Dog Boarding Osteen

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Over 252
pet parents in Osteen have booked dog boarding

Osteen, Find top rated dog 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: Lili S.
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Lili S.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 261 reviews
73 repeat clients
5 years of experience
Deltona, FL, 32725

“Lili goes above and beyond for my dog Hank he has so much fun there and meets other dogs she definitely knows how to handle the dogs and gives them so much attention I highly recommend her!!”

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Janice W.
Sitter Profile Image: Susana M.
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Susana M.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 98 reviews
24 repeat clients
26 years of experience
Deltona, FL, 32725

“Susana was very friendly, kept me up to date with photos of my dog. House was clean and my dog seemed very happy. I would definitely use her again”

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Cheryl B.
Sitter Profile Image: Lisa & Myranda F.
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Lisa & Myranda F.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 24 reviews
17 repeat clients
5 years of experience
Deltona, FL, 32738

“Lisa and Myranda were very nice,and very pleasant to talk to 🙂This was the very first time I ever left my dogs with anyone so I was very nervous they never interacted with any other dogs either but Lisa and Myranda put my husbands and my mind at ease 🙏🏼they assured me everything would be fine and it was.they also kept me updated on my babies K was very happy they took very good care of Loki and xena I would DEFINITELY USE THEM AGAIN ❤️”

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Millie B.
Sitter Profile Image: Karla & Victor M.
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Karla & Victor M.
Star Sitter
from
$38
per night
4.9 out of 5 stars
• 63 reviews
21 repeat clients
15 years of experience
Deltona, FL, 32725

“Karla and Victor we're great! They were so nice and very communicative. Their house was very clean and they their fenced backyard was perfect for the dogs to play in. We will definitely use them again!”

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Jennifer H.
Sitter Profile Image: Bruce C.
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Bruce C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 583 reviews
160 repeat clients
50 years of experience
Oviedo, FL, 32765

“Bruce was great for Maci! The yard is great for her to play around in. Sent us lots of pictures while we were away which was very reassuring. Will definitely reach out to Bruce in the future.”

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Sabrina H.
Sitter Profile Image: Kimberly C.
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Kimberly C.
from
$45
per night
4.8 out of 5 stars
• 20 reviews
11 repeat clients
5 years of experience
Deltona, FL, 32738

“Kimberly and her husband were amazing to our fur baby!! She provided photos and kept us updated during her stay. We will definitely be using them for future boarding.”

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Allee B.
Sitter Profile Image: Linda D.
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Linda D.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 129 reviews
35 repeat clients
66 years of experience
Deland, FL, 32720

“Linda is so knowledgeable about dogs in general but also keeps you well informed about your pets wellbeing! This was our first time using her or blurring them at all and I can tell you they had a ball, which comforted us greatly. She’s a gem I would highly recommend her!”

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Jean K.
Sitter Profile Image: Laura L.
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Laura L.
from
$35
per night
5.0 out of 5 stars
• 6 reviews
3 repeat clients
15 years of experience
Deland, FL, 32724

“Laura is a great sitter! She looked after our pup for 3 nights and made her feel very at home. We highly recommend her!”

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Lydia G.
Sitter Profile Image: Cristy N.
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Cristy N.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 198 reviews
89 repeat clients
19 years of experience
Lake Mary, FL, 32746

“Niko always has a great time with Cristy! She is great and always quick to respond to anything and sends pics, which we really appreciate while we are away! :)”

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Amanda B.
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
• 25 reviews
5 repeat clients
40 years of experience
Orange City, FL, 32763

“Leslie and James were great! They were very easy to work with. They sent photos every day. It was great to see Audrey each day and how much fun she was having. I would try to work with them again. Thank you both!”

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Linnea C.
Sitter Profile Image: Brett W.
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Brett W.
from
$34
per night
5.0 out of 5 stars
• 9 reviews
4 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: Shannon M.
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Shannon M.
Star Sitter
from
$28
per night
5.0 out of 5 stars
• 9 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: Hailey D.
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Hailey D.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 26 reviews
9 repeat clients
8 years of experience
Oviedo, FL, 32765

“We had a wonderful experience with our dog sitter! She took amazing care of our dog, kept us updated with messages and photos, and treated our pet like family. It gave us real peace of mind while we were away. We came home to a happy, healthy dog, and we couldn't be more grateful. We highly recommend her to anyone looking for a caring, reliable, and trustworthy pet sitter. Thank you for everything!”

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Michael M.
Sitter Profile Image: Fahriye G.
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Fahriye G.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 141 reviews
44 repeat clients
20 years of experience
Oviedo, FL, 32765

“Fahriye and her husband were super amazing with our two, energetic little dogs! Our sitter originally canceled on us last minute the day before our trip and were extremely thankful they were able to watch Charlie and Gojo for us! She sent us updates while we were on our trip and the cutest photos! Doggies came home with a huge smile on their faces and took a huge, long quiet nap afterwards, which shows they definitely had a blast! Didn’t realize until I got home, but they even gifted us such a thoughtful, adorable dog waste bag holder with Charlie and Gojo’s name and face as a sticker from the photos she sent us! I was obsessed with these and switched it out the other one immediately lol. Would definitely book with them again! Thank you again guys!”

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Thao L.
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: Briana A.
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Briana A.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 163 reviews
57 repeat clients
10 years of experience
Orlando, FL, 32817

“Briana took great care of Linus and sent pictures and updates about Linus's activities when he was boarded with her for a weekend. She has lots of experience with small dogs, so I felt good about leaving Linus with her, and I relaxed more and more with each text. Thanks so much, Briana!”

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Donna L.
Sitter Profile Image: Denys H.
Verified Background Check
Denys H.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 85 reviews
25 repeat clients
17 years of experience
Altamonte Springs, FL, 32714

“My dog enjoys her time with Denys. I've used her twice now and will continue. She sends regular updates and is patient with my anxious-excited doggy.”

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Dionna J.
Sitter Profile Image: Javier & Milagros O.
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Javier & Milagros O.
Star Sitter
from
$48
per night
5.0 out of 5 stars
• 62 reviews
21 repeat clients
30 years of experience
oviedo, FL, 32766

“Javier & Milagros earn every bit of 5 stars…from the meet and greet where they accommodated us, the photos and video througj his stay and the pick up. They were very warm and loving to Rex. He was very happy with them. I almost dont want to continue to rave about them for selfish reasons ?. Will definitely use again!”

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Roberto G.
Sitter Profile Image: Mya D.
Verified Enhanced Background Check
Mya D.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 17 reviews
5 repeat clients
18 years of experience
Orlando, FL, 32826

“Mya has watched our dog multiple times on very short notice. She is very communicative and open to working with the dog owners on care, pick up, drop off, etc. Maybe more importantly, her dog got our dog to play and run around when he is normally pretty lazy.”

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Eric L.
Sitter Profile Image: Emily F.
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Emily F.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 452 reviews
134 repeat clients
20 years of experience
DeLand, FL, 32720

“I am so grateful for Emily and her family taking such wonderful care of my special needs kitty in their home for the past few days. My cat is unable to walk, and they gave her plenty of extra attention and love. Really they spoiled her more than she is at home, taking her on walk-abouts outside, showing her videos on the tv, brushing and scratching her, and giving the essential care that is needed for a disabled animal with special love and kindness. Emily’s daughter even read to her! I am looking forward to leaving her and my dogs at Emily’s the next time we have to travel without them. I strongly recommend Emily to care for anyone’s pets, whether with special needs or not. It’s obvious that she and her husband and daughter all love taking good care of them!”

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Bonnie & Chris R.
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The median cost per night for dog boarding in Osteen is $40

Dog parents share their Rover experiences - Osteen

1 / 1
5.0 out of 5 stars

They did a fantastic job taking care of my two dogs! I highly recommend them and will definitely be using their services anytime I need a pet sitter. 🐾

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Cindy A.
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
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.

How to book dog boarding

  1. 1. Search

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

    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.

Popular requests for dog boarding - Osteen

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Osteen average 12
repeat dog boarding clients

FAQs for Dog Boarding - Osteen

Frequently asked questions about Rover

The average cost of Dog Boarding in Osteen is $39 per night as of October 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.

As of October 2026, there are 1,942 sitters on Rover offering Dog Boarding across Osteen. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

96% of sitters in Osteen can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Osteen home-away-from-home, packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Osteen.

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Osteen sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

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 .

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.

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

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 dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog 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.

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