House Sitting in Woodland Hills, Madison, WI
Find a loving dog sitter to watch your dog overnight in your home.
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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!”


Emma C.
“Emma has stayed overnight at our house with our dog and two kitties a few times. She is sweet, kind and has a quiet, gentle nature. She takes such great care of our Jelly Bean, Dinky and Russell. We feel very comfortable leaving them in Emma's very capable hands for any length of time. We met Emma through a kennel we used to use. Our pittie mix, Jelly Bean can be very shy, but she always went right to Emma with a very happy wiggle and plenty of kisses. We talked to her once or twice and she was able to take our girl home for us a couple of times, so she didn't have to wait an extra night for us to home (based on kennel hours). We highly recommend Emma to care for your animals, too.”


Jenny P.


“Jenny was wonderful! She did so many walks and sent us pictures, updates and videos. She took great care of the house and have our little bean so much love.”


Chun Hei C.

“Billy did an AMAZING job watching our Frenchies! He was very communicative throughout the stay and sent many photos and videos. He asked thoughtful questions about our pups and their behaviors and spent lots of quality time with them! We came home to a spotless house and happy pups - we look forward to having him stay with our dogs again! Thank you so much!”


Azaria O.

“Azaria was absolutely wonderful at taking care of my anxious pooch! She’s punctual and really personable. She even stayed longer than asked- which I really appreciate! Will definitely work with her again. Thank you Azaria”


Andrew L.


“Andrew watched our dogs at our house for a week, and our babies LOVED the time with him. Lots of snuggles and attention, and Andrew kept us updated with lots of pictures. We have an older dog who needed some extra TLC, and Andrew was fantastic with his medical needs. House was in great shape when we got back, and we couldn't have asked for a better experience. Highly recommend this pet sitter.”


Elissa S.

“Elissa is one of the best I’ve ever used. She is caring, compassionate, and most of all she is totally intentional about making the experience with my pup one of the best.”


Kelsee C.
“Kelsee is the biggest dog-lover I know. She treats her own dog, Winston, like a prince and is constantly thinking about him. She even has an entire wall of her home dedicated to “Winnie”! As a caretaker, she is very attentive and loving to every dog’s needs but still has the discipline not to let the dog “run the house”. It’s a line that very few people know how to tow and she does it seemingly effortlessly. Great choice for your canine needs!”


Rebecca D.
“Becky is so amazing and full of love for animals. She made my senior pup feel so comfortable and safe. We would definitely use her for our pups future needs ❤️”


Louisa M.

“Louis and her family took good care of my dog. He seemed very happy the entire time and enjoyed their company. She made sure to send lots of pictures and check in too.”


Sara J.

“This was the first time I've used Rover and found Sara. Communication was great from the get-go. As this was the first time I let someone else watch Iris (8 months old), rightfully so to be nervous and hesitant. Sara was very understanding and attentive as I went through what Iris needed, how her demeanor is, and all of the in-between. You could tell that Sara genuinely cares and enjoys caring for pets as a side gig. Sara was fantastic and we'll definitely book again.”


Robert C.

“I am perfectly satisfied with Robert's excellent care for my two dogs and my home for ten days and nights. He sent daily pictures and notes that were delightful and reassuring. I could see that my dogs were happy and well. I returned to my home exactly as I left it. I will choose Robert again in the future to dog and house sit. I hope he'll be willing and available! Thanks Robert!”


Jamaal A.
About: I've taken care of dogs from all ages and breeds. Easily assimilate and build trust with new interactions. And don't shy away from challenge. Love getting dogs to be active outdoors by going for walks, runs or just a leisurely stroll at the dog park. I am available early morning from 5 to 7am and after 5 pm Monday to Friday and available most weekends. Weekends, early riser so willing to wake up early and available most hours throughout the day with 9 pm being the latest. I provide house sitting at clients home which allows for pets to be comfortable in their natural surroundings. Depending on home layout, lesh will be used in open settings.


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.”


Max C.

“Max was great. Good communication. Dogs did well with him. Highly recommend”


Ben P.

“Ben was an excellent pet sitter for our week away from home!”


Bree C.

“Bree took care of our five month old pup for five days! She is very professional and clearly experienced. She worked with us to outline a care plan for our pup that would meet his health and energy needs. This was our first time leaving our little guy for an extended period of time and I was very nervous about it. Bree did such a good job addressing my concerns and sending me updates. We won't hesitate to book her again the next time we are out of town!”




Kate K.


“Kate was fabulous!!! She went above and beyond for all our pets including the fish. Everyone was healthy and happy when we came home and house was in good order. Would difinately book again!!!!!”


Alisyn L.

“Alisyn once again took excellent care of Myla (my dog), my fish, and my plants for an entire week while I relaxed on vacation. I am so happy to have found a trustworthy and kind person to watch over Myla and my home. I don’t worry about a thing and she sends me updates daily. I highly recommend Alisyn!”


Kally G.

“Kally took wonderful care of our Ellie girl while we were away for the weekend. She and her service dog, Roxie, really made our pup feel cozy, comfortable and safe the whole time. Kally sent us many welcomed videos and pictures of their time together and was especially helpful throughout Ellie’s thunderstorm jitters! We definitely plan on rebooking with Kally and Roxie again in the future!”