Cat Sitting in Winter Haven

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

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Top rated Winter Haven cat sitters

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
$13
per visit
5.0 out of 5.0 stars
29 reviews
9 repeat clients
35 years of experience
Winter Haven, FL, 33881

Bonnie has been my saving grace this past week. This was my first time away from my kitten Jade and it was tough, but she sent me adorable pictures everyday and took such good care of my baby. I will definitely recommend her to everyone I know, and I will definitely be rebooking with her too.

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NHAQUEES M.
Sitter Profile Image: Karie E.
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Karie E.
Star Sitter
from
$14
per visit
5.0 out of 5.0 stars
22 reviews
10 repeat clients
5 years of experience
Winter Haven, FL, 33881

Karie is a great pet sitter that knows how much you care for your animals. She sent regular updates and photos so we knew how the cats were doing. She also went above and beyond to ensure that they were all okay for the duration of our time away. Definitely recommend Karie for your pet sitting needs!

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Hannah T.
Sitter Profile Image: Aubrey R.
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Aubrey R.
from
$17
per visit
5.0 out of 5.0 stars
70 reviews
23 repeat clients
15 years of experience
Winter Haven, FL, 33880

Aubrey is simply the best! We’ve used her multiple times and she handles everything with ease. She is a true animal whisperer and she is also dependable, responsible, and reliable. She makes it so we can travel worry-free knowing she’s got it under control. Truly can’t recommend her enough!!

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Rebecca D.
Sitter Profile Image: Hailey C.
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Hailey C.
Star Sitter
from
$18
per visit
5.0 out of 5.0 stars
64 reviews
28 repeat clients
10 years of experience
Winter Haven, FL, 33880

Hailey was FANTASTIC! I had a last minute emergency and she very kindly helped me. Even though things got a bit dicey, I was so grateful for her willingness to help me. Truly a blessing.

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Justina L.
Sitter Profile Image: Shawnee S.
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Shawnee S.
Star Sitter
from
$15
per visit
5.0 out of 5.0 stars
104 reviews
30 repeat clients
25 years of experience
Auburndale, FL, 33823

Shawnee was amazing! She was diligent with her tasks, paid attention to details in the instructions, and arrived promptly each day. She was so good with my cat, and gave him lots of love. She also sent me tons of photos that helped tide me over until I could get home. I will definitely be working with Shawnee again in the future!

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Sam L.
Sitter Profile Image: Samantha J.
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Samantha J.
Star Sitter
from
$18
per visit
5.0 out of 5.0 stars
33 reviews
11 repeat clients
5 years of experience
Winter Haven, FL, 33884

Samantha was an absolute blessing to have in our home. She checked in on our cat, Leia, while my husband and I went overseas for our honeymoon. We felt at such ease having her be the one to look after our fur baby. She carries a calm and kind spirit, and she is extremely detail oriented when she does her check ins. I highly recommend her to anyone seeking a reliable pet sitter!

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Natalie J.
Sitter Profile Image: Gregory D.
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Gregory D.
from
$14
per visit
5.0 out of 5.0 stars
5 reviews
15 years of experience
Winter Haven, FL, 33881

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.
Sitter Profile Image: Bradley L.
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Bradley L.
Star Sitter
from
$15
per visit
5.0 out of 5.0 stars
253 reviews
88 repeat clients
15 years of experience
Bartow, FL, 33830

Bradley was very friendly and did a great job taking care of our many animals. 10/10 would recommend him for any of your pet care needs. He is willing to try anything and is very communicative.

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Nick S.
Sitter Profile Image: Anita W.
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Anita W.
from
$15
per visit
5.0 out of 5.0 stars
109 reviews
26 repeat clients
13 years of experience
Winter Haven, FL, 33881

Thank you Anita for not just being super reliable but also patient with moody Jade. I especially like to notes you leave on the Rover cards!. Next trip will be a short one over Memorial Day weekend then a longer one around July 4. Will see if you are available when we get closer to those dates.

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Josephine B.
Sitter Profile Image: Ralinda R.
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Ralinda R.
Star Sitter
from
$20
per visit
5.0 out of 5.0 stars
125 reviews
33 repeat clients
18 years of experience
Haines City, FL, 33844

Ralinda was great and very attentive with our cats. She maintained us very informed each day on how the cats were doing. She even went as far as to bring in toys to play with them and kept everything clean and neat.

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Andrea V.
Sitter Profile Image: Taylor W.
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Taylor W.
Star Sitter
from
$14
per visit
5.0 out of 5.0 stars
9 reviews
6 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: Emely C.
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Emely C.
from
$18
per visit
5.0 out of 5.0 stars
97 reviews
34 repeat clients
10 years of experience
Eagle Lake, FL, 33839

Emely was great! She was very nice and I appreciated her being dependable. She was easy to communicate with and she responded immediately. I will definitely have her care for my cat again.

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Susan W.
Sitter Profile Image: Melina C.
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Melina C.
from
$15
per visit
5.0 out of 5.0 stars
29 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: Christy M.
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Christy M.
from
$16
per visit
5.0 out of 5.0 stars
16 reviews
2 repeat clients
25 years of experience
Winter Haven, FL, 33880

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.
Sitter Profile Image: Christina C.
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Christina C.
from
$18
per visit
5.0 out of 5.0 stars
26 reviews
4 repeat clients
20 years of experience
Auburndale, FL, 33823

We are so so glad to have found Christina. She gave great care and attention to our babies and kept us updated . We have a diabetic cat that needs shots twice a day , so finding someone comfortable with giving meds and shots was an answered prayer!

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

Mackenzie was great! She was consistent with the schedule we discussed. Makenzie posted pictures of every visit. I would recommend Mackenzie to take care of your fur babies she took great care of my cat Josie.

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Stacy S.
Sitter Profile Image: Ashley W.
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Ashley W.
from
$18
per visit
5.0 out of 5.0 stars
34 reviews
11 repeat clients
13 years of experience
winter haven, FL, 33884

Ashley is great! She took really good care of our babies while we were on vacation. She even got our scaredy-cat Max to warm up! That’s huge!

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Lou J.
Sitter Profile Image: Mary D.
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Mary D.
from
$15
per visit
5.0 out of 5.0 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: Diana E.
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Diana E.
from
$18
per visit
5.0 out of 5.0 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.

Sitter Profile Image: Brandie H.
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Brandie H.
from
$22
per visit
5.0 out of 5.0 stars
9 reviews
3 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.
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Over 162
pet parents in Winter Haven have booked cat sitting

Winter Haven cat parents share their Rover experiences

1 / 1
5.0 out of 5.0 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 5.0 stars

Bonnie is an absolute doll! She took such great care of our Guinea pigs and stayed in touch the whole time! I feel so lucky to have found her!!!

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Marsha Z.
Drop-In Visits
5.0 out of 5.0 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 5.0 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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How Rover works

  1. 1. Search

    Read verified reviews by cat parents like you and choose a sitter who’s a great match for you and your cat
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your cat while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

Why Choose Rover?

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  • Reservation protection

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

  • World-class support

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

Sitters in Winter Haven average 7
repeat cat sitting clients

Cat Sitting FAQs

Frequently asked questions about Rover

Cat sitters on Rover are free to set their rates. The median cost to hire a cat sitter in Winter Haven on Rover as of Jan 2026 was about $20 per night, after factoring in Rover’s service fees. A cat sitter’s rate may also change as you customize your booking to fit your and your cat’s needs.

If you’re searching for a Winter Haven cat sitter for the first time, visit the cat sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a cat sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jan 2026, there are 373 cat sitters in Winter Haven. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect cat sitter near you. As a reminder, cat sitters joining Rover must pass a background check for you and your cat’s safety.

Rover makes it easy to reach out to multiple cat sitters about your booking. Typically, 90% of Winter Haven cat sitters respond in under an hour.

Cat sitters in Winter Haven have an average of 16 years of experience. Cat sitters with repeat customers have an average of 7 repeat clients. Experience can vary from cat sitter to cat sitter, but you can view reviews, years of experience, and number of repeat clients when you compare cat sitters in Winter Haven.

Do you simply need someone to stop by and play, feed, and scoop? Winter Haven cat sitters are happy to take care of your cat while you’re at work, on vacation, or unavailable for the day, even if all you need is a quick drop-in! Your cat sitter will stop by to feed, play with, and snuggle your cat as many times a day as you like. And the best part? Your cat gets to stay on their home turf.

There are 373 cat sitters in Winter Haven on Rover, so you’re sure to find the perfect match for your cat! In Winter Haven, 97% of cat sitters offer daily exercise, 99% offer medication administration, and 95% have experience with senior cats and cats with special needs. We know each cat is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect cat sitter near you. As a reminder, cat sitters joining Rover must pass a background check for you and your cat’s safety.

Yes! Cat sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your cat sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your cat sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your cat is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your cat sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your cat sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your cat sitter’s cancellation policy.