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

Over 144 pet parents in Windermere have booked dog boarding
Windermere, Find top rated dog boarding
“Such a great experience. Our dog was cared for by a wonderful family who treated him like their own. I’m not even sure she missed us—which is the best compliment possible ☺️”

“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!”

“We left our 2 yr old lab puppy - Butter with Alexa. Alexa was considerate about needs of Butter as a young and energetic puppy and she made sure her house was safe for Butter. While staying with Alexa, Butter went on new adventures, made new dog and cat friends and a wonderful time staying home and playing with her daughter. Thanks Alexa for taking good care of Butter.”

“Sugar had a wonderful time with Margaret and Tony. They took excellent care of her and sent me numerous pictures so that I wouldn't worry. Highly recommended.”

“Peter and Serena were amazing. We had a family emergency and they were so quick to help. Great communication throughout and I loved the pictures they sent each day. What a wonderful couple - I highly recommend!”

“Our dog Lola had a great time with Wendie - wouldn't hesitate to have her stay again! We loved the photos and the obvious attention and care that she gave to Lola.”

“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!”


“Vadzim was great with my sweet girl Lucy. He sent lots of photos, and was very communicative. My pup is very clingy and requires lots of cuddles and I feel very confident that she got that while I was away. Would highly recommend!”

“Joann took great care of my pup, making sure she felt at home and comfortable. She knows each dog’s individual needs and temperament and makes sure they’re all happy campers. She was patient working with my pup through learning curves in a new environment. Got a lot of updates during our trip, I will definitely be coming back!!”

“Don truly cares for dogs and is flexible and easy to work with. He watched our senior schnauzer for a week and was very attentive to the needs of an older dog. He has had several of his own and obviously loves the companionship. Thanks Don!”

“This is the second time Karen has watched our 14 year old pup and has done amazing. We are so at ease when we travel since our pup has insulin needs and meds twice a day. Thank you Karen!”

“Emily was an incredible dog sitter for Cannoli! She was attentive, caring, and treated Cannoli as if he was her own. And I’m sure he enjoyed the chance to run around with all the space he had! Highly recommend Emily for anyone in need of a sitter!”

“Makenzie was amazing! She took great care of Simba. He’s a high-energy Brittany Spaniel who needs plenty of exercise, so it meant a lot that she took him on long walks every day, plus a bath and plenty of cuddle time. You could tell he was tired and happy every time she sent an update. She read all my notes carefully, followed his routine (including the crate at night), and gave him her full attention the whole weekend. She was also super responsive and flexible with drop-off and pick-up times, and she sent photos and updates throughout the stay, which gave me total peace of mind while I was out of town. Simba clearly loved her, and honestly I think he was a little sad to leave! I'd book Makenzie again in a heartbeat. Highly recommend!”

“Cheryl was great with my dog Bean! She scheduled a meet up to talk through everything about him and meet him. She also gave great updates every day on how he was doing. He seemed very comfy with her and we would love to have her watch him again!”

“Best dog sitter I’ve used to date! Our dog seemed so happy in the daily pictures. He got so many walks. It was a relief to take a vacation and not worry! Highly recommend!!!!”

“My dog is old and has some health issues, and I was nervous to leave him for our trip, but he thrived with Chris, and came home with more energy than he left with actually. I think he enjoyed being around other dog energy. I am so grateful.”
The median cost per night for dog boarding in Windermere is $60
Dog parents share their Rover experiences - Windermere
We couldn’t be happier with Casey and Ron’s care of Lucy and Sticky. They were warm, patient, and attentive with them, and really communicative with us by sharing updates and photos throughout the stay. We wouldn’t hesitate to leave our girls with them again in the future! :)

Enid had a great 2nd stay with Linda! She is very attentive to an old dog's needs, helped Enid make a dog friend, and even came through with some special treats for Halloween. You can tell she really loves dogs, and gives her sit-ees the kind of care and attention they'd get at home. We won't hesitate to book with Linda again!

Dominika and Arman were wonderful to work with and took great care of our dog Jackson. They were flexible on logistics to make things work, as we were just moving back to the Seattle area and needed to board our dog on relatively short notice when other plans didn't work out. We have a high-energy hound that needs a lot of exercise and engagement and also gets quite vocal when he gets excited. He's a great dog but he's not for everyone. Dominika and Arman were not phased by Jack's energy/volume/etc. but were super conscientious about Jack's well being and providing him the exercise and engagement he requires. I would recommend them to anyone and look forward to working with them in the future.

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.

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 :)

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.

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 dog boarding

1. Search
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3. Book & Pay
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