Pet Sitting in Winter Haven

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.
Confirmed availability: Memorial day
Aubrey R.
1.
A loving dog and cat mom.Winter Haven, FL, 33880
Drop-In Visits, Dog Walking

Aubrey was great and I came home after my trip to a very happy cat! She had great communication with me and I loved viewing the pictures of my cat from each vis… (more)

from
$15
per visit
Confirmed availability: Memorial day
Ralinda R.
I am such a dog/animal lover!Haines City, FL, 33844
Drop-In Visits, Dog Walking

Ralinda made me feel relieved to know kovu was in good hands while I was at work. He recently had a paw injury so having her come by for a drop in to play with … (more)

from
$15
per visit
Calendar Recently Updated
Laurie E.
3.
Hello! Animal lover home full time!Auburndale, FL, 33823
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

Laurie has been so helpful. I have needed last minute drop in visits, and she schedules right away. She responds really quickly to the requests and sends pict… (more)

from
$15
per visit
Confirmed availability: Memorial day
Suzanne L.
I love all animals!Winter Haven, FL, 33884
House Sitting, Drop-In Visits, Dog Walking

Oh my God.. This is probably the easiest request I have ever been asked to submit in my life. Suzanne is EXTREMELY well connected to animals, especially dogs. H… (more)

from
$15
per visit
Calendar Recently Updated
Parker C.
5.
All animals are my familyWinter Haven, FL, 33880
Dog Boarding, Drop-In Visits, Dog Walking

Parker has been an exceptional and loving caretaker to our dog, Duke. Whenever we left town or needed dog boarding, Parker was always there to care for our pup.… (more)

from
$15
per visit
Confirmed availability: Memorial day
I’ll love your fur baby like my ownHaines city, FL, 33844
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I enjoy working with dogs and many animals. I was a dog trainer back in Jersey and I always feel like animals deserve to be treated like gold because… (more)

from
$30
per visit
Confirmed availability: Memorial day
Let me know how I can help you!Winter Haven, FL, 33880
Drop-In Visits, Dog Walking

This is the third time that Brandie sited of Lobo and the first time she sited Oonie for us. It’s nice to know that my babies are well when we go out of town. T… (more)

from
$25
per visit
Confirmed availability: Memorial day
Pet lover 💓Your family, my friendsAuburndale, FL, 33823
House Sitting, Drop-In Visits, Dog Walking

Really Great and always sent pictures. I am trying to book her again!!!! Gr8 job Yereleen ❤ (more)

from
$22
per visit
Confirmed availability: Memorial day
Owner Away? We’ll Sit and StayWinter Haven, FL, 33884
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Angela & Ireland were wonderful! They took such good care of our cats while we were away and sent lots of pictures to give us a glimpse at our kitties. Thank yo… (more)

from
$15
per visit
No longer active on RoverEagle Lake, FL, 33839
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jaisha is the sweetest. She was really loving and thoughtful with our rambunctious pup! Treated her just like she was her own! Can’t go wrong with having Jaisha… (more)

from
$15
per visit
Confirmed availability: Memorial day
11.
Dog enthusiast/trainerWinterHaven, FL, 33880
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Tony loves dogs! But what is more important is that dogs love Tony! My dog immediately took to him and that means the world to me. He was caring and knowledgeab… (more)

from
$30
per visit
12.
Treating your animals like my own!Winter Haven, FL, 33884
House Sitting, Drop-In Visits, Dog Walking

Lindsey was wonderful! Reliable and attentive. I'd definitely engage her services again and highly recommend her to others in need of an excellent pet sitter th… (more)

from
$15
per visit
Confirmed availability: Memorial day
13.
I'll treat ur dog like it is my ownEagle Lake, FL, 33839
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: HI!, I'm Somer and I would like to be your new dog sitter, dog watcher, whatever you need. I have open availability. I don't mind following a strict … (more)

from
$12
per visit
Confirmed availability: Memorial day
14.
Amber's doggie day careDavenport, FL, 33884
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Amber is just wonderful. Milo loves her and so do I. (more)

from
$35
per visit
Calendar Recently Updated
Full-time Mom & Animal Lover!Lake Alfred, FL, 33850
House Sitting, Drop-In Visits, Dog Walking

Katherin did an amazing job. Even came twice because it was raining the first time. My pups love her. And she loves them like they were her own babies. (more)

from
$25
per visit
Calendar Recently Updated
16.
Best Care for Best FriendWinter haven, FL, 33880
House Sitting, Drop-In Visits, Dog Walking

Karina did an exceptional job and is much appreciated. She was definitely trustworthy and will be used again for future appointments (more)

from
$17
per visit
17.
Parks, play & cuddle all day 24/7Winter Haven, FL, 33881
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Melina made drop in visits in our home to take care of my three kitties while I was out of town. She was great at keeping communication up with me throughout t… (more)

from
$12
per visit
18.
Loving pet sitter is availableWinter Haven, FL, 33881
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

Barbara is very good with pets and very trustable and I love her service. My puppy named cuddles came back and was so happy and clean (more)

from
$45
per visit
Calendar Recently Updated
19.
Does your dog need TLC? Here I am!Winter Haven, FL, 33884
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Teresa was wonderful! It was my first time having anyone watch my dogs. She was so understanding and reassuring. I had a last minute request and she was very ac… (more)

from
$20
per visit
Confirmed availability: Memorial day
Experienced animal handler.WINTER HAVEN, FL, 33881
Drop-In Visits, Dog Walking

About: I have experience working with all kinds of animals, domestic and exotic. I am a former zoologist and am comfortable with all kinds of animals, even … (more)

from
$15
per visit

Rover also offers Pet Sitting & Drop Ins in:

The next time you head out of town and need someone to take care of your pets - and check in on you home - turn to Rover. It's easy to find a loving pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). 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. Then, when you're ready, book and pay for your house and pet sitter all through Rover - it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy pet sitters and avoid the kennel.