Pet Sitting in Windermere
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Enjoy photo updates, easy messaging, and the knowledge that every sitter joining Rover needs to pass an enhanced background check. Learn more about RoverProtect
Loving pet sitters in your neighborhood
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1. Dana Z.


“thanks so much for checking on chai!!! she had a great time on vacation and you were integral!! This weekend was the best behaved she’s ever been. Cannot thank you enough for picking up that baby tooth as I was able to find two more!!!! Will definitely book you again next year if available!”


2. Karen R.

“Karen was absolutely FABULOUS!!! She cared for our cats just as we would have! She gave updates everyday and pics to let us know how everything was going. Which was such a piece of mind while away on vacation. We will a thousand percent book Karen for any and all getaways and know that our pets in the best hands possible. Thank you Karen for everything and caring for our pets!”


3. Victoria D.

“Victoria is fantastic, very attentive to our Vivi’s needs! Vivi loves seeing her! We will continue booking with Victoria for all of our longer days away:)”


4. Grey G.

“Purrrrrfect pet lover! Grey bonded quickly with our pets and when we came home it was like we were never gone. Our pets felt calm and happy. We are so comfortable leaving now. Thank you Grey.”


5. Poliana D.

“I could not have asked for a better first Rover experience! Poliana was incredibly quick to respond and check in and went above and beyond taking care of our cat! Would book again in a heartbeat.”


6. Danielle H.

“Danielle is awesome! She comes to be with my cat when I’m out of town. I love all the pictures she sends me and updates. She’s also very observant and makes sure my cat is set up with food water and clean litter. We love Danielle. She really does love animals ❤️❤️”


7. Savannah L.

“Went out of town extremely last minute, and Savannah was more than happy to accommodate with whatever I needed without any problem! She went above and beyond and spent lots of time with my pup, and sent me plenty of communication and pictures about her visits with my dog. She even brought in her dog food delivery for me when the packed was delayed. I could tell my dog loved her! Thank you for being so understanding and caring. My dog was definitely in good hands and it eased my mind being away from her, and your pet will be too! Highly recommend”


8. Cassia V.


“This was our first time using a pet sitter instead of traditional boarding. It was an amazing experience and we will 100% do pet sitting again in the future. Cassia always gave detailed reports after her visits and we got lots of photos each time which was a huge plus. Our cat seemed much happier when we returned home this time vs our last trip when we boarded him. Cassia was absolutely amazing and we are thrilled to have found her!”


9. Lyndi T.

“I have never met someone who loves dogs as much as Lyndi. She takes such good care of her puppy, she works 6 hour shifts but doesn’t want her dog to be alone that long, so she leaves work in the middle of the day to make sure her dog is taken care of. That really shows dedication to her pet.”


10. Nikki W.

“Great again thank you for watching Buttercup!”


11. Nicholas G.

“Our pup was very well cared for while we were away. We will definitely be using Nicholas again in the future. He did and amazing job and I love that he washed the dogs bowls before he fed him each time.”


12. Scott E.

“I had to book a sitter last minute for my dogs. Scott was very helpful, responsive and my dogs loved him. Thank you Scott!”


13. Victoria P.

“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!”


14. MARK B.

“Mark is so awesome!! I cannot say enough good things about this man. He truly cares about your pets. Your pets will be safe and happy while you are away. A true stress reliever! Thank you, Mark, for all your help over the past year. We truly appreciate you!”


15. Jennifer W.

“Jennifer took great care of our guy Dexter for several drop-in visits. She spent time with him, fed him, walked him, and provided detailed reports and photos. We are so excited to have him stay with her for a week. We will definitely utilize her services in the future. Thank you Jennifer for making Dexter feel he has a new family member!”


16. Samantha R.

“It was our first time using rover, it’s hard to travel while you have your pets at home and we are so glad for Samantha, she did awesome! Our other dog can be territorial when she doesn’t recognize the person and Samantha handled it well. Getting updates not only on the app, but also from her. We highly recommend Samantha, as she takes care of your pets as her own.”


17. Elizabeth D.

“Elizabeth was SO good to our boy, Rocco. We appreciated her flexibility with our plans and would absolutely use her again.”


18. Rachel M.
“Rachel will be the best pet sitter for your pet! As a dog owner herself she is caring, kind, and simply adores animals! Rachel is dedicated and very reliable you can rest assured knowing she is caring for your pet!”


19. Teresa E.

“This was my first time using Rover so I was a little nervous, but Theresa was wonderful and it was an extremely positive experience overall. She recently did a drop-in visit to check on my cat, Buddy, and went above and beyond in every way. Not only did she ensure Buddy was well-fed and had fresh water, but she also spent extra time with him, making sure he felt comfortable and loved while I was away. Theresa sent detailed updates with photos, which put my mind at ease and showed how happy and relaxed Buddy was in her care. It’s clear she genuinely cares for animals, and her attention to detail was top-notch. If you’re looking for someone trustworthy, caring, and professional to look after your pet, I highly recommend Theresa. She’ll treat your pet like her own!”


20. Nicholas S.
“Nick did amazing job taking care of my dog Mika and my cat Luna. He was attentive and sends very detailed reports with the cutest pictures. I highly highly recommend Nick!”
How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 pet 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.
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Windermere on Rover as of Jul 2024 was about $20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Jul 2024, there are 695 pet sitters in Windermere. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 89% of Windermere pet sitters respond in under an hour.
Pet sitters in Windermere have an average of 14 years of experience. Pet sitters with repeat customers have an average of 6 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Windermere.
Rover makes it easy to find Windermere pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
There are 695 pet sitters in Windermere on Rover, so you’re sure to find the perfect match for your pet! In Windermere, 97% of pet sitters offer daily exercise, 92% offer medication administration, and 89% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
