Pet Boarding Osteen

Find a loving Osteen pet sitter to watch your cat or dog overnight at your sitter’s home.

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Over 218
pet parents in Osteen have booked pet boarding

Osteen, Find top rated pet boarding

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: BRIAN M.
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BRIAN M.
Star Sitter
from
$44
per night
5.0 out of 5 stars
22 reviews
7 repeat clients
15 years of experience
Winter Springs, FL, 32708

This was my first time using Rover and a pet sitter. Brian was amazing. He sent me updates and pictures several times a day, and my pups looked very happy. The best part of Brian’s service is that he works from home so my pups were with him all day. It made me feel good knowing that my pups weren’t in a kennel all day like they would be in at the pet resort I used in the past. I highly recommend Brian. He’s the best!

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Joe H.
Sitter Profile Image: Shannon M.
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Shannon M.
Star Sitter
from
$28
per night
5.0 out of 5 stars
7 reviews
6 repeat clients
25 years of experience
Winter Springs, FL, 32708

Overall great experience. Quick to respond and took the initiative to send pictures everyday. The home was beautiful and I felt very safe leaving my puppy for a few nights.

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Alexandra W.
Sitter Profile Image: Susann M.
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Susann M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
25 reviews
12 repeat clients
28 years of experience
Lake Mary, FL, 32746

My puppy absolutely enjoyed her boarding, she cried on her way home when I picked her up. Susan and her kids took great care of my puppy. She sent pictures and updates multiple times daily. I will absolutely be using her again.

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TaSonya A.
Sitter Profile Image: Sandra P.
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Sandra P.
Star Sitter
from
$30
per night
5.0 out of 5 stars
11 reviews
5 repeat clients
3 years of experience
Deltona, FL, 32725

I loved the care my dogs received. They were constantly sending me photos, videos, and updates. The dogs went on walks and ran around in their yard. I truly plan to leave them with them every time I need pet care. I loved the service. Thank yo

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Paola G.
Sitter Profile Image: Sarah R.
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Sarah R.
Star Sitter
from
$29
per night
4.9 out of 5 stars
193 reviews
84 repeat clients
14 years of experience
Winter Springs, FL, 32708

First time with Sarah and she was great with my dogs. I was able to enjoy my vacation and saw pics of my dogs playing with others. I won't hesitate to bring them to her again!

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Cheri W.
Sitter Profile Image: Ryan C.
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Ryan C.
Star Sitter
from
$26
per night
5.0 out of 5 stars
36 reviews
15 repeat clients
20 years of experience
NEW SMYRNA BEACH, FL, 32168

Ryan was awesome. Firstly her house and yard couldn’t be more perfect for a dog to enjoy a stay. She was also very nice and accommodating to our dogs needs. It felt like Tillie was with family and cared for as if she was Ryan’s own dog. We were also provided with many updates and pictures during her stay. I would highly recommend booking with Ryan and I won’t hesitate to book with her again next time we need someone to watch Tillie.

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Justin D.
Sitter Profile Image: Julieth C.
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Julieth C.
Star Sitter
from
$35
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
15 years of experience
Sanford, FL, 32773

Julie and her husband were wonderful! My pup had a great time playing with their dogs and was well cared for. Will definitely book with her again!

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Jessi S.
Sitter Profile Image: Brett W.
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Brett W.
from
$34
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
1 year of experience
Enterprise, FL, 32725

Brett and his girls did an amazing job taking care of my dog. Brett sent photos throughout the stay and I felt confident that she was in great hands and being taken care of like she was there own. I will definitely be asking them again in the future.

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Kelly B.
Sitter Profile Image: Sam H.
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Sam H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
87 reviews
35 repeat clients
15 years of experience
Sanford, FL, 32771

Sam was a new sitter for us, as our regular sitter wasn’t available, but from the moment I booked with her, I knew June would be in great hands. June felt right at home the second I dropped her off, and I received multiple pictures each day showing all the fun she was having. It gave me so much peace of mind while I was away. Sam took wonderful care of June, and I highly recommend her as a sitter.

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Kelly J.
Sitter Profile Image: Leslie & James S.
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Leslie & James S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
24 reviews
4 repeat clients
40 years of experience
Orange City, FL, 32763

Greatest sitters for my very scared of new experiences chihuahua. This couple was so responsive and kind. I don’t travel much, so I’m always hesitant about leaving her with strangers. This couple made me feel like Abby and I are family. Such a load off my mind and I was able to enjoy my trip.

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Patty C.
Sitter Profile Image: Magnolia & Edwin R.
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Magnolia & Edwin R.
from
$47
per night
5.0 out of 5 stars
29 reviews
11 repeat clients
50 years of experience
Orange City, FL, 32763

Magnolia and her husband are a wonderful and delightful couple. I am sure that Corky enjoyed his stay. They have a nice big yard which was great for a dog to run or to be walked in. I left instructions, due to my dog having some issues. They seemed to follow them and hopefully he kept to his routine, which made it easier on them as well. I would definitely recommend them to anyone. Don't be held back from not being invited into the house. In this day and age I would not want everyone I didn't know running in and out either. Like I said, I believe that Corky had a wonderful time and they enjoyed him. I would use them again if they wanted to do it. Thank you.

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Peggy M.
Sitter Profile Image: Douglania B.
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Douglania B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
417 reviews
160 repeat clients
5 years of experience
Sanford, FL, 32771

Douglania was absolutely great with my Maltese. She was very thorough answering any questions I had regarding his stay and showed me around the house where he would stay and play. Her yard area was huge and more than adequate. She sent me photos & videos to keep me updated during his stay and he was very happy there. She was very personable, pleasant and has a great personality! She even cleaned him prior to my pickup and had him smelling really fresh. She is phenomenal!!! She is now my primary source when I need a place for my puppy to stay. Would highly recommend Douglania for your furry friend.

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Mark I.
Sitter Profile Image: Jennifer B.
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Jennifer B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
55 reviews
27 repeat clients
21 years of experience
Maitland, FL, 32751

Jen was so wonderful with communication and made it easy for me to add in an extra night. We can tell Snickers had the best time and is going back again later this week

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Meredith H.
Sitter Profile Image: Kayla F.
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Kayla F.
from
$35
per night
5.0 out of 5 stars
22 reviews
7 repeat clients
15 years of experience
Deltona, FL, 32738

Kayla was a pleasure to work with from the beginning. Meeting with her, her kids, and Loki, we were instantly comfortable with leaving our girls with her for the week--we just knew they'd be in great hands. She was great at communicating and keeping us updated, we enjoyed getting all the photos of our girls. We will definitely use her services again, she was awesome! ?

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Christina V.
Sitter Profile Image: Candace & Larry J.
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Candace & Larry J.
Star Sitter
from
$35
per night
5.0 out of 5 stars
506 reviews
214 repeat clients
40 years of experience
DeBary, FL, 32713

Our 6 month old puppy had the time of his life here. They sent plenty of pictures and updates and we never had to worry while we were out of town! Thank you!

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Raya B.
Sitter Profile Image: Andrea V.
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Andrea V.
from
$38
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
5 years of experience
Longwood, FL, 32750

Andrea was wonderful with our fur baby! Rux felt right at home. She sent me so many adorable photos and kept me updated the entire. We will definitely be using her again!

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Cassidy T.
Sitter Profile Image: Daniela A.
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Daniela A.
from
$30
per night
5.0 out of 5 stars
3 reviews
3 repeat clients
5 years of experience
Sanford, FL, 32771

Daniela is a sweet caring young women who is committed to quality pet care. since she has 3 dogs of her own she treated my Dog Zhu like her own. I’ve already booked her again.

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Ali M.
Sitter Profile Image: Caroline O.
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Caroline O.
Star Sitter
from
$38
per night
5.0 out of 5 stars
72 reviews
26 repeat clients
10 years of experience
Sanford, FL, 32771

Caroline kept Koda for a week and sent pictures and videos at least once a day. Koda takes a little while to adjust to a new environment, which means he didn’t eat at first. Caroline went to the store and bought him chicken to add to his food, which got him eating. Not only did Koda have a fenced in yard to run around, but they also went on walks. I would recommend Caroline and will book her in the future knowing Koda will be well taken care of.

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Stephanie B.
Sitter Profile Image: Sarah C.
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Sarah C.
Star Sitter
from
$38
per night
4.9 out of 5 stars
35 reviews
11 repeat clients
20 years of experience
Debary, FL, 32713

Sarah was absolutely amazing with our 2-year-old dog! We were away on a long vacation, and she kept us updated regularly with messages and pictures, which gave us peace of mind. She was very accommodating to our dog’s needs, and when we returned, our dog was relaxed, happy, and clearly well cared for. You could tell she had been in great hands. I would definitely trust Sarah again and highly recommend her!

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Melissa D.
Sitter Profile Image: Luisa & William G.
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Luisa & William G.
from
$45
per night
5.0 out of 5 stars
92 reviews
35 repeat clients
25 years of experience
Deltona, FL, 32738

I cannot say enough great things about Luisa & William! From the moment we met, it was clear that they genuinely love and care for animals. They provided such attentive, loving care for Milly, ensuring she was happy, well-exercised, and comfortable. The updates and photos were a wonderful touch, giving me peace of mind knowing my pup was in great hands 🙏 Thanks again!

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Nely E.
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The median cost per night for pet boarding in Osteen is $40

Pet parents share their Rover experiences - Osteen

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5.0 out of 5 stars

Returning customers, and once again Lisa and Myranda were amazing with Luna! They took excellent care of her from July 4–10 and kept us updated with photos and messages throughout our trip. Knowing Luna was safe, happy, and loved gave us complete peace of mind. We highly recommend them and will definitely book with them again. Thank you both for taking such great care of Luna.

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Gloria E P.
Boarding
5.0 out of 5 stars

My dogs had an amazing time! And she was amazing at responding my text and sending me pictures! Will for sure be using her services again!

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Diana D.
Boarding
5.0 out of 5 stars

I couldn’t be happier with the care Ellie received! From the moment we met, it was clear that Laurie truly loves animals. She went above and beyond to make sure Ellie felt comfortable and happy while I was away. I received regular updates and adorable photos, which gave me total peace of mind. Ellie warmed up quickly and was clearly well-loved and well-cared for during the entire stay. I would absolutely book with Laurie again and highly recommend her to anyone looking for a trustworthy, compassionate pet sitter.

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Devin H.
Boarding
5.0 out of 5 stars

Kayla and her family took great care of our Kam, and he was happy and tired when we picked him up. Thank you for providing a comfortable and safe home away from home!

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Wes V.
Boarding
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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.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer pet boarding
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
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Sitters in Osteen average 12
repeat pet boarding clients

FAQs for Boarding - Osteen

Frequently asked questions about Rover

The average cost for Pet Boarding in Osteen on Rover is $38.85 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet Boarding 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 Pet Boarding. For more information on service fees, click here .

There are 2,012 sitters on Rover for Pet Boarding in Osteen. About 91% of Osteen sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.

Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

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.

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.

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 .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in FL ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.

If a sitter needs to cancel at the last minute, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.

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