Dog Boarding in Winter Park

Find a loving dog sitter to watch your dog overnight at your sitter's home.

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House Sitting
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Doggy Day Care
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Sitter Profile Image: Denise D.
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Sitter Profile Image: Denise D.
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1. Denise D.

Rover 101
I'm home 24/7 - Small dogs only
Maitland, FL, 32751
2.8 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
575 reviews
263 repeat pet owners
from
US$25
per night

I’ve never used this app before so I was very concerned about it I took a chance on it and Denise was the best she sent me daily pictures of my dog and videos of him running around having fun she has a Facebook she posted videos of the dogs playing she kept up with all my questions and concerns if your thinking about using rover definitely do it and trust me Denise is a great pick I will be using her again when I’m in Florida she was very loving and caring with my dog and was clean my dog came back to me with no problems no bugs nothing she watched him like he was her own dog took very good care of him he was happy as can be trust me book with her u will not regret it!!!

Confirmed availability: Easter Weekend
Sitter Profile Image: Steve C.
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Sitter Profile Image: Steve C.
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2. Steve C.

Rover 101
"House of WOOF and sometimes MEOW!
Casselberry, FL, 32707
4.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
1,375 reviews
350 repeat pet owners
from
US$35
per night

Thank you so much for watching our pup over Christmas! You are the best, we know our dog is with a capable and caring sitter when she stays with you.

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Sitter Profile Image: Samantha R.
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Sitter Profile Image: Samantha R.
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3. Samantha R.

A friendly neighborhood pet sitter
Winter Park, FL, 32792
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
7 repeat pet owners
from
US$40
per night

Sam was great! She took great care of my big boy of a Boxer Maximus all while sending regular updates as well as photos of what he was up to. Like most of us our pets are our babies. Im glad to say Sam is someone I was able to trust and not stress while Maximus was away.

Confirmed availability: Easter Weekend
Sitter Profile Image: Kevin S.
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Sitter Profile Image: Kevin S.
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4. Kevin S.

Rover 101
Experienced Dog Handler & Dog Lover
Fern Park, FL, 32730
3.7 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
400 reviews
182 repeat pet owners
from
US$40
per night

Kevin is super super nice person. He's totally good with my baby. He sent many many photos for me to not worry about my baby, and my puppy had a good time at his place!

Confirmed availability: Easter Weekend
Sitter Profile Image: Nikki M.
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Sitter Profile Image: Nikki M.
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5. Nikki M.

A pup's best friends!!
Orlando, FL, 32807
3.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
66 reviews
23 repeat pet owners
from
US$35
per night

Nikki was so great with Archie, I was rest assured that he was safe and having fun! She is super responsible and asked for a quick meet and greet with her dog Hiroshi beforehand, they got along great. Will definitely rebook for future boarding :)

Confirmed availability: Easter Weekend
Sitter Profile Image: Martha D.
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Sitter Profile Image: Martha D.
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6. Martha D.

Who Wants a Belly Rub?
Monterey, Orlando, FL, 32807
4.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
24 reviews
10 repeat pet owners
from
US$38
per night

This wonderful family is like my Archie’s second home now. He is treated with love and care and I couldn’t ask for a better sitter. I feel very lucky to have found them.

Confirmed availability: Easter Weekend
Sitter Profile Image: Nathaniel J.
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Sitter Profile Image: Nathaniel J.
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7. Nathaniel J.

Free 2 play all day! Fenced yard!
Winter Park, FL, 32792
3.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
433 reviews
113 repeat pet owners
from
US$46
per night

Kira always love staying with Nate! He sends pictures and she always come back worn out from playing. Will definitely keep using his services.

Confirmed availability: Easter Weekend
Sitter Profile Image: Carla B.
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Sitter Profile Image: Carla B.
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8. Carla B.

Rover 101
Winter Park Puppy Play
Winter Park, FL, 32792
3.3 mi. away
Boarding, House Sitting
5.0 out of 5 stars
65 reviews
29 repeat pet owners
from
US$40
per night

Carla was very responsive to my messages and I got great pictures, most of which my pup was cuddled right up with her! She was very accommodating with drop off and pick up.

Confirmed availability: Easter Weekend
Sitter Profile Image: Tia W.
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Sitter Profile Image: Tia W.
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9. Tia W.

I'll run, cuddle & play with ur PUP
Casselberry, FL, 32707
4.4 mi. away
Boarding, House Sitting, Doggy Day Care
5.0 out of 5 stars
97 reviews
51 repeat pet owners
from
US$37
per night

I am like THE MOST protective puppy Mom in possibly the ENTIRE free world. (And, yes, I’m willing to put money on that, so if you’re also a protective puppy Mom and would like to make it interesting, YOU’RE ON! ;-) ) In my own delusional and self-righteous mind, only I can do him right —my 2 1/2 yr old Maltese who’s not spoiled at ALL!, that is…. So if I let you alone with my pup once, that’s a gift and a TEST. But, I never make mistakes, so if I allow JJ to grace you with his presence in all his royalty TWICE, well… heck! YOU ARE A KEEPER and clearly deserve a crown too!! …. I’m just kidding, kind of…. But seriously, Tia and her family are the BEST! I trust them. I don’t worry when JJ’s in their care. They keep a warm, loving home that’s inviting and safe for all who stay or live there. And my husband reports that JJ could NOT WAIT to get out of his car to go up to the door! He remembered! And that was like 8 months ago!! He said he couldn’t contain JJ’s excitement and have to call them out to the car to help! (He’s got health conditions.) AND I TOTALLY SEE THE SMILE IN THE PHOTOS THEY SENT!! Warmed my heart. ….still does. Thank you Tia and fam! TIL next time!! :) XXXOOO Julie

Confirmed availability: Easter Weekend
Sitter Profile Image: Kristina G.
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Sitter Profile Image: Kristina G.
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10. Kristina G.

Experienced dog walker
Winter Park, FL, 32792
4.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
66 reviews
29 repeat pet owners
from
US$30
per night

Kristina was extremely sweet! Really had my little Chopper feeling right at home. Very accommodating with any requests. She will always be Chopper’s sitter going forward.

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Sitter Profile Image: Briana A.
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Sitter Profile Image: Briana A.
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11. Briana A.

Home full-tjme/fenced yard
Orlando, FL, 32817
6.5 mi. away
Boarding
5.0 out of 5 stars
122 reviews
40 repeat pet owners
from
US$30
per night

Zoey loves Briana and it seems Briana loves Zoey. It was nice getting updates on how Zoey was doing and what she was doing. I was a little concerned that Zoey was ready to stay and leave her family. It is nice to leave the family member (pet) without having to be concerned that they are being cared for and loved on.

Confirmed availability: Easter Weekend
Sitter Profile Image: Khristina M.
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Sitter Profile Image: Khristina M.
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12. Khristina M.

Rover 101
Safety & Security while you're away
Altamonte Springs, FL, 32701
5.5 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
94 reviews
36 repeat pet owners
from
US$38
per night

Khristina was great! My wife and I were both able to see that she’s truly passionate about animals and absolutely loves dogs! Thank you so so much for taking care of our little fella!

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Sitter Profile Image: Justin B.
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Sitter Profile Image: Justin B.
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13. Justin B.

Providing love & care at all times!
Winter Park, FL, 32789
2.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
35 reviews
14 repeat pet owners
from
US$45
per night

Justin boarded our two dogs for a little bit over the week. We knew that they were receiving great care by how happy they looked in their pictures. We’re grateful for his help. He was easy to communicate and coordinate with! It’s a great feeling knowing that your dogs received lots of love!

Confirmed availability: Easter Weekend
Sitter Profile Image: Tyla C.
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Sitter Profile Image: Tyla C.
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14. Tyla C.

Only the best for your fur babies!
Baldwin Park, Orlando, FL, 32814
2.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
91 reviews
33 repeat pet owners
from
US$45
per night

She’s absolutely the BEST!! My baby had so much fun , made friends with her pup & another one , he had the time of his life, 20 out of 10 would HIGHLY recommend. She’s amazing with accurate updates & the best pictures! Definitely booking again . Can relax knowing your baby is is the safest hands , she has everything for them! She’s super flexible & was able to take us the same day , most amazing sitter he’s ever had & he got to make friends during his board , he definitely fell asleep during the car ride & he was all set & ready with his routine as soon as we picked him up🥰!!!

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Sitter Profile Image: Leda B.
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Sitter Profile Image: Leda B.
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15. Leda B.

I love animals,
Lawsona-Fern Creek, Orlando, FL, 32801
4.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
52 reviews
16 repeat pet owners
from
US$35
per night

Leda and her husband were so amazing! They sent great pictures and took the time to ensure Cooper was comfortable and happy while staying with them. I can tell he had an awesome time at their place and loved their pup’s company! We’ll definitely rebook in the future!

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Sitter Profile Image: Zuleica c.
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Sitter Profile Image: Zuleica c.
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16. Zuleica c.

Looking for a four legged friend
Winter park, FL, 32792
3.2 mi. away
Boarding
5.0 out of 5 stars
12 reviews
2 repeat pet owners
from
US$30
per night

Zuleica was just great with our Fluffy. I felt really at ease with her, she communicated very well and kept us informed on everything. Will definitely recommend her and will definitely keep her in mind for any other needed stays for our Fluffy.

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Sitter Profile Image: Cheri T.
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Sitter Profile Image: Cheri T.
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17. Cheri T.

Rover 101
Puppy Luv Boarding & Daycare
Apopka, FL, 32703
7.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
162 reviews
37 repeat pet owners
from
US$40
per night

It was the first time we traveled over 16 hours from home with our 2 dogs for an entire week, and I was nervous to drop my furbabies off for a week-well Cheri made us very comfortable and we did not have 1 worry when she watched them. She was warm and welcoming, totally easy going with a silly personality that was perfect for us and our dogs! She sent us various pictures and videos everyday and took them on walks-very appreciative of that! She was very flexible and quickly sent text messages back as well! Definitely the best choice in my opinion and will be contacting her again for future visits!

Sitter Profile Image: Heather G.
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Sitter Profile Image: Heather G.
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18. Heather G.

Experienced dog (and cat) mom
Winter Park, FL, 32792
1.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
1 repeat pet owner
from
US$30
per night

Heather was an awesome sitter for our Lily. Her dogs mingled well with our 15lbs princess! The two night stay went well. We highly recommend Heather !

Confirmed availability: Easter Weekend
Sitter Profile Image: Brittany P.
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Sitter Profile Image: Brittany P.
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19. Brittany P.

Cozy home to play, relax & explore!
Winter park, FL, 32789
2.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
180 reviews
87 repeat pet owners
from
US$45
per night

She is an excellent caregiver and very patient, I take care of my 4-month-old Labrador puppy, she sent me photos and reports, super good caregiver, I would repeat a thousand times!

Confirmed availability: Easter Weekend
Sitter Profile Image: Sitara H.
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Sitter Profile Image: Sitara H.
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20. Sitara H.

Come for a pawtastic time!
Winter Park, Orlando, FL, 32792
2.1 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
7 reviews
1 repeat pet owner
from
US$35
per night

I am sooo pleased and happy with the care my baby boy got. Keep me posted the whole time. Definitely will use her again. Thank you so much I really appreciate you.

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Winter Park Dog Boarding ratings

Overall Rating:
4.9 out of 5 stars

Dog sitters in Winter Park are rated on average 4.9 out of 5 stars based on 2,155 reviews.

Rover also offers Dog Boarding in:

Rover also offers other services in Winter Park:


Rover.com is the simple, savvy way to find and book Winter Park pet boarding. It's easy to find the perfect dog sitter - many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book dog boarding on Rover, your dog will enjoy a loving staycation in their sitter's home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter in Winter Park, FL has the option to complete a background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of our dog kennel alternatives. When you book [city name] dog boarding on Rover, your dog gets the loving care they deserve, and you get peace of mind.

If you're the sort of person who likes to book services when you're out and about, you'll love the Rover dog boarding app. In minutes, you'll be able to view hundreds of experienced dog sitters no matter where you are, or re-book on-demand with your puppy's favorite dog sitter. You'll get to check in in real-time to see how your dog's day is going, with the photo updates feature from your dog sitter via the Rover dog boarding app. And if you hate carrying cash, or calculating tips, you'll love the Rover app's cashless payment feature which enables fast, secure payment of your dog sitter without money needing to change hands.

The price of dog boarding in Winter Park, FL might not be as much as you thought. Whatever your price range, you'll find a dog sitter on Rover for almost any budget. Interested in finding out what the typical Rover dog sitter expects as a dog boarding fee? Visit our average dog boarding rates report to see the general fees before checking out an individual dog sitter's hourly rates.

In short, when you book Winter Park dog boarding on Rover, your dog gets the loving care they deserve, and you get to relax, knowing that your pet is in good hands.

Are you a dog lover who wants to know more about how to turn your passion into profit? There's lots of opportunity to earn money with dog boarding in East Hill-Meridian, WA. If you're not sure where to start, visit our page about how to become a dog sitter. We're always happy to include new dog sitters in our dog boarding service listings, and the simple application process means you can start your own dog boarding business in no time. We also take the hassle out when it comes to paperwork, because all our Rover dog sitters have access to helpful benefits including premium pet insurance and cashless payment feature, so you don't have to worry about getting paid on time. Why not apply today?

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