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 244
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.

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Sitter Profile Image: Brooke L.
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Brooke L.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 28 reviews
12 repeat clients
23 years of experience
Oviedo, FL, 32765

“Brooke and her family are the best Rover Sitter I have ever hired. Brooke is very attentive to your pets needs and she updated me daily on my Dogs days in her home. My dog was definitely on a luxury vacation in his eyes. Brooke is in a great neighborhood with a nice yard and a big park nearby. Its really a great pet situation. A+++”

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Dan B.
Sitter Profile Image: Joanna R.
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Joanna R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 12 reviews
4 repeat clients
5 years of experience
Sanford, FL, 32773

“Joanna is great. It was such a relief knowing our dog was in safe, loving, and attentive hands while we were away. We will definitely be booking with her again and highly recommend her service!”

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Neha N.
Sitter Profile Image: Charlene & Dave M.
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Charlene & Dave M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 86 reviews
15 repeat clients
30 years of experience
Oviedo, FL, 32765

“Charlene and Dave are incredible!! They are so sweet, patient, and loving! Yogi is super playful and energetic, and sometimes can be a lot but they do it with ease ❤️ Yogi adores their whole family!!”

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Lea M.
Sitter Profile Image: Ven M.
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Ven M.
from
$45
per night
4.9 out of 5 stars
• 46 reviews
13 repeat clients
12 years of experience
Deltona, FL, 32725

“Ven was great! We felt confident and comfy that our dog was getting great care. She sent daily messages with updates and pictures so we didn’t miss our dog so much!”

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Natalia & Chris C.
Sitter Profile Image: Vanessa T.
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Vanessa T.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 292 reviews
144 repeat clients
10 years of experience
Orlando, FL, 32828

“It was an amazing experience. My dog stayed 2 weeks. He comes back home happy and full of energy. Vanessa and her family took care of my Gaston very well. Thank you so much ?”

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Isabelle R.
Sitter Profile Image: Charles R.
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Charles R.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 40 reviews
21 repeat clients
1 year of experience
Orlando, FL, 32822

“2nd time leaving my pets with them and they always come back to me in the same condition I left them in! They’re treated well and played with and loved on while I’m away. So appreciative of that. Will continue to use them when we leave town!”

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Jasmine L.
Sitter Profile Image: Adriana R.
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Adriana R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 29 reviews
6 repeat clients
30 years of experience
Longwood, FL, 32750

“Adriana did an outstanding job caring for our little rescue dog, Paddy. Her skills, knowledge and love for dogs was clear right away. She provided Paddy with personalized care from the beginning and kept us updated, including videos, throughout the 11 days he was with her. He needed one-on-one bonding and she provided it. She also helped him socialize safely with her dogs which we were very grateful for, as he is our only animal and we could not do this. We were delighted to see him happy and playing with her dogs. She gave us helpful tips as well in his feeding and treats. We appreciate her combination of skilled professionalism and personal care. She loves her animals and she will be our first choice in the future. She literally provided a second home for our Paddy and we are very grateful!”

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Daryl B.
Sitter Profile Image: Cheri T.
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Cheri T.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 212 reviews
48 repeat clients
45 years of experience
Apopka, FL, 32703

“Cheri was awesome!!! I found her last minute and she treated my fur baby so well. He’s a bit shy with mew people but warmed up to her after a few hours! She sent plenty of pictures and updates throughout the stay! She even administered his medication which was great. I will book her again and again!! Thank you Cheri!!”

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Noelle C.
Sitter Profile Image: Karen Lynn H.
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Karen Lynn H.
from
$50
per night
5.0 out of 5 stars
• 28 reviews
13 repeat clients
45 years of experience
Heathrow, FL, 32746

“Karen has looked after our two dogs three times, she has always taken great care of them and they are happy to stay with her. She regularly keeps me updated which is great. I would highly recommend Karen.”

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John T.
Sitter Profile Image: Mary H.
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Mary H.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 18 reviews
8 repeat clients
24 years of experience
LONGWOOD, FL, 32779

“Mary looked after our two dogs wonderfully, updated us with texts and photos, and made us happy that she was caring for our dogs. We will definitely use Mary again!”

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James M.
Sitter Profile Image: Kevin S.
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Kevin S.
from
$40
per night
5.0 out of 5 stars
• 737 reviews
257 repeat clients
31 years of experience
Fern Park, FL, 32730

“Kevin was very nice and explained the process very well to us, being new Rover users and all. It was nice receiving pictures and videos throughout our pets stay. I highly recommend Kevin and will trust our pet with him for future stays. He also provided excellent advice on nutrition for our pet which we rarely even receive from veterinarians.”

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Jerry O.
Sitter Profile Image: Terrie S.
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Terrie S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 209 reviews
82 repeat clients
60 years of experience
Altamonte Springs, FL, 32701

“Terrie watched our dog, Duke, for the weekend while we attended a wedding. She was so friendly and caring-and from the moment we arrived at her house she welcomed us and Duke with open arms. She sent lots of pictures over the weekend so we could see all the fun Duke was having! I never felt worried or anxious about leaving my dog with her. She's got a great home for the dogs too-with a huge back yard play space. I will certainly be contacting her again in the future if we should need sitting services. I cannot say enough to great things about Terrie-I recommend her to anyone! She really takes care of your pet as if it were her own. Thank you, Terrie!! Love-Erin, Vince and Duke”

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Erin R.
Sitter Profile Image: David K.
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David K.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 506 reviews
88 repeat clients
10 years of experience
College Park, Orlando, FL, 32804

“David is such a kind-hearted person. He communicates often with updates about pictures. I highly recommend David and look forward to booking with him again in the future.”

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Katie R.
Sitter Profile Image: Kandis S.
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Kandis S.
from
$30
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
21 years of experience
Deltona, FL, 32725

“We had an excellent experience with our dog sitter! She was reliable, caring, and clearly very knowledgeable about French Bulldogs and their unique needs. She kept us updated, made sure our Frenchie was comfortable and well cared for, and gave us complete peace of mind while we were away. It’s obvious she genuinely loves animals and understands the breed. We would absolutely recommend her to anyone looking for a trustworthy and experienced dog sitter!”

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Nina H.
Sitter Profile Image: Emily C.
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Emily C.
from
$35
per night
4.9 out of 5 stars
• 20 reviews
4 repeat clients
20 years of experience
Orlando, FL, 32826

“Emily was great from the very beginning all the way through the booking! Went out of her way to do a meet and greet since my little pug is somewhat anxious, sent pix and updates every day and took great care of him. Will def use Emily the next time I need a sitter! Would recommend!”

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Brianna M.
Sitter Profile Image: Vanessa S.
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Vanessa S.
from
$35
per night
5.0 out of 5 stars
• 15 reviews
8 repeat clients
15 years of experience
Deltona, FL, 32738

“Vanessa and her family were AMAZING! She sent so many pictures of my dog Lucy having fun during her stay. She has a fantastic fenced in back yard, ideal for dogs to run and explore. Her entire family are noticeable dog lovers and took care of Lucy as if she were their own. I could tell she enjoyed her time with Vanessa and will definitely be using her again.”

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Erin E.
Sitter Profile Image: Austin S.
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Austin S.
from
$33
per night
5.0 out of 5 stars
• 14 reviews
1 repeat client
15 years of experience
Port Orange, FL, 32129

“Austin and his family did an outstanding job of taking care of my Stella. I enjoyed my vacation knowing that Stella was in good hands . 😊 I received pictures of Stella on a daily basis and she seems to have enjoyed her stay as well ! I definitely would recommend the Austin’s if you need someone to take excellent care of your pets ! Thank you for everything much appreciated ! 🤗”

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alveniap@yahoo.com
Sitter Profile Image: Ivanka P.
Verified Enhanced Background Check
Ivanka P.
Star Sitter
from
$33
per night
5.0 out of 5 stars
• 87 reviews
32 repeat clients
20 years of experience
Winter Park, FL, 32789

“Ivanka was a great dog sitter. It looked like Frankie had a great time and enjoyed her friendly pups. I appreciated the pics and she was quick to respond!”

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Kristen S.
Sitter Profile Image: Megan K.
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Megan K.
from
$38
per night
5.0 out of 5 stars
• 40 reviews
13 repeat clients
12 years of experience
Oviedo, FL, 32765

“Megan and her husband were great! They accommodated us last minute, provided updates, and seemed to genuinely love having our boy around. He’s worn out from playing with their Aussie and enjoyed his weekend away as much as he did. Would definitely use again!”

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Sarah K.
Sitter Profile Image: Jeanette J.
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Jeanette J.
from
$25
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
30 years of experience
Deltona, FL, 32725

“Jeannette is a wonderful caretaker! She treated my pup like one of her own and kept me updated with plenty of photos, videos, and messages throughout his stay. He had an absolute blast, and I felt completely at ease knowing he was in such great hands. I would absolutely recommend her and wouldn’t hesitate to book with her again!”

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Amanda M.
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The median cost per night for pet boarding in Osteen is $40

Pet parents share their Rover experiences - Osteen

1 / 1
5.0 out of 5 stars

She sent us lots of pictures of our pup having a good time. Will definitely book again in the future.

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Mindy C.
Boarding
5.0 out of 5 stars

Confesora was a Godsend. She and her husband took such good care of my Baco. He was very nervous on first meeting, but they made him feel so at ease and welcomed. Confesora was nice enough to send me pictures of Baco having a good time during his three night stay. I returned to a very happy puppy and will definitely be using Confesora again.

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Yolanda A.
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
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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 to book pet boarding

  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.
  3. 3. Book & Pay

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Popular requests for pet boarding - Osteen

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Sitters in Osteen average 12
repeat pet boarding clients

FAQs for Pet Boarding - Osteen

Frequently asked questions about Rover

The average cost of Pet Boarding in Osteen is $39 per night as of November 2026. Most bookings cost between $31 and $50 per night. On Rover, 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.

There are 1,961 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 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 Meet & Greet.

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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