House Sitting Osteen

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

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Over 72
pet parents in Osteen have booked house sitting

Osteen, 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: Jennifer M.
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Jennifer M.
from
$45
per night
5.0 out of 5 stars
19 reviews
6 repeat clients
25 years of experience
Sanford, FL, 32771

Jennifer was excellent - she connected with all 3 of our dogs and kept us constantly updated with photos and videos! As a first time Rover client , I was definitely apprehensive but can honestly say that I am more the comfortable now and would definitely use Jennifer again !

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Patrick P.
Sitter Profile Image: Jordan M.
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Jordan M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
26 reviews
13 repeat clients
15 years of experience
Deltona, FL, 32725

This was our first booking with Jordan and she was great! She stayed at our house for 5 days with the dogs. Was on time and was with the dogs the majority of the time we were gone. Sent photo updates as well. House was nice and in order when we returned. Would recommend.

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Allison R.
Sitter Profile Image: Natalia H.
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Natalia H.
from
$40
per night
5.0 out of 5 stars
11 reviews
1 repeat client
20 years of experience
DeBary, FL, 32713

Natalia was truly the BEST Rover sitter we could have ever hoped for. From the moment we left, she was incredibly communicative, responsive, thoughtful, and caring — and she treated our home and fur babies like they were her own. We have three dogs and a cat, and every single one of them was so loved and well cared for while we were away. One of our pups ended up having an unexpected flea issue and was super itchy while she was staying with them, and Natalia immediately stepped in and handled everything with so much care and compassion. She bathed all three dogs, made sure they were comfortable, and kept us updated every step of the way. It gave us such peace of mind knowing they were in such capable and loving hands. On top of taking amazing care of the animals, she went completely above and beyond with our home. She did laundry, swept, cleaned, remade the bed, and left the house better than we left it. You can genuinely tell she is the kind of person who respects and cares for other people’s space. Natalia is kind, trustworthy, attentive, responsible, and an absolute pleasure to work with. We felt so comfortable having her in our home and caring for the members of our family we love most. I honestly cannot recommend her highly enough. Anyone looking for a sitter who will love your pets deeply, communicate wonderfully, and care for your home with incredible respect should book her immediately. She is an absolute gem and we would trust her again in a heartbeat. ⭐️⭐️⭐️⭐️⭐️

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Bethany T.
Sitter Profile Image: Samuel G.
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Samuel G.
from
$30
per night
5.0 out of 5 stars
7 reviews
1 repeat client
2 years of experience
Orange City, FL, 32763

I couldn't be more pleased with the great job Sam did taking care of my cats for 2 weeks. He went above and beyond what was expected of him to make my cats feel loved and cared for. I highly recommend him and will definitely be hiring him again in the future next time I need a sitter

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Rosaly P.
Sitter Profile Image: Haven S.
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Haven S.
from
$55
per night
1 repeat client
8 years of experience
Geneva, FL, 32732

About: I have had a strong care for animals ever since I was young, whether they were my own or not. I have had pets since I was 5 and have dog / cat sat for 3+ years now: animals with medication needs, young babies, or even senior pups, are all welcome by me and are never seen as a hassle :) My goal is to build trust in your pet and love them as my own. I understand that a safe comfortable environment is a must for your fur baby! I am an upcoming college student who just graduated from high school. I plan on attending school in the fall, so my summer will be free! i’m available for drop ins, house sitting, walks, and doggy baths! Following instructions that accommodate the owners pet has never been an issue for me. I have dog and cat sat many times and know everyone has their own parenting preferences; whether that be crating a dog at night, timely feedings, or medications needed. I strive to care for your animals as if they are my own :)

Sitter Profile Image: Joilee T.
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Joilee T.
from
$40
per night
17 years of experience
Sanford, FL, 32771

About: I’ve learned and cared for many different kinds of animals since I was a small child, but mainly cats! From cats and dogs to turtles, lizards, and fish, I’ve spent my whole life loving and caring for animals and learning their behaviors. I’ve spent time with puppies and kittens, administering oral and injection medications, dealing with seniors, and of course playtime. I have plenty of knowledge and skill to love and take care of your pet! I am currently an SSC student looking to make rover my part time job. As of right now I am available nearly every day weekly. Each animal has a place in my heart and I want to treat them with the utmost respect! I spend lots of time giving my animals plenty of affection and playtime! With instructions on your pets schedule and needs I will make sure you and your pet are comfortable and at ease with me, as if they were my own.

Sitter Profile Image: Brittany R.
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Brittany R.
from
$55
per night
5.0 out of 5 stars
6 reviews
1 repeat client
12 years of experience
Deltona, FL, 32725

Brittany is an amazing dog sitter!! She’s so sweet and put my mind at ease right away. Brittany loves animals, she took great care of my pup and my house. She also took pics and videos so I could see what my baby was up to. Don’t hesitate, you can trust her with your fur baby! My vaca was stress free knowing my dog was in great hands with Brittany.

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Robin S.
Sitter Profile Image: Michael C.
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Michael C.
Star Sitter
from
$75
per night
5.0 out of 5 stars
11 reviews
4 repeat clients
20 years of experience
Deltona, FL, 32725

Michael was an exceptional pet and house sitter. He took wonderful care of our two dogs and our home while we were away for five nights. From the beginning, he was kind, professional, and genuinely caring. Throughout our trip, Michael provided regular updates and photos, which gave us tremendous peace of mind. It was clear from every message that our dogs were happy, comfortable, and receiving lots of attention and affection. He also took excellent care of our home, and everything was exactly as we left it when we returned. We could tell our dogs were well loved and cared for while we were away. Finding someone you can trust with both your pets and your home is invaluable, and Michael exceeded our expectations in every way. We would not hesitate to book with Michael again and highly recommend him to anyone looking for a reliable, thoughtful, and attentive pet sitter.

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Rocky J.
Sitter Profile Image: Caryna P.
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Caryna P.
from
$55
per night
5.0 out of 5 stars
16 reviews
3 repeat clients
15 years of experience
Sanford, FL, 32773

Caryna is amazing. Professional, sweet, caring. Our dogs loved her. We will be using her again in the future. Thank you for loving our fur babies Caryna.

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Karen S.
Sitter Profile Image: Calvin C.
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Calvin C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
10 years of experience
Deltona, FL, 32738

Calvin was wonderful! We have two dogs and he took care of them both! Followed all instructions that we had left him! Will definitely be booking him again for future dog drop ins / and house sitting! 10 stars of if I could!

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Bralyn R.
Sitter Profile Image: Rachel A.
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Rachel A.
Star Sitter
from
$65
per night
5.0 out of 5 stars
100 reviews
23 repeat clients
15 years of experience
Deltona, FL, 32738

Rachel took care of our cats during our vacation. She did a great job. She stayed overnight for 4 days. She kept us inform and sent us pictures of our cats. She installed some cameras to check on them. It was a excellent experience and we will hire her again when we need her. We recommend her to everybody that need somebody to take care of their pets.

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Dora S.
Sitter Profile Image: Carolina R.
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Carolina R.
from
$70
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
7 years of experience
Sanford, FL, 32771

Carolina was very sweet and amazing with Tina! She gave her treats, pet her, played with her, walked her. Won her heart overall. Sent us videos and photos. Recommended a 100% to tale care of your pets.

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Ivette S.
Sitter Profile Image: Ryeleigh N.
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Ryeleigh N.
Star Sitter
from
$75
per night
4.9 out of 5 stars
57 reviews
27 repeat clients
18 years of experience
Sanford, FL, 32771

Ryeleigh kept my home neat and sent photos of my dog. Ryeleigh obviously shared lots of love with my dog; I will be using her services again!

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andrea a.
Sitter Profile Image: Natalie F.
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Natalie F.
from
$35
per night
1 year of experience
Deltona, FL, 32738

About: I’ve taken care of pets since I was 8. I had both cats and dogs. I’ve had experience with family pets as heavy as 90 pounds and cats as furry like Persian cats or Sphynx cats which might be a challenge to tend for? I am currently working part time and I can schedule my hours accordingly. That gives me more time to play and tend to your furry family members. I prioritize safety and the comfortability of clients and their pets. When given specific needs for your environment I strive to follow all the requirements to ensure not only the safety but the security of taking care of your pet. I also make sure that other safety precautions/measures are taken when I am within the clients home and when I leave.

Sitter Profile Image: Brendalyn J.
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Brendalyn J.
from
$35
per night
5.0 out of 5 stars
7 reviews
10 years of experience
Deltona, FL, 32738

About: I’ve taken care of cats and dogs of all different shapes, sizes and kinds. I’ve had a few ferrets growing up as well as dogs and cats. I have been responsible for walking them, feeding them and bathing them from time to time. I’m currently working part-time so I would have adequate enough time to play, walk and cuddle with cute puppies and kittens of all sizes and ages. I live in an unfenced in house with plenty of space for walking and running around in the backyard. The house itself is also pretty spacious.

Sitter Profile Image: Brandy F.
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Brandy F.
from
$50
per night
11 years of experience
Deltona, FL, 32725

About: Hi! My name is Brandy! I have a certificate for zoo and domestic animal care from yavapai college in Arizona. I am also a dog owner of 11 years. I have certified both my dogs through the petsmart training courses. I have learned a lot through school and owning dogs of my own and have always had a passion for animals. Thanks so much for considering me for your furry babies! I am a server working part time and am looking for a way to make a little extra money on the side doing something I love! I am available for dog walking Monday-Sunday anytime before 2:30 and available Monday-Wednesday for overnights or whatever you may need as those are my days off. I will not be able to board any animals as I have a bit of a reactive border collie at my house but am available to come to your house for your needs

Sitter Profile Image: Stephanie P.
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Stephanie P.
from
$27
per night
5.0 out of 5 stars
12 reviews
3 repeat clients
20 years of experience
Oviedo, FL, 32765

Stephanie provides frequent updates while dog sitting. She sends pictures and sweet messages. Our dogs love spending time with her because she takes such great care to ensure they get long walks and plenty of snuggles!

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Cindy V.
Sitter Profile Image: Mia C.
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Mia C.
from
$45
per night
5.0 out of 5 stars
23 reviews
5 repeat clients
10 years of experience
Deltona, FL, 32738

Mia stayed over and took care of our dogs while we were out of town. She adhered to their schedule and looked after them just as we would have. Our dogs were happy and well cared for. Mia is very reliable and diligent. Her love for dogs is evident, and I greatly appreciate her services when needed.

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Alina D.
Sitter Profile Image: Brittany B.
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Brittany B.
from
$40
per night
5.0 out of 5 stars
15 reviews
2 repeat clients
5 years of experience
Deltona, FL, 32738

Thank you so much Brittany! Our babies were comfortable and happy when we got home. I appreciate the photos and all the notes you took. They were in the best of care, as if they were yours. Amazing peace of mind. Thank you again, so much, from the bottom of my heart!

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Kristin N.
Sitter Profile Image: Gaby B.
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Gaby B.
from
$30
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
Winter Springs, FL, 32708

Gabby was fantastic, her and her brother gave my guys so much attention I am not 100% sure they realized I was gone. They went above and beyond and looked over my plants and fish as well.

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Ken K.
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The median cost per night for house sitting in Osteen is $45

Pet parents share their Rover experiences - Osteen

1 / 1
5.0 out of 5 stars

All care requested was met with flying colors! My fur babes were in the best care so happy when I returned home like they had been on vacation too! I got photos everyday of their goofy sweet faces

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Sierra H.
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 Osteen average 3
repeat house sitting clients

FAQs for House Sitting - Osteen

Frequently asked questions about Rover

The average cost for House Sitting in Osteen on Rover is $37.45 per night (as of June 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 June 2026, there are 2,479 sitters on Rover offering House Sitting across Osteen. 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 Osteen 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 Osteen 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 Osteen 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 Osteen. On Rover:

  • 90% 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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