Pet Sitting & Drop Ins in Woodlands, 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 Woodlands 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 was incredible! She was so sweet and kind our cats Petri and Krobus as well as to us humans. Ann also took phenomenal photos of our cats (I am in awe!!) and left detailed notes with each visit. I'm so grateful she was able to watch our cats -- they were in excellent hands. Ann made the whole experience easy and gave us so much peace of mind!”
“Maiya was awesome with our needy cat! He wants all the attention all the time and she was sure to give him lots of love while we were out of town. She offered to bring in the mail too! Such a nice women and definitely a true animal lover!”
“Krista was awesome! One of my cats can be a little anxious and unwelcoming to new people, and Krista did a perfect job of following my instructions to accommodate him. By the end, I could see in the daily pictures that my cat really warmed up to her. I'll definitely be requesting cat care from Krista again!”
“Lydia did a great job checking on my cat while I was gone for the weekend. She sent pictures from every visit, and even a video of her playing with her string. Thanks Lydia!”
“Laura was such an amazing cat sitter for my two kitties! I reached out super last minute and Laura was so understanding and accommodating to our needs. Laura communicated beautifully and I felt super comfortable leaving my kitties in her care. I will definitely be booking with Laura again!! :)”
“Kim was our first experience using Rover and she was wonderful. She explained how things worked and we met beforehand to go over things. Kim took so much stress away from our trip. Besides taking care of the cats, it's nice that she was there to check on the house as well. Thank you Kim!”
“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.”
“Highly recommend Sabrina! She adapted to Chewbacca's needs and even introduced ways to get him to eat that I didn't even think about. Chewy's a stubborn, grumpy old poodle and he opened up to her!! Sabrina was easy to communicate with and sent plenty of updates to keep me in the loop. She went above and beyond with everything and treated Chewy like her own. I'll definitely choose her next time Chewy needs a 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!”
“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.”
“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”
“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!”
“Was very quick and easy set up, especially with the key swap and her flexibility with everything. Appreciated her reaching out about pets concerns to be on the safe side. She also was very good about pricing.”
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
“Anna has been so great with Peanut and has been so flexible with scheduling! Would definitely recommend to anyone!”
“Jennifer was amazing watching our cat while we were out of town! She is very responsible and dependable. She goes above and beyond to ensure your pet is cared for.”
“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)!”
“Would absolutely recommend Alisyn!! She has been wonderful with our older dog, Indy, over the last year. When we added a second dog (a young rescue with heartworm disease), I knew I could trust Alisyn to take great care of Eeva and keep her safe during treatment, too. We are so grateful to have such a dependable, experienced, and compassionate person watching and walking our pups!”
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 was incredible! She was so sweet and kind our cats Petri and Krobus as well as to us humans. Ann also took phenomenal photos of our cats (I am in awe!!) and left detailed notes with each visit. I'm so grateful she was able to watch our cats -- they were in excellent hands. Ann made the whole experience easy and gave us so much peace of mind!”
Maiya W.Star Sitter
“Maiya was awesome with our needy cat! He wants all the attention all the time and she was sure to give him lots of love while we were out of town. She offered to bring in the mail too! Such a nice women and definitely a true animal lover!”
Krista C.Star Sitter
“Krista was awesome! One of my cats can be a little anxious and unwelcoming to new people, and Krista did a perfect job of following my instructions to accommodate him. By the end, I could see in the daily pictures that my cat really warmed up to her. I'll definitely be requesting cat care from Krista again!”
Lydia S.
“Lydia did a great job checking on my cat while I was gone for the weekend. She sent pictures from every visit, and even a video of her playing with her string. Thanks Lydia!”
Laura D.Star Sitter
“Laura was such an amazing cat sitter for my two kitties! I reached out super last minute and Laura was so understanding and accommodating to our needs. Laura communicated beautifully and I felt super comfortable leaving my kitties in her care. I will definitely be booking with Laura again!! :)”
Kim M.
“Kim was our first experience using Rover and she was wonderful. She explained how things worked and we met beforehand to go over things. Kim took so much stress away from our trip. Besides taking care of the cats, it's nice that she was there to check on the house as well. Thank you Kim!”
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.”
Sabrina S.
“Highly recommend Sabrina! She adapted to Chewbacca's needs and even introduced ways to get him to eat that I didn't even think about. Chewy's a stubborn, grumpy old poodle and he opened up to her!! Sabrina was easy to communicate with and sent plenty of updates to keep me in the loop. She went above and beyond with everything and treated Chewy like her own. I'll definitely choose her next time Chewy needs a sitter!”
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!”
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.”
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”
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!”
Devon G.
“Was very quick and easy set up, especially with the key swap and her flexibility with everything. Appreciated her reaching out about pets concerns to be on the safe side. She also was very good about pricing.”
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!”
Anna H.
“Anna has been so great with Peanut and has been so flexible with scheduling! Would definitely recommend to anyone!”
Jennifer L.Star Sitter
“Jennifer was amazing watching our cat while we were out of town! She is very responsible and dependable. She goes above and beyond to ensure your pet is cared for.”
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)!”
Alisyn L.
“Would absolutely recommend Alisyn!! She has been wonderful with our older dog, Indy, over the last year. When we added a second dog (a young rescue with heartworm disease), I knew I could trust Alisyn to take great care of Eeva and keep her safe during treatment, too. We are so grateful to have such a dependable, experienced, and compassionate person watching and walking our pups!”
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
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 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 Woodlands.
Rover makes it easy to find Woodlands 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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