Pet Sitting & Drop Ins in Ridgewood, 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 Ridgewood pet sitters
“Jen was amazing! We loved getting daily updates and pictures. We could always tell from the photos that our boys were having the time of their lives. Can't wait to have Jen back again!”
“Amanda was wonderful with our dogs! She gave them lots of cuddles and play time, and even brought her kids over to play hide and seek with them. She also sent great report cards with pictures!”
“Tina does an amazing job with our girl, Stevie. She’s thorough, fun, and so knowledgeable with dog care. We always know Stevie is taken care of and happy when she is with Tina. And Tina does a little training when she checks in on Stevie which is so great!”
“Kathryn did an amazing job caring for my grumpy old cat, Rumor. He doesn't usually like strangers, but she got him to play with toys and always spent time with him. I felt better knowing that she was checking in on him everyday!”
About: I am a lifelong animal lover & care taker. I also own a small business making healthy pet treats, so your special fur face will be spoiled! I have experience with reactive dogs, behavioral problems, senior animals, medical issues, & a wide variety of species. I base my care around the animals needs, not my schedule. I am patient, steady, & calm. I have loads of engagement toys, puzzles & activities to keep your pet happy & stimulated. I have a very flexible schedule & work from home, so I can adjust around you & your pets' needs whether it's early morning, last minute, or before bed. I do not have a fenced yard, so I do not leave dogs outside at my home. I walk & take park trips multiple times a day. I have 3 dogs & a cat who are used to new friends visiting. I do not crate my dogs in my home, but am happy to in your home.
“Jilly is the best! She took care of our dogs while we were out of town for a long weekend. She came over to meet the dogs before the weekend and took notes on their routine and preferences. Throughout the weekend she provided updates and sent pictures. She loved our pups as if they were her own! Our younger dog loved that Jilly played ball with her out in the yard and played inside too. Our senior dog enjoyed the snuggling. Today Jilly came over to return our house key. The dogs were really excited to see her. Jilly took our pup outside and played ball with her for a bit. I will definitely hire Jilly again!”
“Darby did a great job with our cats! She was confident and asked great questions at our meet and greet. Our boys felt comfortable and she was able to pill our tricky cat. Darby has great attention to detail and really cares about the boys and building a positive relationship with them. It is clear that she really cares about her work and care for the animals. We are so fortunate to have found Darby! Thank you Darby!”
“Stacy was so helpful and responded quickly with our last minute request. She did a fantastic job taking care of our flock of backyard chickens and our blind cat, catering to special instructions and sending the best photos. We really appreciate her help!”
“Stephanie checked on our dogs while we were away for a long day. She left a great recap of their time together and shared a few pics. Communicative and exactly what we needed when we were away the whole day!”
“I’m really happy I picked Anna to look after my cats! She gave me peace of mind about leaving them while I was on vacation, knowing they’d be well cared for. I’d definitely ask her to watch them again in the future!”
“Meghan did a fantastic job with our cats, taking care of their needs & working to get them out of hiding, & even solving issues I hadn’t fully thought through before leaving town. She was super communicative & helpful too! 5 stars, fully recommend, woo-hoo!”
“Kate has been wonderful. She comes in and takes care of my dog when I’m in a pinch. Every time she comes, I have no complaints from Crane, I don’t have a light in my living room and she still takes care of my dog. She is wonderful.”
About: I’ve dog-sat for aunts and uncles since I was 16! I love dogs of all sizes and breeds :) big dogs have a special place in my heart because I used to show bullmastiffs when I was a kid! I work 3-4 days a week depending on my schedule. And I’m going back to school this fall. I am trying to save some money for a very expensive treatment that I’ve been trying to avoid so I’m doing what I can to make a little extra! I love our neighborhood and love being outside so I figured this is the perfect way to do that! My husband and I bought our house last November. We have a fenced in yard and an 8 month old chocolate lab puppy who LOVES other dogs and any opportunity to play with them! She will bark on occasion and when that happens, we just bring her inside because we don’t like to disturb our neighbors. She is allowed on the furniture when we invite her up so we don’t mind if you dog likes the couch! I would have the same respect for your house as I do my own!
Loving pet sitters in your neighborhood
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Jen D.Star Sitter
“Jen was amazing! We loved getting daily updates and pictures. We could always tell from the photos that our boys were having the time of their lives. Can't wait to have Jen back again!”
Amanda K.Star Sitter
“Amanda was wonderful with our dogs! She gave them lots of cuddles and play time, and even brought her kids over to play hide and seek with them. She also sent great report cards with pictures!”
Zachary N.
“Easy last minute booking, I literally had to worry about nothing. Many thanks!!”
Christine D.
“Very appreciative of the work Christine offers. Reassuring knowing my girl is in good hands when we are away.”
Tina K.
Star Sitter
“Tina does an amazing job with our girl, Stevie. She’s thorough, fun, and so knowledgeable with dog care. We always know Stevie is taken care of and happy when she is with Tina. And Tina does a little training when she checks in on Stevie which is so great!”
Kathryn N.Star Sitter
“Kathryn did an amazing job caring for my grumpy old cat, Rumor. He doesn't usually like strangers, but she got him to play with toys and always spent time with him. I felt better knowing that she was checking in on him everyday!”
Laura S.Star Sitter
“Laura truly cared for my two dogs like they were her own. She was very attentive to their individual needs and quirks and went out of her way to make them feel comfortable with her. My one dog, Freddie, is fearful of new people and was initially skeptical of Laura. By the end of the week, she was easily his favorite human! It is a huge relief knowing your critters are well taken care of and well loved when you're away. She sent us regular photos and updates and was wonderful all around. Highly recommend!”
Autumn H.Star Sitter
“Autumn did a great job with our 2 cats and even got our shy tuxedo to play and ask for chin scratches.”
Megan B.Star Sitter
“Megan dropped in twice to check on George while we were away. She provided thorough updates and we knew he was in good hands. We will definitely book Megan again!”
Joan F.Star Sitter
“Joan was a wonderful sitter for our two cats! She was super communicative, sent us lots of pictures, and was always timely. Would highly recommend!!”
Steve J.Star Sitter
“Very consistent and flexible sitter. He not only drops in to check on my meow-meows but also makes sure my plants are alive. Will book again. Thanks Steve!”
Jilly D.
“Jilly is the best! She took care of our dogs while we were out of town for a long weekend. She came over to meet the dogs before the weekend and took notes on their routine and preferences. Throughout the weekend she provided updates and sent pictures. She loved our pups as if they were her own! Our younger dog loved that Jilly played ball with her out in the yard and played inside too. Our senior dog enjoyed the snuggling. Today Jilly came over to return our house key. The dogs were really excited to see her. Jilly took our pup outside and played ball with her for a bit. I will definitely hire Jilly again!”
Darby P.
“Darby did a great job with our cats! She was confident and asked great questions at our meet and greet. Our boys felt comfortable and she was able to pill our tricky cat. Darby has great attention to detail and really cares about the boys and building a positive relationship with them. It is clear that she really cares about her work and care for the animals. We are so fortunate to have found Darby! Thank you Darby!”
Stacy S.
“Stacy was so helpful and responded quickly with our last minute request. She did a fantastic job taking care of our flock of backyard chickens and our blind cat, catering to special instructions and sending the best photos. We really appreciate her help!”
Mark L.Star Sitter
“Mark has come to let out dog out twice and has been great both times!! He communicates, sent photos and our doodle always have a great time with him!”
Stephanie H.Star Sitter
“Stephanie checked on our dogs while we were away for a long day. She left a great recap of their time together and shared a few pics. Communicative and exactly what we needed when we were away the whole day!”
Anna S.
“I’m really happy I picked Anna to look after my cats! She gave me peace of mind about leaving them while I was on vacation, knowing they’d be well cared for. I’d definitely ask her to watch them again in the future!”
Meghan & Jacob D.Star Sitter
“Meghan did a fantastic job with our cats, taking care of their needs & working to get them out of hiding, & even solving issues I hadn’t fully thought through before leaving town. She was super communicative & helpful too! 5 stars, fully recommend, woo-hoo!”
Kate C.
“Kate has been wonderful. She comes in and takes care of my dog when I’m in a pinch. Every time she comes, I have no complaints from Crane, I don’t have a light in my living room and she still takes care of my dog. She is wonderful.”
Lindsay B.
“Lindsay kept our 7 month old golden retriever for a week. We loved that she had a fenced in back yard. She took our dog on a walk every day. Gave him all the attention and love he needed! Highly recommend!”
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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.
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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 Ridgewood.
Rover makes it easy to find Ridgewood 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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