Dog Boarding in Winter Garden

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Poliana D.
Sitter Profile Image: Poliana D.
Wholehearted animal lover
Windermere, FL, 34786
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Poliana did an amazing job with our 10 month old very high energy puppy. She provided us daily updates, photos and videos of him and his activities. Her and her… (more)

from

$45

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Linda R.
Sitter Profile Image: Linda R.
2.
Your Dog's Best Friend
Winter Garden, FL, 34787
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Linda was wonderful! Very communicative and sent a lot of pictures during Jake’s stay. Will definitely use her again. (more)

from

$35

per night
Sitter Profile Image: Amanda C.
Sitter Profile Image: Amanda C.
3.
Pets deserve the very best!
Winter Garden, FL, 34787
Boarding, Drop-In Visits, Dog Walking

They took such great care of my dog!! He didn’t even want to leave when I came to pick him up. They provided pictures of him each day, and kept me updated on ho… (more)

from

$36

per night
Calendar Recently Updated
Sitter Profile Image: Nicole C.
Sitter Profile Image: Nicole C.
4.
I love dogs, and love long walks!!
Windermere, FL, 34786
Boarding

Nicole and family were wonderful. My dog Maggie seemed to settle into their home very quick. All the pictures Nicole sent showed a happy and comfortable dog. (more)

from

$40

per night
Calendar Recently Updated
Sitter Profile Image: Brandi M.
Sitter Profile Image: Brandi M.
5.
We love dogs & have the experience!
Ocoee, FL, 34761
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Leo had a great time at Brandi’s house! Mostly I appreciate her keeping Leo an extra night when we had some flight delays coming back to get him. Thank you for … (more)

from

$28

per night
Sitter Profile Image: Christopher S.
Sitter Profile Image: Christopher S.
Who let the dogs out!
Windermere, FL, 34786
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Joey’s stay with Christopher was just what I’d hoped for. She was safe and got lots of attention. Since Joey is a rescue, with Christopher, she was in a home e… (more)

from

$35

per night
Calendar Recently Updated
Sitter Profile Image: Kelli G.
Sitter Profile Image: Kelli G.
7.
Our family will love your pet!
Winter Garden, FL, 34787
Boarding, Drop-In Visits, Doggy Day Care

Kelli was a great dog sitter and kept us updated with photos! Our pup had a fun time and was sad to leave. Will definitely be using her again! (more)

from

$41

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Jerry P.
Sitter Profile Image: Jerry P.
8.
Lake Butler Doggy Daycare
Windermere, FL, 34786
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

$55

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Kim G.
Sitter Profile Image: Kim G.
9.
Kim 
Verified Enhanced Background Check
A caring, fun wellness experience!
Windermere, FL, 34786
Boarding, Doggy Day Care

Kim definitely likes to spend more time with animals than people. She is a kind, caring and has empathy towards the pets she has taken care of. She regales stor… (more)

from

$50

per night
Calendar Recently Updated
Sitter Profile Image: Liza & Nathan L.
Sitter Profile Image: Liza & Nathan L.
Your fur babies home away from home
Winter Garden, FL, 34787
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5 years of experience

About: We have taken care of a wide range of dog breeds, ages and needs throughout the years. We both volunteered at Orange County Animal Services where we … (more)

from

$35

per night
Calendar Recently Updated
Sitter Profile Image: Jeff M.
Sitter Profile Image: Jeff M.
11.
Home full time, caring for your pup
Clermont, FL, 34711
Boarding

We had such a wonderful experience with Jeff and his family! It was stressful to leave our puppies, but we made the right choice to pick Jeff. He and his dog, M… (more)

from

$28

per night
Calendar Recently Updated
Sitter Profile Image: Lindsy M.
Sitter Profile Image: Lindsy M.
12.
Loving mom of fur and human babies!
Windermere, FL, 34786
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
15 years of experience

About: Hello! I have been taking care of pets since I was a small child. I would love for you to share your baby with me! I work from home and have flexi… (more)

from

$30

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Solangel F.
Sitter Profile Image: Solangel F.
Happy Tails Near Disney
Windermere, FL, 34786
Boarding, Doggy Day Care

Our first time leaving our dog with someone who isn’t family, and it couldn’t have gone any better! We had to find a sitter on short notice (30 mins) Solangel … (more)

from

$50

per night
Calendar Recently Updated
Sitter Profile Image: Bethany E.
Sitter Profile Image: Bethany E.
14.
Must Love Dogs
Winter Garden, FL, 34787
Boarding, Dog Walking
2 years of experience

About: I have a 3 year old Belgian Malinois who is my world. We have worked a lot with dog trainers to set proper boundaries between dogs and people I walk… (more)

from

$27

per night
Calendar Recently Updated
Sitter Profile Image: Catie R.
Sitter Profile Image: Catie R.
15.
Dog mom who loves to care for yours
Winter Garden, FL, 34787
Boarding, Drop-In Visits, Dog Walking

Catie has always been nothing but good with my 3 year old English Bulldog, who can be a handful at times. As a typical bulldog is, he is stubborn, moody, and so… (more)

from

$60

per night
Calendar Recently Updated
Sitter Profile Image: Lisa M.
Sitter Profile Image: Lisa M.
16.
Animal lover & treat ur dog as mine
Ocoee, FL, 34761
Boarding, Doggy Day Care

Lisa provided excellent, loving care for tour dog while we were out of town. She was very thoughtful and attentive and sent many sweet pictures. Highly recomme… (more)

from

$48

per night
Sitter Profile Image: Alyssa D.
Sitter Profile Image: Alyssa D.
17.
I love dogs with all my heart❤️
Winter garden, FL, 34787
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Alyssa was great! Our dog Rusty instantly felt at ease with her! We appreciated the frequent updates and felt comfortable knowing that he was in good hands. Eve… (more)

from

$35

per night
Calendar Recently Updated
Sitter Profile Image: Angélica S.
Sitter Profile Image: Angélica S.
Loving pet sitter, Home full-time
Ocoee, FL, 32818
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Angelica took care of my pup for 2 days while we were away. She was very quick to respond to my texts and took good care of our baby making sure to give him foo… (more)

from

$39

per night
Calendar Recently Updated
Sitter Profile Image: Alexandria & Dan L.
Sitter Profile Image: Alexandria & Dan L.
Your pets 2nd home! Large backyard!
Ocoee, FL, 34761
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Freya and Pax had a great time with Alexandria and Dan. They were able to take the dogs on short notice. Very friendly and personable. Freya and Pax appeared to… (more)

from

$45

per night
Calendar Recently Updated
Sitter Profile Image: Tim & Tess O.
Sitter Profile Image: Tim & Tess O.
Walk/run or sleepover for your pup
Ocoee, FL, 34761
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Tim and Tess were great with our Boxer, Bandit. When we went to the beach this weekend we had no worries that he was in good hands. Bandit is an extremely act… (more)

from

$38

per night

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?

Dog Boarding