Cat Sitting Windermere

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

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Over 57
pet parents in Windermere have booked cat sitting

Windermere, 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.

1 / 1
Sitter Profile Image: Skye T.
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Skye T.
from
$15
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Ocoee, FL, 34761

Skye took such great care of my pitbull Kilo! She was attentive, communicative, and kept me updated throughout the visit. Kilo seemed to really enjoy his time with her, which gave me so much peace of mind. I would absolutely book with her again and highly recommend her to anyone looking for a caring and reliable dog walker. :)

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Angelique G.
Sitter Profile Image: Taylor C.
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Taylor C.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
21 reviews
7 repeat clients
11 years of experience
Orlando, FL, 32819

I highly recommend Taylor! She is reliable, professional, and clearly cares about the animals she works with. Communication is excellent, and I appreciate the updates and photos during walks. It's a relief knowing my dog is in good hands, and I highly recommend her to anyone looking for a trustworthy and caring individual to take care of their pets!

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Sarah R.
Sitter Profile Image: Elizabeth D.
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Elizabeth D.
from
$13
per visit
5.0 out of 5 stars
15 reviews
2 repeat clients
10 years of experience
Windermere, FL, 34786

She was amazing! We had pictures of every visit and the love and care she provided for our dogs was amazing. She also gave us great summaries of her visits. I will be definitely be requesting her again.

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Diana O.
Sitter Profile Image: Shelley R.
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Shelley R.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
35 reviews
11 repeat clients
3 years of experience
Windermere, FL, 34786

We’ve hired Shelley for several bookings and highly recommend her. Every visit she sends us updates and pics of our pets. She’s always on time, follows our feeding and care schedules and provides each of our pets with individual attention.

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Dorothy L.
Sitter Profile Image: Taryn N.
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Taryn N.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
51 reviews
19 repeat clients
23 years of experience
ORLANDO, FL, 32819

Taryn was GREAT! If I could leave 10 stars, I would. Taryn watched our 8 month old golden retriever puppy, Blitz. From the first time she met Blitz during our meet & greet, we could tell she had a true love for dogs. We were at total peace knowing Taryn was watching Blitz, and she sent lots of pictures and videos! We will certainly be booking with Taryn again, she was the best!

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Nick M.
Sitter Profile Image: Danielle H.
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Danielle H.
from
$20
per visit
5.0 out of 5 stars
51 reviews
15 repeat clients
22 years of experience
Ocoee, FL, 34761

It was great having Danielle check on our cat while we were away on vacation! She is super responsive, and took the time to do a meet & greet with us beforehand. While we were away she provided detailed updates & pictures, and was so attentive to what was going on with our cat. We felt very secure knowing she would be there. Thanks again, Danielle!

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Analisa C.
Sitter Profile Image: Reece L.
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Reece L.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
65 reviews
20 repeat clients
10 years of experience
Ocoee, FL, 34761

Reece was amazing! I didn’t have to worry at all about the care of our dogs. My daughter left a last minute note to care for a toy and we received updates on the toys at each visit. It was so much fun! I can’t recommend enough.

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Stefoni S.
Sitter Profile Image: Jenn H.
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Jenn H.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
119 reviews
45 repeat clients
10 years of experience
Orlando, FL, 32835

If you're looking for someone who will go above and beyond to care for your pets, Jenn is absolutely amazing! She took incredible care of our furry family members while we were away, and we couldn't be happier with her service. From the start, Jenn was professional, kind, and attentive to every detail of our pets' needs. She made sure to keep us informed throughout her stay, sending us regular updates and lots of adorable pictures of our pets. Seeing how happy, relaxed, and well-cared-for they were gave us so much peace of mind. Jenn clearly has a natural connection with animals and treated our pets as if they were her own. Whether it was feeding, playing, or just giving them snuggles and love, she went above and beyond to make sure they were comfortable and happy. It was clear that they adored her! We can't thank Jenn enough for her amazing care and highly recommend her to anyone looking for a pet sitter who is trustworthy, compassionate, and communicative. Thank you, Jenn, for everything,you’re the best!

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Jeff T.
Sitter Profile Image: Lindsay L.
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Lindsay L.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
62 reviews
21 repeat clients
22 years of experience
Orlando, FL, 32819

I so appreciate Lindsey and all the photos she gives. She’s taking such good care of the kitties and is very very responsible and kind and they seem to play with her a lot! Victoria bubbles and sweetie.

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Victoria R.
Sitter Profile Image: Cassia V.
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Cassia V.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
114 reviews
18 repeat clients
27 years of experience
Windermere, FL, 34786

Cassia was great with our cats while we were away. She sent us updates and pictures. She also was concerned and asked great questions when she noticed one of our cats preferred staying in the bed. When I told het that it was a normal behavior for him, she was relieved there was nothing wrong with him. Thanks for your help, Cassia.

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Gabriela C.
Sitter Profile Image: Grey G.
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Grey G.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
84 reviews
21 repeat clients
5 years of experience
Winter Garden, FL, 34787

Grey was awesome! Great communication and very punctual. Our Riley was well taken care of which gave us peace of mind while away for the weekend. I appreciated the meet and greet beforehand to get acquainted.

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Ashley G.
Sitter Profile Image: Katherine F.
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Katherine F.
from
$17
per visit
5.0 out of 5 stars
14 reviews
5 repeat clients
12 years of experience
Windermere, FL, 34786

Katherine is absolutely wonderful! She was very responsive and reliable. I also appreciate that she would grab our packages if we had any sitting and bring them in. I will absolutely schedule care with Katherine again in the future!

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Jessica M.
Sitter Profile Image: Rachel M.
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Rachel M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
33 reviews
16 repeat clients
15 years of experience
Windermere, FL, 34786

She’s awesome did a great job very trustworthy and respectful to my home . I will only use her when needed .

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Lance L.
Sitter Profile Image: Jocelyn D.
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Jocelyn D.
from
$20
per visit
4.9 out of 5 stars
60 reviews
24 repeat clients
11 years of experience
Orlando, FL, 32819

Jocelyn was wonderful, responsive, friendly, collaborative, and most importantly took excellent care of our little furry friends. Highly recommend. Will definitely rebook.

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Brian S.
Sitter Profile Image: Megan W.
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Megan W.
from
$20
per visit
5.0 out of 5 stars
84 reviews
18 repeat clients
8 years of experience
Orlando, FL, 32819

Once again, Megan took amazing care of Henry! We’ve been traveling so much lately it’s great to know we have someone so reliable that our cat is comfortable with. Thanks, Megan!

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Allison S.
Sitter Profile Image: Jamie L.
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Jamie L.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
52 reviews
12 repeat clients
20 years of experience
Orlando, FL, 32819

Jamie was great and helped us while we were in from out of town! Great communicator and kind soul! Definitely recommend her if you are needing a Rover service.

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Matt H.
Sitter Profile Image: Jonathan W.
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Jonathan W.
from
$25
per visit
5.0 out of 5 stars
41 reviews
18 repeat clients
13 years of experience
Orlando, FL, 32819

Jonathan has been our go to dog sitter anytime we are out of town and always does an amazing job with Mia. We recommend him to anyone who will be away from their pups for an extended period of time.

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Francesca ..
Sitter Profile Image: Poliana D.
Verified Enhanced Background Check
Poliana D.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
618 reviews
168 repeat clients
15 years of experience
Windermere, FL, 34786

Poliana is an amazing care giver for the furry members of our family. Supper dependable and very through with photos and information from every visit. You will be thrilled with her service and your pets will always be excited to see her.

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Mark F.
Sitter Profile Image: Cami C.
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Cami C.
from
$20
per visit
5.0 out of 5 stars
152 reviews
56 repeat clients
25 years of experience
Orlando, FL, 32819

Cami is a blessing. She communicates very well, genuinely cares for our pup and overall is such a huge help. Our Lucy loves her!

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Lauren C.
Sitter Profile Image: Victoria P.
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Victoria P.
from
$19
per visit
5.0 out of 5 stars
37 reviews
12 repeat clients
10 years of experience
Orlando, FL, 32819

Victoria was amazing! Very patient and understanding when we had key trouble and very informative in the after visit reports. Would recommend and rebook in a heartbeat! Thanks so much!

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Mia M.
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The median cost per visit for cat sitting in Windermere is $20

Cat parents share their Rover experiences - Windermere

1 / 1
5.0 out of 5 stars

Elizabeth was wonderful! She provided the best updates of my fur baby that were thoughtful and caring. I know my baby was in great hands and would absolutely book again!

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Emma S.
Drop-In Visits
5.0 out of 5 stars

Taylor was always on time, provided excellent care to my cats. One has diabetes. So it requires an extra step. She was always communicating every visit how they pets where doing. She kept everything tidy and I can tell she loves doing this and takes great pride in her job. I will hire here every time I need help.

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Anne Marie K.
Drop-In Visits
5.0 out of 5 stars

Lillian is THE BEST AND SHE GENUINELY CARES! I was out of town for a week, my girl had some issues and I was super worried to leave. I received great updates, and a call when there was some not normal circumstances. Lillian even offered to be “on call” if we needed more visits. Not really on call but you get it. She is so good with my cat and eased my anxiety while I was gone. She is my permanent Rover! Zero doubts with her!

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Matt H.
Drop-In Visits
5.0 out of 5 stars

Cassia is a lifesaver,amazing person. As soon as we met Cassia ,we trusted her with our cat and our home for 3 weeks.She was sending pictures and videos evey visit.Communication with her was excellent, she responded every text,we had emergency in our house one time,she took care of that. Our vacation was a peace of mind because of Cassia,now we only hire her when we need and strongly recommend her to anyone

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Helen L.
Drop-In Visits
5.0 out of 5 stars

She’s incredible. We feel so fortunate we found her. She was great with all of our cats and was so good with our elderly, diabetic cat that requires two shots a day.

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Richard T.
Drop-In Visits
5.0 out of 5 stars

The pets were well taken care of and it was much better than leaving them at a boarding place. Will definitely be using Katherine again!

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Jill K.
Drop-In Visits
5.0 out of 5 stars

Megan was so great with our cat Marley! She provided detailed visit reports & provided great care. We would recommend her & book again for any future needs!

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Erica P.
Drop-In Visits
5.0 out of 5 stars

I felt so much better leaving for a long trip knowing I was leaving my cat in great hands with Lindsay! From the meet & greet, Lindsay was very communicative and on time. She kept me informed while I was away and made sure to always send photos. She made it a point to not only check on my cat's food and litter but also spend time giving her love and playing with her each day. I would definitely recommend Lindsay for your pet sitting needs!

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Katelyn W.
Drop-In Visits
5.0 out of 5 stars

Tanya is absolutely the best dog and cat sitter we could ask for! She takes wonderful care of our pets, giving us complete peace of mind whenever we’re away. Our animals are always happy, well cared for, and comfortable in her hands. What really sets Tanya apart is that she goes above and beyond. Not only does she care for our pets, but she also helps with household tasks like picking up pet waste, taking our trash and recycling cans out to the curb, and bringing them back afterward. Those extra touches make such a difference and show how thoughtful and dependable she is. Thanya is reliable, caring, and incredibly helpful. We highly recommend her to anyone looking for a trustworthy pet sitter who truly treats your home and pets as if they were her own.

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

Taryn was such a great sitter for our cat! She was super communicative, reliable & we know Marley was taken great care of. We would absolutely book again and recommend to anyone needing a great sitter.

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Erica P.
Drop-In Visits
5.0 out of 5 stars

Lena took the BEST care of my cats. She sends fabulous photos and it’s clear she truly cares about the pets she sits. I’m beyond thrilled to have had her as a sitter and will definitely be booking with her in the future.

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Abby C.
Drop-In Visits
5.0 out of 5 stars

This was our first time using Rover. Samantha was great. Knowing that she was coming to check on our cat every day gave us peace of mind on our trip. We will definitely use Rover AND Samantha again. I highly recommend Samantha!

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Constance S.
Drop-In Visits
5.0 out of 5 stars

Miranda was very great to work with and very attentive to caring for our kitties. She was very consistent with her service, went above and beyond and was very helpful. Definitely would book again!

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

Cheyanne never disappoints me in her ability to provide great service. Her level of care and trustworthiness is exemplary. Thank you again, Cheyanne, for your help with Stormy.

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David L.
Drop-In Visits
5.0 out of 5 stars

She’s awesome did a great job very trustworthy and respectful to my home . I will only use her when needed .

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Lance L.
Drop-In Visits
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  • 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

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  • 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.

Meet local sitters who will treat your cats like family

  1. 1. Search

    Browse profiles of sitters near you who offer cat sitting
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Popular requests for cat sitting - Windermere

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Sitters in Windermere average 6
repeat cat sitting clients

FAQs for Drop-In Visits - Windermere

Frequently asked questions about Rover

The average cost for Cat Sitting in Windermere on Rover is $27.75 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 2,373 sitters on Rover offering Cat Sitting across Windermere. 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 Windermere. On Rover:

  • 90% of sitters can help with special care needs
  • 96% 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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