Cat Sitting Winter Haven

Book a cat sitter to stop by your home to feed and play with your cat.

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Over 77
pet parents in Winter Haven have booked cat sitting

Winter Haven, Find top rated cat sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Bonnie B.
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Bonnie B.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
52 reviews
18 repeat clients
35 years of experience
Winter Haven, FL, 33881

Bonnie did a great job taking care of Remi. She was reliable, attentive, and made sure everything was handled just as we asked. It gave us real peace of mind knowing Remi was in good hands. We would definitely trust her again and appreciate the care she provided.

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Anthony S.
Sitter Profile Image: Aubrey R.
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Aubrey R.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
76 reviews
24 repeat clients
15 years of experience
Winter Haven, FL, 33880

Aubrey has really helped me through a difficult time transitioning to a new home and having to be away for extended periods on personal affairs.....she is a very professional, trustworthy young lady that in a short time I have come to really rely upon to provide care and attention for my dog. I have every confidence in the service she provides me both as a pet owner and homeowner. Highly recommended.

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Charles P.
Sitter Profile Image: Hailey C.
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Hailey C.
from
$20
per visit
5.0 out of 5 stars
65 reviews
29 repeat clients
10 years of experience
Winter Haven, FL, 33880

Hailey is amazing and I would recommend her any day! She was so sweet to my babies and kept me up to date with each drop in! There’s a reason she’s got 5 star ratings!

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Kayla M.
Sitter Profile Image: Melina C.
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Melina C.
from
$18
per visit
5.0 out of 5 stars
39 reviews
8 repeat clients
12 years of experience
Winter Haven, FL, 33881

Melinda was fantastic with our cats and went above and beyond! Highly recommend her watching over your cats, and I'll be using her services again for our next trip!

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Sara M.
Sitter Profile Image: Mackenzie G.
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Mackenzie G.
from
$16
per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
15 years of experience
Winter Haven, FL, 33880

Mackenzie is wonderful. She came over to meet my two boys the day before and then dropped in the next three days for visits. She sent me pictures and was very attentive to their needs. Played with both of them outside, gave them love and treats. We will be continuing to book her to take care of our dogs. Highly recommend!

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Morgan C.
Sitter Profile Image: Taylor W.
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Taylor W.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
36 reviews
12 repeat clients
2 years of experience
Lake Alfred, FL, 33850

Taylor is professional, punctual, communicative and clearly loved animals. Highly recommended and we'll be working with her again in the future!

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Ethan W.
Sitter Profile Image: Samantha J.
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Samantha J.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
40 reviews
13 repeat clients
5 years of experience
Winter Haven, FL, 33884

Samantha was absolutely wonderful with our family cats! She was communicative and extremely kind and helpful. We will definitely utilize her services again. Thank you, Samantha for all you do!

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Michaela F.
Sitter Profile Image: Debra A.
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Debra A.
from
$20
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
20 years of experience
Winter Haven, FL, 33881

Debra was great and sent lots of pictures! The kitties loved hanging out with her for the weekend!

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Amanda H.
Sitter Profile Image: Lindsey C.
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Lindsey C.
from
$15
per visit
4.9 out of 5 stars
18 reviews
3 repeat clients
7 years of experience
Winter Haven, FL, 33884

Outstanding conscientious communication . Photos and updates are great. Lindsey’s commitment to the wellbeing of our precious pets is commendable. I’m so glad she made the time for their tender, loving care!

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Laurie Q.
Sitter Profile Image: Shawnee S.
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Shawnee S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
156 reviews
41 repeat clients
25 years of experience
Auburndale, FL, 33823

Shawnee took amazing care of our kitties while we were gone. She took the time to play with them and kept us informed about how everyone was, including the scared ones who wouldn’t come out to see her. Shawnee is a great communicator and clearly loves animals. Will absolutely use her services again when needed.

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Trisha W.
Sitter Profile Image: Ralinda R.
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Ralinda R.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
134 reviews
34 repeat clients
18 years of experience
Haines City, FL, 33844

Ralinda was amazing with my babies. Our Doberman os really shy around strangers and she got him to play with her some. We are so glad she was able to come care for them!! We will definitely be returning customers for our out of town needs.

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Danielle F.
Sitter Profile Image: Brandie H.
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Brandie H.
from
$22
per visit
5.0 out of 5 stars
9 reviews
4 repeat clients
15 years of experience
Winter Haven, FL, 33880

My dogs loved Brandie. Highly recommend her to take care of your fur babies..

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Kim B.
Sitter Profile Image: Elizabeth N.
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Elizabeth N.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
77 reviews
40 repeat clients
4 years of experience
Auburndale, FL, 33823

She did a fantastic job, Catalaya got along with a great wouldn’t hesitate again to use Elizabeth my wife and I really appreciate all she did for Caty

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Hank R.
Sitter Profile Image: Bradley L.
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Bradley L.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
268 reviews
95 repeat clients
15 years of experience
Bartow, FL, 33830

Bradley did a great job for us on our drop in visits. He is very kind, professional and thorough. He went above and beyond to make sure we were happy. My dogs love him. I will definitely be booking with him again soon.

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Elizabeth L.
Sitter Profile Image: Mia S.
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Mia S.
from
$20
per visit
5.0 out of 5 stars
11 reviews
12 years of experience
Winter Haven, FL, 33881

About: I have taken care of dogs since I was little, I even started washing dogs for my neighbors when I was 13. I have been around dogs since I was little and just got a cat. I love animals and meeting new types of dogs and cats! I work part time during the day but I have plenty of free time during the week and on weekends. I have very good time management and I am able to work around my schedule. I take in to account what the environment is when I care for pets such as if there is fenced yard or near a busy road.

Sitter Profile Image: Mary D.
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Mary D.
from
$25
per visit
5.0 out of 5 stars
43 reviews
14 repeat clients
10 years of experience
Winter Haven, FL, 33881

Mary was very good with our two kitties that she had never even met before and she took this job very last minute. She was extremely thorough with letting me know exactly what was happening and made me feel completely at ease even though we have never met in person and she had never met the cats. I definitely recommend her if you want to feel like your pets are taken care of and you don't have to worry! Very caring and kind and you can tell she really cares about the animals she's taking care of.

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Vlada M.
Sitter Profile Image: Savannah C.
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Savannah C.
from
$25
per visit
5.0 out of 5 stars
9 reviews
2 repeat clients
6 years of experience
Winter Haven, FL, 33881

Great with our dog and super nice person! We appreciate you taking care of Kylo and making our wedding day less stressful.

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Kevin L.
Sitter Profile Image: shannon k.
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shannon k.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
41 reviews
8 repeat clients
8 years of experience
Auburndale, FL, 33823

Omg-Shannon is truly amazing! She went above and beyond for our dog and we cannot thank her enough! She will forever be our go to when it comes to dog sitting!

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Kyle S.
Sitter Profile Image: Dianne F.
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Dianne F.
from
$14
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
35 years of experience
Winter Haven, FL, 33884

Diane is very nice and is good with the dogs.

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Steve S.
Sitter Profile Image: Diana E.
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Diana E.
from
$20
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
10 years of experience
Winter Haven, FL, 33880

About: Hello! My name is Diana. I’ve had pets my entire life and for the past years I’ve started caring for others in addition to my own. I have experience caring for dogs of different sizes and breeds. I live in an apartment but frequent the dog park, so lots of running around and play time staying here with me and my pet! She is very social and loves to have company, friendly to other dogs and shares toys. I am also known to make homemade dog treats. Let your dog be spoiled by me! I work from home so your baby will get non stop attention! Daycare drop off and pickup hours are between 7 am and 8 pm., Monday through Thursday. Any time after 8 pm would need to be booked as boarding and pickup for the following morning. I offer extended stays as well. I have a 7 month German Shephard Puppy to keep your fur baby company. We like to do outdoor activities such as going to the dog park, going to the beach, and taking walking trails. I can easily crate your need if needed.

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The median cost per visit for cat sitting in Winter Haven is $20

Cat parents share their Rover experiences - Winter Haven

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5.0 out of 5 stars

Bonnie is wonderful! She took care of my cat, dog, and bearded dragons while I was out of town. My animals loved her. She kept everything cleaned up with the animals and they were happy when I returned home.

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lindsey v.
Drop-In Visits
5.0 out of 5 stars

Emely is the BEST..you can depend on her to go above and beyond...Monkey loves her....Henry would too if he were not so shy!!

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Kathy G.
Drop-In Visits
5.0 out of 5 stars

Gregory is a fantastic. He’s great with our fur baby pics, petting & plays, Communication, and updates. I will not hesitate to have him do home checks ins in the future for sure. You can have confidence he’ll do a great and caring job for your fur family

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Angel M.
Drop-In Visits
5.0 out of 5 stars

Anita is kind, reliable, and seems to be great with all animals. My spoiled cat loves her. My thanks for all she does.

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Josephine B.
Drop-In Visits
5.0 out of 5 stars

I would like to say that Christy M. did a great job watching our three Cockatoos and two rabbits. She was able to assist us on short notice as our other pet sitter was unable to watch our pets due to illness. She was great with our pets and was very attentive to their needs. She would message me when she arrived and was always on time and she would message me pictures of our pets as well. She even took out the trash and left our home neat and tidy. I would definitely recommend her and plan to use her in the future.

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Heather R.
Drop-In Visits
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer cat sitting
  2. 2. Meet & Greet

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Winter Haven average 6
repeat cat sitting clients

FAQs for Drop-In Visits - Winter Haven

Frequently asked questions about Rover

The average cost for Cat Sitting in Winter Haven on Rover is $17.76 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Cat Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Cat Sitting. For more information on service fees, click here .

As of July 2026, there are 1,129 sitters on Rover offering Cat Sitting across Winter Haven. Enter your ZIP code to see which available sitters are closest to your home.

Cat sitters on Rover care for your cats’ needs and can spend quality time with them, including activities like feeding, playing, and refreshing their water and litter boxes. Depending on your arrangement, you can schedule as many visits per day as your cat needs or find a sitter who can stay at your house overnight. Some sitters also board cats in their home.

House sitting can be ideal for cats who need socialization or care that lasts longer than a few hours. Your cat stays in their own home, on their own schedule, with care based on what you and your sitter agree on together.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a short introductory meeting between you, your cat, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Yes, you can find sitters who have experience with handling special pet needs in Winter Haven. On Rover:

  • 94% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 98% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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