House Sitting Osteen

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

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Over 78
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: Lisa & Myranda F.
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Lisa & Myranda F.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 24 reviews
17 repeat clients
5 years of experience
Deltona, FL, 32738

“This team was amazing and taking care of our son with such a short notice, and I cannot wait to look again and feel the confidence that I had this time with leaving my pet with a good caregiver.”

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Isis R.
Sitter Profile Image: Joilee T.
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Joilee T.
from
$40
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
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: 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: Natalia H.
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Natalia H.
from
$50
per night
5.0 out of 5 stars
• 15 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: Donald M.
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Donald M.
from
$27
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
20 years of experience
Sanford, FL, 32771

About: I’ve have been around animals my whole life. I currently have two animals myself both living in the same house. They absolutely love each other. I’m currently working full-time looking to make extra cash on the weekends doing something I love which is taking care of friends and families animals I have a fenced in yard with plenty of room to run around and plenty of walking area and a park that isn’t too far of a walk

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
5 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: Serena D.
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Serena D.
from
$60
per night
5.0 out of 5 stars
• 83 reviews
14 repeat clients
20 years of experience
Deltona, FL, 32725

“Thank you Serena! My pups love hanging with Serena and she takes very good care of them. They get lots of playtime and are happy as always when we get back.”

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Nicole B.
Sitter Profile Image: Lia s.
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Lia s.
from
$45
per night
5.0 out of 5 stars
• 10 reviews
3 repeat clients
10 years of experience
Winter Park, FL, 32789

“Lia was great- Super friendly, great communication, and punctual. I think she took good care of Apollo and was engaging and playful. Will definitely contact again for future needs!”

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Chiara B.
Sitter Profile Image: Sydney R.
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Sydney R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 11 reviews
6 repeat clients
6 years of experience
Oviedo, FL, 32765

“Sydney was great with our two pups while we were out of town. Our Malinois got sick just before we left and I let her know we gave him rice and he should be ok. She responded that even if he was still sick, she would take care of it. She let them out frequently and took great care of them! Will be utilizing Sydney again. Thank you! 😊”

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Sarah K.
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
DeBary, FL, 32713

“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: Tamara A.
Tamara A.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 60 reviews
33 repeat clients
20 years of experience
New Smyrna Beach, FL, 32169

“Very responsive, caring and knew just what my dog needed! Went above and beyond to make sure she was taken care of when I was out of town. Thank you! Ashlee”

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Ashlee P.
Sitter Profile Image: Kathryn O.
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Kathryn O.
from
$45
per night
1 repeat client
20 years of experience
Sanford, FL, 32773

About: I've been caring for animals of all sizes for most of my adult life. I spent several years caring for animals professionally at a pet boarding facility in Sanford. I also learned a lot about animal care while working as a receptionist in a veterinary clinic. I currently work a free lance job that takes me all over. Please let me know what your regular schedule is like so we can make a good plan for your pets care while you are away. It is important to me that your pet sticks to their regular routine while you are away. I always schedule a meeting before booking to take detail notes on your pets daily routine.

Sitter Profile Image: Robin C.
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Robin C.
from
$60
per night
4.9 out of 5 stars
• 38 reviews
7 repeat clients
25 years of experience
Deltona, FL, 32725

“Robin has done a great job taking care of my pups, I have one in diapers that is 161/2 yrs old and one that needs daily walks. She’s has helped me out tremendously.”

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Beth E.
Sitter Profile Image: Charity M.
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Charity M.
from
$50
per night
10 years of experience
Longwood, FL, 32750

About: Extremely grateful to be able to do this for work, I’m very passionate about animals and my love for them. I’m very responsible and reliable, I have been watching houses and pets since I was a little girl. I have experience with puppies as well as kittens, and senior dogs too. I have experience bottle feeding, and administering medicine. It’s something I feel very comfortable with! I love watching and keeping your home and fur babies safe! Hope to see you soon! Currently I have class Mondays and Wednesdays but I am available after and before! For the rest of the week I am available and open to being flexible! I would treat your home and family just as I would my own. I’m neat, organized, and high energy so I don’t mind long walks. I also am extremely aware of my surroundings, and vigilant. Happy to help any way I can!

Sitter Profile Image: Dahlia A.
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Dahlia A.
from
$25
per night
7 years of experience
Deltona, FL, 32725

About: I have 6 babies of my own. I love and cherish fur babies like they are my own and I will absolutely give them all the love in the world. I work at a high school as a paraprofessional I could walk dogs after work at 4 and weekends all day long and summers I’m free all day everyday My babies sleep and go everywhere with me, as if they are human children. Any fur baby in my presence will feel nothing but love and care from me

Sitter Profile Image: maria C.
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maria C.
Star Sitter
from
$99
per night
5.0 out of 5 stars
• 167 reviews
47 repeat clients
20 years of experience
Altamonte Springs, FL, 32714

“Maria was great! She took great care of my golden (Wally), sent lots of pics, and provided excellent communication throughout her stay with him. I would fully recommend her and would not hesitate to have her stay with Wally again.”

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Jennifer S.
Sitter Profile Image: Jade M.
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Jade M.
from
$35
per night
4 years of experience
Winter Springs, FL, 32708

About: Hey everyone! I’ve owned animals my whole life ranging from hamsters and fish to dogs and cats! I’ve volunteered at different animal shelters helping out. I would not only love to help the animals but the parents as well! I have owned dogs in the past and currently have 2 cats and will take care of your animals the way I care for my babies! With my job, I have alot of time off during the weeks to help out! I’m very attentive to each pet’s individual personality, routine, and needs, and I’ll treat your pets as if they were my own. I’m also happy to keep you updated with pictures and messages so you can have peace of mind while you’re away! I know how important it is to trust someone with your pets, and I’d love the opportunity to become someone you and your pets can count on. 🐶🐱❤️ I will care for your pets in your home in a safe way, making sure they feel comfortable with me and you feel comfortable as well!

Sitter Profile Image: Anna P.
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Anna P.
from
$27
per night
15 years of experience
Orlando, FL, 32819

About: Hi! 🐾 I’m Anna, a caring, responsible, and animal-loving pet sitter who will treat your pets like my own. I understand how important it is to feel confident that your furry babies are safe, happy, and well cared for while you’re away. I’m attentive to their routines, personalities, and individual needs, and I’ll make sure they receive plenty of love, playtime, and attention. ❤️ Your pet’s comfort and happiness are my top priority! I have a very flexible schedule and can accommodate most pet-care needs with just 1–2 days’ notice. Whether your pet needs pickup or drop-off, overnight care, or a comfortable place to stay while you’re away, I’m happy to work with you and your pet’s routine. My home also has a large, securely fenced backyard where dogs can safely roam and enjoy plenty of outdoor time. For cats, I have a cat door that can provide supervised or limited free access depending on their comfort level and your preferences. My goal is to make your pet feel safe, comfortable, and at home while you’re away! 🐾 Your pet’s safety, comfort, and happiness are my top priorities! My home has a large, securely fenced backyard, a screened-in back patio, and a cat/dog door that can easily be closed or restricted whenever needed. I also have extra rooms available, so if your dog prefers or needs their own private space, they are welcome to have a room of their own. For my feline guests, the home has cat towers and jungle gyms throughout, giving them plenty of places to climb, play, explore, or retreat when they want some quiet time. I want every pet to feel safe, comfortable, and at home while they’re in my care. ❤️

Sitter Profile Image: Callie R.
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Callie R.
from
$30
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
3 years of experience
Sanford, FL, 32771

About: While I may not have years of experience like some, my love for animals does not fall short. I have taken care of dogs, big and small. Some with dietary restrictions and rigid feeding routines and others with a more lax regimen. I have house sat/pet sat and stayed in the owner’s home on multiple occasions. I’ve taken care of four dogs of various sizes at once, done drop-ins to feed/change water and let the puppers out for friends and family members, and I’ve also stopped by to do something as simple as a quick walk. Whatever you need, I can do it! I can assure you that I will treat your pet as my own. I currently work full time at a law firm in downtown but I live in Sanford. I have a reliable car and I don’t mind driving. I can pet sit/house sit on weekdays but I have work so it would be morning care and evening/night. I can also take a midday break if needed. I am off on the weekends so I will be able to be there full time. Depending on the owner, I have put pets into their crates when leaving the house or at night for sleeping but I have also let them roam freely, if the owner allows it.

Sitter Profile Image: Stephanie P.
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Stephanie P.
from
$45
per night
5.0 out of 5 stars
• 33 reviews
7 repeat clients
7 years of experience
Lake Mary, FL, 32746

“Stephanie was AMAZING. Our babies loved her. She went above and beyond during the house sitting, taking care of the animals and the house. We will definitely book her again. :)”

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Heidi B.
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The median cost per night for house sitting in Osteen is $50

Pet parents share their Rover experiences - Osteen

1 / 1
5.0 out of 5 stars

This team was amazing and taking care of our son with such a short notice, and I cannot wait to look again and feel the confidence that I had this time with leaving my pet with a good caregiver.

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Isis R.
House Sitting
5.0 out of 5 stars

Second time using this babysitter, and she was amazing! I think I found my forever sitter and I’m so happy about it

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Isis R.
House Sitting
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
5.0 out of 5 stars

Kristina is great with my dog who is very particular. She is great at communicating and very patient with all pets.

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keire h.
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.

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    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.
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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 of House Sitting in Osteen on Rover is $37 per night as of October 2026. Most bookings cost between $32 and $68 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 2,461 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.

<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 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 , 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 Osteen. On Rover:

  • 90% of sitters can help with special care needs
  • 94% 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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