Dog Boarding in Winter Park

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

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Boarding
House Sitting
Drop-In Visits
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
583 reviews
265 repeat clients
from
$25
per night

Denise was excellent. She took pictures and updated me regularly. Tobey made new friends and I think was sad to leave. I would highly recommend Denise for your dog boarding needs.

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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
1,394 reviews
358 repeat clients
from
$35
per night

We are so sad to move away from Oviedo and away from Steve. He was always so dependable and able to watch our 3 dogs on short notice if needed. He took such great care of our babies. He gave them their meds when needed and they were always so happy to see him. We will miss him and his wonderful family!!

Sitter Profile Image: Martha D.
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Sitter Profile Image: Martha D.
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3. 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
25 reviews
11 repeat clients
from
$38
per night

Martha & her family took great care of my little yorkie. It was our first time using Rover and her first time not staying at a family members home. We couldn’t be more happy with the care and updates we received! If we’re in the Orlando area again we would definitely feel comfortable leaving her with Martha & her sweet family!

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Sitter Profile Image: Carla B.
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Sitter Profile Image: Carla B.
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4. 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
68 reviews
29 repeat clients
from
$40
per night

Carla was absolutely amazing with my dog! She went out of her way to make sure my dog was happy and sent several picture updates. Would definitely use her again and again!

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Sitter Profile Image: Nathaniel J.
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Sitter Profile Image: Nathaniel J.
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5. 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
450 reviews
119 repeat clients
from
$49
per night

Top level service!!! Just like the reviews say, you get pictures of your fur kids daily. Nathaniel is very responsive and makes you feel welcomed. I would definitely use him again.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Nikki M.
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Sitter Profile Image: Nikki M.
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6. 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
69 reviews
25 repeat clients
from
$35
per night

Nikki is amazing with our Willow bear. She has so much fun when she goes over there. Nikki keeps us updated with pictures and videos throughout the stay. Highly recommend using her as a sitter!

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Sitter Profile Image: Leda B.
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Sitter Profile Image: Leda B.
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7. 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
55 reviews
17 repeat clients
from
$35
per night

Leda and her husband were so sweet and loving to my little Chelsea. I could tell that Chelsea loved them too! Usually Chelsea doesn't have much of an appetite when I leave her with someone new, but when I picked her up I could see that she had not lost any weight and looked really content and happy. I will definitely call on Leda again to care for my little fur baby ;)

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Sitter Profile Image: Kevin S.
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Sitter Profile Image: Kevin S.
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8. 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
403 reviews
183 repeat clients
from
$40
per night

Absolutely excellent service provider!! I honestly don’t think I can say more, his knowledge and communication were exceptional!! Thank you so much Kev!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Justin B.
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Sitter Profile Image: Justin B.
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9. 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
15 repeat clients
from
$45
per night

Justin did a great job taking care of our puppy while we were out of town for a week! He sent us lots of pictures and his dog was great playmate for Maverick. I would definitely use him again and recommend him to anyone looking for a dog sitter!

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Sitter Profile Image: Briana A.
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Sitter Profile Image: Briana A.
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10. Briana A.

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

Brianna was so great and wonderful to my little princess! Great communication and flexibility. Was very understanding and attentive to Sabrina’s needs. Sabrina loved her stay !

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jennifer B.
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Sitter Profile Image: Jennifer B.
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11. Jennifer B.

Runs with dogs 🐕 🏃‍♀️
Altamonte Springs, FL, 32714
6.5 mi. away
Boarding
5.0 out of 5 stars
11 reviews
2 repeat clients
from
$30
per night

By far it has been the best experience I’ve had with a sitter! My dogs were well taken care of and I had peace of mind the whole time was away. I will definitely book again 🙌🏼❤️

Sitter Profile Image: Soni M.
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Sitter Profile Image: Soni M.
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12. Soni M.

DOGS ARE PEOPLE TOO!
East Central Park, Orlando, FL, 32803
4.2 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
22 reviews
6 repeat clients
from
$35
per night

Soni came in clutch for my Domi when I couldn’t take him to my parents’ time share. She kept me updated with pics and regular check-ins, and he had a blast with her dog, Lulu. I highly recommend Soni and would totally use her again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Deanna B.
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Sitter Profile Image: Deanna B.
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13. Deanna B.

A home away from home
Maitland, FL, 32751
2.5 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$30
per night

Outstanding! Thank you Deanna for taking such great care of Shadow and making it possible for Chris to attend school. 🐾💗

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Sitter Profile Image: Tia W.
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Sitter Profile Image: Tia W.
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14. 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
101 reviews
52 repeat clients
from
$37
per night

Tia is Amazing, she has watched Maverick multiple times. She is so flexible and I love her pictures updates. Maverick loves staying over. Trust her with him 100%. Maverick will be back without a doubt!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Brad K.
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Sitter Profile Image: Brad K.
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15. Brad K.

Experienced dog handler & dog lover
Winter Park, FL, 32792
3.0 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
16 reviews
5 repeat clients
from
$26
per night

Brad was awesome and my fur son Mac had a great time there. I was nervous because it was my first time boarding him, but was put to ease with updates and pictures. I was afraid my boy wouldn’t want to leave, lol! Will use Brad again for sure.

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Sitter Profile Image: Diana Marcela A.
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Sitter Profile Image: Diana Marcela A.
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16. Diana Marcela A.

Your pets are a part of our family
Orlando, FL, 32817
3.5 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
38 reviews
9 repeat clients
from
$35
per night

Diana and her children were amazing to Tula. They sent me frequent updates, their home was so clean and comfortable and my pup had a great time with a loving family.

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Sitter Profile Image: Zuleica c.
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Sitter Profile Image: Zuleica c.
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17. Zuleica c.

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

Zuleica was so good to our dog. He was very well taken care of. She shared pictures and updates everyday and I enjoyed my trip knowing that he was in good hands ❤️

Sitter Profile Image: Glenys H.
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Sitter Profile Image: Glenys H.
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18. Glenys H.

Fenced yard- I have 2 Basset Hounds
Colonicaltown North, Orlando, FL, 32803
2.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
9 reviews
6 repeat clients
from
$25
per night

Glenys was awesome! She checked in with me prior to dropping my dog off to confirm and kept me updated on my baby’s stay. I felt safe leaving my dog with her and would recommend and utilize her services in the future.

Sitter Profile Image: Heather G.
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Sitter Profile Image: Heather G.
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19. 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 client
from
$40
per night

Heather and her family (including her own fur babies) are the BEST! I was nervous to leave my little one for such a long time while visiting family on the other side of the globe. But Kiwi started getting excited when we arrived in Heather's neighborhood, and ran up to her as soon as we arrived. Heather sent me updates with photos EVERY day. I could easily see Kiwi was very well cared for and having a great time. It was such a comfort and allowed me to be present with my family versus worrying about my little one. THANK YOU HEATHER ❤️

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Sitter Profile Image: Cheri T.
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Sitter Profile Image: Cheri T.
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20. 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
165 reviews
37 repeat clients
from
$40
per night

I've tried a few other sitters and I can always tell when my Simba feels comfortable right away. He never allows strangers to touch his face and he cheerfully allowed Cheri to nuzzle him. I've finally found a keeper. Thank you! See you in a few weeks!

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Winter Park Dog Boarding ratings

Overall Rating:
4.9 out of 5 stars

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

Rover also offers Dog Boarding in:

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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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