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.

Search Results

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Poliana D.
Wholehearted animal loverWindermere, FL, 34786
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Poliana was absolutely amazing! She responded so quickly and sent so many pictures and videos. She made sure Nahla felt comfortable and had fun. She greeted her… (more)

from
$37
per night
Tori L.
2.
You're best friend can be mine too!Winter Garden, FL, 34787
Dog Boarding

If I could give Tori 20 stars, I would. This woman saved me after my previous sitter canceled last minute. She took my dog Carl in and cared for him like he was… (more)

from
$30
per night
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Ted A.
3.
Ted 
Verified Background Check
Responsible and loving dog careWinter Garden, FL, 34787
Dog Boarding, Doggy Day Care

This is the 2nd time I’ve used Ted and Tatiana!! They are truly amazing. Their communication was great. Any question I had either during the stay or afterwards … (more)

from
$30
per night
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Lisa M.
4.
Animal lover & treat ur dog as mineOcoee, FL, 34761
Dog Boarding, Doggy Day Care

Lisa is my first choice when checking for sitters. Our dog loves her and always comes home happy and healthy. She is a delightful person and easy to communicate… (more)

from
$45
per night
Confirmed availability: Memorial Day
Jorge P.
5.
Dog lover familyOcoee, FL, 32818
Dog Boarding, Doggy Day Care, Dog Walking

Jorge (and family) took great care of our pup! He sent several pictures each day and responded to all communications. We would definitely recommend him and woul… (more)

from
$42
per night
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6.
We love dogs & have the experience!Ocoee, FL, 34761
Dog 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
Confirmed availability: Memorial Day
Pup luvwinter garden, FL, 34787
Dog Boarding

Meaghan is the kindest most genuine person I have ever met! Shes always there for a friend. My little pup adores her! Look no further for a great person to watc… (more)

from
$80
per night
Confirmed availability: Memorial Day
Home full time, lots of space!Ocoee, FL, 34761
Dog Boarding, House Sitting, Drop-In Visits
10 years of experience

About: I’ve taken care of dogs my whole life, I grew up being around dogs. My family and friends have always relied on me to care for their dogs while away … (more)

from
$35
per night
Confirmed availability: Memorial Day
9.
A Puppy's Pal named ToniWinter Garden, FL, 34787
Dog Boarding, Doggy Day Care, Dog Walking

Toni is an excellent sitter for my Maltese Snowball. Since I have use his service through Rover I am very grateful for the care which was provided. And my dog l… (more)

from
$30
per night
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10.
Lake Butler Doggy DaycareWindermere, FL, 34786
Dog Boarding, Doggy Day Care

Awesome sitter! Large yard for the dogs to run around in and he stayed in communication with you the whole time with pictures too! Definitely will rebook next t… (more)

from
$45
per night
Confirmed availability: Memorial Day
Vacation for your dogOrlando, FL, 32835
Dog Boarding, Drop-In Visits, Doggy Day Care

Michelle is an amazing dog person!! She's a doting dog mom to a sweet but slightly neurotic pup herself, and she's taken wonderful care of our girl. She genuine… (more)

from
$50
per night
12.
B B and B all 3Apopka, FL, 32703
Dog Boarding, Doggy Day Care

Debbe was amazing. I Called her an angel sent to me when most needed. I left Copito behind when at the last minute of my trip I found out airline did not allow … (more)

from
$30
per night
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13.
I love dogs, and love long walks!!Windermere, FL, 34786
Dog 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
$35
per night
Confirmed availability: Memorial Day
14.
No Breed restrictions here!Apopka, FL, 32703
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I was very happy with everything. It was obvious that this is a household of caring people that love animals. This is the reason i even use rover. I will use th… (more)

from
$30
per night
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15.
Someone who cares about your pets.Winter Garden, FL, 34787
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
7 years of experience

About: Ever since I was young I've had this connection and interest with many animals, mainly dogs. I've had rabbits, lizards, cats, dogs, and a bird.As for… (more)

from
$44
per night
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Experienced with a true ♥️ For DogsOcoee, FL, 34761
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Very good communication throughout the stay (one of my dog's had an upset stomach) and she sent pictures morning and evening. The fenced yard is very secure an… (more)

from
$55
per night
Calendar Recently Updated
DOG Mom, Aunt, Sister & DaughterOcoee, FL, 34761
Dog Boarding

Michelle took awesome care of our Rosie! We vacationed in Orlando. We wanted our dog with us part of the time, and to be near her, if needed. We left her for 5 … (more)

from
$35
per night
18.
Super caring, sweet and loving!Winter Garden, FL, 34787
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Margaux helped us with ZERO notice As our schedules rover cancelled last minute!!! Coco loved her stay and we got pictures and updates!! You will not be disappo… (more)

from
$38
per night
Calendar Recently Updated
19.
Jia 
Verified Background Check
Fenced yard and dog free home 🥰🥰Metro West, Orlando, FL, 32835
Dog Boarding, Doggy Day Care

Jia was the absolute best Rover we have ever worked with!! She and her kids spoiled Sammy with lots of snuggles, walks, favorite treats, and playtime. They sent… (more)

from
$29
per night
Confirmed availability: Memorial Day
20.
🐈 🐾 Dog’s Best Friend 🐾 🦜Winter Garden, FL, 34787
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Michele is amazing! My dog Thor has trust issues and he connected with her right away. She kept me posted all day sending pictures and videos. Thor had a grea… (more)

from
$40
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?