Dog Boarding in Windermere
Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Loving dog sitters in your neighborhood
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1. Kymry G.

“She was absolutely fantastic with our 2 dogs! I saw pics of them everyday, and they seemed very at ease and comfortable! 10/10 would recommend and if we come back to Orlando we will book again!”


2. Mimi E.

“Mimi is so Wonderful, Buttercup made herself at home as if she has know Mini for years. She informed me during buttercups stay and took such wonderful and loving care gif her. Thank you so much !!”


3. Joyce L.

“Joyce was great with Ranger. She kept me updated the entire time I was on my cruise, although I didn’t have the best connectivity. I appreciate her efforts. I will definitely use her again for future needs.”


4. Gloria L.

“Thank you Gloria for taking care of Dante and the great care you took with him, more than pleased with your service. We will definitely use your excellent service again, thank you again for making Dante feel like part of your family.🐾💙”


5. Jerry P.

“Jerry is amazing!! He treat Stormy like a princess! She had a great time with him! He sent to me tons of pictures and make my heart melted! Thank you Jerry! See you soon!! Real soon!”


6. Poliana D.

“Polly takes such good care of my dog. He is well cared for busy the whole family.I trust and am glad she's always there for my Sammy. I would highly recommend Polly to care for your furbaby.”


7. Kim G.


“Kim was amazing with Maggie! Kim was incredibly responsive and I was updated everyday about Maggie’s stay with photos. I felt very safe leaving Maggie with her. I would absolutely recommend her and would use Kim again in the future.”


8. Michell M.

“Michelle was a constant and consistent communicator during my dog, Riley’s stay. She sent me several pictures and videos that assured me that my dog was well taken care of and being shown lots of TLC. Riley seemed at ease and happy when I picked her up. She must have had a ton of fun, too, because she could barely stay awake after she got home. Thank you, Michelle, for providing a safe and loving home for our pup!”


9. Rennan C.

“Rennan took very good care of my pups. Walked and exercised them a lot. Always sent pictures. My pups are a little bashful around others but they seemed to do very well with Rennan and the others. Thank you so much! I will use again if in this area.”


10. Susan P.

“Very grateful to Susan for agreeing to watch my dog Gracie when we had some plans changes last minute. It was Gracie’s first time there and Susan was able to make her feel comfortable fairly quickly. It was also nice there was another small dog there to keep my dog company. I will definitely use Susan’s services again.”


11. Carilyn & Jorge M.

“Thank you so much Carilyn, Jorge and kids! What an amazing team. Initially, my stress was finding a reputable and fit sitter for my 8 month Daisy Mae daschaund mix and trust me I did my intense research before coming across JC PET HOTEL! After reading the profile they had met my expectation and booked with them. The process online and the fact that they were available for the holidays was amazing and for a reasonable charge. Her husband Jorge and kids greeted me on the day of dropping off Daisy Mae. I must admit, on the way to the airport I was having anxiety and Carilyn and team was ultimately amazing. Every day before lunch I received a picture and an update. The first 2 days she looked a bit nervous and is expected, but by the 3rd day I saw she was at ease. She was having fun with the other furry friends! I was given details of her playtime, treats and toys I had provided and how she was interacting with others. Basically, these updates was so appreciated as I felt they held my hand throughout this whole process to be relaxed and I was assured I would come back to a Happy Daisy Mae. When I arrived to pick up Daisy I was greeted by Carilyn. Such a pleasure to meet her as well.Very friendly and importantly professional and appreciated some training recommendation she shared being that my pup is still learning. Love that they offer daycare as well! Looking forward to coming back in the near future. Carilyn,Jorge and kids from the bottom of my heart I can’t thank you enough and could only wish you ALL lots of blessing in this pet business so very hard to find and I am glad I found this Pet Hotel. ❤️Thank you!”


12. Mayara L.

“This was our first time using Mayara. She was recommended by another sitter we normally use. We had to scramble to get a sitter at the last minute and Mayara stepped right in. She was great and very communicative. Highly recommend.”


13. Savannah L.

“Great service. Very responsive with messages with pictures. My dog felt comfortable in their place. Dog walks, cuddling was provided. Will recommend her to friends and family.”


14. Meredith R.

“Meredith did a wonderful job watching our 11 month old golden-doodle Penny. We got regular updates with videos or photos Penny living the best life. These made us feel like she was in good hands with Meredith.”


15. Jennifer W.

“Jennifer is fantastic! We had to be away from our dog for the longest period of time we ever have, and we felt very comfortable leaving our dog with her. Jennifer sends pictures frequently, keeps us updated, and also has the option for you to access a pet cam for longer stays. She’s very easy to communicate with and we’re so glad to have found a sitter we trust and feel safe with!”


16. Jia L.

“Jia and her family took care of my baby Beau better than anyone has. She is my new go-to caretaker for my fur baby. Plenty of pictures, updates, and messages were sent to me while they were taking care of him. I really want to hide this secret treasure until I need them for my doggo but I am letting the world know to try Jia and her family before any other on here.”


17. Monica S.

“Monica was so incredibly sweet and caring with our boy Dante. She gave lots you updates and he had a great time! I highly recommend her, I couldn’t have trusted anyone else with my boy as much as I did her. He missed her! I can tell 🫶🏾❣️”




18. Roseli G.

“My babies are loved!! You can tell Roseli takes great care of them through the many pics and videos she sends daily! Will keep using her service❤️”


19. Amber M.

“Amber is a lifesaver, last minute emergency and she was able to take care of my puppy ( Amor ). She really loves Amber, I can tell how she and her family takes care with love dogs .. this was my second time, even that Amber was busy with her family needs, she was able to help me and we made it work, I will give her 10 stars ⭐️”


20. Gwen u.

“We were very happy with Gwen's care of our pup, Coco. He seemed healthy and happy after his stay. We appreciated that Gwen was quick to respond to our initial inquiry and that she works from home, so Coco wasn't ever left alone. This was a big concern for us, and it gave us great peace of mind while we were at Universal Studios. The location was also very convenient to the park.”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs 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 dog sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Boarding FAQs
Frequently asked questions about Rover
Sitters on Rover are free to set their rates. The median cost to hire a sitter for dog boarding in Windermere on Rover as of Jul 2024 was about $40 per night, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Jul 2024, 2,162 sitters provided dog boarding in Windermere. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 92% of Windermere dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Windermere have an average of 18 years of experience. Dog boarding sitters with repeat customers have an average of 11 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Windermere.
Rover makes it easy to find Windermere dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 2,162 dog boarding sitters in Windermere on Rover, so you’re sure to find the perfect match for your dog! In Windermere, 95% of sitters offer daily exercise, 98% offer medication administration, and 89% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your 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 dog boarding 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 dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
