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

Over 63 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.

“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. :)”

“We had a family emergency and had to be out of town. Karen was wonderful and provided pictures and updates so I never had to worry about my babies while I was away. Would 100% book again.”

“Poliana is the best pet sitter we have ever had! She is so communicative and truly went above and beyond to take care of our pets. All of our animals loved her, even those that are typically very shy of 'strangers'. I can't say enough how much I appreciate her!”

“This is my first experience with Cassia and words can’t describe what a great experience it has been. Letting someone take care of my dog and coming into my home as I travel is a major event for me, but from the moment I met Cassia and how she had instant chemistry with Tucker put me at ease. Her constant updates, pictures, and caring exceeded my expectations. What a professional and trustworthy person. I recommend her wholeheartedly. Thank you Cassia!”

“It was our first time to use Rover in a new city. We were nervous. Ariella was fantastic. She’s a natural with dogs, and we got regular updates during our absence. I would definitely hire her again.”


“Samantha was a hit with Mulder when they first met! I saw how he immediately accepted Samantha. It gave me peace of mind while we were away for an extended period of time. We have your number Samantha and we will call you again when needed. Thank you!”

“Daijah was wonderful. 10/10 recommend for anyone looking for a safe & comfortable experience for their pets. I really appreciated that I didn’t have to ask for photos, and that she spent time with my German shepherd while giving him a good amount of exercise on their walks. He was well taken care of and I’d absolutely book again. Thank you, Daijah!”


“Our pup was very well cared for while we were away. We will definitely be using Nicholas again in the future. He did and amazing job and I love that he washed the dogs bowls before he fed him each time.”


“Sarah did a wonderful job checking in on my cats over the holidays. I came home to well fed, happy cats and a nice note on the counter from Sarah. I highly recommend her! ”

“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.”

“Lindsay was absolutely phenomenal. She was very communicative and sent us pictures. She really cares about the animals! I 10/10 would recommend her to anyone in need of a pet sitter for their loved ones!”

“Lynn is always great and patient with my dogs. We have used him about five times and he is always on time and really communicative. The last time we had a different sitter cancel, and he was able to fill-in last minute. This time we had trouble with our garage opener, and he was very patient as I would sometimes not realize he was already there, and he would have to wait for me. He was always really patient with me and waited to make sure the dogs were always OK. I love having Lynn taking care of the dogs because I know that they are safe.”

“She is a sweet person! And did exactly as I requested. She even got along with my black cat who really does not like ppl. She is very trustworthy as well! Definitely rebooking soon! She sent photos and communicated very well too.”
“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!”

The median cost per visit for cat sitting in Windermere is $20
Cat parents share their Rover experiences - Windermere
Katherine was fantastic! She sent update-pictures, solved issues that came up (our automatic water machine stopped working for some reason and she was able to put out additional water for the cats), and she even gave them some playtime as well. Highly recommend and would book again!

Sarah is the best sitter! I felt relaxed on vacation knowing my cats were in great care and loved while I was away! Sarah is very punctual and a great communicator!! I appreciated the daily updates and photos!! I especially appreciated that she took the time to love them with all the cuddles and playtime!!

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.

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!

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.
Meet local sitters who will treat your cats like family

1. Search
Browse profiles of sitters near you who offer cat sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for cat sitting - Windermere
Select a filter and find qualifying sitters offering cat sitting.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 September 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 September 2026, there are 2,412 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
- 97% 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.



















