Pet Sitting in Winter Park

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Calendar Recently Updated
Sitter Profile Image: Luna E.
Sitter Profile Image: Luna E.
1.
Cat Lady that loves Dogs
Fern Park, FL, 32730
Drop-In Visits, Dog Walking

I’m very satisfied with Luna’s care for my dog. She stuck to the agreed upon schedule and kept me updated with pictures and videos. I will be sure to book again… (more)

from

$15

per visit
Sitter Profile Image: Christina S.
Sitter Profile Image: Christina S.
OrangeCounty Animal Services Foster
Winter Park, FL, 32789
Drop-In Visits, Dog Walking

Christina is outstanding. Makes an immediate connection to your pet and you ! Calm, trustworthy, great communicator. Thank you for your caring attention to our … (more)

from

$16

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Marissa R.
Sitter Profile Image: Marissa R.
Animal Lover Available!
Winter Park, FL, 32789
House Sitting, Drop-In Visits, Dog Walking

Marissa was wonderful she took great care of my baby and I knew he was in good hands. I will absolutely be rebooking her next time! (more)

from

$20

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Zoe P.
Sitter Profile Image: Zoe P.
4.
Zoe 
Verified Enhanced Background Check
Experienced Pet Sitter Winter Park
Winter Park, FL, 32792
Drop-In Visits, Dog Walking

Zoe is an angel. She took great care of Pierre while we were gone. She was punctual and communicative. We received amazing pictures of our dog and even of our c… (more)

from

$25

per visit
Calendar Recently Updated
Sitter Profile Image: Sarah S.
Sitter Profile Image: Sarah S.
5.
Free Belly Rubs; Pets Only Please
casselberry, FL, 32707
House Sitting, Drop-In Visits, Dog Walking

Sarah was great with our pups and came through with a last minute visit to make sure they had a great day while we were out. She also made time to come by befor… (more)

from

$14

per visit
Calendar Recently Updated
Sitter Profile Image: Ashley R.
Sitter Profile Image: Ashley R.
6.
Teacher: love kids; love dogs more
Winter Park, FL, 32792
House Sitting, Drop-In Visits, Dog Walking

Ashley will always be my first choice to care for my pet. Always trustworthy, honest, and dependable but more importantly just loves animals. My dog gets excit… (more)

from

$13

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Elizabeth G.
Sitter Profile Image: Elizabeth G.
Reliable petlover seeks fur friends
Orlando, FL, 32825
House Sitting, Drop-In Visits, Dog Walking

Elizabeth is awesome! She did a great job taking care of our puppy and we would recommend her to anyone looking for someone to watch there dog! She is very kind… (more)

from

$18

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Julia K.
Sitter Profile Image: Julia K.
8.
Part time pet sitter
Orlando, FL, 32806
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Julia did great! She was on time and was able to take care of everything we asked for. She sent us great pictures to keep us updated on how the visits were goin… (more)

from

$20

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Laura A.
Sitter Profile Image: Laura A.
9.
Eat. Play. Love.
Winter Park, FL, 32792
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Laura is an absolute blessing! She truly cares for my dog Bella. Anytime we are planning out of town we go out of town we call Laura. While we are out of town s… (more)

from

$20

per visit
Calendar Recently Updated
Sitter Profile Image: Joselin V.
Sitter Profile Image: Joselin V.
10.
A Genuine Love for the Pups!
Winter Park, FL, 32792
Drop-In Visits, Dog Walking

As repeat customers, Joselin is our “go-to” sitter and hope she NEVER RETIRES lol! It’s always hard leaving our fur babies behind, but knowing Joselin is there … (more)

from

$15

per visit
Calendar Recently Updated
Sitter Profile Image: Rebecca S.
Sitter Profile Image: Rebecca S.
11.
Let me be your pet’s best friend
College Park, Orlando, FL, 32804
Drop-In Visits, Dog Walking

Our cats were so well taken care of! We looked forward to our daily updates and were at ease knowing they were safe and looked after. Even our scaredy-cat made … (more)

from

$16

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Emmanuel D.
Sitter Profile Image: Emmanuel D.
I'll treat your dog like family.
Winter Park, FL, 32792
Boarding, House Sitting, Drop-In Visits, Dog Walking

Emmanuel took great care of our cat- was extremely responsive and sent lots of pics. We appreciated knowing she was well cared for during our vacation. (more)

from

$20

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Kelley A.
Sitter Profile Image: Kelley A.
13.
Caring, Dependable and Trustworthy
Winter Park, FL, 32792
Drop-In Visits, Doggy Day Care, Dog Walking

We were in town for the holidays and needed someone to check on our dogs. Kelley was super responsive and flexible, and it was super easy and fast to schedule a… (more)

from

$18

per visit
Calendar Recently Updated
Sitter Profile Image: Kate H.
Sitter Profile Image: Kate H.
14.
I’m an FSU graduate, and love dogs!
College Park, Orlando, FL, 32804
House Sitting, Drop-In Visits, Dog Walking

Kate was absolutely amazing! The pups were happy and well taken care of! We will definitely be using her again in the future! ? (more)

from

$18

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Chelsea R.
Sitter Profile Image: Chelsea R.
15.
Animal-lover and detail-oriented!
Audubon Park, Orlando, FL, 32803
Drop-In Visits, Dog Walking

My dog Eddie was adopted and has a lot of behavioral issues. We are always very nervous introducing him to new people. Eddie warmed right up to Chelsea. She was… (more)

from

$16

per visit
Calendar Recently Updated
Sitter Profile Image: Harley W.
Sitter Profile Image: Harley W.
16.
Dependable and Flexible!
Orlando, FL, 32804
House Sitting, Drop-In Visits, Dog Walking

My two kids, chance and chase, made a great new friend today and we couldn’t be happier with the service they received today from Harley. Thank you very much fo… (more)

from

$20

per visit
Calendar Recently Updated
Sitter Profile Image: Stephanie S.
Sitter Profile Image: Stephanie S.
Dog mom with extra love to give!
Baldwin Park, Orlando, FL, 32814
Drop-In Visits, Dog Walking

Stephanie went above and beyond to meet our last minute requests. She was on time and very communicative. Will recommend to everyone!!! (more)

from

$15

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Tiana T.
Sitter Profile Image: Tiana T.
18.
Reliable & trustworthy animal lover
Orlando, FL, 32803
House Sitting, Drop-In Visits, Dog Walking

Tiana is the best with dogs. She loves them unconditionally and pays close attention to their needs. She listens closely to the pet owners’ detailed instruction… (more)

from

$18

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Madex W.
Sitter Profile Image: Madex W.
19.
Happy to wear your pets fur!
Orlando, FL, 32801
House Sitting, Drop-In Visits, Dog Walking

Thank you for taking such great care of our pets! We can travel easy now knowing that you give them lots of love and ease us of our worries while away. (more)

from

$20

per visit
Calendar Recently Updated
Sitter Profile Image: Riley M.
Sitter Profile Image: Riley M.
20.
“Can I pet that dog?”
Winter Park, FL, 32792
Drop-In Visits, Dog Walking

Riley is truly amazing with animals! She has several pets of her own which made it so easy to know I was leaving my two dogs in the care of the perfect animal l… (more)

from

$20

per visit

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect pet sitter in seconds. Rover sitters are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters who can provide the care your pet needs, when they need it.

Drop-In Visits