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. Julie

Home full-time with fenced yard

Ocoee, FL, 34761

Dog Boarding, House Sitting, Doggy Day Care

"Julie was great! I felt my black lab Lucy was well taken care of by Julie and her family and had fun playing with their boxer. I also appreciated the updates... (more)"

Confirmed availability
Thanksgiving
2. Tatiana

Work from home mom and dog lover

Windermere, FL, 34787

Dog Boarding, Drop-In Visits, Dog Walking

"Tatiana is amazing! Our schnauzer is 7 years old and has only had one other dog sitter. We recently relocated to Florida and have had a hard time finding so... (more)"

Confirmed availability
Thanksgiving
3. Jacquelyn & Cesar

Home Full Time - Large Fenced Yard

Ocoee, FL, 34761

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

"Jacquelyn and Cesar are amazing with all fur balls out there. They are both animals lovers and it shows through the caring and kind ways they treat all pups.... (more)"

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4. Christina

Home full time, large yard

Windermere, FL, 34786

Dog Boarding, Drop-In Visits, Doggy Day Care

"Wonderful Dog Sitter, my Puppy wanted to stay with Chris, she find me out every day about how my Puppy was doing (more)"

Confirmed availability
Thanksgiving
5. Lores

Caring devoted animal lover!

Ocoee, FL, 34761

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

"Lores looked over my furbabies like they were her own. I got pictures throughout the day and they had plenty of furbuddies to play with. Next trip to Florida... (more)"

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6. Jennifer

Home full-time, large fenced yard

Oakland, FL, 34760

Dog Boarding, House Sitting

"Jennifer was awesome! We contacted her last minute to watch our Labrador and she was very accommodating. This was our first time using Rover and we knew righ... (more)"

7. Karina

Like Family

Winter Garden, FL, 34787

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

"Karina was very concerned that we'd be comfortable leaving our dog as it's my first time. She sent lots of pictures and worked hard to keep my puppy comforta... (more)"

8. Wendy

Home full-time, can medicate

Winter Garden, FL, 34787

Dog Boarding, Drop-In Visits, 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)"

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9. Krasnaya

Fenced backyard

Wintergarden, FL, 34787

Dog Boarding

"Naya was a fantastic pet sitter. My dogs were on their own vacation. She stayed in contact and gave us updates as to what and how they were doing! It’s ni... (more)"

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10. Meghan

2/3 Acres of Play - Full Time@Home

Windermere, FL, 34786

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

"Smart, reliable, committed, experienced and loves dogs. You couldn't find a more qualified person to care for your dog...and I should know as a former ... (more)"

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11. Rosa

Large Fenced Yard & Animal Lover

winter garden, FL, 34787

Dog Boarding, Doggy Day Care, Dog Walking

"Rosa was absolutely amazing from beginning to end. She was very very professional I have two dogs a pitbull and a Chihuahua and I need to emphasize that sh... (more)"

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12. Celeste

Large yard to run like the wind

Winter Garden, FL, 34787

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

"OMG! is all I can say... I used Celeste to care for my Django (5 yr old terrier mix) while I was away for 3 days. It seemed like he is the one that was away ... (more)"

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13. Michele

Home.full-time - large fenced yard

Gotha, FL, 34734

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

"Stella had a great time on her 4 day stay - she didn't want to leave! Michele was easy to work with and I was quite comfortable leaving Stella while I was ou... (more)"

Confirmed availability
Thanksgiving
14. Emily

Animal loving artist

Orlando, FL, 34734

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

"I highly recommend Emily as a dog sitter! She was so loving and kind to my Golden Retriever Shiloh! As soon as Shiloh would see her or hear her voice she wo... (more)"

Confirmed availability
Thanksgiving
15. Amanda

Your Fur Baby's Home Away From Home

Winter Garden, FL, 34787

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

"Amanda is an amazing sitter. Gretchen went right to her the minute we drove up and she is usually picky! Amanda sent us photos through her stay so we could... (more)"

Confirmed availability
Thanksgiving
16. Laura Chiqui

Retired mom, full time dog sitter

Windermere, FL, 34786

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

"Laura was great with my 2 dogs. She took them on short notice as we were in town evacuating from Hurricane Florence. We had them in our hotel which was too m... (more)"

17. Amanda

Amanda's Perfect Pet Friendly Home

Winter Garden, FL, 34787

Dog Boarding, Doggy Day Care

"First time having my dog boarded and I am so glad that Amanda watched her! My dog, Nola felt right at home which was a relief for me. Will definitely use ... (more)"

18. Aaron

Vet tech experience and Fun

Winter Garden, FL, 34787

Dog Boarding, Doggy Day Care

"So I’m a bit of an obsessive dog mom and it’s hard for me to leave him with strangers... but Hercules had so much fun! He got plenty of exercise which is wha... (more)"

Confirmed availability
This weekend
19. Austin

I love walking & playing with dogs

Winter Garden, FL, 34787

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

"Austin and his family did a wonderful job watching our dog! From the first time we met during our meet and greet you immediately see how much they love and c... (more)"

Confirmed availability
Thanksgiving
20. Stacey

Personal Trainer Can Keep Up!

winter garden, FL, 34787

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

"Stacey is just wonderful with my dog, Bluey. He’s a really big dog and honestly I was hesitant to use a dog walker because of his size and I’m the only perso... (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?