Pet Sitting in Winter Garden

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
Calendar Recently Updated
Kristi A.
1.
TLC offeredWinter Garden, FL, 34787
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Kristi was absolutely amazing! She was always on-time, and we received prompt reports after each visit with photos and little notes on how our dog was doing. … (more)

from
$25
per visit
Danielle H.
Pet parent ready to care for yours!Ocoee, FL, 34761
House Sitting, Drop-In Visits, Dog Walking

Danielle was very communicative while I was away which I loved! She took great care of my cat. Definitely using her again to watch my fur baby :) (more)

from
$15
per visit
Calendar Recently Updated
Lauren W.
3.
Norwegian & American husband & wifeWinter Garden, FL, 34787
Drop-In Visits, Dog Walking

I cannot rave about Lauren enough! I honestly could cry. Our family had to leave the country on an emergency trip and we had NO time to prepare care for our cat… (more)

from
$20
per visit
Confirmed availability: Memorial day
Alyssa W.
4.
Let’s work together!Winter Garden, FL, 34787
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Alyssa was great and very flexible when my plans changed. (more)

from
$17
per visit
Calendar Recently Updated
Christine N.
Let’s play togetherWinter garden, FL, 34787
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Our pups love spending time with Linda she takes good care of them. We love al the pictures and videos she sends us too! Highly recommend! (more)

from
$20
per visit
Calendar Recently Updated
I’m approachable and love to runWinter garden, FL, 34787
House Sitting, Drop-In Visits, Dog Walking

Savannah has watched our dogs and cats many times. Rain or shine she’s there when she says she will be and spends extra time with our older dog. We know all thi… (more)

from
$15
per visit
Confirmed availability: Memorial day
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
$20
per visit
Calendar Recently Updated
ALL YOU NEED IS LOVE LOVEWinter Garden, FL, 34787
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Linda was so great with Star, she played with her, walked her, stayed with her awhile bc she has so much energy! I felt so comfortable with her in my home and t… (more)

from
$20
per visit
Confirmed availability: Memorial day
Walks, pets, & play....OH MY!Winter Garden, FL, 34787
House Sitting, Drop-In Visits, Dog Walking

Sabrina is amazing with animals. She has looked after my dog before and I was pleased with the care she provided. She made sure our dog was fed at the times we … (more)

from
$16
per visit
Calendar Recently Updated
10.
Home full-time, can medicateWinter Garden, FL, 34787
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Wendy was great and thorough with talking through what my pup would need from her, which I was appreciative because it was the first time I have had someone I d… (more)

from
$20
per visit
Confirmed availability: Memorial day
11.
Playtime is the best time!Winter Garden, FL, 34787
House Sitting, Drop-In Visits, Dog Walking

Naomi is a tremendous person who truly cares about animals. She demonstrates her love for them throughout her everyday activities. I recommend Naomi as a respon… (more)

from
$17
per visit
12.
Paula N.Winter Garden, FL, 34786
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have extensive experience with pets, primarily dogs. I have grown up my whole life taking care of several dogs. I used to be responsible for 3 Rott… (more)

from
$15
per visit
Confirmed availability: Memorial day
Dog lover looking to help othersOcoee, FL, 34761
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Alex is amazing! I cannot imagine asking anyone else to watch my two dogs. Olive and Flynn were so comfortable around her, even our cat came out to visit which … (more)

from
$15
per visit
Walk/run or sleepover for your pupOcoee, FL, 34761
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Oh my gosh! Tim was absolutely amazing! We received daily pictures and updates letting us know how they were doing! I’ve never wanted to leave my fur babies thi… (more)

from
$15
per visit
Calendar Recently Updated
15.
An animal lover and fur baby friendWinter Garden, FL, 34787
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Your dog will fall in love with Jaklyn and her dog whispering ways. My temperamental, anti-social mini Aussie likes no one and Jaklyn had her wrapped around her… (more)

from
$20
per visit
Confirmed availability: Memorial day
I already love your animals :)Winter Garden, FL, 34787
House Sitting, Drop-In Visits

About: From a young age I have been around animals. My mother worked and volunteered at the local animal shelter so we were always there. We fostered over 4… (more)

from
$15
per visit
Confirmed availability: Memorial day
17.
Hi there, I’m Ally!Winter Garden, FL, 34787
House Sitting, Drop-In Visits, Dog Walking

About: When I was younger my family and I volunteered and fostered for our local animal shelter. I spent nearly every one of my weekends caring for the anim… (more)

from
$15
per visit
18.
Dogs, cat and birds.Winter Garden, FL, 34787
Drop-In Visits

About: I have taken care of pets for a long time. I am an animal lover and will take great care of your baby. Currently I am a classroom teacher and am work… (more)

from
$15
per visit
Confirmed availability: Memorial day
19.
Animal Conservationist EnthusiastWinter Garden, FL, 34787
House Sitting, Drop-In Visits, Dog Walking

Jori was very helpful with our pups. We went away for a week and she was very good at caring for our dogs. Went above and beyond in their care! (more)

from
$15
per visit
20.
(dog) Mom looking to help others!Winter Garden, FL, 34787
Drop-In Visits, Doggy Day Care, Dog Walking

Jessica, we so flexible and helpful. Rosie seemed to love her. We changed our plans last minute and Jessica accommodated us so well. Thank you! (more)

from
$12
per visit

Rover also offers Pet Sitting & Drop Ins in:


As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a sitter who meets your - and your pet's - needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet - including background checks, sitter testimonials, community reviews. We also offer training and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet lovers for hire.