Dog Boarding in Winter Garden

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

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1. Tracy Verified Background Check

Dog Lover

Windermere, FL, 34786

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Tracy and her family are so sweet and very much dog lovers. Bear had a great stay with them and we felt super comfortable while we were away knowing he was b... (more)"

Active and Accepting Requests (incl. from Essential Workers)
2. Linda & Christine Verified Enhanced Background CheckRoverGO

ALL YOU NEED IS LOVE LOVE

Winter Garden, FL, 34787

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

"Linda & Christine are great sitters. Very friendly and loving toward our two Golden Retrievers. We were gone for 1 week and they updated us with photos and s... (more)"

Active and Accepting Requests (incl. from Essential Workers)
3. Wendy Verified Background Check

Home full-time, can medicate

Winter Garden, FL, 34787

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Wendy and her family are absolutely amazing! Our Stella can be a handful at times and we were very concerned with her being happy and safe. We also did not ... (more)"

Active and Accepting Requests (incl. from Essential Workers)
4. Osvaldo Verified Background CheckRover 101

Your Dog deserve the best

Winter Garden, FL, 34787

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Osvaldo was an awesome host for my Golden Retriever puppy. They was plenty of room for her to play and his communication was superb. I highly recommend Osval... (more)"

5. Toni Verified Background Check

A Puppy's Pal named Toni

Winter 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 ... (more)"

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6. Grace Verified Background Check

Kindness and Care with Gracie

Wintergarden, FL, 34787

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hi my name is Gracie! I have grown up with dogs since I was 5 and had my own pets since. I currently have my own sweet Lola to call my own. She is ... (more)

7. Tamilyn Verified Background Check

Loving your pet, like my own <3

Winter Garden, FL, 34787

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Tami was absolutely amazing- she kept us frequently updated on the dogs so we felt at peace being out of town that we knew they were in good hands. She was a... (more)"

8. Candilynn Verified Background Check

Experienced with a true ♥️ For Dogs

Ocoee, FL, 34761

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Awesome experience with this booking. Candilynn was very attentive, provided daily updates, and was a joy to work with. I will be back. (more)"

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9. Carlos Verified Background Check

Born and raised with dogs!

Winter Garden, FL, 34787

Dog Boarding, Doggy Day Care, Dog Walking

"Georgia loved being here. She has so much energy and they played till she was exhausted! Hours outside and he let her sleep with him just like I do at home. (more)"

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10. Michele Verified Background Check

Dog’s Best Friend

Winter Garden, FL, 34787

Dog Boarding, 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... (more)

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11. Holly Verified Background CheckRover 101

DOG LOVER will LOVE your dogs!

Winter Garden, FL, 34787

Dog Boarding, Doggy Day Care

"I’m very happy that I left Kimshi with Holly. Kimshi was so relax and happy and that really is very important to me. I will definitely recommend Holly and le... (more)"

Active and Accepting Requests (incl. from Essential Workers)
12. Andrew Verified Background CheckRover 101

Home full time; fenced, shady yard!

Clermont, FL, 34715

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Andrew and his family watched our fur babies over the weekend and we are happy to say that they did a top notch job! Andrew was timely and professional when... (more)"

13. Tracy Verified Enhanced Background CheckRover 101

dedicated to pets wellbeing

Windermere, FL, 34786

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Tracy is totally awesome with dogs. She took care of our "fear anxiety" Chihuahua for 5 days. We got fotos, videos and even FaceTime while we were away. He d... (more)"

14. Tyler & Claire Verified Background Check

Huge fenced in back yard!!!

Ocoee, FL, 34761

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"If you would like a safe, friendly, family environment for your dog, then Tyler and Claire are the boarders for you! We felt completely comfortable leaving o... (more)"

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15. Jasmine Verified Background Check

Fur mom to two beautiful cats

Winter garden, FL, 34787

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"She took great care of our dog while we were away and made sure to keep us updated! She was fantastic! (more)"

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16. Michelle & James Verified Background Check

DOG Mom, Aunt, Sister & Daughter

Ocoee, FL, 34761

Dog Boarding, Drop-In Visits

"Michelle did a great job dog-sitting Trixie for us! She was great at sending us pictures and updating us on how things were going. And since Trixie is a pu... (more)"

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17. Lorena Verified Background Check

Dog lover my whole life! Big Yard!

Winter Garden, FL, 34787

Dog Boarding, Doggy Day Care

"I was very happy with our first experience using Rover. Lorena made my Nina very comfortable and she came home happy. She sent me pics and a video everyday s... (more)"

18. Lorena Verified Background Check

Dog lover with a huge fenced yard!!

Winter Garden, FL, 34787

Dog Boarding, Drop-In Visits, Doggy Day Care

"Lorena is awesome and she took great care of my dog!! Everyday she would play with my dog in the yard and send me updated pictures! Definitely recommend!! (more)"

Active and Accepting Requests (incl. from Essential Workers)
19. Kristi Verified Background CheckRover 101

TLC offered

Winter Garden, FL, 34787

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Moving is stressful and finding a new dog sitter in an unfamiliar city is even more stressful. When I looked over local profiles, Kristi's stood out. After o... (more)"

Active and Accepting Requests (incl. from Essential Workers)
20. Forrest Verified Background Check

Energizing Walks, Cozy & Safe Home

Oakland, FL, 34760

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Forrest was absolutely wonderful! He took such great care of our 10 year old husky, Phantom, and we couldn't have been more at ease during the 4 days we were... (more)"


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?