Pet Sitting Windermere
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Over 193 pet parents in Windermere have booked pet sitting
Windermere, 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.
“Extremely professional and ultra-communicative. I really appreciated Leighton’s transparency and thoughtfulness. I would absolutely ask her to watch our kitties again.”
“Caroline was super communicative and patient with my dog Zina when she wouldn’t eat and had tummy troubles. She’s a great sitter and I hope to book her again!”
“Madysen did such a great job taking care of my kitties while I was away. She was very responsive, attentive, and took great care! I would definitely recommend her!”
“Two paws up for Sonja! My dog, Lucy, took to her right away despite her trust issues related to being a shelter dog. It takes a special person for a dog to feel comfortable around them right away and Sonja is that person! Sonja also fulfilled all my specifications for care and I came home to a very happy dog. Couldn’t have done that long shift without you Sonja! Thank you.”
“Our pup seemed to really enjoy visits from Brittany! She was punctual and very easy to communicate with and we enjoyed the pictures that she left after each visit.”
“Isabella was amazing with my dogs. She followed all my instructions and my pups love her. As an unexpected plus her pictures are some of my favorite ones of my puppies that anyone has taken. Will definitely recommend.”
About: I've been a diligent and loving dog owner for over 20 years. In that time I've had many dogs in my care from puppy to senior. I've trained many pups on various tasks and tricks from potty training to wait, place, stay, spin etc. I've taken care of the dogs of neighbors, roommates, friends, and colleagues. I'm transparent in communication and would provide pictures, videos, and updates. I would love to shower your pet with love and care, including but not limited to walks around the neighborhood, parks, enrichment, treats, training, cuddles, and play. I'm working remotely part-time so I have all the time to shower your pup with attention. My dog Apricot (6 yr old Cavalier King Charles Spaniel) and I are glad to be flexible around your dog's schedule. I have a fenced in yard and one calm and friendly pup for your dog to hang with. Apricot loves to nap, so if your dog has more energy, I'm excited to have exploration partner. Apricot sleeps on the bed, and your dog is welcome to as well, but I also have a crate if they would be more comfortable there. I feed all dogs separately in separate rooms. Please let me know if you have any special instructions, I'm happy to accommodate.
About: I started pet sitting when I was 14 years old, and caring for animals has been a part of my life ever since. I’ve had five dogs of my own, so I truly understand the love, patience, and responsibility that comes with being a pet parent. I treat every dog like family and make sure they feel safe, happy, and well cared for while you’re away. As a full-time student, my weekdays are focused on classes, but I’m available Friday afternoons and all weekend long for pet sitting, drop-ins, or walks. Your pets will have my full attention and plenty of love during my available time! I believe consistency is key when caring for pets. I stick closely to their usual routine, including feeding times, walks, crate schedules (if applicable), and any special instructions. I pay attention to their behavior and comfort level to make sure they feel safe and relaxed. If I’m in your home, I treat it with the utmost respect and keep you updated with regular messages and photos. If pets are staying with me, they’ll receive constant supervision, structured potty breaks, and lots of love and interaction.
About: I’ve had dogs all my life, got my first cat about 8 years ago. I pet sat for many friends and family members. I know each pet has their own unique needs and preferences, that’s what make them so awesome! I’d love to keep your baby safe, comfortable, and as happy as they can be without their human. I’m a PA student graduating this month and studying for my big exam. I will have a pretty flexible schedule for the next couple months. I can’t provide in home care since I have 2 cats and a pretty small apartment. I would love to drop in and care for your pets in the environment they are used to!
About: I have specialized in giant and power breeds for setting of my over eight years working with dogs now, but I’ve been around large breeds and all dogs since I was very young, I’m very strong by now! No dog or dogs have pulled me over or knocked me down more than once. I have a Great Dane of my own and have had other dogs and cats. I do independent training as well as dog walking, boarding, housesitting, cat sitting, etc. I have experience with first aid and at home medical care. I’ve also had experience with cats my own lived to be 22! I’m new to Rover, but I have many years of experience and references as well as photos available upon request! While I do specialize in giant empower breeds of dog, I will tale on care for any dog and all dogs as well as any cat, etc. :) Pet care is my full-time job other than some childcare, I have all the time to put into caring for your pet! My schedule is very flexible and I’m always good for last minute! For care at a client’s home, it is really up to the individual. I am very flexible on what anyone needs for the best care of their pet Possible.I have a Great Dane so any boarding would have to be with dog friendly pets. He is good with cats as well as dogs have all shapes and sizes.I have a fenced yard and a XXL crate as well as the ability to drive to a very spacious Dogpark or take them on long walks in the neighborhood. They will be in the house 100% of the time unless supervised outside for potty breaks or exercise/adventures.
“second time having meriam watch our kitties while out of town and will continue to rebook whenever we’re away. such thought and care, and the best photos (plus video!) of your babies.”
“I'm kind of known for being particular about my home and two cats, and Remi did a fantastic job of taking care of everything while I way away. I got thorough updates and lots of adorable photos with every visit, and could tell every quirky ask and their specific feedings were accompanied with plenty of play and cuddles to fit their needs while I was away.”
“Working with Bonnie has been great this past week. Our dog Sadie can be finicky with her walkers and also with other dogs, but Bonnie won Sadie over really fast. Sadie looked happy at every walk and was super happy when we came home. Thanks, Bonnie!”
“Nicolas is a fantastic cat sitter! I got photos and updates after each visit and my anixous kitty warmed right up to him. My cat had a slight dental emergency while I was away and he kept me updated”
About: Growing up with a German shepherd has provided me with the majority of my pet skills today. With 9 years of experience I learned to train puppies, senior care, medication management, and more. As a college student away from home the opportunity to interact and play with your pet fills me with joy. Having an open schedule means more availability to care for your pet. As a young adult I have the same energy that matches your pets needs and wants. I am willing to cater to any needs your pet may have
About: Our pets are our family. And I'll treat yours like my family too! I lead with care and respect, and I'm more than happy to match their energy whether they have the zoomies or need a nap. Experienced with senior pets. I currently work full-time; I can visit as an overnight caretaker, as well drop in outside of my work hours for house visits and/or walks. I approach pet-sitting with care and patience. I meet them wherever they're at, and make my time with them as comfortable as possible. I'm experienced with administering medication and happy to give your pup long walks.
The median cost per visit for pet sitting in Windermere is $25
Pet parents share their Rover experiences - Windermere
I was nervous about leaving everyone home alone for a week! But Emily eased my stress immediately, she swooped in and took care of them 3x a day & the dogs loved her from the start. I highly recommend her for any pet sitting needs. I know I will! Thank you Emily!
Leighton was amazing with our two senior kitties. We were a little hesitant about leaving them with someone we didn’t know, but Leighton immediately put us at ease. She is professional, personable, reliable, communicative and made leaving the kitties in her caring and capable hands an easy decision. The kitties even let her pet them, which showed us they approved, too. It was a great experience working with her and we are grateful she was available. My husband and I now feel like we can actually leave for a few days and know the kitties will be in good hands. We will definitely book Leighton again!
Can’t say this enough about Paul & Debs—they are **amazing** caretakers. They are so kind to the cats and to the cat-parents :) We get the best pictures every day, every visit. And this time around they had to manage a sick cat on a special diet who was constantly trying to eat the other cat’s food. Thank you!!!
Danielle consistently gives excellent care to our kitty, who is very sensitive to change and gets stressed easily. This was a weekend trip and we were trying out less frequent visits, which made us a bit nervous. Danielle gave her lots of attention and sent reassuring photos and detailed messages so we knew our kitty was doing well.
She was absolutely wonderful with Hagrid! He’s only 8 weeks old, and she was so sweet, patient, and attentive with him. She sent me lots of photos and videos throughout the visit, which made me feel so comfortable while I was at work. She played with him, fed him, took him out for potty breaks, and even noticed when he was about to have an accident and quickly took him to his potty area. 🥰 Hagrid seemed so happy and comfortable with her. I would absolutely book with her again and highly recommend her!
I always know my pets are in safe, caring hands with Anatolii and Svitlana. My animals get affection, playtime, careful consistent feeding, and all the love while i am away. They go the extra mile to clean up from messy pets, making the house welcoming to return to.
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 pets like family
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 - Windermere
Select a filter and find qualifying sitters offering pet sitting.Sitters in Windermere average 8 repeat pet sitting clients
Connect anywhere with the Rover app
