House Sitting Osceola

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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.

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

Trisha was amazing with our two dogs! She provided plenty of updates, pictures and left our house spotless. Our dogs were spoiled and they definitely loved her. We will be booking again! Thank you so much!

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Alexis S.
Sitter Profile Image: Bethanie P.
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Bethanie P.
Star Sitter
from
$65
per night
4.9 out of 5 stars
37 reviews
12 repeat clients
2 years of experience
Niles, MI, 49120

Bethanie took great care of my 4 year old cavapoo Lucy on a 4 day housesit! She sent updates and pictures each day (including of my girl snuggled up in bed with her), reassuring me that Lucy was doing well. She was flexible with my schedule and asks and my home looked just like it did when I left! Thanks Bethanie 🖤

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Meaghan M.
Sitter Profile Image: Nanette W.
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Nanette W.
from
$40
per night
5.0 out of 5 stars
19 reviews
8 repeat clients
30 years of experience
Edwardsburg, MI, 49112

Nanette is wonderful. She’s amazing taking care of my fur babies. She is responsible and dependable. I can’t say enough about her!! Thank you Nanette❤️

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Diana B.
Sitter Profile Image: Gina F.
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Gina F.
from
$75
per night
5.0 out of 5 stars
37 reviews
15 repeat clients
25 years of experience
Buchanan, MI, 49107

Gina was amazing! We had no idea how wonderful a sitter could be until we came across Gina. Not only did she take amazing care of our fur babies, but she also cared for us! Any concerns we may have had were addressed before we even had them. Her communication is top notch, we knew everything our dogs were up to as she provided frequent updates, photos and videos. I swear our dogs FINALLY learned how to play tug-o-war from her. I’m the 7 years we have had them they never grasped the concept until they spent time with Gina and her fabulous dog Sydney (who became fast friends with our dogs). Would recommend Gina 1000%!! Actually considering scheduling a trip just to get her back ❤️❤️

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Coventry J.
Sitter Profile Image: Janelle B.
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Janelle B.
from
$26
per night
4.9 out of 5 stars
40 reviews
19 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: Sarah K.
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Sarah K.
from
$40
per night
5.0 out of 5 stars
15 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: Alexis T.
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Alexis T.
Star Sitter
from
$54
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
15 years of experience
South Bend, IN, 46637

Took great care of my pups!

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

Rachel did a great job with our 3 pets! She sent lots of pics and videos and kept us up to date on what they were doing; she even vacuumed for us! We are very satisfied and definitely recommend her!

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

Victoria is AMAZING!!! She keeps in communication with me and sends great pictures. Its nice to not have to worry about my furbabies while im away.

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Alyssa K.
Sitter Profile Image: Rebecca S.
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Rebecca S.
from
$70
per night
5.0 out of 5 stars
13 reviews
7 repeat clients
10 years of experience
Elkhart, IN, 46516

Rebecca was amazing! My dogs liked her the minute she came in the door! It was so reassuring to know Rebecca was caring for our babies while we were away. She also took excellent care of our home. We definitely recommend her for drop in visits or - as in our case - full time care in our home. We like to travel, and will definitely be calling Rebecca for our next trips!! Thank you very much, Rebecca! P.S. Avalon and Sierra miss you! ??

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Karen D.
Sitter Profile Image: Nicholas C.
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Nicholas C.
Star Sitter
from
$65
per night
5.0 out of 5 stars
17 reviews
6 repeat clients
12 years of experience
Berrien Springs, MI, 49103

Once again Nick took amazing care of our home and dogs. We wouldn’t trust anyone else with this most important job. Nick is communicative, trustworthy, responsible and professional. As a repeat client, he feels like family now!

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Kate V.
Sitter Profile Image: Hannah R.
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Hannah R.
from
$30
per night
5.0 out of 5 stars
27 reviews
4 repeat clients
15 years of experience
Granger, IN, 46530

Hannah did a wonderful job with our dog and bunny while we were out of the country for a week. Storms knocked out power to our home for a couple of days, but she remained committed to staying with our babies! She sent photos every day and left our home in perfect condition. We will absolutely hire Hannah again!

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

Debra was great with my two fur babies. She kept up with their routine daily. She kept me informed on a daily basis and sent pictures every day. I would refer her to others who are looking for a trustworthy and reasonable pet sitter. Thanks again to Debra for being here when I couldn’t.

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Jean B.
Sitter Profile Image: Emma W.
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Emma W.
from
$40
per night
5.0 out of 5 stars
5 reviews
1 repeat client
15 years of experience
Goshen, IN, 46526

Emma did an amazing job, taking care of my cats and keeping my home safe while I was out of town. She kept me updated and kept my cats fed and happy. I would definitely rebook with her.

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Melinda W.
Sitter Profile Image: MaTeo H.
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MaTeo H.
from
$28
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
3 years of experience
Mishawaka, IN, 46545

About: What sets me apart from other sitters is the level of care and connection I bring to every animal I work with. I have experience with all types of animals, and I treat each one like they’re my own patient, gentle, and fully attentive to their needs. I don’t believe in one size fits all care. I follow your pet’s routine closely and make sure they feel safe, comfortable, and loved. I’m a great communicator, always keeping you updated with photos and messages so you can relax knowing your pet is truly in good hands. With a calm energy, a clean environment, and genuine passion for animals, I make every pet’s stay a positive and stress free experience. Pet care fits naturally into my daily routine because I build my day around the animals I’m watching. I start and end each day with feeding, potty breaks, and quality time, and I make sure every pet gets plenty of attention, play, and exercise throughout the day. Whether it’s walks, check ins, or simply giving them comfort and company, I plan my schedule to stay consistent and reliable. Pets aren’t an “extra” for me they’re a meaningful part of my day, and I make sure their needs are met with patience, love, and structure. When I’m caring for pets in a client’s home, I respect their space and keep everything exactly how their pet is used to. I stick closely to the pet’s daily schedule, maintain their feeding and exercise routine, and make sure they get quality time, attention, and reassurance. No matter where the care takes place, my goal is to make every pet feel safe, loved, and stress free, just like they’re with family.

Sitter Profile Image: Morgan M.
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Morgan M.
Star Sitter
from
$75
per night
5.0 out of 5 stars
56 reviews
13 repeat clients
12 years of experience
Mattawan, MI, 49071

Morgan was very friendly and receptive of all the house sitting instructions I provided. She took great care of my anxious dog Athea and my three cats, even on last-minute booking. I will definitely be rebooking and would recommend her to others :)

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Kirsten M.
Sitter Profile Image: Nicholas K.
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Nicholas K.
from
$35
per night
4.8 out of 5 stars
61 reviews
30 repeat clients
8 years of experience
South Bend, IN, 46637

Nicolas responded promptly to communications and did what we'd asked, even dealt with a rather complicated feeding process with grace! As a bonus, he was even already familiar with Litter Robots. Thanks for taking good care of our pets while we were away.

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Kat H.
Sitter Profile Image: LeeAna H.
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LeeAna H.
from
$40
per night
5.0 out of 5 stars
5 reviews
13 years of experience
South Bend, IN, 46601

LeeAna was the absolute best! She is so informative about animal care, and took such good care of my doggo and kitty while I was out of town. She sent pictures and updates throughout her stay. I highly recommend her if you need someone to watch you animal babies!!

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Katie S.
Sitter Profile Image: Angela B.
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Angela B.
from
$60
per night
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Nappanee, IN, 46550

Angie was absolutely wonderful with my 2 dogs and cat for the 4 days I was gone. She stayed in my home and left everything even better than when she arrived! Angie asked if I wanted pics and info and then did a great job keeping me updated with pictures. One of my dogs has a seizure disorder and Angie had no problem giving him his medicine on schedule 2 times a day. I HIGHLY recommend having her watch your pets in any way you need. She loves animals and is really exceptional with them!

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Barbara V.
Sitter Profile Image: Taylor B.
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Taylor B.
from
$50
per night
5.0 out of 5 stars
1 review
1 repeat client
7 years of experience
Dowagiac, MI, 49047

About: Hi, I'm Taylor! Animals have always been a huge part of my life, and since 2018 I've been fortunate enough to turn that passion into a career caring for pets professionally. Over the years, I've had the opportunity to work at two specialized pet care facilities. One focused exclusively on dogs, where I cared for pups of every breed, size, age, and personality in both daycare and boarding. The other specialized in cats and small animals, giving me hands-on experience caring for cats, rabbits, guinea pigs, hamsters, ferrets, fish, and other pocket pets. After caring for thousands of pets throughout my career, I've learned that every animal is unique. Some want to play nonstop, some prefer quiet companionship, and others simply need a little extra patience and reassurance. My goal is always to make every pet feel safe, comfortable, and loved while you're away. I hold certifications in basic dog training, as well as pet CPR and First Aid. My training has given me a strong understanding of canine behavior, body language, and positive handling techniques, allowing me to provide safe, confident care while reinforcing the routines and manners your dog is already learning. I currently have open availability for: Weekday and Weekend Walks Drop-In Visits Overnight Stays in Your Home Flexible Weekend Availability as Needed for Last Minute Trips Because of my background in professional boarding facilities, I'm comfortable recognizing changes in behavior, administering medications, and adapting my care to each pet's individual needs. I've cared for puppies, seniors, multi-pet households, high-energy breeds, and dogs that are reactive, fearful, or behaviorally challenging. Every pet deserves patience, understanding, and compassionate care, and I pride myself on creating a calm, positive experience that helps them feel secure.

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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

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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  • 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.

Meet local sitters who will treat your pets like family

  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

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

Popular requests for house sitting - Osceola

Select a filter and find qualifying sitters offering house sitting.

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 September 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 September 2026, there are 230 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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