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

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.
“We absolutely love Lindsay! This is our second time having her watch our kitty, and we couldn’t be happier. She’s caring, reliable, and clearly loves what she does. Every day she sends us the cutest photos and little updates, which make us feel so comfortable and connected while we’re away. It’s such a relief knowing our kitty is in such good hands. We’ll definitely keep booking with Lindsay; she’s the best! 💕🐾”

“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.”
“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!”

“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.”

“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.”
“I hired Taryn for a drop-in midday to let out and play with our Goldendoodle. She was on-time, communicative, took lots of pictures, and very easy to deal with! Would highly recommend!!”

“Megan watched our 3 kitties while we were out of town for a week and we couldn't have asked for better care! Every day came with lots of photos of our fur babies and updates on their well-being and confirmation of their food, water, and litterbox status. I highly recommend her services to anyone in need of petcare ?”

“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.”

“Jenn was very punctual and followed instructions well. My male cat needs medication, which she easily incorporated into his food. My cats also appreciated the extra pets she gave them.”
“I have never left my cats in the care of anyone I did not directly know before, but this time I had to, with late notice at that, and moving forward when I have to do so again I will absolutely choose Jocelyn every time! She is incredibly caring, concise, punctual, communicative, attentive, and trustworthy. One of my cats never comes out from hiding for strangers, and even rarely for close friends who he has met before, but with Jocelyn he was out and about! She sent great pictures of our cats and their food, water, and litter. There is absolutely no question of the quality of care she provides, even on brief visits! If you are in a similar boat, I highly recommend Jocelyn!”

“Grey was so sweet and wonderful with our three cats while we were on vacation for almost 3 weeks. She sent detailed reports, so many pictures and was very communicative. We will definitely be booking with her again in the future!”

“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!”

“Reece took the time to meet my dog and to address any concerned or question that I had. My dog can be a little hyperactive and she was able to handle him just fine. Will definitely recommend her or use her service again. Thank you Reece for taking good care of my doggy.”

“Yelena provided outstanding care for my Giant Schnauzer, Jager. From the moment we met her, it was clear that she genuinely loves animals and takes her responsibilities seriously. She kept us updated, was attentive to Jager’s needs, and made sure he was comfortable and well cared for throughout his stay. Jager came home happy, relaxed, and clearly enjoyed the time he spent with her. Knowing that he was in such caring and trustworthy hands gave us complete peace of mind. I highly recommend Yelena to anyone looking for a reliable, compassionate, and professional dog sitter. Thank you, Yelena, for taking such wonderful care of Jager. We would gladly trust you with him again!”

“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!”
“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!”

“Jonathan was an amazing life saver for our last minute trip. He took amazing care of our girl and treated her like family making sure she had everything she needed while we were away. I would highly recommend him to anyone who needs a pet sitter and we will definitely be using him again in the future!”

The median cost per visit for cat sitting in Windermere is $20
Cat parents share their Rover experiences - Windermere
We are so glad to have met Cassia She took great care of our cat whiskey while we went on vacation for a week. We received messages and photos after each check in. She also helped bring in mail and boxes which was greatly appreciated. We will definitely book with Cassia again.

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!

Elizabeth was exceptional, she sent constant notes with what they did and sent adorable photos of my kitty after every visit. She kept the place just as I left it and showed my pet constant love and I could tell from all the photos they were having a great time! Will 1000% rebook when the opportunity arises.

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.

Lillian was AMAZING! Caring, sweet, kind and obviously loves animals. She came to visit us even before booking to make sure it was a good fit and discuss how to take care of my cat. Great updates, speedy replies and some really cute pictures. This was the first time I left my cat alone and Lillian really helped ease my anxiety of this. Already looking toward my next trip and booking Lillian again. Thank You!

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. Search
Browse profiles of sitters near you who offer cat sitting
2. Meet & Greet
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 near you
Select a filter and find qualifying Windermere sitters!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.









