Pet Sitting Windemere
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Over 657 pet parents in Windemere have booked pet sitting
Windemere, Find top rated pet sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Pressley was a fantastic sitter. I usually have my dachshund Lulu stay with friends, but I had to have someone watch her this trip for a week and I am happy I went with Pressley. She was flexible, she provided great content and notes from the visits, and for someone that really misses their pets when away, helped close the gap. Would 1000% recommend and rebook. ⭐️⭐️⭐️⭐️⭐️”
“Davida is very knowledgeable about dogs and cats!!! She is very attentive and connects well with my pet! So attentive she gets kisses already! She follows directions, guidance, and makes sure to communicate with details to you during and after the visit! I am SO EXCITED she is my dog's walker!”
“Iran was an outstanding cat sitter. My cats settled in right away and clearly felt comfortable and happy in her care. She followed all instructions carefully and went above and beyond with anything else. We received regular photo and video updates, which gave me peace of mind while we we're was away. The house was left tidy and everything was exactly as it was before we left. She was professional, reliable, and great with cats. I wouldn’t hesitate to book her again and highly recommend her to anyone looking for a trustworthy cat sitter.”
“Crystal is such a sweet and bright person with a real passion for animals! She was an excellent sitter, following all of my requests and showing lots of love to my cat in my absence. She sent pictures every visit of a full food bowl, clean litter, and my happy cat. I vacationed without a worry. Will definitely rebook Crystal when I need to!”
“Very sweet and loving with the dogs. Made sure they had time in the sunshine and plenty of cuddles. She was always on time, and very accommodating to a last minute booking. Her response times to communication was very quick and attentive. We couldn't be happier and more grateful.”
“Tyler is the perfect cat sitter, I have 2 cats, one very energetic and the other one very low key but loves being pet, Tyler made sure that both of them where comfortable with him, he sends lots of pictures per visit and adds comments to keep me updated how everything is going; I had a last minute travel change and Tyler was able to accommodate more visits to make sure that my kitties where ok, when I got home both of my furry baby's where happy and relaxed. I would definitely recommend Tyler to anyone 💯, and definitely would book again with him in the future.”
About: Hi! I’m Farheen, a passionate cat foster with AAC and APA, with 8 years of cat care experience. Whether your kitty is shy, playful, or a total cuddle bug, I’ll make sure they feel loved, comfortable, and cared for like my own. I’m experienced with medication administration, special care needs, and reading feline body language to make every visit stress free. Your cats will get the attention and affection they deserve, from quiet companionship to playtime and purrs. Please note - for house sitting and boarding requests, kitten care pricing will follow puppy care rates. I currently work from home so i’ll have all the time for your cats. I can check in as often as you’d like and as much playtime as you’d prefer on top of their basic needs such as feeding and cleaning litter. I can watch your cat at your home or mine if boarding is needed. Your cats are safe with me. They will get plenty of attention, loving, cuddles, and treats.
“King did an amazing job watching my dog Stella while I was away. He was able to help on short notice. He went above and beyond with communication when my apartment had a minor leak while I was away. Thank you King!”
“Abbie was absolutely amazing with our dog! We were away on vacation and felt completely comfortable knowing our dog was in such good hands. She was caring, responsible, attentive, and kept us updated throughout our trip. It was clear that she genuinely cared about our dog and treated her like her own. We came home to a happy, well-cared-for dog, and that gave us so much peace of mind while we were away. We would definitely book with her again and highly recommend her to anyone looking for a trustworthy and loving pet sitter.”
“Yenah is an amazing cat sitter and SO easy to work with! I’ve booked Yenah to visit my cat multiple times and she is always incredibly helpful and has great communication skills 😊”
“What a great report card! Seems like you two had a great time. Thank you so much. Victoria took great care of my dog and was sooo helpful and dedicated to her clients. Hope you’ll be her dedicated rover walker/sitter :)”
About: Hi! I’m a caring and dependable pet sitter who loves creating a safe, comfortable environment for your furry family members while you’re away. I have experience caring for family pets during vacations, including looking after their homes while they traveled. I’ve also cared for my former roommate’s two cats when she was away for weekends. Most recently, I completed a 24-hour pet sitting and house sitting assignment in California before relocating to Texas. I believe every pet has their own unique personality and comfort level. I’m patient, respectful of their space, and allow pets to approach me when they’re ready to build trust. I pay close attention to their body language and routines so they feel safe, understood, and cared for. I’ve always had a natural connection with animals. I’ve had multiple dogs choose to seek out quiet moments of connection with me, including making eye contact, staying close by, or leaning against me for comfort. My sister’s dog, for example, often chooses to sit near me and lean against my leg when I visit, even though she says the dog doesn’t normally do that with people. I love taking the time to earn an animal’s trust and let them show me what they need. Whether your pet needs walks, drop-in visits, or overnight care, I’d love the opportunity to provide them with loving and dependable care while you’re away. I work part-time. I can stay at your house if needed. My day job varies but as long as I have a week's notice I can plan accordingly or work it around when I go to and from work. I do not have any pets of my own and therefore will treat your beloved pet as if it were my own. I am not providing any home services. I am only providing care at the client's houses. I have great nails that the animals love for me to scratch their backs with.
About: Your pet deserves to feel at home. ❤️ ⠀ Hi, I’m Lisa! I’ve been caring for dogs and cats for 45 years, and I truly love getting to know each pet as an individual. ⠀ I offer one-family-at-a-time boarding, so your dog(s) gets personalized attention in a comfortable home environment rather than being surrounded by multiple unfamiliar pets. ⠀ I’m home full-time and have a secure, fenced backyard where dogs can safely play, explore, and enjoy outdoor time. I tailor each stay to your dog’s personality, routine, and energy level. ⠀ Whether your dog loves walks and playtime or prefers relaxing beside me, I want them to feel safe, comfortable, and loved while you’re away. ⠀ I also have experience caring for senior pets and administering oral medications and am happy to follow detailed instructions for feeding, medication, routines, and special needs. ⠀ I know how hard it can be to leave your pet, that’s why I provide lots of photos, videos, and updates throughout their stay-so you feel connected and see how they’re doing while you’re away. ❤️ ⠀ My goal is to provide attentive, personalized care that keeps tails wagging and gives you total peace of mind.🌟 Home Full-Time = Lots of Company 🏡 ⠀ Because I’m home full-time, your pet isn’t simply staying at my house while I’m away at work. ⠀ I’m able to provide plenty of companionship throughout the day, along with outdoor time, walks, playtime, enrichment, and lots of attention. ⠀ I also understand that every dog has a different routine. Some need lots of activity, while others are happiest taking naps and relaxing nearby. ⠀ I follow your pet’s routine as closely as possible to help make their stay comfortable and familiar. I take your pet’s safety seriously. I provide: * A secure, fenced backyard * Supervised outdoor time * A home environment rather than a kennel * One-family-at-a-time boarding * Close attention to your pet’s behavior and comfort * Care tailored to your pet’s individual needs * Experience with senior pets * Experience administering oral medications Before your pet stays with me, I want to know about their personality, routine, feeding schedule, medications, fears, and anything else that will help me care for them properly. If something matters to you, I want to know about it. 🐱 About Our Resident Cat, Boo I have a friendly resident cat named Boo. Because every dog is different, I like to know how your pup feels around cats before their stay. If your dog is comfortable around cats, Boo may be part of their home-away-from-home experience. If your dog isn’t comfortable around cats, I can keep Boo and your pup safely separated. Your pet’s comfort and safety always come first. ❤️
“Victoria did a great job with Lily. She showed up right on time, followed the instructions exactly, and sent photos and a detailed update so we knew everything went well. Lily warmed up to her immediately. Highly recommend, and we’ll book her again.”
About: I’ve been an animal lover and pet owner for most of my life. I previously owned a Pekingese puppy in my early 20s, but cats have always been a big part of my life. I currently have an orange tabby who came to me at just 3 weeks old and is now a healthy, strong 17-year-old senior cat. Having cared for him through every stage of his life, I understand the patience, attention, and extra care that young and senior pets can need. I believe pets deserve more than just the basics—I want them to feel safe, comfortable, loved, and cared for while their owners are away. What sets me apart is the personal experience and genuine love I bring to every pet I care for. I’ll take the time to learn your pet’s routine, personality, and individual needs and treat them with the same kindness and attention I would want for my own. Pet care fits very naturally into my routine, and I have a flexible schedule that allows me to give your pets plenty of time and attention. I’m available for drop-in visits during the week and can stop by at different times depending on your pet’s needs and routine. I’m off work at 3 PM Monday through Thursday and at 2 PM on Fridays, with my weekends completely free. I’m available all day on weekends and have flexibility during the week for drop-in visits. I’m happy to work around your pet’s schedule, whether they need a quick check-in, feeding, playtime, walking, litter box care, medication reminders, or simply some extra love and companionship while you’re away. I care for every pet according to their owner’s specific instructions, routines, and preferences. I understand that pets are most comfortable when their normal routine is maintained, so I make sure to follow feeding schedules, walking guidelines, medications, litter box care, playtime, and any other instructions provided. I also treat every client’s home with the same care and respect I would want for my own. I’m mindful of keeping doors secure, maintaining a clean environment, and making sure pets are safe and comfortable throughout each visit. Most importantly, I want you to have peace of mind knowing your pets are in caring, trustworthy hands while you’re away.
The median cost per visit for pet sitting in Windemere is $20
Pet parents share their Rover experiences - Windemere
Kate was wonderful with Gouda and Worm! She followed all their routines perfectly, kept me updated, and I came home to two happy, well-cared-for pets. She was reliable and super communicative. I would absolutely book her again and recommend her to anyone looking for a great sitter!
Tetyana is an amazing sitter! She’s very professional, always provides plenty of updates and adorable photos, and our cats absolutely love her! Communication is always quick and easy, and everything has been completely stress-free. We fully trust Tetyana with our cats and always feel confident they’re in great hands. Highly recommend her!
Davi always does a great job taking care of our girl. She has transitioned from an outside to an inside cat and hides if someone comes in unless it's us. So, Davi got to see her more when she was an outside cat. LOL! Nevertheless, I can always rest assured when she is being cared for by Davi.
Andres was very attentive to all 4 of our dogs and provided excellent service. We only had to explain what was needed one time. He also provided pics of our dogs each day and how they were doing. I would recommend Andres for pet sitting and hope to have him return the next time we go out of town.
Marina is an excellent sitter. She's attentive to my pup, and I feel completely comfortable leaving for long trips because I know she genuinely cares about her work. She's consistent and reliable, and she even brought my packages inside while I was away. Highly recommend!
Tyler is the perfect cat sitter, I have 2 cats, one very energetic and the other one very low key but loves being pet, Tyler made sure that both of them where comfortable with him, he sends lots of pictures per visit and adds comments to keep me updated how everything is going; I had a last minute travel change and Tyler was able to accommodate more visits to make sure that my kitties where ok, when I got home both of my furry baby's where happy and relaxed. I would definitely recommend Tyler to anyone 💯, and definitely would book again with him in the future.
I’m floored with how my two sibling pups who are quite standoffish and skiddish took so quickly to Bre. I was extremely nervous about not having my cousin watch my pups, but Bre sent frequent video, photo and text updates, ran very timely and did what she said she was going to do! I cannot recommend a better sitter. Very communicative, very in tune and patient with their affection and especially kind. Thank you for taking such amazing care of Tony and Shane. We look forward to hosting you again soon Bre!
I can’t say enough good things about Erin! I was away for two weeks, and she took on a lot of responsibility with Archers special feeding schedule, litter care, playtime, and handled everything perfectly. I got regular updates and photos, which gave me so much peace of mind while traveling. When I got home, Archer was happy, healthy, relaxed, and clearly well cared for. It’s such a relief to find someone reliable, kind, and trustworthy. I highly recommend Erin and will absolutely book again. Thank you for taking such great care of my Kitty 🐈⬛
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 to book pet sitting
1. Search
Browse profiles of sitters near you who offer pet 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 pet sitting - Windemere
Select a filter and find qualifying sitters offering pet sitting.Sitters in Windemere average 7 repeat pet sitting clients
FAQs for Pet Sitting - Windemere
Frequently asked questions about Rover
The average cost of Pet Sitting in Windemere is $22 per visit as of November 2026. Most bookings cost between $16 and $31 per visit. On Rover, 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 November 2026, there are 7,224 sitters on Rover offering Pet Sitting across Windemere. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
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.
Yes, you can find sitters who have experience with handling special pet needs in Windemere. On Rover:
- 88% of sitters can help with special care needs
- 94% can help with giving oral medications or injections
- 95% 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.
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 Meet & Greet.
sitters on Rover set their own cancellation policy, 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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