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
19 reviews
6 repeat clients
from
$30
per night

Mimi did an excellent job watching Chloe!! She sent videos and kept me up to date in how Chloe was doing. I will most definitely have Mimi watch our baby again!

Sitter Profile Image: Ellen B.
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Sitter Profile Image: Ellen B.
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2. Ellen B.

Dog park walking distance to home!
Winter Garden, FL, 34787
2.0 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
from
$50
per night

Ellen was great... She took great care of my 130 pound lab. Great communication. She keeps you updated with pictures and communication on how your pet is doing. Definitely use again.

Sitter Profile Image: Linda R.
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Sitter Profile Image: Linda R.
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3. Linda R.

Your Dog's Best Friend
Winter Garden, FL, 34787
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
6 repeat clients
from
$38
per night

Linda is a wonderful host. She took great care of our dog and was very communicative, sending us photos throughout each day and letting us know what he was up to. I’m glad to have a resource like her and looking forward to using her again!

Sitter Profile Image: Wendy B.
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Sitter Profile Image: Wendy B.
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4. Wendy B.

Home full-time, can medicate
Winter Garden, FL, 34787
1.3 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
99 reviews
58 repeat clients
from
$35
per night

Wendy and her family are a Godsend. We left our pup, Spookie, for about 6 days and would gladly do it again! She was very attentive of Spookie! They made us feel security in leaving him at their home since they were very kind and loving. Wendy didn’t hesitate to send us pictures of him and always informed us of his whereabouts. Before booking she schedules a meet and greet with the pups if there will be other overlapping requests. The meet and greet’s were quick but effective, which made Spookie more comfortable with everyone. Wendy, Thank you again for watching Spookie while we were away! ????

Sitter Profile Image: Julie B.
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Sitter Profile Image: Julie B.
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5. 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
19 reviews
3 repeat clients
from
$45
per night

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: Liz J.
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Sitter Profile Image: Liz J.
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6. Liz J.

Dog Lover Here!
Oakland, FL, 34787
3.6 mi. away
Boarding
5.0 out of 5 stars
6 reviews
1 repeat client
from
$40
per night

Liz took great care of our dog (Shorti) while we were on vacation. She provided us with updates and cute pictures of Shorti. Liz was extremely accommodating when our flight got delayed and allowed us to pick up Shorti later than expected. She also offered to keep Shorti an extra night, due to flight delays.

Sitter Profile Image: Teresa C.
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Sitter Profile Image: Teresa C.
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7. 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
16 reviews
5 repeat clients
from
$40
per night

Teresa is so great with fur babies! The first time Coco stayed with her, she didn’t want to leave on pick up day! This (2nd) time, Coco knew where we were and pulled me up her walkway. Coco loves Teresa, her husband and her dog, Lucy!

Sitter Profile Image: Jennifer W.
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Sitter Profile Image: Jennifer W.
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8. 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
20 reviews
7 repeat clients
from
$32
per night

Jennifer is fantastic! We had to be away from our dog for the longest period of time we ever have, and we felt very comfortable leaving our dog with her. Jennifer sends pictures frequently, keeps us updated, and also has the option for you to access a pet cam for longer stays. She’s very easy to communicate with and we’re so glad to have found a sitter we trust and feel safe with!

Sitter Profile Image: Poliana D.
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Sitter Profile Image: Poliana D.
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9. 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
269 reviews
100 repeat clients
from
$50
per night

I am so happy we booked Poliana to watch our dog for the day and night. She was very easy to communicate with and sent so many cute photos of Frankie enjoying her time. It was the perfect setup for Frankie - lots of human and dog interaction, plus comfy places for her to sleep and relax. I will definitely book her again the next time I’m in town!

Sitter Profile Image: Christina W.
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Sitter Profile Image: Christina W.
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10. 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
24 reviews
8 repeat clients
from
$30
per night

Christina was wonderful with the care of my dog QC. Our dog's are our children , which some do not understand. So I was pretty nervous due to past experiences with close friends. Christina kept me well updated & sent me pictures of him. My boy is very energetic & sometimes I need him to calm down .. lol. After coming back from Christina's he was very calm. Went straight to the bedroom & layed out on the carpet snoring loud 😂. I would Definitely recommend & definitely rebook with her.

Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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11. 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
19 reviews
5 repeat clients
from
$40
per night

I highly reccomend Jackie C. She took really good care of Maya, a nervous gal at all times. Jackie kept me updated with photos and comments. I think Maya enjoyed her stay. Five stars!

Sitter Profile Image: Jeff M.
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Sitter Profile Image: Jeff M.
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12. Jeff M.

Home full time, caring for your pup
Clermont, FL, 34711
7.4 mi. away
Boarding
5.0 out of 5 stars
21 reviews
8 repeat clients
from
$35
per night

My Ollie was happy with his week stay at Jeff and Margot. Jeff made it easy with meeting Ollie before his stay and making sure he got all info about making him comfortable. Will be using him for future stays.

Sitter Profile Image: Kim G.
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Sitter Profile Image: Kim G.
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13. Kim G.

Rover 101
A caring, fun wellness experience!
Windermere, FL, 34786
6.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
31 reviews
12 repeat clients
from
$48
per night

Kim did an amazing job watching our senior dog. We usually leave him at pet boarding but we decided to try Rover and we are so happy we did. Kim sent daily updates and photos and we could see he was getting lots of attention. We would use her services again and recommend her to anyone looking for an experienced and caring dog sitter.

Sitter Profile Image: Tia R.
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Sitter Profile Image: Tia R.
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14. Tia R.

Your Pet’s New Bestie!
Ocoee, FL, 34761
4.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
20 reviews
5 repeat clients
from
$35
per night

Tia is very quick to respond. She sends pictures and updates daily. She follows directions and sticks to a schedule. She has a great yard for dogs to play. Willow got pretty dirty, as dogs do when they play outside. But I picked up a clean, happy dog. I would definitely recommend Tia if you are particular about how your dog is taken care of while you are gone. I will use her again, without hesitation.

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
18 reviews
4 repeat clients
from
$30
per night

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: Kymry G.
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Sitter Profile Image: Kymry G.
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16. 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
306 reviews
90 repeat clients
from
$35
per night

We only want the best for our little furry family member, and Kymry is simply the best. We love the pictures she sends throughout the day to keep us updated and you can tell that she treats our dog as well as we would.(and sometimes even better!) Thank you, Kymry. You are our "Go to" for when we need someone to leave our dog with, and peace of mind.

Sitter Profile Image: Angélica S.
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Sitter Profile Image: Angélica S.
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17. 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
23 reviews
7 repeat clients
from
$42
per night

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: Carilyn & Jorge M.
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Sitter Profile Image: Carilyn & Jorge M.
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18. Carilyn & Jorge M.

Taking care of your pets as our own
Orlando, FL, 32808
7.8 mi. away
Boarding, House Sitting, Doggy Day Care, Dog Walking
5.0 out of 5 stars
55 reviews
15 repeat clients
from
$33
per night

Carilyn & Jorge were awesome. They sent me pictures everyday with a daily report on how he’s doing. My puppy was loving all the attention. Her and her family gave him. They worked with me with the time when flight was later than expected. Overall very happy with them.

Sitter Profile Image: Elinor S.
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Sitter Profile Image: Elinor S.
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19. Elinor S.

Life long animal lover for hire!
Clermont, FL, 34711
7.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
19 reviews
6 repeat clients
from
$35
per night

My husband and I are blown away at the level of service and care Elinor provided for our babies. We missed them so much and she kept us updated with pictures, cleaned their bedding and bowls and we had never received our dogs back looking so good! She went above and beyond and integrated our dogs into her family. Can’t ask for anything more than that. We hope to use her services again in the future.

Sitter Profile Image: Rennan C.
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Sitter Profile Image: Rennan C.
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20. Rennan C.

Animal lover!
Orlando, FL, 32836
8.5 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
43 reviews
7 repeat clients
from
$48
per night

Rennan takes care of our dog like his own! He goes above and beyond to help us and accommodate us. He is the BEST and we use him every time we need someone to take care of our dog!

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Over 80 million pet care services have been booked by our community of loving pet people

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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.

Winter Garden Dog Boarding ratings

Overall Rating:
4.9 out of 5 stars

Dog boarders in Winter Garden are rated on average 4.9 out of 5 stars based on 1,677 reviews.


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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