House Sitting in Woodland Hills, Madison, WI
Find a loving house sitter to watch over your pets and your home.

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Top rated Woodland Hills house sitters

“Julie took excellent care of our dogs and our home while we were gone for 5 days. She was very loving, caring and attentive to our dogs. She was excellent with communication and sending photos. She walked the dogs, gave them lots of love and attention and went above and beyond even supplying some more broth for our dog when the supply ran out! I highly recommend Julie!”


“Lydia took great care of our pup Leo while we were out of town for the weekend. She kept him in his routines, and shared photos of him snuggly at home. Leo seemed like he had fun and was happy upon our return. We highly recommend Lydia to take care of your pets!”


“Kaitlyn was patient with my anxious dog and gave him the time and space he needed to warm up to her. It put me at ease knowing he and my two cats were in good hands while I was out of town. She also left my house spotless! Highly recommend.”


“Annie took great care of our dog and guinea pig! She gave me frequent updates and was very attentive to our anxious dog’s needs. Thank you!!!”


“Louisa was kind, responsive and took extra care to come to our hotel to watch our dog on our wedding day. We could not recommend her more highly 💜”



“This is the third time we have booked with Hannah. We are so happy with the service she provides: great communication, prompt updates, good photos, and feedback. She is on my list of preferred providers and we will continue to ask for rebooking.”


“Terry did an amazing job with our animals! He brought our dog on many walks and gave lots of love to our cat. She kept our home very clean which is always appreciated. Thank you Terry!”


“Brenda was amazing!!! She took great care of our house and our cats. Sent pictures and updates, and left the house cleaner than she found it. 😁 We needed last minute help, and she was so flexible and accommodating! I would not hesitate to hire her again!”


“Erika was great. She is a delightful person who gleefully mixed with my two furry sweet beasts. When I returned home, everything was in fine shape and the dogs were very happy. I will surely contact her in the future when I travel.”


“Sara was great with a last minute booking when my regular sitter had an emergency. I appreciated her willingness to look after Ollie on short notice. She was great with him and I wouldn't hesitate to recommend her to anyone!”


“Smooth meet-up & sitting experience, and great level of communication! She was reliable and trustworthy in taking care of our pups and the house. Would definitely work with you again and looking forward to it!”

“Robert did a great job watching Sadie while we were out of the country for a week. He sent updates every day along with pictures. She looked so happy on her walks and when he was just hanging out with her. I recommend Robert!”


“Marley goes above and beyond and I’d highly recommend her to anyone looking for a sitter. Our cat has to take medication and she did great handling that. We were out of town and I trusted her completely. She offered updates and pictures and we knew our cat was in great hands. Her knowledge and professionalism sets her apart from the rest! :)”


“Joel sat for our two pups at our house and did an absolutely fantastic job with them! You can tell he has a lot of experience with animals and we will absolutely book with him in the future. Thanks Joel!”

“James was very dependable and conscientious in taking care of our dogs, cats, and home. He sent pet pictures, texted us if he had any questions, and left our home clean. We were very pleased.”



“My partner and I were away for 3 weeks, which is the longest we've ever been away from our pets, but we were able to relax knowing that Ashley was staying in our apartment and taking such good care of them! Our dog is reactive towards other dogs, but we were able to feel confident that Ashley would take good care of him and would be able to handle difficult situations on walks. She sent frequent updates, adorable pictures, and even taught our dog some new tricks! We will definitely be booking with her again!”


“Sabrina took amazing care of our two cats, including our asthmatic boy Sebastian who needs a daily inhaler. We received daily updates and photos, and it was clear the cats were happy and comfortable in her care. On top of that, Sabrina went above and beyond by picking up our mail and even watering a plant (little things that made a big difference). Would definitely recommend Sabrina to anyone looking for a responsible and genuinely kind sitter!!”


“Kally was great!!! Highly recommend her! She kept me posted with pictures.she truly loves animals! Also my dog is special needs with his diabetes and insulin shots.so glad I found her!! Will rebook for sure! Thankx Kally!!!!!”

Loving house sitters in your neighborhood
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Julie A.Star Sitter

“Julie took excellent care of our dogs and our home while we were gone for 5 days. She was very loving, caring and attentive to our dogs. She was excellent with communication and sending photos. She walked the dogs, gave them lots of love and attention and went above and beyond even supplying some more broth for our dog when the supply ran out! I highly recommend Julie!”


Lydia S.

“Lydia took great care of our pup Leo while we were out of town for the weekend. She kept him in his routines, and shared photos of him snuggly at home. Leo seemed like he had fun and was happy upon our return. We highly recommend Lydia to take care of your pets!”


Kaitlyn B.Star Sitter

“Kaitlyn was patient with my anxious dog and gave him the time and space he needed to warm up to her. It put me at ease knowing he and my two cats were in good hands while I was out of town. She also left my house spotless! Highly recommend.”


Jolie ZevallosStar Sitter

“Jolie is great. Good communication and goes above and beyond to spend quality time with our two large dogs. Very happy, will book again if possible.”


Annie J.
Star Sitter


“Annie took great care of our dog and guinea pig! She gave me frequent updates and was very attentive to our anxious dog’s needs. Thank you!!!”


Louisa M.Star Sitter

“Louisa was kind, responsive and took extra care to come to our hotel to watch our dog on our wedding day. We could not recommend her more highly 💜”




Hannah I.


“This is the third time we have booked with Hannah. We are so happy with the service she provides: great communication, prompt updates, good photos, and feedback. She is on my list of preferred providers and we will continue to ask for rebooking.”


Terry K.


“Terry did an amazing job with our animals! He brought our dog on many walks and gave lots of love to our cat. She kept our home very clean which is always appreciated. Thank you Terry!”


Brenda S.

“Brenda was amazing!!! She took great care of our house and our cats. Sent pictures and updates, and left the house cleaner than she found it. 😁 We needed last minute help, and she was so flexible and accommodating! I would not hesitate to hire her again!”


Erika K.

“Erika was great. She is a delightful person who gleefully mixed with my two furry sweet beasts. When I returned home, everything was in fine shape and the dogs were very happy. I will surely contact her in the future when I travel.”


Sara H.

“Sara was great with a last minute booking when my regular sitter had an emergency. I appreciated her willingness to look after Ollie on short notice. She was great with him and I wouldn't hesitate to recommend her to anyone!”


Anna H.
“Smooth meet-up & sitting experience, and great level of communication! She was reliable and trustworthy in taking care of our pups and the house. Would definitely work with you again and looking forward to it!”


Robert N.Star Sitter

“Robert did a great job watching Sadie while we were out of the country for a week. He sent updates every day along with pictures. She looked so happy on her walks and when he was just hanging out with her. I recommend Robert!”


Marley M.

“Marley goes above and beyond and I’d highly recommend her to anyone looking for a sitter. Our cat has to take medication and she did great handling that. We were out of town and I trusted her completely. She offered updates and pictures and we knew our cat was in great hands. Her knowledge and professionalism sets her apart from the rest! :)”


Joel F.
“Joel sat for our two pups at our house and did an absolutely fantastic job with them! You can tell he has a lot of experience with animals and we will absolutely book with him in the future. Thanks Joel!”


Sidney R.Star Sitter

“She did a wonderful job. Sent daily updates and respected the house. Even delt with my nosy neighbor. Will be using her for future dog sitting!”


James S.Star Sitter

“James was very dependable and conscientious in taking care of our dogs, cats, and home. He sent pet pictures, texted us if he had any questions, and left our home clean. We were very pleased.”




Ashley E.Star Sitter

“My partner and I were away for 3 weeks, which is the longest we've ever been away from our pets, but we were able to relax knowing that Ashley was staying in our apartment and taking such good care of them! Our dog is reactive towards other dogs, but we were able to feel confident that Ashley would take good care of him and would be able to handle difficult situations on walks. She sent frequent updates, adorable pictures, and even taught our dog some new tricks! We will definitely be booking with her again!”


Sabrina S.

“Sabrina took amazing care of our two cats, including our asthmatic boy Sebastian who needs a daily inhaler. We received daily updates and photos, and it was clear the cats were happy and comfortable in her care. On top of that, Sabrina went above and beyond by picking up our mail and even watering a plant (little things that made a big difference). Would definitely recommend Sabrina to anyone looking for a responsible and genuinely kind sitter!!”


Kally G.

“Kally was great!!! Highly recommend her! She kept me posted with pictures.she truly loves animals! Also my dog is special needs with his diabetes and insulin shots.so glad I found her!! Will rebook for sure! Thankx Kally!!!!!”
Woodland Hills pet parents share their Rover experiences
Devon is always reliable and dependable. Devon has dogsat in our home many times and our senior dog who requires medication is always well cared for. Devon is prompt and provides daily updates as well as reaches out if anything out of the ordinary arises. Whenever Devon watches our pup we know she is in good hands! Highly recommend!

James was absolutely wonderful! He cared for my home and pets as if they were his own. I came back to a tidy house and relaxed, content animals. My pets clearly adored him, and it showed in how comfortable they were when I returned. He is responsible, kind, and goes the extra mile. I welcome him back anytime!

Shaina is an amazing house & pet sitter! She checked in every day, sent lots of pix, and my cats clearly loved her. The house was perfect when I got home and she kept my many many plants in tip top shape. Shaina is for sure our go to for dog walking or pet/house sitting going forward!

Hannah is incredibly responsive, trustworthy, and caring. My pup got stung by something and had a pretty bad reaction during our vacation. Hannah went above and beyond to make sure he had the proper care, medication, and corresponded with my vet. It was such a great feeling to know that he was being well watched over. There is no one else I would trust more with my dog. So thankful for her!

This was our first time using a dog sitter, specifically using Rover, for about 10 years and I was nervous--with a 15 year old dog and a newly adopted 1 ½ year old pup. Robert was very personable, was clearly comfortable with both dogs, competent with medication administration. He sent me pictures frequently and was very prompt at communications back and forth. I would recommend his services to anyone without any hesitations. We would definitely reach out to him again if circumstances require us to leave both dogs at home while we travelled.

How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 house 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.
House Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, house sitters on Rover respond in under an hour.
Experience can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available in Woodland Hills.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Woodland Hills house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.
