Dog Boarding in Winter Garden

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Sitter Profile Image: Mimi E.
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Sitter Profile Image: Mimi E.
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1. Mimi E.

Puppy lover
Winter garden, FL, 34787
2.0 mi. away
Boarding
5.0 out of 5 stars
20 reviews
7 repeat clients
from
$30
per night
Profile image

Mimi did an incredible job boarding our dog. We could tell Joy was enjoying herself while she was there. Loved all the pictures and videos she sent daily. Highly recommend!

Sitter Profile Image: Teresa C.
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Sitter Profile Image: Teresa C.
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2. Teresa C.

Home 24/7 - Small Dog's Only
Ocoee, FL, 34761
3.7 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
21 reviews
6 repeat clients
from
$35
per night
Profile image

Teresa was amazing and took such good care of my pup and treated him like he was her own!! He loved being at her house so much, it was like being on his own little doggie vacation while my family and I got to go on ours!! She sent lots of pictures and videos and stayed in close communication the whole time!! She went above and beyond in every way!! I couldn't ask for a better home away from home for my pup!! Thank you again for everything!! Kiwi can't wait to visit you again!! ?

Sitter Profile Image: Julie B.
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Sitter Profile Image: Julie B.
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3. Julie B.

Enjoy Florida, I got your fur baby!
Winter Garden, FL, 34787
3.5 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
24 reviews
4 repeat clients
from
$45
per night
Profile image

Julie was great! My pup Pepper had such a fun time hanging out with her and Snickers! She was very well taken care of and had so much fun! She played so hard that as soon as we got home she PASSED OUT! So thankful for her.

Sitter Profile Image: Brandi M.
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Sitter Profile Image: Brandi M.
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4. Brandi M.

We love dogs & have the experience!
Ocoee, FL, 34761
3.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
154 reviews
55 repeat clients
from
$28
per night
Profile image

We love using Brandi and her family for our dog sitting when we are out of town. Our dog has grown comfortable in their home and is always happy when we pick him up.

Sitter Profile Image: Jennifer W.
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Sitter Profile Image: Jennifer W.
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5. Jennifer W.

Love my furry friends!
Ocoee, FL, 34761
3.4 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
8 repeat clients
from
$32
per night
Profile image

Jennifer was very nice and showed great care for my buddy Rockie. She kept me updated with pictures and videos throughout his stay. He was so happy the whole stay I definitely recommend her she’s the best! Thank you Jennifer for spending time with Rockie and keeping him happy.

Sitter Profile Image: Rebecca D.
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Sitter Profile Image: Rebecca D.
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6. Rebecca D.

Dog lover with energetic fun dog
Apopka, FL, 32703
8.0 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
21 reviews
6 repeat clients
from
$35
per night
Profile image

Rebecca was the best always responded quickly and was able to answer all my questions and concerns. Sophie is a loveable baby, will definitely use her again.

Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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7. Jackie C.

Rover 101
I ❤️ your dogs like you do! 🐶
Ocoee, FL, 34761
3.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
27 reviews
9 repeat clients
from
$50
per night
Profile image

Jackie did an excellent job caring for my baby! I got pics and daily reports! She has become my permanent sitter for my fur baby! Thanks Jackie, I appreciate you! ❤️

Sitter Profile Image: Poliana D.
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Sitter Profile Image: Poliana D.
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8. Poliana D.

Wholehearted animal lover
Windermere, FL, 34786
5.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
300 reviews
105 repeat clients
from
$55
per night
Profile image

Poliana is the best dog sitter I’ve ever used. She treated my dogs with extra love and care. She went above and beyond to ensure my dogs felt safe and comfortable I her house. My Ginger is older and came from an abusive situation so she needs special attention. Poliana was willing to go the extra mile for her. Recommend her highly and will use her again.

Sitter Profile Image: Christina W.
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Sitter Profile Image: Christina W.
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9. Christina W.

Experienced SAH dog handler
Orlando, FL, 32818
7.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
30 reviews
11 repeat clients
from
$30
per night
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Christina was amazing! We used her as our first dog sitter who wasn’t family. She took amazing care of our baby and even sent us daily updates of their adventures while we were away. Highly recommend and would use her again in the future!

Sitter Profile Image: Eboni D.
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Sitter Profile Image: Eboni D.
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10. Eboni D.

Rover 101
A Safe Haven for Animals
Ocoee, FL, 34761
3.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
73 reviews
31 repeat clients
from
$45
per night
Profile image

Eboni was professional and accommodating to my family’s travel needs. I felt that my dog was safe and comfortable in her care! We will definitely use Eboni again when we travel to the Orlando area

Sitter Profile Image: Beatrice D.
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Sitter Profile Image: Beatrice D.
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11. Beatrice D.

My home is your home
Clermont, FL, 34711
7.9 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
11 reviews
6 repeat clients
from
$35
per night
Profile image

Beatrice and her entire family were attentive and just lovely with our pup, Bart! They sent photos and videos with updates. We will definitely use her again!

Sitter Profile Image: Juliana M.
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Sitter Profile Image: Juliana M.
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12. Juliana M.

You'll be so happy with us.
Ocoee, FL, 34761
4.2 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
13 reviews
3 repeat clients
from
$38
per night
Profile image

Juliana took care of my Homer very well. She provided him with three walks a day and another doggie with whom he could play. Homer always has a blast with Juliana, as she has taken care of my Homer three times.

Sitter Profile Image: Nicole C.
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Sitter Profile Image: Nicole C.
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13. Nicole C.

I love dogs, and love long walks!!
Windermere, FL, 34786
7.2 mi. away
Boarding
5.0 out of 5 stars
41 reviews
15 repeat clients
from
$45
per night
Profile image

Nicole was perfect for my two beagles and she was perfect to work with. She communicated quickly, was caring and informative in her responses, and sent updates with pictures of our dogs. My wife and I were completely comfortable our dogs staying with Nicole and we will use her again. I highly recommend her.

Sitter Profile Image: Angélica S.
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Sitter Profile Image: Angélica S.
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14. Angélica S.

Rover 101
Loving pet sitter, Home full-time
Ocoee, FL, 32818
4.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
25 reviews
10 repeat clients
from
$42
per night
Profile image

Angelica and her family were very welcoming and kind, my dog is usually very shy at first but from the photos I got daily it was clear they were able to make her comfortable. Definitely recommend her and her family if you need a place to board your dog.

Sitter Profile Image: Joyce L.
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Sitter Profile Image: Joyce L.
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15. Joyce L.

I just love animals
Metro West, Orlando, FL, 32835
8.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
31 reviews
7 repeat clients
from
$35
per night
Profile image

Joyce was fantastic. I never felt concerned or worried about my dog being with her. Joyce was as attentive and caring. She was the perfect pet parent when I could not be. I would recommend Joyce to anyone interested in a sitter that will love your dog as much as you do and care for your furry friend like her own child.

Sitter Profile Image: Jeffrey G.
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Sitter Profile Image: Jeffrey G.
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16. Jeffrey G.

Specialized Service
Winter Garden, FL, 34787
1.3 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
4 reviews
from
$47
per night
Profile image

Communication was wonderful. Treated Indy like it was his own dog. Would recommend to anyone! I have a larger lab with lots of energy. He was able to handle him appropriately.

Sitter Profile Image: Rebecca G.
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Sitter Profile Image: Rebecca G.
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17. Rebecca G.

Welcoming your pet in a loving home
Apopka, FL, 32712
10.2 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
21 reviews
7 repeat clients
from
$35
per night
Profile image

Rebecca is the prototype for dog sitters! My dog is always excited to see her and her family when he arrives, and he’s always happy and healthy when I pick him up. She operates in excellence in every way, and I get to be at peace knowing my fur baby boy is well taken care of while in her care! I will be a repeat customer for as long as I possibly can! Thank you Rebecca!

Sitter Profile Image: Kymry G.
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Sitter Profile Image: Kymry G.
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18. Kymry G.

Animal lover/close to local attract
Florida Center, Orlando, FL, 32819
10.0 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
332 reviews
94 repeat clients
from
$35
per night
Profile image

Such a great puppy sitter! She was so sweet to send updates all day so you don’t feel worried about your pup. Would bring my puppy back to her anytime! Highly recommend!

Sitter Profile Image: Michele S.
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Sitter Profile Image: Michele S.
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19. Michele S.

Home full-time - large fenced yard
Gotha, FL, 34734
4.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
31 reviews
16 repeat clients
from
$45
per night
Profile image

Michele was absolutely phenomenal. She was quick to respond, polite and gracious! Our dogs had a blast and were sad to leave! I highly recommend her and will definitely use her again!

Sitter Profile Image: Debbe B.
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Sitter Profile Image: Debbe B.
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20. Debbe B.

Rover 101
B B and B all 3
Apopka, FL, 32703
7.0 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
59 reviews
45 repeat clients
from
$35
per night
Profile image

Debbe did an amazing job with my Opie, she kept me updated at all times with food, walks, potty breaks, and everything in between. She demonstrates a patience and kindness that any pet owner could hope for, especially with it being my first time leaving him with someone other than family. Thanks to Debbe I was able to actually enjoy my vacation without worrying for my pups well-being.

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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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 dog sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Connect anywhere with the Rover app


Rover.com offers the perfect alternative to dog kennels and traditional dog sitting. The next time you head out of town and need someone to take care of your dog, turn to Rover for your dog boarding needs. It's easy to find a loving Winter Garden, FL dog sitter on Rover who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at their sitter's home. Search from hundreds of dog sitters in Winter Garden, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. With Rover, pet boarding is guilt-free, cashless, and convenient. That way, you can hit the road happy knowing your dog's in loving hands while you're away.

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.

You'll also be able to relax when it comes to price, because the cost of dog boarding in Winter Garden, FL is surprisingly reasonable. No matter your budget or lifestyle, there's a dog sitter on Rover to match your wallet. Wondering how much most people pay for Rover dog boarding services? The average dog boarding rates will give you a good sense of what to expect before checking out the individual dog sitters' hourly rates.

In other words, when you use Rover to find Winter Garden dog boarding services, your pet is given the best in loving care and hands-on attention, and you don't need to miss out on that just because life got in the way.

Interested in what it's like on the other side? Do you think you have what it takes to become a dog sitter for Rover? We're always looking for people with a passion for pooches to join our dog boarding roster. If you've been thinking about starting up your own dog boarding business, or even if you've been doing it on your own for a while, you'll want to check out our easy application process and consider joining the hundreds of awesome dog lovers who use the Rover dog boarding platform. When you become a Rover dog sitter, you get access to great support, including premium pet insurance and immediate, cashless payment (no more worrying about whether you'll get paid on time). Why not apply today?

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