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

Over 136 pet parents in Windermere have booked dog boarding
Windermere, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Isabella was so great with CC! She was great to communicate with, pick up and drop off was super easy, and I got back a very tired dog! I would love to have CC stay with her again.”

“Casey has truly changed how we feel about leaving our elderly dog in a sitters care. She provides a loving and safe home for our anxious old man to relax, reliably issues his many medications, keeps us updated with pictures and texts, and takes away our own anxiety that comes with leaving a pet for week+ travel. Petey absolutely loves Casey (and Ron!), and I could not recommend her more!”

“Kathryn and Mark and family loved my dog so well! They were the first folks who hosted my dog on Rover, and I was so assured she received lots of love, attention, opportunities to exercise, etc. thank you!!”

“Lorena and her husband Andreas were so great! They took lots of photos and videos of Izzy Jean which helped us while being away, knowing she was having a good time and being well cared for. I would highly recommend them for your sitting needs. Kim”

“Wonderful man! My dog loved him and had a great time. I was nervous leaving my dog with a rover sitter, but Philip kept me updated and sent me pics. I felt at peace knowing Stitch was with someone who truly cared about him.”

“This was the second time Yun-Chun and Ao-Chang took care of my dog Chef when I was out of town for a week+. No problems at all, Chef seemed to have a great time again. Would highly recommend!”


“Sitter was super nice, place is super clean and has a backyard for dogs to play. She took great care of my dog he seemed happy in all the pics and when I picked him up. I’m glad to find a sitter I trust!”

“Alexa was a fantastic care taker to my two border collies. I got frequent pictures and videos and it was clear my dogs settled in early! They were right at home. Alexa was incredibly communicative throughout their stay and I would absolutely use her again in the future. Your pets would be lucky to stay with her!”

“Jessica was the perfect pup sitter for our little Carl! We received frequent updates and beautiful photos each day. Communication was quick, clear and timely, and pickup and drop off was super easy. We were so happy knowing Carl was having such a relaxing and enjoyable time with Jessica and we would highly recommend!”

“Angela provided my dog with exceptional care! I would highly recommend her services for walks or boarding. My dog came home healthy and happy and Angela responded attentively to any of the questions or concerns I had prior to boarding.”

“Maiko is the best!! She is super communicative and flexible. I got many photo updates throughout the weekend and it was clear my puppy Kenji was comfortable and loved. He is still young so he can be a handful. She was understanding of his quirks and accidents, which I really appreciated. He had plenty of adventures with her family and came home relaxed and happy. I highly recommend and will definitely book her again in the future!”

“Margaret and Tony gave us the rare gift of peace of mind. From the moment we met them, it was clear how much they genuinely care for animals. They were wonderful with our two dogs—patient, affectionate, and attentive to their routines. While we were out of the country, they kept us updated and made sure our pups felt safe and loved. We came home to dogs who were content, relaxed, and clearly well cared for. We couldn’t ask for better sitters.”

“Nathan was amazing with our pup, and provided us with plenty of pictures! It was very obvious that he was an animal lover through and through, and we felt very at ease knowing that he and his family were taking care of him.”

“Tianci was an amazing host for Cannoli! The level of care and attention to detail that she and her husband gave during his stay was nothing short of impeccable. They took Cannoli on tons of walks, showered him with toys and treats, and gave him an adorable bath and spa-treatment. I highly recommend Tianci as a sitter!!!”

“Our two pups cam back happy, healthy, and tired after their stay with Karen. It was clear that they did a lot of playing and had a lot of fun while in her care. I will definitely book with Karen again!”


“Charmaine did an AMAZING job taking care of my energetic labradoodle. He came back extremely happy, and got along great with all the other dogs. I'll 100% book Charmaine again.”

“Seriously best rover sitter our dogs have stayed with. so flexible and understanding of the needs I comminicated and respectful whilst also being communicative of what she required in a respectful way, which is exactly what I need in order to plan around. I would highly recommend her as a sitter or anyone and would love for Sascha and Oscar to stay with her.”

“It was wonderful having Ziyan care for Odessa. She was so caring and thoughtful. I felt very confident that Odessa would be very well taken care of, and she sure was. The updates and pictures were very well received and Ziyan was so attentive to Odessa’s needs. I would highly recommend her!”

“Devan was excellent with Pepper, and was extremely meticulous in his communication. We received constant text and photo updates during his stay and that’s one of the most important qualities when caring for a pet.”

The median cost per night for dog boarding in Windermere is $60
Dog parents share their Rover experiences - Windermere
Our dog’s stay at Lorena’s was more than we could have ever asked for! We were away for over a week and Lorena’s comforting presence, consistency, consideration for our senior girl’s individual needs, and daily updates brought us the comfort we needed to be able to enjoy a much needed vacation. I would highly recommend her to anyone who was like us and needed some time easing into a longer stay. Lorena is patient, communicative, and reliable—all traits we were looking for someone to take care of our dear Tina.

Xinhui is great! Our dog takes time to warm up to new people. Over the course of a few days our dog allowed Xinhui and her partner to pet her, which was a big milestone! Xinhui shared daily updates including photos and videos. We could enjoy our vacation in peace knowing that our dog was well.

Third time booking with Isabella and our golden retreiver was so well taken care of! Daily pics and updates apart, we knew when she was with other dogs, and could tell the many enjoyable walks and naps she had everyday. And a spa day thrown into the mix no less!! She got so comfortable that she even took toys that weren't hers in the pics we got :). Highly appreciate the dedication and open communication Isabella provides. Thank you and we'll be booking again for sure!

Marina, Bret and Georgia took wonderful care of Bronny again. They kept up with his routine without missing a beat and sent photo updates that always made our day. They’re also incredibly responsive whenever we reach out. It’s such a relief knowing we have sitters we can count on for Bronny. Can’t recommend them enough!

Mackenzie is the best! Mackenzie offers a beautiful serene home and outstanding experience engaging and training dogs. Conveniently located near Sandpoint Magnuson off leash dog park, Mackenzie takes your dog on wonderful adventures making new friends. We loved Mackenzie’s thoughtful updates, great pictures and videos, and excellent engagement with our doberman puppy. It made our vacation wonderful and peaceful to know our dog is in the best hands and to see all the exciting adventures the pup gets to experience with Mackenzie. Mackenzie is an excellent communicator and dog lover. Highly recommended!

I have boarded with them several times. She is always very positive and helpful with my dogs. Today we had a problem and had to delay our pick up. She was very understanding and flexible. My dogs love being there and with the other dogs they board! Totally recommended.

Ellie and John were fantastic! We were immediately at ease when we met them, and knew that our dogs were in good hands. They were very easy to coordinate and communicate with, and provided regular updates while we were away. When we picked our pups up, we could tell that they had been very comfortable and well taken care of. We would happily book with them again. Thanks again for spending a few days with Zoey and Otto!!

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?
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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
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
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