Pet Boarding Windermere
Find a loving Windermere pet sitter to watch your cat or dog overnight at your sitter’s home.
Over 2,640 pet parents in Windermere have booked pet boarding
Windermere, Find top rated pet boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Michele was absolutely phenomenal. She was quick to respond, polite and gracious! Our dogs had a blast and were sad to leave! I highly recommend her and will definitely use her again!”
“I'm so happy with my dog's stay with Charity. She's a true animal lover and treats her furry guests as family. What could be better! That's for sure your dog gonna have friendly and caring environment with Charity, very recommend!”
“Ms. Tiya was great. She was patient with Ray and showed him amazing care and grace. She sent pictures daily and let me know how he was doing. Will definitely use her again!”
“Veronica took great care of my dog. She is a very nice, hardworking young lady who genuinely cares about animals. She was professional, responsible, and communicated very well. I felt confident knowing my dog was in good hands. I would definitely recommend Veronica to anyone looking for someone kind and dependable to care for their pets.”
“Maria did such a wonderful job with our dog Blue while we were at the parks! She was easy to work with and veer friendly, and sent us both photos and videos throughout the day. We would definitely book with her again!”
“This was our third time using Rover, and once again, it was a great experience! We left Zeus with Nathaniel, and we couldn’t be happier with the care he gave him. He is very kind and friendly, and he made both of us feel completely at ease from the very beginning. Nathaniel is reliable, responsible, and honest—everything you could hope for when leaving your pet with someone. He treated our furry friend like his own, which we truly appreciated. A big plus is that he’s located very close to the airport, which made drop-off and pick-up super easy and convenient on our way home. We highly recommend him to anyone looking for a trustworthy and caring sitter, and we would definitely leave our big dog with him again!”
“I had a wonderful experience with Yolimar! From our very first meeting, she was incredibly sweet, patient, and welcoming toward my little Chihuahua, Deedee. You can tell that Yolimar genuinely loves animals and cares about their comfort and well-being. She has such a kind and gentle personality, which gave me peace of mind while my husband and I were away celebrating our anniversary. Despite our language barrier, Yolimar was patient and made every effort to communicate and make sure everything went smoothly. I truly appreciated her kindness and willingness to accommodate Deedee. Thank you so much, Yolimar, for taking such good care of my little girl! I would happily recommend you to anyone looking for a loving and attentive pet sitter. ❤️🐾”
“Michelle was great! She watched my dog last minute, she kept me updated on her and how she was doing, even gave her a bath (with permission). We will be using her again for future sitting. Thanks so much!”
“Shannon accepted a last minute Rover request when we needed someone to watch our 2 year old havanese for the day when we went to Universal. She was flexible, a great communicator and we could tell he was in good hands. Benny had a great time at camp Shannon, thank you again!!”
“Hannah watched my dog, Cosmo, while I was away on vacation for 5 days and 4 nights after a meet and greet a few days prior. Hannah is very easy to communicate with. I received pictures within 2 hours of dropping Cosmo off. He was all smiles and snuggles. I received regular updates after that and got all good reports. Cosmo has his quirks so I was excited to hear that Hannah was bringing out the best in him. Thank you Hannah for taking such great care of Cosmo!”
“What a wonderful experience!!! Leaving my dogs with Cheryl was a truly wonderful experience. Cheryl is such a loving and caring person and I could not have asked for a better person to take care of my fur babies. She truly is a kind individual and loves dogs. She made me feel so much better by sending me photos everyday of my babies and updated me on how they were doing which was always great!!! My dogs felt very comfortable in her home and I know they truly do love her. I feel very lucky to have found her for my babies. She is a very special individual who actually cares about everyone especially her doggie clients.”
“This was my Luna’s second time staying with Alexander while we were out of town. He is so patient with her and reads her emotions and demeanor very well and tries to adjust according to her needs. She always looks so happy when he sends me picture updates!”
“Amber was amazing! This was my first time using Rover. I spoke with Amber weeks prior to me booking her to get a jest of how she was. She turned out to be exactly the person my dogs stayed with during their visits. She is personable, communicates throughout the process and my dogs came home with wagging tails!”
“Dilylah is the best! She made my dog Luna feel so at home and was quick to communicate with me whenever I messaged her. Super sweet and friendly - I am beyond happy I got to meet her & have her as my pet sitter 🥹 You won’t go wrong with choosing Dilylah. My family and I are moving back to Washington State but when we go to visit Florida there is now doubt I will be reaching out to Dilylah to take care of our Luna 🐶”
“Lena was such a pleasure. She treated Corvo with such care and love. I was very nervous since this was his first time being away from me but I immediately felt better seeing pictures and video of him while I was away. I would recommend Lena and would book her again!”
The median cost per night for pet boarding in Windermere is $40
Pet parents share their Rover experiences - Windermere
Julia was fantastic! Caring and kind, my senior cat adjusted well to her and her home after an initial period and he enjoyed the patio especially. Will definitely rebook with Julia for our time away now. It is nice to know raven will be cared for and happy while we are away.
Every time our dog, Winnie, stays with Sol, we couldn’t be happier with the care she receives! it’s clear that she’s truly loved, and Sol treats Winnie like her own. Throughout the stay, she’s incredibly communicative—sending photos, updates, and little notes that gave us total peace of mind while we were away. Our dog can be a bit shy and standoffish around other dogs at first, but Sol is patient, gentle, and attentive to her and each of her guest's needs. When we came home, Winnie was relaxed, happy, and clearly very well cared for. If you’re looking for someone reliable, kind, and genuinely amazing with pets, look no further. We will definitely be booking with Sol again!
Taryn was absolutely amazing with Kahlua! From the moment we booked, she was attentive, communicative, and so reassuring. She gave the best updates with pictures throughout the day which meant so much to me, especially since Kahlua struggles with anxiety. It was clear that Taryn gave her so much love, patience, and attention. You can truly tell she cares about the dogs she watches. I felt completely at peace knowing Kahlua was in such good hands. I would 1000% book her again!
Dianet was absolutely amazing with our Aiden. She got lots of love, attention and exercise, and even made a new dog friend. Dianet kept us updated throughout Aiden’s stay. We felt very reassured during our trip knowing that she was in good hands with Dianet and her family. Our baby came home a very happy girl! We would 100% recommend :)
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 boarding
1. Search
Browse profiles of sitters near you who offer pet boarding.
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 boarding - Windermere
Select a filter and find qualifying sitters offering pet boarding.Sitters in Windermere average 12 repeat pet boarding clients
FAQs for Pet Boarding - Windermere
Frequently asked questions about Rover
The average cost of Pet Boarding in Windermere is $50 per night as of October 2026. Most bookings cost between $31 and $67 per night. 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.
There are 2,705 sitters on Rover for Pet Boarding in Windermere. About 91% of Windermere sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.
Once you find the right match, you can arrange a to ensure they are a perfect fit for your pet’s personality before confirming.
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.
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 , which provides up to $25,000 in eligible veterinary care reimbursement.
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 .
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 .
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in FL ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.
If a sitter needs to cancel at the last minute, means our team will work with you to find a suitable replacement as quickly as possible.
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