House Sitting in Westmorland, Madison, WI
Find a loving dog sitter to watch your dog overnight in your home.
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Emma C.

“Emma did a wonderful job with our pups! She interacts with each of them amazingly. You can tell she has experience and she is super comfortable with different pups, sizes, breeds and personalities all at once which os a plus for our pack of 3. Thank you Emma!!!”


Louisa M.

“Louisa is amazing. So caring and thoughtful, and it’s clear she has worked with a lot of dogs. I felt very at ease with her staying at my house and watching Layla.”


Natalie B.
“Natalie was awesome! She communicated with us very well and sent us plenty of pictures of our pups. Thank you for taking care of our pups, our home and making us feel at ease. Highly recommended!”


Mariana G.

“Mariana did a great job of sitting our energetic 2 year old and our 11 year old elder dog. She was very dependable, asked good questions, and we felt very good leaving our pups for the day.”


Andrew L.


““Uncle” Drew loved our girl while we were away. She went on walks, car rides, puppy play dates, cuddled on couches and got treats. Drew sent us pictures every day of special outings, and cuddles. We missed her so much but we knew she was being cared for and loved while we were away. Through text exchange, drew told us things about our girl that only someone who was invested in her would pick up on. We feel so grateful to have found Drew and will definitely ask him to take care of her again!!”


Emily C.


“Emily took great care of my special-needs dog! She sent a lot of pictures and updates and clearly took great care of him. Looking forward to booking with her again!”


Jenny P.


“Jenny was a fabulous dog/house sitter. She left the house spotless, but more importantly she gave our labradoodle lots of walks and love while we were away. She sent pics and was super responsive. We will definitely call Jenny again.”


Jess B.

“Jess was very friendly and willing to work with our difficult dog (and show equal love to our not-as-difficult dog!) She was also great communicating with us before and during the stay, and took good care of our pup and house.”


Brelynn B.

“I felt so comfortable leaving Oakley with Brelynn! She was easy to work with, sweet, and clearly loves dogs! Her photo updates throughout her visits were my favorite and left me feeling confident Oakley was well cared for!”


Jen S.

“Jen did a great job of caring for my cat, my house and my flowers. Jade Grace and Jen got along right away, and JG is kind of picky so that was great. When I got home, JG had obviously missed me, but otherwise was relaxed and her normal, energetic, self. Jen also sent some pix when I was gone, which are always appreciated. Jen knows cats, so I would feel confident using her again for a pet-sitting job.”


Denae B.

“I left my super shy, abused rescue puppy with Denae and she did a fantastic job with her. Whyli came home more confident and more trusting. I would definitely recommend Denae, she was really patient, loving and kind.”


Teghan B.

“We have three Siberian Huskies including one new 15 week old puppy husky. We had a great experience with Teaghan house sitting our dogs. She came and met our dogs ahead of the stay, went thru instructions, had great communication and everything went as planned. Great experience, would recommend and we hope to book her again next time we take a trip.”


Shaina N.
“Hello it is with great pleasure that I provide this reference for Shaina. It is rare that you will find someone who is so dedicated to the health and safety of all animals. She is that person who stops on the road to pick up an abandoned bird and locate help She has a vast amount of experience taking care of all types of animals with dogs and cats being the most common. She has many times given our pets medication‘s and special food with no problem at all. She is very responsible and punctual. I think she would be a great asset to anybody’s furry family. I highly recommend her as an animal caretaker.”


Kevin C.

“Kevin took great care of our dog! He sent lots of updates and was easy to reach.”


Cory D.

“Corey was the best dog sitter by far! He sent updates so I knew he was there with them. He even deep cleaned our kitchen! He was so good to the dogs as well! We will definately hire him again!”


Gina S.

“Thank you, Gina, for staying with my pups and being attentive in my home. You went above and beyond the ask, which I appreciated! 5 stars for great service!”


Kaylee C.

“Kaylee was fantastic! She was communicative, punctual, and went above and beyond expectations. I felt very comfortable leave my anxious dog in her care. I got many updates from her, with pictures! She was respectful and left the house in great shape. I highly recommend her.”


Meghan D.

“Meghan took great care of my pup, Gracie! She is a nervous girl and Meghan was patient, loving and so sweet with her. She’s responsible and attentive and my Gracie was super smitten with her. She can’t wait to go back! Also, Meghan’s dog named Grizzy is adorable and gets along really well with other dogs! I’d highly recommend Meghan to anyone looking for someone to take care of their dog!”


Emma W.

“Emma took great care of our dog, Hank! Would recommend!”


Stephanie O.

“Once again, Stephanie did a fantastic job with a long housesit featuring an elderly, anxious dog and one fractious cat. In short measure, she had all three cats purring and being friendly. Lots of photos and updates on zoomies and head butts. We appreciate everything she did for us while on our long vacation, and 100% would book again.”