Dog Boarding Osteen

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Over 215
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: Laurie B.
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Laurie B.
Star Sitter
from
$30
per night
4.9 out of 5 stars
71 reviews
32 repeat clients
20 years of experience
Orange City, FL, 32763

Laurie and Michael provided a safe and loving home for Cowboy while we attended the Daytona 500 weekend festivities. Highly recommend! Absolutely no worries and Laurie sent videos and pictures throughout the weekend. ⭐️⭐️⭐️⭐️⭐️

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Jenny R.
Sitter Profile Image: Lili S.
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Lili S.
Star Sitter
from
$32
per night
5.0 out of 5 stars
238 reviews
66 repeat clients
5 years of experience
Deltona, FL, 32725

Jack loves spending time with Lili. He is fearful around other dogs when he is with me. But when he goes to Lili’s house he is part of the dog pack and falls right in line. She has a huge yard and an even bigger heart! ❤️

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Erin K.
Sitter Profile Image: Fahriye G.
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Fahriye G.
Star Sitter
from
$48
per night
5.0 out of 5 stars
78 reviews
23 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: Susana M.
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Susana M.
Star Sitter
from
$38
per night
5.0 out of 5 stars
89 reviews
21 repeat clients
26 years of experience
Deltona, FL, 32725

I have use Susana's service few times and I feel very comfortable with her, my dogs are taking care very well by her. I can see that she love dogs and I see that my dogs loves going to her house.

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

I left my pup for the first time for a week with Sarah. She made me and my pup feel so comfortable! My dog had such a good time with her and her doggies and was immediately comfortable with which was so nice to see! Her updates throughout the day were so nice to see and see was so accommodating! I would definitely recommend her to others and will be booking her for future purposes!

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

Dobby’s first ever overnight stay couldn’t have gone any better! Caroline and her family are so kind and caring. She communicated throughout his stay with pictures and updates. When we went to pick up Dobby, while he was super happy to see us, he was also calm. This shows how good the staycation was!! Thank you so much for taking care of our furbaby ❤️

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

Andrea took amazing care of mars! She sent over tons of photos and was very flexible with my schedule. Mars felt very at home by the time I came to pick him up :) definitely planning on requesting Andrea in the future!

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Kayla O.
Sitter Profile Image: Caitlyn K.
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Caitlyn K.
Star Sitter
from
$35
per night
5.0 out of 5 stars
28 reviews
9 repeat clients
16 years of experience
Lake Mary, FL, 32746

Our little ones were happy and well taken care of while we were away. Thanks Kaitlyn!!

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Cristy W.
Sitter Profile Image: Bruce C.
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Bruce C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
577 reviews
158 repeat clients
50 years of experience
Oviedo, FL, 32765

Bruce was very communicative and send photos regularly and my Dog had the time of her life specifically running around in the big fenced in yard.

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Aayanna H.
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: Linda D.
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Linda D.
Star Sitter
from
$35
per night
5.0 out of 5 stars
111 reviews
30 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: Ryan C.
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Ryan C.
Star Sitter
from
$26
per night
5.0 out of 5 stars
38 reviews
15 repeat clients
20 years of experience
NEW SMYRNA BEACH, FL, 32168

Ryan was great to use. She was very flexible with drop off and pick up. Our dog was in good hands with her. Would use her again in the future.

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

Asking you to watch Nami is the biggest compliment I can give you, because I only trust Nami with the best".It’s clear she loved staying with you so I could enjoy my trip without worrying & I didn't worry for a second". Thank you for all the pictures as well... Be prepared for my next trip 😆 because she's staying with her "other" mommie & papa!

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Frankicha D.
Sitter Profile Image: Shannon L.
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Shannon L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
37 reviews
10 repeat clients
30 years of experience
Oviedo, FL, 32765

Shannon was amazing with my old man. I had booked someone previously but was uncomfortable with it and then I found Shannon. She put me at ease. I would 100% rebook next time we go out of town.

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Rebekkah R.
Sitter Profile Image: Douglania B.
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Douglania B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
424 reviews
162 repeat clients
5 years of experience
Sanford, FL, 32771

We couldn’t be happier with the care our dog Layla received! This was the second time we’ve left her with Douglania, and once again, it was a fantastic experience. Layla had such a great time and was clearly well cared for, happy, and comfortable the entire stay. It gives us so much peace of mind knowing she’s in such good hands. We truly appreciate the attention, kindness, and reliability, and we wouldn’t hesitate to book again. Highly recommend Douglania to anyone looking for a trustworthy and caring pet sitter!

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Varsha N.
Sitter Profile Image: Meryl M.
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Meryl M.
from
$40
per night
5.0 out of 5 stars
3 reviews
2 repeat clients
21 years of experience
Deltona, FL, 32738

Very kind, supportive and detail oriented. I was anxious about leaving him with someone new for a last moment trip, but I'm glad that we were able to leave him with Meryl. Very happy

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Aurora B.
Sitter Profile Image: Rebecca B.
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Rebecca B.
Star Sitter
from
$25
per night
5.0 out of 5 stars
12 reviews
7 repeat clients
15 years of experience
Casselberry, FL, 32707

Becca was awesome with Charlie. Great communication and would definitely use again.

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Stefanie C.
Sitter Profile Image: Leon S.
Leon S.
Star Sitter
from
$25
per night
5.0 out of 5 stars
271 reviews
108 repeat clients
10 years of experience
Deland, FL, 32720

I used Leon to watch my baby for 11 nights while I was on a cruise. I was able to bring my Lola over for a meet and greet to ensure I made the right choice. Leon provided a fenced in yard for dogs to play. He was quick to identify a behavior issue and explained how to correct it. That sealed the deal for me! While I was away, I received two messages with pictures of Lola adapting well to new surroundings and people. It’s very clear Leon cares for animals, I felt comfortable leaving my Lola with him and will use him again!

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Beth C.
Sitter Profile Image: Mj M.
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Mj M.
Star Sitter
from
$36
per night
5.0 out of 5 stars
64 reviews
29 repeat clients
20 years of experience
Lake Mary, FL, 32746

Mj Was so good with Sammy. I felt very safe and happy he was with them. They cared for Sammy as if he was their own dog. I would definitely use them again

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Melissa R.
Sitter Profile Image: Victoria R.
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Victoria R.
Star Sitter
from
$38
per night
5.0 out of 5 stars
39 reviews
12 repeat clients
15 years of experience
Sanford, FL, 32771

Victoria was great with Marley. We received lots of pictures and updates, it was clear Marley was well cared for. We would highly recommend this sitter!

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Max D.
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The median cost per night for dog boarding in Osteen is $40

Dog parents share their Rover experiences - Osteen

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5.0 out of 5 stars

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.
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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  • 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

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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.

  • 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 dogs like family

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Popular requests for dog boarding - Osteen

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Sitters in Osteen average 12
repeat dog boarding clients

FAQs for Boarding - Osteen

Frequently asked questions about Rover

The average cost for Dog 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 Dog 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 Dog Boarding. For more information on service fees, click here .

As of July 2026, there are 1,969 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 rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

95% of Osteen sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Osteen landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

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

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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