Pet Boarding in Windermere
Find a loving Windermere pet sitter to watch your cat or dog overnight at your sitter’s home.

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Top rated Windermere pet boarders

“Brooke was amazing with my kitties! She is very consistent with pictures and updates, and my kitties absolutely loved her! Will 100% book again with her!”



“Roseli was phenomenal! Vina takes awhile to adjust to her new environmental and Roseli made sure Vina was given all the time for her to adapt. Her needs were met and so much more. We were updated with pictures and stories about her stay and it was obvious Vina had a wonderful time and made new friends. We are so glad to know we have Roseli to care for our dog!”


“Maria and her family take care of Yumi as if she were part of their own family. We feel safe leaving our little one in their care and would definitely rebook when needed.”


“We had a last minute need for an overnight and Mayara was so accommodating to take our dog. She greeted us at the door and showed us where our dog would be staying. Throughout the next 24 hours, she sent pictures and updates. Communication with her was excellent and we would use her again.”


“Ashley was wonderful and took such good care of my girl. She kept me updated the whole time and sent plenty of pictures daily. My dog needed a little extra care for her upset stomach and Ashley took care of her like she was her own. Definitely recommend!”


“Juliana and her family took great care of my Jax. She sent lots of pictures and kept me informed daily. I was able to relax and enjoy my vacation because I knew he was being well cared for. Thank you 😊”


“Vanessa was so great watching my dogs which so short notice, my gentle giants dogs took over her couch and they loved it!! Now are home are so exhausted from a full day of playing! Thank you Vanessa.”


“Brandi and her family took amazing care of our dogs while we were away. They made us feel comfortable and we did not have to worry. We will definitely be taking the dogs back to Brandi for our next trip!”


“Mariluz was amazing and took such great care of our baby! Her communications were quick, she updated us constantly and sent us pics of Zooey to help us through leaving her for the first time. We highly recommend Mariluz!! ♥️?”


“Nick was amazing!! He genuinely loves dogs and was very flexible. I highly recommend him for your pet boarding needs. If I need service again I would definitely rebook with Nick!”


“I couldn’t be more grateful for the amazing care Jeff gave to my dog! From the very beginning, he was kind, responsible, and truly went above and beyond to make sure my pup felt safe, loved, and comfortable. It’s not easy to trust someone with your pet, but Jeff made it so easy — constant updates, adorable pictures, and such a warm and caring energy. My dog absolutely loved him, and I could tell he was happy and well taken care of the entire time. If you’re looking for someone trustworthy, attentive, and full of love for animals, look no further. Jeff is simply the best! I highly recommend him and will definitely reach out again in the future. Thank you so much for treating my dog like family! 🐶❤️”


“Selenia did a fantastic job watching our dog Theo while we went to Disney with our family. Theo was happy to stay with Selenia and her dog Gigi. Theo looks forward to staying with Selenia and Gigi again.”


“Jia & her family took such wonderful care of our dogs while we were away! We felt confident that our pups were safe and having fun during their stay. We enjoyed seeing photos and learning about their daily activities. We will definitely be booking again for future needs!”


“Anastasia was amazing with our Puppy. Itwas our 1st time leaving him with an overnight sitter but Anastasia sent pictures daily of their fun walks and snuggles wh I chmade us relax and enjoy our travel!! We will be repeat customers”


“We just moved to Orlando and feel so lucky to have found Laís. She’s great at communicating and super flexible. She and her partner were incredibly kind to Nino and made us feel completely at ease.”

Loving pet boarding sitters in your neighborhood
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Brooke A.Star Sitter

“Brooke was amazing with my kitties! She is very consistent with pictures and updates, and my kitties absolutely loved her! Will 100% book again with her!”




Roseli G.Star Sitter

“Roseli was phenomenal! Vina takes awhile to adjust to her new environmental and Roseli made sure Vina was given all the time for her to adapt. Her needs were met and so much more. We were updated with pictures and stories about her stay and it was obvious Vina had a wonderful time and made new friends. We are so glad to know we have Roseli to care for our dog!”


Maria G.

“Maria and her family take care of Yumi as if she were part of their own family. We feel safe leaving our little one in their care and would definitely rebook when needed.”


Mayara L.Star Sitter

“We had a last minute need for an overnight and Mayara was so accommodating to take our dog. She greeted us at the door and showed us where our dog would be staying. Throughout the next 24 hours, she sent pictures and updates. Communication with her was excellent and we would use her again.”


Ashley S.Star Sitter

“Ashley was wonderful and took such good care of my girl. She kept me updated the whole time and sent plenty of pictures daily. My dog needed a little extra care for her upset stomach and Ashley took care of her like she was her own. Definitely recommend!”


Juliana M.

“Juliana and her family took great care of my Jax. She sent lots of pictures and kept me informed daily. I was able to relax and enjoy my vacation because I knew he was being well cared for. Thank you 😊”


Venessa T.Star Sitter

“Vanessa was so great watching my dogs which so short notice, my gentle giants dogs took over her couch and they loved it!! Now are home are so exhausted from a full day of playing! Thank you Vanessa.”


Sara H.

“Luna felt right at home with Sara. Thank you for caring our girl while we were away. We will definitely have Luna stay with Sara again in the future.”


Brandi M.

“Brandi and her family took amazing care of our dogs while we were away. They made us feel comfortable and we did not have to worry. We will definitely be taking the dogs back to Brandi for our next trip!”


Mariluz G.Star Sitter

“Mariluz was amazing and took such great care of our baby! Her communications were quick, she updated us constantly and sent us pics of Zooey to help us through leaving her for the first time. We highly recommend Mariluz!! ♥️?”


Joyce L.

“Rubis stayed with Joyce and her family for 5 nights. I received regular updates during her stay, and Joyce was very accommodating about an end of day drop off.”


Nickolas J.Star Sitter

“Nick was amazing!! He genuinely loves dogs and was very flexible. I highly recommend him for your pet boarding needs. If I need service again I would definitely rebook with Nick!”


Jefferson V.

“I couldn’t be more grateful for the amazing care Jeff gave to my dog! From the very beginning, he was kind, responsible, and truly went above and beyond to make sure my pup felt safe, loved, and comfortable. It’s not easy to trust someone with your pet, but Jeff made it so easy — constant updates, adorable pictures, and such a warm and caring energy. My dog absolutely loved him, and I could tell he was happy and well taken care of the entire time. If you’re looking for someone trustworthy, attentive, and full of love for animals, look no further. Jeff is simply the best! I highly recommend him and will definitely reach out again in the future. Thank you so much for treating my dog like family! 🐶❤️”


Katie c.

“Incredibly caring and a professional when it comes to taking care of pets. Even very patient with one of my more moody dogs. I will use her every time we can!”


Selenia R.

“Selenia did a fantastic job watching our dog Theo while we went to Disney with our family. Theo was happy to stay with Selenia and her dog Gigi. Theo looks forward to staying with Selenia and Gigi again.”


Jia L.Star Sitter

“Jia & her family took such wonderful care of our dogs while we were away! We felt confident that our pups were safe and having fun during their stay. We enjoyed seeing photos and learning about their daily activities. We will definitely be booking again for future needs!”


Anastasiia K.Star Sitter

“Anastasia was amazing with our Puppy. Itwas our 1st time leaving him with an overnight sitter but Anastasia sent pictures daily of their fun walks and snuggles wh I chmade us relax and enjoy our travel!! We will be repeat customers”




Michele S.

“Stella had a great time on her 4 day stay - she didn't want to leave! Michele was easy to work with and I was quite comfortable leaving Stella while I was out of town.”


Lais fernanda l.

“We just moved to Orlando and feel so lucky to have found Laís. She’s great at communicating and super flexible. She and her partner were incredibly kind to Nino and made us feel completely at ease.”


Gabby B.

“I had a chaotic week where things changed. She was happy to accept all changes. Luna was super happy in her visit. She took care of her very well. Happy she is back home with me though.”
How Rover works
1. Search
Read verified reviews by pet parents like you and choose a boarder who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a boarder 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 boarding sitter has to cancel, we’ll work with you to find a new pet boarding sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Pet Boarding FAQs
Frequently asked questions about Rover
Typically, pet boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your pet in no time!
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Windermere.
Rover makes it easy to find Windermere pet boarding sitters to provide loving care from their own home. The background-checked, 5-star 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 boarding is great for:
- Dogs and cats of all ages and abilities, including puppies and kittens
- Pet parents looking for a safe, loving alternative to a kennel or hotel
- Pets who’d love to socialize with their sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet 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 pet 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 pet boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
