Dog Boarding in Winter Garden

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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Wendy B.
1.
Home full-time, can medicateWinter Garden, FL, 34787
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

So kind and worked with us last minute when our sitter fell through over the holidays. Sent lots of photos and kept in communication about how my dogs were doin… (more)

from
$29
per night
Confirmed availability: Memorial day
Jerry P.
2.
Lake Butler Doggy DaycareWindermere, FL, 34786
Dog Boarding, Doggy Day Care

Jerry was amazing! This was our first time leaving Ali with a sitter outside our home and we were worried about her. Jerry took great care of her and sent many … (more)

from
$40
per night
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Lisa M.
3.
Animal lover & treat ur dog as minOcoee, FL, 34761
Dog Boarding, Doggy Day Care, Dog Walking

Lisa is the best! She takes such great care of our two bullmastiffs and they just love spending time with her. She sends great photos and gives lots of love a… (more)

from
$38
per night
Toni R.
4.
A Puppy's Pal named ToniWinter Garden, FL, 34787
Dog Boarding, Doggy Day Care, Dog Walking

***** A True Animal lover indeed! ****** ..... VERY Professional and Firendly!! ............ Punctual and Polite... .. My Fur Baby was Excited and seemed ver… (more)

from
$25
per night
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Christine N.
Let’s play togetherWinter garden, FL, 34787
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Such a precious pair of ladies doing an absolutely incredible job at providing the best care and pet services around. Christine and Linda are both very professi… (more)

from
$36
per night
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6.
Dog lover with a huge fenced yard!!Winter Garden, FL, 34787
Dog Boarding, Drop-In Visits, Doggy Day Care

It was my first boarding experience with Lorena was amazing as both my dogs were well taken care of. She is so accommodating with the schedule I will use her ag… (more)

from
$30
per night
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7.
Born and raised with dogs!Winter Garden, FL, 34787
Dog Boarding, Doggy Day Care, Dog Walking

Carlos is super responsive and understanding when I had to delay my pick up a bit—even offered to keep the pups over night if needed. When he met our two pups h… (more)

from
$30
per night
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8.
B B and B all 3Apopka, FL, 32703
Dog Boarding, Doggy Day Care

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 a… (more)

from
$30
per night
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9.
TLC offeredWinter Garden, FL, 34787
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Kristi A. was an exceptional dog sitter for our boy Smith. We received multiple photos and videos daily. He looked like he was having the time of his life and (… (more)

from
$45
per night
Confirmed availability: Memorial day
10.
Fun & Loving Dog Whisperer 🐶Metro West, Orlando, FL, 32835
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Daijah took on my 2 young puppies while I was visiting Universal Studios and she did a great job! They came back happy and tired which is just what I like! I wo… (more)

from
$25
per night
11.
Trustworthy Dog SitterWinter Garden, FL, 34787
Dog Boarding, Drop-In Visits, Dog Walking

I was very nervous to drop my very hyper baby off to someone to watch because I knew that she can be hard to handle. When I went to drop her off I talked to Nat… (more)

from
$30
per night
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ALL YOU NEED IS LOVE LOVEWinter Garden, FL, 34787
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Went out of town to visit friends for a few days and needed someone to watch our Pitbull Knight. I read so many great reviews online and from folks in our town … (more)

from
$36
per night
Confirmed availability: Memorial day
13.
Dog’s Best FriendWinter Garden, FL, 34787
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have taken care of dogs of every kind since I was very young. Neighbors, friends & family have relied on me to walk, feed & bathe their pets. I a… (more)

from
$35
per night
Safe & clean, home full-timeWinter Garden, FL, 34787
Dog Boarding, Drop-In Visits, Dog Walking

I am very pleased with Chad and Cheryl. They are friendly, flexible, understanding and have a lovely house. And even though they have a young, and very friendl… (more)

from
$25
per night
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15.
Dog lover my whole life! Big Yard!Winter Garden, FL, 34787
Dog Boarding, Doggy Day Care

Lorena was so so sweet! She Accepted a same day boarding request and spoiled me with all the pix she sent. Made me feel so comfortable leaving my baby Thank… (more)

from
$30
per night
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16.
Luxury Care🐶Large fenced yard!🐶Clermont, FL, 34715
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

My nervous rescue dog was a happy camper during a week long stay with Andrew and his family. Farley smiled in many of the wonderful photos they shared while we … (more)

from
$35
per night
Huge fenced in back yard!!!Ocoee, FL, 34761
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Amazing family. They were all so nice and caring. Cooper seemed to really enjoy his stay. The owners were loving with my pup and helpful with my change of plans… (more)

from
$35
per night
Calendar Recently Updated
I will love your dog as my ownOcoee, FL, 34761
Dog Boarding, House Sitting

Kim was great! Flexible with scheduling and meeting Macie beforehand and sent lots of great pictures of Macie enjoying her stay. Would definitely ask her to kee… (more)

from
$35
per night
Calendar Recently Updated
19.
Pet Free House and Fenced in YardOrlando, FL, 32835
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Laura and her kids are excellent dog sitters! They watched Penny during Christmas and they had a lot of very nice things to say about her despite the fact that … (more)

from
$50
per night
Confirmed availability: Memorial day
20.
Grew-up Loving and Caring for dogsOrlando, FL, 32835
Dog Boarding, Doggy Day Care

Jade was awesome! She took great care of my dog Bonnie, noticing that Bonnie needed some extra care and communicated very well. Thanks Jade! (more)

from
$30
per night

Rover also offers Dog Boarding in:


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?