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

Over 142 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.

“Mana and Kento were absolutely amazing. They send pictures and videos of piper every day. They were very attentive of my pups needs and loved her like their own. I could tell at pick up that piper had a great time and was well taken care of. Next time that I need to go out of town I will want to use Mana and Kento!”

“My moose had the best time with Kathryn and Mark! I’ve never boarded her at someone else’s house before and I wasn’t sure how she’d do, but she made herself right at home and had so much fun with the kids. The photos I got were absolutely perfect! Will definitely book again next time I travel. Thank you all!”

“Sheena provided a caring and attentive environment for my dog. She sent photos to me during the trip so I could see that my pooch was doing well. Sheena is clearly a dog lover and took the time to do a "meet and greet" at the dog park one day--so we could see if our two dogs would get along. She also allowed me to bring my dog over to our place before my trip so he could sniff around and get a feel for where he would be staying.”

“Grace was amazing with our senior dog who struggles with anxiety! She was kind, communicated with us constantly, was flexible with our schedule, and loved on our old girl as we would. We cannot recommend her enough! Thank you, Grace for everything!!”

“Maiko took such great care of Iggy. She sent so many adorable photos, and it’s clear he loved his time there a lot! It’s always a little nerve-wracking to have my dog stay with someone new but I felt completely at ease with her frequent updates. I would definitely recommend Maiko and her family to take care your dog as well, and I would absolutely book with her again 😁”

“Great place for your pet. Good communication and daily reports with pics. Very attentive making sure usual routines are followed. Lovely person and home. A+”

“SUPERIOR 5 🌟STAR CARE! I had a medical emergency & Joann & her very special family of 🐶🐶Golden Retrievers were there when I need my golden 🐶in TRUSTED hands during a trying time. 🙏💜🙏 Immense Gratitude Joann & family!”

“Xuemei was extremely proactive at sending photos, videos, and message updates on how my pets were doing every day. She was very responsive to my questions and gave me peace of mind during my travel. My pets were well taken care of.”

“Jiani provided attentive care for my cat while we were away for a week. My cat, Todie, stayed with Jiani at her place, and Todie is usually very shy and nervous in new places. With frequent photo updates from Jiani, I was able to tell that Todie grew comfortable in her care rather quickly, and it relieved much stress on my end. Jiani was very flexible with picking up Todie and dropping her back off, too, which made planning easy for me! I will absolutely rebook with Jiani in the future!”

“Jerica is great! We found her on Rover 3 weeks before our 8-day trip when our regular dog sitter would not be available. I was nervous leaving Archie with a new sitter at first, but she took great care of Archie. Jerica works from home. She has a yard and an adorable corgi so our beagle had someone to play with. Jerica took Archie on walks with her corgi and let Archie snuggle with her at night. It worked out great. She kept us updated every day and sent us lots of photos. We would definitely book with her again in the future.”

“Alexa and her family were such great hosts and caretakers for our dog Bo - lovely to coordinate with and obviously provided a super good care. Could tell Bo was relaxed and happy from the regular photo/video updates. Will definitely try to rebook with Alexa again soon! 🐾 🦮❤️”

“Karina is an amazing sitter, she was clear and communicative while watching my golden retriever and always would reach out if anything. I would recommend her to anyone.”

“Eric was fantastic taking care of our ACD. He was very communicative and I appreciated the regular updates and photos throughout Kelsey’s stay. He took great care to ensure she didn’t overdo it and injure her arthritic hips, and managed her high energy, strong willed personality. Eric was also flexible with extending care for Kelsey as our return flight was delayed. I would absolutely book Eric again!”

“Juan was excellent! He sent pictures and videos throughout the week and even went out of his way to take Pepper to her own neighborhood trail. Our flight home arrived later than expected and he accommodated our late arrival graciously. We will be booking again with Juan!”

“Barbra was great! She was accessible and communicative. Otis got the outside time he needs, with lots of time strolling in the park which he loves. I highly recommend Barbra!”

“Cheryl is awesome! She loves pups. Took our 2 pups on lots of walks and sent many pics / updates about the dogs days. When we got back the pups were already exhausted.”

“Our dog Kiwi had the best time staying with Samm, and we had great peace of mind that he was well given Samm going above and beyond to provide updates and pictures! We highly highly recommend Samm!”

“Allison was so great with my dog. I could tell my dog had a good time with her. I received a lot of photos so I felt good about leaving Zeta with her and will definitely book again :)”


“Oakley had an awesome time with Ari! He couldn't wait to get out of the car when we got there and it's very comforting to know he is in such good hands with Michelle and Brian.”

The median cost per night for dog boarding in Windermere is $60
Dog parents share their Rover experiences - Windermere
Jessie had a great stay with Margaret and Tony, who helped us out on relatively short notice when our normal sitter had to travel around the same time we did. Jessie received great care, plenty of her favorite treats, and all of her meds - and even though we knew she wouldn't eat much while we were away, she did start to eat her kibble just before we picked her back up! Communication was quick and regular - We got lots of great updates and photos during Jessie's stay. Would happily leave Jessie with Margaret again and highly recommend her (and Tony!).

Linda took great care of my senior dog Enid for 10 days. Enid was very comfortable at Linda's place, and I can tell she cares for her sit-ees like they're her own pets. She was quick to respond to messages and didn't hesitate to ask questions. Linda carefully monitored Enid's medications and was so, so thoughtful. I recommend Linda highly!

Isabella was a great host for our dog during our recent trip. She took our dog out for daily walks, cared for her medication, and sent us daily updates. It's a great relief to have someone to trust for when we are out of town. I would highly recommend Isabella and plan to rebook her for future trips.

Sheena was amazing with our anxious 9yo boy. We have had him almost 3 years and he has never done an overnight stay so, we trialed an overnight to prepare him for a full weekend stay. Despite his initial anxiety and reluctance, Sheena took him in with open arms and returned him a happy boy. We are so thankful and won’t be worried at all in the future leaving him in her hands. :)

Louie had the best time with Marina, Bret and Georgia and I can tell he’s missing them and their wonderful backyard already! They sent daily updates, took him on walks, and gave him lots of love while I was gone! Thank you both so much!! Louie will definitely be back for another visit :)

A huge thank-you to Xuemei and her family! A family matter came up and we had to extend Tiger's stay at the last minute. Xuemei was incredibly flexible and happily cared for him a few extra days. His routine stayed just as consistent the whole time. She paid close attention to how well he slept. She set up the crate where Tiger could still see everyone, so he felt secure and slept soundly. That means a lot to us. Tiger is a real velcro dog and he follows the people all around. Xuemei and her family showed him endless patience and affection to Tiger. We're so grateful for the care they gave him, and we wouldn't trust anyone else with him.

We had such a great experience with Joyce! She was incredibly friendly, communicative, and kept us updated throughout Lola’s entire stay. She was very reassuring and made us feel confident that Lola was in great hands, which gave us so much peace of mind while we were away.

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- 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
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It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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