House Sitting Osceola

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

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Over 6
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: Alyssa J. C.
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Alyssa J. C.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 71 reviews
23 repeat clients
8 years of experience
Chisago City, MN, 55013

“Alyssa did a great job making my rescue pup with separation anxiety comfortable. Within a few minutes, she had her taking treats and rolling over for belly scratches.”

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Lynn B.
Sitter Profile Image: Julianna J.
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Julianna J.
from
$35
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
12 years of experience
Forest lake, MN, 55025

“Julianna was a great sitter for my pup while we were away for work. We would definitely have her again!”

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Cody H.
Sitter Profile Image: Gracie S.
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Gracie S.
from
$50
per night
10 years of experience
Forest Lake, MN, 55025

About: I have taken care of dogs of all ages, sizes, and shapes! I love animals large and small and I have dog sat for my neighbors since middle school. My dog is 7 years old now and is my heart. My family and friends call me a dog whisperer because all dogs love me!! I work during weekdays and can move my schedule depending on the needs of the dog. I have a pretty flexible schedule other than during weekdays. I follow the instructions of pet parent requests. Closing bathroom doors, crating, and feeding per instructions given to me for the safety of the animal. Any special requests I am more than able to provide.

Sitter Profile Image: Danielle P.
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Danielle P.
from
$32
per night
4.9 out of 5 stars
• 70 reviews
25 repeat clients
22 years of experience
Wyoming, MN, 55092

“We would love to use Danielle again! The dogs seemed like they were in really good hands. She also posts pics of the dogs on her Rover Instagram, which I loved seeing while on our vacation!”

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Erin K.
Sitter Profile Image: Briana W.
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Briana W.
from
$40
per night
4.3 out of 5 stars
• 7 reviews
1 repeat client
20 years of experience
New Richmond, WI, 54017

“Briana was amazing with our two very high maintenance dogs even with some big last minute changes to their plans and care. Both of my dogs warmed up to her quickly and she took wonderful care of them. Absolutely recommend her!”

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Abby T.
Sitter Profile Image: Charlotte S.
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Charlotte S.
Star Sitter
from
$100
per night
4.9 out of 5 stars
• 20 reviews
5 repeat clients
15 years of experience
New Richmond, WI, 54017

“We were SO thankful that Charlie was available with a short notice request from us. This was the first time that Charlie had met us and our furbabies. It is a nerve racking situation when a stranger comes and watches your home. But when we met Charlie on the meet and greet a few days before the house sitting began, it was easy to determine that she was the one to take care of our house and the furbabies! Thank you, Charlie, for being the amazing person that you are and for the updates while we were away! You helped our vacation be a vacation, without the stress and worry of what was happening while we were away. For those of you looking for the safety and security of a pet and house sitter, Charlie is at the top of the list! 😊”

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Marlena I.
Sitter Profile Image: Josie B.
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Josie B.
from
$35
per night
1.0 out of 5 stars
• 2 reviews
7 years of experience
Forest Lake, MN, 55025

About: I have over 7 years of experience caring for animals, including cats and dogs. I’m also a CNA with 5 years of professional caregiving experience, so I’m dependable, patient, attentive, and comfortable following specific care routines. I’ll treat every pet like my own and make sure they feel safe, comfortable, and loved! 🐾 Pet care fits naturally into my daily routine. I have a flexible schedule that allows me to dedicate plenty of time to walks, feeding, playtime, check-ins, and companionship. I’m active, dependable, and enjoy spending time outdoors, so caring for pets is something I genuinely look forward to! Safety and trust are my top priorities. I always follow each owner’s specific instructions and keep pets as close to their normal routine as possible. I make sure their environment is clean, secure, and comfortable, while providing plenty of attention, exercise, and affection. I’m very attentive to changes in behavior or needs and will keep owners updated with photos and messages while their pet is in my care.

Sitter Profile Image: Nicole N.
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Nicole N.
from
$30
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
18 years of experience
New Richmond, WI, 54017

“Nicole was an absolute joy to work with! I had to book last minute and she was the best! Super communicative, lots of cute pics, my pets were happy and healthy when I got home. Big fan- would absolutely recommend!”

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Chelcie G.
Sitter Profile Image: Taylen P.
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Taylen P.
from
$50
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
5 years of experience
North Branch, MN, 55056

“Taylen did a phenomenal job! Not only was she punctual for our meet up, but she was also very personable and it was clear that she cares about animals. We have a very elderly dog that requires a lot of extra support but Taylen was willing to help with all that was needed to care for our sweet girl in our absence. We received updates throughout our trip and knew she was in good care - we’d definitely book with Taylen again!”

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Cali B.
Sitter Profile Image: Holly L.
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Holly L.
from
$50
per night
5.0 out of 5 stars
• 14 reviews
2 repeat clients
6 years of experience
Saint Paul, MN, 55110

“Holly LOVES animals. She took such great care of my senior dog and he was so relaxed with her. She kept the house exactly as we left it. Will book again!”

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Kellie S.
Sitter Profile Image: Brooke B.
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Brooke B.
from
$60
per night
5.0 out of 5 stars
• 17 reviews
29 years of experience
Macalester-Groveland, Saint Paul, MN, 55105

“Brooke was a great dog sitter!! She provided updates often about Lux and followed our instructions exactly. We were so lucky to find her and even more, to find a place that he could be safe and well cared for while we were out of town! We would definitely recommend her to anyone as it is clear how much she cares and loves dogs! Thanks Brooke and family!”

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Bridgett B.
Sitter Profile Image: Kaiden W.
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Kaiden W.
from
$55
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
12 years of experience
Arden Hills, MN, 55112

“Kaiden was amazing!! He sent so many pictures and updates even though we were only gone for a day. We came home to three very happy and very healthy pups. Will definitely look to book Kaiden again in the future!!”

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Nicole W.
Sitter Profile Image: Sharron D.
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Sharron D.
from
$40
per night
4.9 out of 5 stars
• 126 reviews
29 repeat clients
20 years of experience
Summit Hill, St. Paul, MN, 55105

“Sharron did an amazing job watching Walter our bull dog. We highly recommend her as she is reliable, great at communicating, and overall she does very well with taking care of dogs. Thank you, Sharron, for watching our boy and the house. You did an amazing job.”

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Jody H.
Sitter Profile Image: Kendra T.
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Kendra T.
from
$50
per night
4.8 out of 5 stars
• 5 reviews
1 repeat client
20 years of experience
Stillwater, MN, 55082

“Kendra was great! She watched our two dogs while we were out of town for the Fourth of July. She was very responsive and sent us tons of pictures.”

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Madeline P.
Sitter Profile Image: Elizabeth W.
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Elizabeth W.
from
$100
per night
4.9 out of 5 stars
• 8 reviews
2 repeat clients
25 years of experience
New Richmond, WI, 54017

About: I have had pets my entire life and fostered many. I presently have a 17 year old Dachshund and a 13 year old Chihuahua that get along well with visiting dogs. I do work part time out of the home. I am able to tend to the pets through out the day as needed. I can provide home made human grade food if needed. Also on leash walks. I have a lead for dogs that need that, I also have the time to take them for walks. Otherwise I have a large country yard.

Sitter Profile Image: maliah-mae p.
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maliah-mae p.
from
$50
per night
5.0 out of 5 stars
• 11 reviews
7 repeat clients
5 years of experience
Webber-Camden, Minneapolis, MN, 55412

“LOVE LOVE LOVE LOVE LOVE, Maliah! She's welcome back anytime! Mace absolutely LOVED her and so incredibly happy to have been blessed with this result being a 1st time Rover user! :). THANK YOU!”

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Kelli J.
Sitter Profile Image: Michael C.
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Michael C.
Star Sitter
from
$68
per night
5.0 out of 5 stars
• 52 reviews
9 repeat clients
20 years of experience
West Calhoun, Minneapolis, MN, 55416

“We are so happy to have found Michael! He was reliable, great at communication and even cleaned up the house after a week long stay. The best thing is that the dogs really like him! We will definitely hire Michael again!”

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Leslie C.
Sitter Profile Image: Becky K.
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Becky K.
from
$50
per night
25 years of experience
WBL, MN, 55110

About: Hi! I’m Becky, a lifelong dog lover who knows that every pup deserves attention, exercise, and love while their people are away. Whether it’s walks, playtime, or cozy snuggles, I’ll make sure your dog feels safe, happy, and cared for—just like they’re my own. I’m reliable, patient, and can adapt to any dog’s personality! Pet care fits perfectly into my routine because I’m currently not working and have a very flexible schedule. I have plenty of time each day to give dogs my full attention—whether that means long walks, playtime, or just keeping them company. Caring for animals brings me joy, so I love being able to dedicate my time to it. I treat every client’s home and pet with the same care and respect I would my own. I follow your directions closely for feeding, walks, and routines to make sure your pet feels comfortable while you’re away. I always clean up after the pets, lock up properly, and keep you updated with messages and photos so you can relax knowing everything’s going smoothly.

Sitter Profile Image: Corey G.
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Corey G.
from
$65
per night
4.9 out of 5 stars
• 49 reviews
8 repeat clients
28 years of experience
Bryant, Minneapolis, MN, 55409

“Corey helped take care of our two rascal and rambunctious dogs, Cino and Tofu. He did such a great job and keeping us up to date with exercise, playtime and any issues that might have occurred while we were away. One of our dogs has a minor case of epilepsy and has seizures from time to time due to stress and Corey was professional at handling and managing that for us and our dog. They seemed to love his company and were quite relaxed and happy when we arrived back from our trip. That to us, means they had plenty of stimulation and were in excellent care with someone like Corey.”

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Souriyno C.
Sitter Profile Image: Ashlie J.
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Ashlie J.
from
$35
per night
5.0 out of 5 stars
• 9 reviews
6 repeat clients
10 years of experience
Brooklyn Park, MN, 55444

“Ashlie was incredible with our dogs. She was very communicative and sent us lots of photos daily! The dogs were happy and well cared for. Our home was also clean and left in good shape. I definitely recommend her and her pup, Merlin! Merlin got along well with our dogs and was a perfect house guest. I will be contacting Ashlie again in the future!”

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Stacy A.
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The median cost per night for house sitting in Osceola is $50

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 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

    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 5
repeat house sitting clients

FAQs for House Sitting - Osceola

Frequently asked questions about Rover

The average cost of House Sitting in Osceola on Rover is $30 per night as of October 2026. Most bookings cost between $30 and $47 per night. 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 October 2026, there are 687 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.

<b>Tip:</b> 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 , 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 .

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 .

sitters on Rover set their own , 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
  • 94% can help with giving oral medications or injections
  • 97% 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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