House Sitting Osteen

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Sitter Profile Image: Jennifer M.
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Jennifer M.
from
$45
per night
4.8 out of 5 stars
20 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: Maricel A.
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Maricel A.
Star Sitter
from
$30
per night
5.0 out of 5 stars
187 reviews
67 repeat clients
16 years of experience
DeBary, FL, 32713

Maricel has trust 100%. She has cared for my Lollie as if Lollie was her own pet! Daily updates including pictures and immediate response time when I text her! My home is always as clean and orderly as I left it. She is just the best!!

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Pat B.
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: Brandy F.
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Brandy F.
from
$50
per night
5.0 out of 5 stars
4 reviews
1 repeat client
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: Ryeleigh N.
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Ryeleigh N.
Star Sitter
from
$80
per night
4.9 out of 5 stars
57 reviews
27 repeat clients
18 years of experience
Sanford, FL, 32771

Ryeleigh did great with our poochies. She had to deal with an elderly, incontinent dog so I am very thankful that she was willing to help him. She communicated often and sent a pic of her walking Oskie. Thanks, Ryeleigh!

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

Stephanie is so thoughtful and caring. She showed our dogs loads of love and sent regular updates during her stay at our house. We love her and will definitely have her again!

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

We were gone for 3 weeks and Rachel did a wonderful job caring for our 2 pups. Our flight home got delayed and she stayed with them until she knew that we would be home for sure. They normally go crazy when we get home from a long trip, but they didn't seem overly phased this time... I think they were ok with Rachel being their new dog mom, LOL.

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Tracy W.
Sitter Profile Image: Joilee T.
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Joilee T.
from
$40
per night
5.0 out of 5 stars
3 reviews
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: Nicole D.
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Nicole D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
25 reviews
5 repeat clients
7 years of experience
Deland, FL, 32720

Thank you Nicole for looking after Sheba and Suki, I hope they behaved themselves, You looked after them so well, I could enjoy my break away without worrying about them,.and thank you for laundering the sheets and towels, that was above and beyond. I will not hesitate to book you again in the future.

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Laureen B.
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: Haven S.
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Haven S.
from
$55
per night
1 repeat client
5 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 animal sat for 4+ years now before getting onto rover. I love animals and wanted to push my services further now that I am older and more experienced! animals with medication needs, young babies, or even senior pups, are all welcome by me and are never seen as a hassle :) I am also very comfortable with watching chickens, bunnies, pigs, and goats! My goal is to build trust with you and 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: Stephanie P.
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Stephanie P.
from
$45
per night
5.0 out of 5 stars
32 reviews
7 repeat clients
7 years of experience
Lake Mary, FL, 32746

Stephanie has watched my dogs several times and it has been a great experience. She stays at my house with them, so I feel much better about traveling. I receive updates and pictures while I’m gone and my house was arguably cleaner than I left it. I’ll continue to use Stephanie and absolutely recommend her to anyone looking for quality care for your animals!

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Kari S.
Sitter Profile Image: Marie Y.
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Marie Y.
from
$30
per night
20 years of experience
Sanford, FL, 32763

About: Hello! New here!!! I belong to the local pet shelter and I do the dog a day program where I go and pick them up and spend the whole day with them kind of help get them adopted if needed and return them at the time stated. On that note! I am looking for work and I love animals so I thought how perfect! The small family I have here and I have 20 dogs and cats combined. Very careful loving person looking to help out when needed. I love to walk so even better! Very responsible and follow instructions as asked. I will treat your fur baby just as I would like mine treated. Short notice is usually okay as well. I do this for friends as well when needed. Thank you for looking and good luck!! Again Thank you. I am currently not employed during the day and I only work a few evenings a week, but that changes every week so depending on what you need, I will work it out! I would come to your place to pet sit, walk, pop in or whatever you needed. I am open to anything you need. All pets!

Sitter Profile Image: Alexandra C.
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Alexandra C.
from
$75
per night
5.0 out of 5 stars
9 reviews
1 repeat client
8 years of experience
Lake Mary, FL, 32746

Alexandra was absolutely amazing!!! Our dog tends to get seperation anxiety and she kept her at ease and happy the entire time we were gone. We received mutiple photos, videos and updates on our pup which kept us worry free. On top of that it was an overnight stay at our house and we came back to it exactly as we left it. 10 out of 10 would recommend and will only be using her as our future sitter 😊

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Danielle S.
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

Brittany watched our two dogs and our house while we traveled abroad and she was excellent with our dogs and kept us updated throughout our travels. I highly recommend her.

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LISA C.
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: Constanza A.
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Constanza A.
from
$50
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
15 years of experience
Sanford, FL, 32771

About: I grew up with cats and dogs of my own and I started caring for neighbors pets at 12 years old. I love all animals and would be happy to help you out with yours! I currently work part time and have a pretty flexible schedule. I have a 13 year old daughter who has grown up around pets and is wonderful with animals. Let me know what you need and we can work something out. I will follow your instructions and treat your home with complete respect and kindness. Your pets will be safe and loved when they are in my care.

Sitter Profile Image: Alexis J.
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Alexis J.
from
$50
per night
10 years of experience
New Smyrna Beach, FL, 32168

About: I’ve been caring for animals for many years and have always had a passion for pets. I’ve owned two dogs and currently have two cats, so I understand the love, patience, and responsibility that come with caring for animals every day. Friends, family, and neighbors have trusted me to care for their pets by feeding them, giving fresh water, taking dogs on walks, cleaning litter boxes, playing with them, and making sure they feel safe and comfortable while their owners are away. I know that every pet has a different personality, and I enjoy taking the time to make them feel happy and cared for. Whether your pet loves to play, go on walks, or just wants someone to keep them company, I’ll treat them like they’re my own. My goal is to give you peace of mind knowing your pet is in loving, dependable hands. I’m currently a student at the University of Central Florida and attend classes in person two days a week. I also work remotely, which gives me a flexible schedule and allows me to care for pets throughout the day. I live in New Smyrna Beach and can provide reliable drop-in visits, walks, and overnight care while making sure your pet gets plenty of attention, exercise, and companionship. Your pet’s safety and comfort are always my top priorities. I take the time to learn each pet’s routine and follow your care instructions carefully, including feeding schedules, medications, exercise, and any special needs. I’ll treat your home with respect and your pet like one of my own. I’m happy to provide regular updates and photos so you can have peace of mind while you’re away.

Sitter Profile Image: Christopher T.
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Christopher T.
from
$40
per night
5.0 out of 5 stars
2 reviews
40 years of experience
Sanford, FL, 32771

Christopher was exceptional! I felt such at ease with him taking care of our two cats. Given his vast animal background I could tell right away he was going to be a good fit just by how he greeted our boys for the first time. Chris was so attentive, sending pictures playing with them and giving updates on their friendship progress. I’ve never felt so at ease being away from my cats as I did during this trip. We even came home to calm boys, a first for us! Both my husband and I, alongside our two kittyboys, cannot recommend Christopher enough!

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Leigh R.
Sitter Profile Image: Calvin C.
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Calvin C.
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.
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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

Kristina is awesome! I always feel completely at ease knowing she’s house sitting and caring for my three pets. Highly recommend!!

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Elizabeth W.
House Sitting
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Meet local sitters who will treat your pets like family

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Popular requests for house sitting - Osteen

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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 August 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 August 2026, there are 2,446 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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