Pet Sitting & Drop Ins in Woodland Hills, Madison, WI
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
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Top rated Woodland Hills pet sitters
“Julie is awesome. She is kind and patient with senior dogs. She’s reliable and jumps in to assist in even if n situations where there is a short notice. Thank you Julie”
“Ann made my boyfriend and I feel at ease with being away from her. Ann sent amazing updates about our little pup with every little detail that we loved! Will definitely ask Ann to watch our little girl in the future :)”
“Wow!! Working with Maiya was amazing! The pets were so happy when I came back, I think it was cleaner than when I left & Maiyas communication is soooo great! Highly recommend 100 million stars! Thank you!”
“My usually super shy cat was comfortable with Krista. Krista was good about asking questions and following medication instructions. She was thorough in her notes for the check ins, which was nice while I was away. I can tell that she my cat got enough attention because she didn’t seem attention starved when I came home. I definitely plan on rebooking again”
“Lydia was great. Her communication with us while we were out of town was awesome. She was able to provide insulin injections without any problem. We would highly recommend her.”
“I chose Kim for my first Rover experience to take care of my cat while I was away for a week. She showed genuine care and interest in my cat , provided daily pictures and updates while I was away , and was always quick to respond if and when needed. She is very trustworthy and she’ll be an obvious choice for the next time I need someone to watch my cat ! I have no hesitation and give my full enthusiasm to recommend her to anybody looking for the right caretaker for your pet.”
“Laura was great with our new puppy! She was easy to get in touch with on the app and was such a joy to work with. We definitely hope to use her services again in the future!”
“Anna did a great job with our girls! We received photos and a quick update on how they were doing during her check in. Couldn't have asked for a better experience.”
“My dogs really like Allegra and she seems to be great with them too. She was great during our meet and greet and spent time to get to know the pups. Will hire again for sure!”
“Went with Sabrina again! She does such a great job with my picky, old toy poodle lol. Chewy takes a while to warm up to people so I'm glad he is in good hands with Sabrina. Was a no-brainer going with her and I recommend her!”
“Always super reliable! We know we can count on Cleda to do great drop ins with our cats when out of town. Very communicative and goes beyond to make sure the cats are taken care of”
“Annie was great with Maggie! She was very responsive and gave updates on Maggie whenever I asked. I am really appreciative of her care of Maggie.”
“Ava has been so great! She is so kind and caring for my pup! She always makes sure to take lots of cute pictures and leave a nice message each day she comes by. I highly recommend her!!”
“Evee took excellent care of our kitties (and fish)! She sent daily communication and texted if she had any questions. We will definitely be asking her to pet sit for us again!”
About: I am a dog mom of two very anxious and reactive rescue pups (both under two year olds). I have experience administering oral medication and handling severe dog anxiety. I am patient and cautious, and overall want your pet to have the best experience. I am a real estate agent, so my schedule is extremely flexible and I happy to spend 15-30 mins checking in and walking your furry friend during the day or evenings. I just ask for a 48 hour heads up so that I can coordinate my schedule. If you live nearby, and would like your pet to have some off-leash enrichment time, I have a fenced in yard with plenty of sniff spots!
“Anna has been so great with Peanut and has been so flexible with scheduling! Would definitely recommend to anyone!”
About: Hi, I’m Kaitlyn and I’ve lived with dogs for almost 20 years! I’ve helped family, neighbors and friends with pets of all ages, sizes and personalities. My experience has provided insight into how to comfortably care for most pets! I’m currently working at a dental clinic in the Madison area from Monday - Thursday. While work days can be busy, I can be readily available for drop-ins and walks over the lunch hour if needed. There is a large open field behind my apartment that is used by many dog owners to let their fur babies have some freedom throughout the day
“Jennifer is awesome. Our plans changed the morning of travel & we could no longer take our dog with. Jennifer made herself available for us & was able to let Rayna out. We were so grateful for her flexibility and willingness to care for our pooch.”
“Excellent communication and took great care of our cats. Will definitely book again!”
“Hannah was awesome with our 11 yo rescue dog, very caring and spent quality time with her. Hannah is very responsible, showed up promptly, and Luna was very happy with her visit (we were too)!”
Loving pet sitters in your neighborhood
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Julie A.Star Sitter
“Julie is awesome. She is kind and patient with senior dogs. She’s reliable and jumps in to assist in even if n situations where there is a short notice. Thank you Julie”
Ann V.Star Sitter
“Ann made my boyfriend and I feel at ease with being away from her. Ann sent amazing updates about our little pup with every little detail that we loved! Will definitely ask Ann to watch our little girl in the future :)”
Maiya W.Star Sitter
“Wow!! Working with Maiya was amazing! The pets were so happy when I came back, I think it was cleaner than when I left & Maiyas communication is soooo great! Highly recommend 100 million stars! Thank you!”
Krista C.Star Sitter
“My usually super shy cat was comfortable with Krista. Krista was good about asking questions and following medication instructions. She was thorough in her notes for the check ins, which was nice while I was away. I can tell that she my cat got enough attention because she didn’t seem attention starved when I came home. I definitely plan on rebooking again”
Lydia S.
“Lydia was great. Her communication with us while we were out of town was awesome. She was able to provide insulin injections without any problem. We would highly recommend her.”
Kim M.
“I chose Kim for my first Rover experience to take care of my cat while I was away for a week. She showed genuine care and interest in my cat , provided daily pictures and updates while I was away , and was always quick to respond if and when needed. She is very trustworthy and she’ll be an obvious choice for the next time I need someone to watch my cat ! I have no hesitation and give my full enthusiasm to recommend her to anybody looking for the right caretaker for your pet.”
Laura D.Star Sitter
“Laura was great with our new puppy! She was easy to get in touch with on the app and was such a joy to work with. We definitely hope to use her services again in the future!”
Anna O.Star Sitter
“Anna did a great job with our girls! We received photos and a quick update on how they were doing during her check in. Couldn't have asked for a better experience.”
Allegra R.
Star Sitter
“My dogs really like Allegra and she seems to be great with them too. She was great during our meet and greet and spent time to get to know the pups. Will hire again for sure!”
Sabrina S.
“Went with Sabrina again! She does such a great job with my picky, old toy poodle lol. Chewy takes a while to warm up to people so I'm glad he is in good hands with Sabrina. Was a no-brainer going with her and I recommend her!”
Cleda W.Star Sitter
“Always super reliable! We know we can count on Cleda to do great drop ins with our cats when out of town. Very communicative and goes beyond to make sure the cats are taken care of”
Annie J.Star Sitter
“Annie was great with Maggie! She was very responsive and gave updates on Maggie whenever I asked. I am really appreciative of her care of Maggie.”
Ava H.
“Ava has been so great! She is so kind and caring for my pup! She always makes sure to take lots of cute pictures and leave a nice message each day she comes by. I highly recommend her!!”
Yvonne L.Star Sitter
“Evee took excellent care of our kitties (and fish)! She sent daily communication and texted if she had any questions. We will definitely be asking her to pet sit for us again!”
Amaya B.
“Amaya is extremely caring and kind towards everyone, pets and humans all around. She is always eager to support your pets the best she can, through walking, enrichment, playing, or whatever else may be needed. I always appreciate her transparency and reliability, always using such clear communication. I’ve had the pleasure of seeing Amaya not only with her own cats and dogs, but with my deaf dog and other animals as well. She is a wonderful person and a great companion to help out when needed.”
Anna H.
“Anna has been so great with Peanut and has been so flexible with scheduling! Would definitely recommend to anyone!”
Kaitlyn B.Star Sitter
“Kaitlyn is very responsible and always takes great care of my two cattle dog mixes! They’re very high energy, but Kaitlyn always does a great job keeping up with them. Each time they stay with her, regardless of the amount of time, I get great pictures and updates, keeping me up to date on what they are up to!”
Jennifer L.Star Sitter
“Jennifer is awesome. Our plans changed the morning of travel & we could no longer take our dog with. Jennifer made herself available for us & was able to let Rayna out. We were so grateful for her flexibility and willingness to care for our pooch.”
Rachel K.
“Excellent communication and took great care of our cats. Will definitely book again!”
Hannah I.
“Hannah was awesome with our 11 yo rescue dog, very caring and spent quality time with her. Hannah is very responsible, showed up promptly, and Luna was very happy with her visit (we were too)!”
Woodland Hills pet parents share their Rover experiences
Jennifer took great care of our cat and provided excellent communication about each visit. This was our first time hiring a pet sitter and she walked us through the process and took time to meet our precious fur baby prior to hiring her. Our cat is skittish and she was able to get her to come out without a lot of effort. We will definitely hire Jennifer again.
Yvonne was great! Able to take care of my cat on short notice and is always very responsive and communicative! Will hire again
Natalie did an amazing job! My little Pablo looked so happy in all the pictures. Glad they had such a great time together. Will be happy to have Natalie help out again sometime!
We are planning to do multiple visits every week and needed a responsible person whom we could trust. Ava has been wonderful so far and we are looking forward to many more visits with her
Chenghao was absolutely amazing with my two boys while I went on vacation and kept me up to date on how they were doing. One of my boys typically does not like new people and he warmed up nearly instantly. Would absolutely love to work with chenghao again!
Samantha did an excellent job caring for our three cats. They usually aren't too friendly with strangers but they liked Samantha right away. We will definitely request her again!
Donna cared for our cat while we were out of the country and she was great! Donna always showed up on time for her drop in visits, provided updates with photos, and gave us peace of mind that everything was going well back home. We would absolutely book her again!
We're so happy we could rebook with Michelle and so are our bunnies, fish and frogs :) Thank you Michelle!
Thank you for the personal attention you gave while caring for Marshie and Navi. We appreciate your attention to detail and all the love!☺️♥️
Katie did a wonderful job with Mocha! She was timely and prepared and sent us lots of photos and videos. We could tell Mocha had a great weekend and got lots of love and attention :)
Naomi was great! She offered to meet and/or do a video call before we booked to discuss the job with her. She arrived on time, left thorough updates on Rover, took pictures, asked questions, and even helped us bring our garbage cans out. She was really great and would definitely recommend for your furry ones!
Jolie has been super helpful. She loves animals and cares about them. She also respects and meets pet owners' needs. I couldn’t be happier with booking her. She is taking care of my babies, and I will definitely work with her again in the future.
Dietrich has been a wonderful caretaker for my dog Coco. For the last year and a half he would visit her at lunch during the week and feed her plus take her on a nice little walk. His daily reports and funny stories made me smile while I was at work! He would let me know if he had a schedule conflict well in advance. I appreciate that Coco and I could work with him!
Cloey was such a great sitter for my cat, Gloria! She sent me so many pictures of her each day, and gave me a thorough description of all the fun things they got up to while she was there! I will definitely be reaching out to Cloey again when Gloria needs a sitter!
Rachel takes great care of my two kitties. She gives them pets and plays with them. I always get pictures and videos each time Rachel visits. Rachel’s communication is fast and reliable. Highly recommend!!
Popular requests near you
Select a filter and find qualifying Woodland Hills sitters!How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
3. Book & Pay
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Why Choose Rover?
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your pet 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.
Pet Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.
Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Woodland Hills.
Rover makes it easy to find Woodland Hills pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet 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 pet 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 pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
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