Buddy dog. Treated our home like it was hers. Sent us videos and pictures of his care and happiness. Strongly recommended our dog is timid around new people but they bonded in less than 5 minutes.”

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Ronald H.
Sitter Profile Image: Morgan E.
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Morgan E.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
16 years of experience
Mishawaka, IN, 46544

“Morgan house sat for us for a week. She was great! The house was spotless when we got back and the pets were happy. Would definitely have her come again, as long as our scheming cat didn't scare her away!”

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Amy F.
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: Bethanie P.
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Bethanie P.
from
$65
per night
4.9 out of 5 stars
• 40 reviews
14 repeat clients
2 years of experience
Niles, MI, 49120

“It was our first time using Rover and Bethanie did an amazing job watching our 3 dogs. She was great at communicating with us during our trip and sending pics of our dogs. She also left our home very clean! We would definitely recommend Bethanie and hire her again!”

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Hunter L.
Sitter Profile Image: Peter M.
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Peter M.
from
$60
per night
50 years of experience
Granger, IN, 46530

About: I recently retired as the President of the Community Foundation of Elkhart County. I decided to try Rover as a way to spend time with animals and help individuals with their pet care needs. I am recently retired so I am free just about anytime I am needed. My wife and I live in Granger so I am available anywhere in the South Bend and Elkhart area. I have owned dogs and cats all my life. I will treat your pet as I treat mine. With great care, love and affection. Call me anytime.

Sitter Profile Image: Jamie M.
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Jamie M.
Star Sitter
from
$130
per night
5.0 out of 5 stars
• 306 reviews
78 repeat clients
24 years of experience
South Bend, IN, 46614

“Jamie was wonderful. I would say the communication on my part was lacking, I’m a first time Rover user and wasn’t sure how it all worked. Jamie made me feel very comfortable with it all from the moment I met her. My elderly beagle is on meds for an ear infection. He is pretty good at spitting out pills and Jamie handled it with ease. She was professional, timely, and sent me picture updates while we were gone. The cherry on top was when she asked for me to let her know we made it home safely so that our dogs wouldn’t be left Alone if something happened on the way home. Extremely thoughtful and shows that she cares about the animals she is around. I will absolutely be using Jamie to watch our pets in the future!”

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Alexandria F.
Sitter Profile Image: Andre S.
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Andre S.
from
$65
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
15 years of experience
Bremen, IN, 46506

“André was amazing with communication and taking care of little guy while he was sick and needed to strangers attention. Would definitely reach out for more help again, thank you!!”

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Chase H.
Sitter Profile Image: Rebecca C.
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Rebecca C.
from
$60
per night
5.0 out of 5 stars
• 5 reviews
20 years of experience
Niles, MI, 49120

“Rebecca is a wonderful pet sitter! She provided the best care to our fur babies. They can be a little skittish with strangers but she won them over quickly. I was so happy to see the photos of happy and calm pups! It helped us enjoy our time away.”

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Winnie E.
Sitter Profile Image: Corinna L.
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Corinna L.
from
$50
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
27 years of experience
South Bend, IN, 46614

“Corina was so helpful and good with Sadie. Would highly recommend!”

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J D.
Sitter Profile Image: Diana D.
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Diana D.
from
$45
per night
5.0 out of 5 stars
• 1 review
5 years of experience
South Bend, IN, 46628

About: I’ve had the pleasure of interacting with medium-sized dogs in my family, neighbors and friends! I don’t discriminate against any dog size, and I’m also open to taking on larger dogs. I work full time a 9-5 but I always make time! In the evening and weekends are open to new adventures! Some weekends and low key! I need/prefer a fenced in yard. Dog must be potty trained and leash trained. My home is tick and flea free ! This will vary depending on services requested.

Sitter Profile Image: Madeline S.
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Madeline S.
from
$55
per night
15 years of experience
South Bend, IN, 46637

About: I've been around animals my entire life, and do this for the joy of interacting with a variety of pets. I like to take walks and play at the park, and believe all pets deserve as much love, respect, and attention as a child or loved one would receive. I'm able to send live updates, GPS locations, and photos to ensure peace of mind during your pet's stay with me! I'm experienced with all sizes, levels of training and energy, and have a clean and safe home in a residential area close to several parks. I have reliable transportation to drive to your home or give your pet a car ride, and will gladly cater to any of your needs/preferences for how you would like your furry friend to be handled. I am a full time pet lover and can care for pets all week long! Contact me for availability details. I'm looking forward to meeting your furry friend(s) I am a big believer in communication. I can send updates and pictures of your pet as requested, and your pets comfort and safety are my top priority.

Sitter Profile Image: Alexander T.
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Alexander T.
from
$35
per night
6 years of experience
Berrien Springs, MI, 49103

About: I’ve taken care of of dogs and cats since I could remember. Neighbors, parents friends, or even my friends would ask me to help watch or spend time with their loved animals, I always found meeting new dogs and cats exciting and getting to know their personalities and grow with them quite rewarding, I have 2 dogs of my own and a cat which I am very committed to taking care of and ensuring they live long, happy, and healthy lives. I will always treat any animal as it’s my own, with love, care, and affection. I currently am working 7-3 Wednesday-Sunday and have time after that to take care of any loving pets, as well as my own as I spend time with them and fit their needs, I am dedicated to being able to come right after work, or any event in order to ensure your pet is well taken care of I treat any pet as their are my own. I have trained my dogs to be able to go outside in a unfenced backyard and remain on our property, by rewarding self control, and urges to run off they are skilled well in being able to be outside on their own and when to alert me to be let outside to use the bathroom. Inside the home there are many toys and beds for them to live a comfy and playful life inside with a safe environment for my pets.

Sitter Profile Image: Ella H.
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Ella H.
from
$50
per night
5.0 out of 5 stars
• 1 review
17 years of experience
Middlebury, IN, 46540

About: With 17 years of experience in pet care, I bring a wealth of knowledge and genuine passion for animals. My experience spans across various stages of a pet's life, from training puppies to providing specialized care for senior pets. This broad range of expertise allows me to cater to the specific needs of each pet, ensuring they receive the best care possible. My proficiency in senior care means I understand the extra attention and gentleness older pets require, while my current experience with a puppy highlights my ability to handle high energy and training needs. My commitment to their well-being and personalized care sets me apart as a reliable and compassionate sitter for both dogs and cats. Whether it's early morning walks, afternoon play sessions, or evening training and cuddles, I ensure that every pet under my care receives the attention and affection they deserve. My experience with my own puppy and my deep understanding of pet needs make me a reliable and dedicated sitter who can provide consistent, loving care amidst a busy schedule. Currently, I care for dogs at my home by providing a structured and nurturing environment. Each day starts with a morning walk to ensure they get plenty of exercise and stimulation. Throughout the day, I engage them in playtime and training sessions tailored to their individual needs, whether it's reinforcing good behavior in my puppy or offering gentle care for senior dogs. I maintain a consistent feeding schedule and ensure they have access to fresh water at all times. My home is set up to be pet-friendly, with comfortable spaces for them to rest and play safely. By creating a routine that balances physical activity, mental engagement, and relaxation, I ensure that every dog in my care feels happy, healthy, and loved.

Sitter Profile Image: Amie F.
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Amie F.
from
$75
per night
5.0 out of 5 stars
• 71 reviews
16 repeat clients
20 years of experience
Mattawan, MI, 49071

“So nice to come home to happy dogs, and my house neat as a pin! Amy sent me pictures and updates which I very much appreciated, and walked the dogs every day! I’ll definitely have her dog-sit and house-sit again!”

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Kay M.
Sitter Profile Image: Kristina V.
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Kristina V.
from
$50
per night
16 years of experience
Mattawan, MI, 49071

About: One of my greatest joys is seeing happy dogs with big smiles and full body wags. I understand the stress and anxiety that comes with leaving your fur babies at home while being away and I would love to be there comfort while you are gone!! I have experience with all different breeds, sizes, temperaments, and ages! I have had my own dogs from the beginning fun puppy stages, to the softness of there senior years, and held them in my arms on their final journey. I am more than capable of giving liquid or oral medication, following special dietary needs, or noticing any pain/ discomfort your fur babies need. I also have experience with giving shots, ear and eye drops, wound care, and mobility help as I have had special needs dogs. I’m currently full time pet care, and house sitting. My schedule is readily available and completely open to assist with overnight stays, walking, hiking, playing, and cuddles! I will follow any specific directives given, as I know the stress and heartache of being separated from each other. I understand the importance of routine in an animals life. Currently I have two fur babies and know structure and consistency is key. As well as an abundance of love and quality time with each other. My dogs are truly my best friends and I look forward to loving yours as my own.

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

Pet parents share their Rover experiences - Osceola

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5.0 out of 5 stars

Mya took great care of my dog and cat. She sent me frequent updates on their behaviors and sent pictures along with them. She took great care of my home and respected my space. She was very communicative and I will definitely be rebooking with her when the time comes. Thank you Mya!

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Shae N.
House Sitting
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
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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.

Why Choose Rover?

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  • 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 to book house sitting

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting.
  2. 2. Meet In Person

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

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Popular requests for house sitting - Osceola

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Sitters in Osceola average 5
repeat house sitting clients

FAQs for House Sitting - Osceola

Frequently asked questions about Rover

The average cost of House Sitting in Osceola is $37 per night as of November 2026. Most bookings cost between $18 and $65 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 225 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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
  • 96% can help with giving oral medications or injections
  • 96% 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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