House Sitting Windermere
Find a loving house sitter to watch over your pets and your home.
Over 55 pet parents in Windermere have booked house sitting
Windermere, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Jessica is amazing!! She did a 2 week stay with my pup and was so great about keeping in touch and sending pictures. She treated him like her own! I would recommend her 100% to anyone!”
“Margaret watched my nervous dog Taffy for a week, and Taffy warmed up to her quickly. Margaret was responsive, respectful and reliable. I would not hesitate to recommend Margaret for house sitting.”
“Robert was ABSOLUTELY fabulous! He was patient, thoughtful, and really communicative. From the moment we requested a sitter until after the service was complete, he was swift to respond, sent lots of pictures, and kept us updated on all the pet care rituals. He did not flinch when the breaker needed to be reset during a housesit, and he took such wonderful care of our tankgirl, Bailey. 5 stars, 2 thumbs way up, and a 3 snaps in Z formation! Highly recommend.”
“Adrian was amazing and took excellent care of my kitten Tali. He made sure she got all her playtime in and sent me lots of updates, which I really appreciated since this was my first time away from her and she did so well with him! Adrian was very considerate of my space as well. I highly recommend Adrian and will be booking again!”
“Judy was fantastic to have in our home caring for our cat - she took excellent care of him and his medical needs as well as various tasks around the house. Excellent communicator. We would highly recommend!”
“Brittany was an excellent dog sitter for our dog, Simba. The house was in great shape when we got back and Simba was calm, happy, and well-loved. Brittany communicated very well and was great to work with!”
“Ana took such wonderful care of our two dogs and one cat while we were traveling! She played with them, took them for walks, and shared lots of pictures. I honestly think they had a better time with her than they have when we're home! Ani, thank you so much!”
“Ashley was so wonderful! She sent us updates, was a great communicator, and really went above and beyond! The pictures she sent assured us that our pets were having fun with her. Even our very skittish cat warmed up to her! Our house was in such great condition when we got back, and it was clear she took great care of our pets. I would highly recommend her!”
“Quinn is an excellent house-sitter! They were very communicative and took terrific care of our 13-year-old dog (who is reactive to other animals) and two chickens. Our house was also well cared for over the long holiday weekend. I highly recommend Quinn for any of your petcare needs! Will definitely book again.”
“So good at communicating and sending so many pictures, looked like pup was having a blast and was super considerate and so clean - loved having her and would again!”
“Aaron took great care of Duncan while we traveled over the holiday, sending us daily updates with a happy pupper. Also left our home as clean as he found it. Hope to have him take care of Duncan again in the future.”
“Marcie charmed my challenging dog in minutes. I received multiple updates and now they are best friends. Highly recommend! I will have her housesit again.”
“We have a 'difficult' little one, reactionary and weaning off behaviour meds while we were away. KJ did a great job managing our pup, worked with her on training, and gave her all the attention we couldnt. We will be booking her again for sure!”
“Jiani was an amazing rover during our time away. She was super responsive, communicative and proactive in her updates to us while we were away. We felt confident that everting was taken care of, and would be happy to work with Jiani again in the future.”
“Leo adores Chelsea! I know she is one of his favorite people. She left the house cleaner than when she arrived and took such care of Leo and my house. I would recommend her to anyone! She is gem.”
“Naomi is amazing — she looked after Johnny and sent us pic updates the whole time so we never had to worry for a second. Came home to a spotless house and a very happy, very spoiled dog who now thinks cuddles are a basic human right. 🐶”
“Elle was such a professional, she asked plenty of questions during our consultation that I knew I was leaving my two pups in good hands. Our senior dog has mobility issues and she took great care of him as well as our other dog. We received updates and they both look well cared for. She also took excellent care of the house while on our trip. Would definitely book her again.”
The median cost per night for house sitting in Windermere is $65
Pet parents share their Rover experiences - Windermere
Leslie was amazing - she watched our high maintenance corgi, Ella, for a long weekend while we had to go to a family funeral. She was so thoughtful and did such a good job. The house was immaculate and Ella was very happy and content when we got home. Leslie sent pics throughout the weekend and it was obvious that Ella fell in love with her as well! We will definitely use Leslie again and would highly recommend her!
Ashley was so wonderful! She sent us updates, was a great communicator, and really went above and beyond! The pictures she sent assured us that our pets were having fun with her. Even our very skittish cat warmed up to her! Our house was in such great condition when we got back, and it was clear she took great care of our pets. I would highly recommend her!
Michelle was wonderful to work with! She was thorough in her communication and preparation to take care of our pups. She gave great updates and photos all throughout our trip and I could truly enjoy being away knowing our fur babies were in great hands!! Can’t wait to have her watch them again!!
Noah has been a godsend relief to my anxiety about finding quality care for the furry misters while I need to travel. I have 3 young pets (cats, dog), all of which has their quirks. Even Dmitri, who can have loads of stranger trepidation, warmed to Noah sooner than expected. In fact, they all seemed drawn to him. My home was equally treated with care and his communication is top notch. I was so pleased, I quickly reserved his care again.
Amanda was so great with our 3 pups! Having to have pivoted on short notice, they brought so much comfort for a long trip away. They shared daily updates and sent lots of pictures of play time, sun soaking, and cuddles. I could really tell our pups loved Amanda. Having two senior dogs too, they did great with navigating meds and challenging eating habits as well. We can’t thank Amanda enough for keeping them happy and comfortable!
Taila was so attentive to our dachshund puppy. It was our first time leaving him but she reassured us so much and went above and beyond, staying in contact the whole day and communicating how he was doing and what he was needing. It made the day easier on all of us and I am so grateful!! Pepino was so calm and happy when we came back, and I know it was thanks to Talia’s help.
Danielle took wonderful care of Pepper for 10 days. I really appreciated her thoughtful daily notes and photos—it was reassuring to see that my dog was happy and that Danielle genuinely seems to enjoy being with her. She also takes good care of my home while I am 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
- 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 house sitting
1. Search
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2. Meet In Person
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3. Book & Pay
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