Cat Sitting Windermere

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Over 61
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.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
• 16 reviews
4 repeat clients
10 years of experience
Ocoee, FL, 34761

“Skye was great! Very reliable and communicative. She gave us great detailed updates every day including pictures. Our trip was so much more pleasant knowing that our babies were well cared for. Thanks to Skye for giving us peace of mind.”

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Betsy E.
Sitter Profile Image: Aminah B.
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Aminah B.
from
$20
per visit
5.0 out of 5 stars
• 43 reviews
10 repeat clients
10 years of experience
Orlando, FL, 32835

“When I tell you that I was SO nervous to take my first multiple-day trip after getting Figgy, I mean it. I left this poor girl a double sided sheet of instructions and put her thru my paranoid hell before I left, and she was so soothing, comforting, and graceful through all of it. Not only that, but she sent me suggestions for things I could buy for him based on the behaviors she observed (like a slow-feeder mat). IF YOU NEED A PET SITTER IN THE MIA-FLL AREA, BOOK AMINAH. ⭐️⭐️⭐️⭐️?”

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J. N.
Sitter Profile Image: Cassia V.
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Cassia V.
Star Sitter
from
$27
per visit
5.0 out of 5 stars
• 138 reviews
21 repeat clients
27 years of experience
Windermere, FL, 34786

“We couldn’t be happier with our experience! Our cat Reese is very shy, but he warmed up quickly to the Cassia, even following her around and enjoying lots of love and attention. Cassia did an amazing job following our instructions and keeping Reese happy and comfortable while we were away. We also really appreciated the thoughtful touch of the cookies! Thank you for everything—you made our trip stress-free, knowing Reese was in such good hands.”

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Caryn G.
Sitter Profile Image: Sarah V.
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Sarah V.
from
$15
per visit
5.0 out of 5 stars
• 3 reviews
3 repeat clients
15 years of experience
Windermere, FL, 34786

About: For over 15 years, I have provided comprehensive, high-quality care for both dogs and cats. My experience ranges from high-energy playtime to specialized senior care and positive reinforcement training. I pride myself on creating a safe, structured, and joyful environment for every pet. What I Offer- Medical & Senior Care: Confident in administering oral medications and skin topicals, as well as managing specialized routines for aging pets. Positive Training: Skilled in teaching basic manners, tricks, and reinforcing good behavior using force-free methods. Play & Enrichment: Expert at reading animal body language to deliver the perfect balance of physical exercise and mental stimulation. Feline Expertise: Experienced in managing cat behavior, specialized diets, and giving space to timid or anxious felines. Whether your pet needs basic puppy training, gentle elder care, or just a fun day of structured play, I adapt my approach to their unique personality. Because my work schedule varies week-to-week, I am highly adaptable and can often accommodate non-traditional times, last-minute requests, and mid-day visits that standard 9-to-5 sitters cannot. I manage my calendar tightly to ensure that when your pet is booked, they get my 100% undivided attention, medical care, and training focus. As a seasoned pet professional specializing in medical administration and behavioral training, I look at safety through a clinical and preventative lens. I do not just watch your pet; I actively monitor their health, behavior, and physical surroundings to prevent accidents before they happen. You can travel with total peace of mind knowing an expert is at the helm.

Sitter Profile Image: Jenn H.
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Jenn H.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 130 reviews
48 repeat clients
10 years of experience
Orlando, FL, 32835

“So grateful, I was able to book you last minute you saved my bacon and Im so happy I found a pet sitter that my cat likes and feels safe around. Until next Time!”

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Rachel C.
Sitter Profile Image: Taylor A.
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Taylor A.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 21 reviews
7 repeat clients
20 years of experience
Lake Copeland, Winter Garden, FL, 34787

“First time using Taylor and we are very happy with her communication and how she treated our cat-Koko. We will definitely book her again during our upcoming trips. Thanks!”

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Milivette M.
Sitter Profile Image: Samantha D.
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Samantha D.
from
$15
per visit
5.0 out of 5 stars
• 16 reviews
4 repeat clients
10 years of experience
Winter Garden, FL, 34787

“My little fur babies were very well taken care of! Thank you.”

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Kelly B.
Sitter Profile Image: Anastasiia K.
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Anastasiia K.
from
$19
per visit
5.0 out of 5 stars
• 59 reviews
21 repeat clients
20 years of experience
Metro West, Orlando, FL, 32835

“We will definitely be using Anastasiia again! She took excellent care of our two beloved cats, sending us almost daily pictures of the two playing and lounging happily. When one of our cats finally wore out his favorite toy (which was already well loved and nearing its end) she went out of her way to get him a new toy. The cats were happy, safe and well loved. Easy to get to the apartment building for drop off. All our cat items were returned clean and in great condition. Have peace of mind with Anastasiia. She is fantastic.”

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Heather K.
Sitter Profile Image: Kenneth B.
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Kenneth B.
from
$15
per visit
8 years of experience
Windermere, FL, 34786

About: Hi, I'm Ken! With 8 years of pet care experience, I provide top-tier dog walking, pet sitting, and drop-in check-ins tailored to your pet's exact routine. Whether your dog needs an energetic walk to shake off the "ruff" days, or your cat needs some quiet cuddle time during a check-in, I’ve got you covered. Why Choose Me? -8+ Years Experience: Deep understanding of dog and cat behaviors and body language. -Flexible Services: Available for high-energy walks, overnight sitting, or quick potty breaks and feedings. -Safety First: Reliable, fully vetted, and dedicated to keeping your pets secure and happy. I treat every dog and cat like my own family. Book a service today, and let's give your pet the smooth, stress-free day they deserve! I work a steady evening schedule, my routine is perfectly tailored for pets who need dedicated overnight care, morning routines, or daytime attention on my days off. Here is exactly how my availability breaks down: • Mondays & Thursdays (Completely Free): These are my full days off! I am available all day and night for extended playtime, daytime drop-ins, mid-day walks, or a seamless start to an overnight stay. • Wednesday, Friday, Saturday, & Sunday (Evening Workdays With Tuesday as an Occasional Morning): • Mornings & Early Afternoons: Available for morning walks and early drop-in visits before I head out for the evening. • Nights & Overnights: Perfect for overnight House Sitting! I am available to arrive in the late evening to tuck your pets into bed, stay through the night, and provide a full morning routine with breakfast and a walk before leaving. I treat your home with the utmost respect and your pets like members of my own family. Because change can sometimes be 'ruff' for animals, my primary goal is to maintain their familiar habits, scents, and routines as closely as possible while you are away. Here is exactly what you can expect when I care for your pets in your home: • Consistency & Routines: I stick strictly to your established schedule for feeding, medication, crate time, and bathroom breaks. • Active Engagement: I provide active playtime, mental stimulation, and plenty of one-on-one affection. • Thorough Clean-up: I keep all pet areas tidy, including washing food bowls, scooping litter boxes daily, and cleaning up any accidental messes immediately. • Frequent, Detailed Updates: You will receive regular photo and/or video updates through Rover Cards or Messaging along with detailed summaries of how your pet is doing, so you never have to wonder. I also offer meet and greets, so schedule yours today!

Sitter Profile Image: Mariluz G.
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Mariluz G.
from
$27
per visit
5.0 out of 5 stars
• 277 reviews
87 repeat clients
15 years of experience
Windermere, FL, 34786

“Thank you so much for taking such good care of Bubbles. She loves you and was so happy when we came home. Than you for providing such attentive care.”

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Laura I.
Sitter Profile Image: Lillian M.
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Lillian M.
from
$9
per visit
1 repeat client
15 years of experience
Gotha, FL, 34734

About: I’ve taken care of my pets my whole life, including my cat Gracie Lou, chow sharpie mix Sunshine and my ball python Klaus for the past eight years. I’ve fostered kittens, volunteered at the animal shelter and pet sit for friends cats growing up. I love animals and I’m happy to care for them! Everyday I make sure my three pets have clean water and food (except the ball python they only eat once a month) I play with my cat and dog every day. I work Friday & Saturday at 6PM but other than that I have full availability. I would make sure they get clean water, food and play time as those are essential. I love to take dogs on walks as many times are needed. I’d make sure that the kitty litter box is clean.

Sitter Profile Image: Mackenna C.
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Mackenna C.
from
$16
per visit
5.0 out of 5 stars
• 17 reviews
9 repeat clients
10 years of experience
Windermere, FL, 34786

“Mackenna was so great with our sweet old boy, Jofi. Very gentle and attentive to his needs. Excellent communication! We will definitely be using her services again.”

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Liz A.
Sitter Profile Image: Tiffany P.
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Tiffany P.
Star Sitter
from
$27
per visit
5.0 out of 5 stars
• 13 reviews
5 repeat clients
25 years of experience
Metro West, Orlando, FL, 32835

About: I have always loved being around animals since before I could walk. I have worked with Dogs, Cats, and Horses. In college, I worked at a Day Camp teaching children to ride horses. I love being around Cats, and dogs; they make me smile with their different personalities and quirks. I am a part time swim instructor I work during the week, and the weekends from 8am- 1:30 PM. I am available for dog walking/sitting anytime after 2:00pm during the week, and weekends. I have done pet sitting in the clients home. I fed the cats, fish, walked the dog. I once watched my friends dog over a weekend. I fed his dog on their scheduled time and walked the dog many times it was a lot of fun!!! I am very cautious when I am with a clients pet. I treat every pet as if they were my own.

Sitter Profile Image: Dianna B.
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Dianna B.
from
$23
per visit
10 years of experience
Florida Center, Orlando, FL, 32819

About: I have pet and house sat over the last ten years. I have grown up with and cared for dogs, cats, fish, free range chickens and even an African grey parrot. I am dependable and trust-worthy. I will love your pet(s), have the utmost respect for your home, and bring a strong work ethic. Please disclose all specifics for care and training of your fur babies. I will be sure to provide my best care, ensuring continuity to help keep your pet(s) the most at ease during your absence. You don’t have to worry about me leaving daily to work. I’m employed with a temp agency, and I don’t have any assignments at this time. When contacted, my assignments are typically hybrid or remote. I have a 2018 Sedan with leather seats, which is consistently cleaning, serviced, and maintained. I have a clean driving record and drive very cautiously.

Sitter Profile Image: Taylor M.
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Taylor M.
from
$17
per visit
5.0 out of 5 stars
• 7 reviews
5 repeat clients
5 years of experience
Orlando, FL, 32836

“Taylor took great care of our 3 chihuahuas. She communicated well and sent lots of pics.”

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Stacy C.
Sitter Profile Image: Aaliyah R.
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Aaliyah R.
from
$15
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
1 year of experience
Winter Garden, FL, 34787

About: Hi! I’m Aaliyah, and I’ve been around dogs and cats my whole life 🐶🐱 I absolutely love caring for animals and making sure they feel safe, comfortable, and happy while you’re away. I’m very reliable, attentive, and patient, and I’m great with pets of all personalities from playful to shy! I also love keeping owners updated, so you can expect regular photos, videos, and messages while you’re gone! Whether it’s walks, drop-ins, or overnight stays, I’ll treat your pet like my own and make sure they’re well cared for and spoiled with love 💕 I’d love to meet you and your fur baby feel free to reach out anytime! currently have open availability this week and accept last minute bookings. I work part time at Grand & Berries, usually in the mornings. I’m free in the afternoons and evenings for walks, playtime, and cuddles. I like to keep a consistent routine so pets get attention and care on a regular schedule I follow your routine, give your pet lots of love, and make sure they feel safe and happy. I also keep your place tidy and treat it like my own

Sitter Profile Image: Renato & Justine M.
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Renato & Justine M.
from
$12
per visit
8 years of experience
Florida Center North, Orlando, FL, 32811

About: What sets me apart is my reliability and genuine care for every pet. My wife and I both work professionally in higher education, so being dependable, organized, and responsive is already a huge part of who we are. We also understand how important trust is when someone is caring for your pet and your home. We will provide regular updates, photos, and quick communication so pet parents feel comfortable while they’re away. Additionally; patience and attentiveness are a core value of ours. Pet care fits naturally into our weekly routine because we genuinely enjoy being active, and spending time with animals. During the summer, we both have consistent availability on Tuesdays /Fridays/Saturday/Sundays. We are also very organized with scheduling and communication, so I make it a priority to be dependable and responsive with every booking. Whether it’s morning walks, afternoon check-ins, feeding routines, or evening visits, we enjoy creating a calm and positive experience for both pets and their owners When caring for pets in a client’s home, the focus is on keeping their routine as normal and stress free as possible. Its all about following feeding schedules carefully, providing plenty of attention and making sure pets get exercise and bathroom breaks.

Sitter Profile Image: Ashleigh J.
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Ashleigh J.
from
$18
per visit
5.0 out of 5 stars
• 6 reviews
12 years of experience
Orlando, FL, 32808

About: I’ve been caring for dogs since I was 12 years old, and they’ve always been a huge part of my life. Over the years, I’ve had experience with dogs of all sizes, breeds, and personalities, including Pit Bulls, French Bulldogs, Yorkshire Terriers (Yorkies), Cane Corsos, and many others. My love for animals goes far beyond simply caring for them—they truly become family. I understand that every dog has their own unique personality, routine, and needs, and I take the time to make sure they feel safe, comfortable, and loved while you’re away. Whether your dog enjoys long walks, playtime, cuddles, or simply having someone nearby, I’m committed to providing the same level of care and attention that I would give my own pets. If you choose me as your pet sitter, you can have peace of mind knowing your furry family member will be treated with patience, compassion, and plenty of love every step of the way Pet care fits seamlessly into my daily routine. I currently work part-time, Monday through Friday from 9:00 a.m. to 1:00 p.m., which allows me plenty of time each day to provide attentive care before and after work. Whether your pet needs walks, playtime, feeding, medication, or simply companionship, I’m available to give them the love and attention they deserve. On the weekends, I’m completely off, giving me even more flexibility to accommodate your pet’s schedule and spend quality time with them. I understand how important it is to maintain your pet’s routine, and I’m committed to making sure they feel comfortable, safe, and well cared for while you’re away. I care for every pet as if they were my own, making their comfort, safety, and happiness my top priorities. I take the time to learn each pet’s routine, personality, and specific needs so they can feel as comfortable as possible while you’re away. In my client’s home, I strive to keep your pet on their normal schedule by providing fresh food and water, walks or potty breaks, playtime, exercise, medication (if needed and with instructions), and plenty of affection. I also make sure your home is respected and kept tidy while I’m there. To give you peace of mind, I’m happy to send regular photo and video updates so you can see how your furry family member is doing. Whether your pet is energetic and loves to play or prefers quiet companionship, I’ll provide patient, loving, and reliable care tailored to their individual needs.

Sitter Profile Image: Sage Q.
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Sage Q.
from
$15
per visit
17 years of experience
Winter Garden, FL, 34787

About: At the age of 6, I began to regularly foster newborn kittens with my mom along with taking care of cats in general around my town and fell in love with taking care of them and learning about them. I started to get little information books about cats and learn more about their mannerisms, etc. I'm currently a college student who runs a very small crochet business and all of my classes are online so my availability is definitely very open to be able to take care of your furry friend! I have always had a deep connection with animals ever since I was a kid. I grew up homeschooled and something that my mom had me do very young was fostering kittens and taking care of dogs that were lost or didn't have a home. We also would watch this series called, Dog Whisperer with Cesar Millan and sometimes I would independently watch episodes of My Cat from Hell on YouTube. Something that I noticed when watching these shows is that the animal is typically never actually misbehaved but instead misunderstood. I feel as if being a good sitter is being empathic to every single animal and listening to their wants and needs and although there is a small language barrier, it is important to know that they are always communicating with us. There are very subtle movements that can portray whether an animal is having fun, hungry, distressed, etc. and that's something that I always try to pay attention to with animals to make sure that they feel safe and content. I believe leading with your intuition is something that you must do and to tell whether an animal wants enrichment or to relax. I will always strive to provide a safe and most comfortable environment for them. Also, I definitely understand the fear of allowing someone to watch your pet (I've definitely felt that way when leaving on vacation for my cats) and I want to give you everything that I expect from a sitter. I will be sure to give photo updates, and respect routines that have been established.

Sitter Profile Image: Laetitia R.
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Laetitia R.
from
$24
per visit
9 years of experience
Metro West, Orlando, FL, 32835

About: I am a Certified Veterinary Technician with experience caring for a wide variety of animals, including dogs, cats, rabbits, pocket pets, birds, and other exotics. My veterinary background has given me the skills and confidence to provide safe, attentive, and compassionate care for pets with different needs and personalities. During my veterinary education, I gained hands, on experience working in an animal shelter, as well as extensive kennel experience caring for animals through cleaning, bathing, feeding, enrichment, and administering medications when needed. I am comfortable following detailed instructions and maintaining any routine your pet is used to. I am experienced and comfortable giving medications, caring for senior pets, and providing extra support for animals who need special attention. Whether your dog loves long walks and playtime, or prefers relaxing at home with cuddles and companionship, I’m happy to match their personality and needs. I am also a pet owner myself! I have a sweet Shetland Sheepdog named Milou, who loves playing with my rabbits. I understand that pets are family, and I treat every animal in my care with the same patience, kindness, and love I give my own. Whether your pet is a playful pup, a relaxed senior or a curious cat, I would be honored to provide them with reliable and loving care while you’re away. I’m also fluent in French, so I’m happy to connect with any francophone pet parents! 🇫🇷🐾 I am currently available on weekends only, as I work my full-time veterinary position during the week, and I also help on many Saturdays. This allows me to dedicate my weekends to providing reliable, attentive, and loving care for your pets. I am working to expand my availability and offer more services in the future. Safety and trust are my top priorities. As a Credentialed Veterinary Technician, I have experience safely handling pets of all sizes, personalities, and needs. I follow instructions carefully, respect your home, maintain your pet’s routine, and provide updates so you can have peace of mind while you’re away.

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

Cat parents share their Rover experiences - Windermere

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5.0 out of 5 stars

Katherine was so amazing with drop-ins on my two boy cats Fred and Bulldozer! She took great care of them, spent time with them and provided lots of pictures and updates on their wellbeing! Could not have asked for a better person to look after my boys💕

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Scott R.
Drop-In Visits
5.0 out of 5 stars

Dani was amazing! She always left detailed notes for her visits with pictures and went above and beyond what we expected. We felt very safe and comforted that our cats were taken care of while we were gone.

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

Lily is Fantastic! Highly recommend her to care for your fur babies. She took such great care of our cat. Showed up as planned and really took the time to get to know and play with Mac Mac. And she sent great updates and photos.

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

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!!

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

Cassia is the BEST!!! I have used her consistently for the last two years and she has been nothing but perfect. My pets adore and trust her!! As long as I live here, Cassia will be who I trust my pets with!! Highly recommend🥰

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Jordan R.
Drop-In Visits
5.0 out of 5 stars

Alexis was amazing - my pets (dog & cat) immediately warmed up to her and were comfortable with her. Will definitely utilize her services again and recommend her to neighbors.

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Elizabeth R.
Drop-In Visits
5.0 out of 5 stars

This was my second time booking with Lindsay and I will continue to do so! I love all the photos and updates she sends while I'm away. It's so much less stress while traveling knowing my cat is in the best of hands!

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

Thanks again for giving so much TLC to all our fur babies. Never once did I have any anxiety! Thanya is one of the best. I hope she continues to pet sit in her new career as a veterinarian.

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Brenda B.
Drop-In Visits
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

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

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

Reece is wonderful! And you can tell she genuinely loves animals. I will definitely ask her to kitty sit again! Thank you Reece!!

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Michaela F.
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?

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

How to book cat sitting

  1. 1. Search

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Sitters in Windermere average 6
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FAQs for Cat Sitting - Windermere

Frequently asked questions about Rover

The average cost of Cat Sitting in Windermere on Rover is $28 per visit as of October 2026. Most bookings cost between $17 and $50 per visit. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 2,432 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 .

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 , which provides up to 25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

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

  • 89% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 96% 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 , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

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