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 189 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.

“Isabella took exceptionally great care of my little kitty! The notes she always left after each check-in were very thorough, and I loved all of the pictures she sent. She was very accommodating and helpful, and really went the extra mile! I would absolutely recommend her as a sitter for anyone who wants complete peace of mind while they are away on a trip 😁”

“Madyson saved my butt when my usual sitter had to cancel over Christmas. She was incredibly flexible with the very short timeline we had & helpful in making everything work. Kitties ran right up to her at the meet and greet, and were pleased (but not desperate) to see me on return, so job done! Absolutely will hire again!”

“Bethan was absolutely great. I highly recommend if you are looking for a fantastic sitter that will treat your pet well and show it lots of love. Overall very thankful she was available for the 5 days I was gone for.”

“Caroline was the best Rover/dog sitter I have used in outside of family! She was always on time, spent a lot of time with my pups and showed them the love and attention that I normally would. She is trustworthy, diligent, and an excellent communicator. She is worth every penny!”


About: I have sat for 5 families of multiple dogs and cats of varying sizes and temperaments. This included checking in multiple times a day for walks, meals, bathroom breaks, etc. And of course lots of pats and treats! I just moved to the area and am looking for new summer clients! I am flexible and largely available throughout the week including daytime hours (8 am to 5 pm) and late evenings hours (8 to 11 pm). I am unable to host your pets in my own home, but I am more than willing to take care of them in your house! If you are out of town I can turn lights on and off, bring mail in, water plants, etc in addition to taking care of your pet and respecting your space!
“Caitlyn is GREAT!! Super dedicated. Excellent communicator. And overall cat-whisperer. My Marina loved her immediately, which put me at ease on my trip. I could relax on vacation knowing that my baby was in good hands. Thank u!”

About: I've grown up with dogs my whole life and have hands-on sitting experience, so I know how to read a dog's needs and keep them comfortable. I'm also very active — I'm currently training to hike the Enchantments at the end of the summer and log a lot of miles each week, so your dog will get plenty of exercise and enrichment on our walks, not just a quick trip around the block. I'm currently working part time, which means I have plenty of flexibility throughout the week to give dogs the time and attention they deserve — walks aren't rushed, and visits aren't squeezed in between a packed schedule. I have a large fenced-in yard, so dogs have plenty of safe space to run and play. I also have one dog at home — she's friendly and great with other dogs, which makes visits comfortable and fun for everyone.

About: Hi my name is Olivia Conrad, I am a dependable, caring pet lover who will treat every animal like family. I provide personalized care based on each pet’s routine and personality, whether they need playtime, walks, cuddles, or extra patience. I’ll keep you updated with photos and messages, so you can feel confident your pet is safe, happy, and well cared for while you’re away. I have had dogs all throughout my life and can’t imagine my life without pets! I currently have a part-time restaurant job, which gives me the flexibility to provide pet care throughout the week. I’m able to accommodate walks, drop-in visits, and of course I will work with you to meet your pet’s schedule and needs. Your pet’s safety and comfort are always my top priority. I will carefully follow your pet’s routine, provide plenty of love and attention, and make sure they always have a safe, clean environment. I’ll respect your home, keep you updated with photos and messages, and ensure your pet feels comfortable, happy, and well cared for while you’re away.

About: I have many years experience with many kind of animals, as well as taking care of senior cats and dogs with health issues and medication needs. I'm have also worked with and owned rescue pets who need careful awarenes to understand triggers. I hold a Pet CPR and First Aid certification through American Redcross, and have volunteered at a human society for several years. I will get to know your pets special personalities, and know how important it is to maintain their regular routines! I work full time, but live and work in the neighborhood. My range is set close so that I can take a break and come check in on, walk, feed and play with your pets! I'm flexible with times throughout the day, very reliable and I enjoy getting to know neighbors and their pets. I love getting to spend more time with animals as I am currently petless for the first time in years! I follow instructions well and make sure to follow all directions to provide your pet with the routine they rely on. I know how important it is to maintain that routine while your pet is stressed with your absence, but still it fun! I have watched others animals for years, and have consistently been told that folks wouldn't trust anyone else! I also have had and taken care of multiple rescue animals with triggers and can learn how to recognize and adapt to make them feel safe.
“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”

“Elli was absolutely wonderful in her care, feeding and walking of my sweet dog Ramona. She’s very thorough, attentive and caring. I especially enjoy her creating multiple photos of Ramona during and after her walks with her! I had been out of town when she was taking care of Ramona and seeing those photos brightened my day. I highly recommend Elli.”

About: I have extensive experience caring for senior pups and administering medications. I’ve cared for all types of dogs, from nine to ninety pounds! I love pets and I’d love the opportunity to care for your four legged friend!. I currently work part-time and I’m off school for the summer! My schedule is very flexible and easy to work around. I have no conflicts which can’t be worked around! I’d prefer to care for your pet in your own home, as I have a pup of my own and she can be a little persnickety!
“Julie is such a wonderful sitter! she really cares about your animals and goes the extra mile to make sure that you and your pet are both comfortable! I highly recommend her ^_^”

About: I work remotely at home and I treat fur babies like my own babies. They sleep with me and I enjoy playing with them and their company. I work remotely at home and I can take care of them both weekdays and weekends. My work has great flexibility so I can easily take the fur babies out for potty breaks during the day. I provide pet care services like dog walking, cat & dog boarding and daycare We are a couple with an adorable 3 year old baby girl (dog) living in 2-bedroom apartment. We kept sharp things and food she cannot eat away from her reach.

About: Hello! My name is Stephanie. I am a resident physician in Seattle WA and looking forward to love and care for your pets! I wasn’t allowed to have any pets growing up, so ever since I became an adult Ive been making up for lost time! My experience in pet care is from having my own pets after college and caring for dogs, cats, and even guinea pigs of family and friends over the years. I can almost never stop myself wanting to say hi to dogs being walked on the street! I have a passion for learning and understanding all different types of animals and their personalities! I have 2 cats named Zuko and Oliver, who I adore, who provides me countless hours of entertainment. Some hobbies that I have are; DIY projects, running, watching anime, and cooking :) I have a very flexible schedule. As of right now I am available everyday including evenings! For House sitting / overnight stays: I only offer house sitting to repeat clients as I would like to do a few drop-ins before to get a good idea your pets temperament. I like to ask clients what their expectations are with house sitting (ie 8-8 with mid-day drop-in vs day sitting vs multiple drop-ins throughout the day). If interested, please let me know! I currently live in a very safe and pet-friendly community with walking paths nearby. At your residence I will abide by all boundaries and routines you have set in place for your dog/cat and will not have any difficulty doing so.
“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!”
The median cost per visit for pet sitting in Windermere is $25
Pet parents share their Rover experiences - Windermere
Caroline is such a pro and genuinely loves animals. I totally trust her to give my cat with cardiac issues the medication that he needs. She was great at following the schedule needed as well! I loved the pictures she sent with every visit of the kitties enjoying their favorite treat. She updated me frequently and asked questions as they came up. I wholeheartedly recommend her to any special needs pet parent looking for a sitter.

Noah was able to set up a five-day pet sitting appointment on short notice. He came to my home before I left in order to meet the cats and review what was needed for their care. He is personable, confident and capable. I recommend Noah as a reliable pet sitter choice.
Anatolii was the kindest, most attentive pet sitter for my bird Coco and treated her like family. He brought her healthy fruits and veggies as treats, spent time with her, made sure her environment was comfortable and safe, and spotlessly maintained the house. A caring, reliable pet sitter. Five stars - recommend! I hope Anatolii will come back and care for Coco next time I travel.

Teresa watched my two cats for two weeks while I was out of the country and was wonderful. She actually spent time with them rather than just doing food-and-litter visits, and sent so many photos throughout. It made being that far from home much easier. She's incredibly easy to work with and went out of her way to water my plants and bring in my mail, even though neither was part of the service. Highly recommend. I'll absolutely book her again.

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- 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?
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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
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