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.

Every sitter passes an enhanced background check. Learn about RoverProtect
Loving pet sitters in your neighborhood
Search Results


1. Maiya W.

“Maiya did a great job with our cats; she sent pictures every day, the cats loved her, and the house was very clean when we came back from vacation. (She watered the plants and got the mail in as well).”


2. Kim M.

“Once again, I am incredibly happy with the care Kim provides to my fur babies. She’s the type of sitter I’d rearrange a trip for to ensure she’s available to watch after my kittens. Can’t recommend her enough!”


3. Natalie B.

“Natalie was wonderfully flexible in working around our busy schedules to coordinate a meet and greet and key drop-off for our 2-day booking. Our kitty Millie is not shy about expressing her opinions of other people, and she was warm toward Natalie right away. We came home to a clean litter box and a happy, chill cat! She even remembered me mention that Millie loves to sit outside and made time to take her out on the patio. Thanks, Natalie!”


4. Ann V.

“Ann was my favorite cat sitter we’ve gotten from rover thus far. She was incredibly thorough in her reports and I looked forward to all the pictures we got of the cats each day. She was able to give our stubborn cat his medicine each day with no issues and followed instructions to a tee. Will definitely be booking with her again in the future!”


5. Anna O.

“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.”


6. Laura D.

“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!”


7. Krista C.

“Krista was so wonderful with my Bailey girl. She was so thorough with making sure she knew what Bailey needed and I wanted for their time together. I had no worries with Krista taking care of my dog and will definitely have her back! She’s such a sweetheart with a kind soul and your pets will be drawn to her!”


8. Annie J.


“I strongly recommend Annie! She is super easy to work with. Although we had a last minute appointment, Annie was very responsive and quickly arrange a meet and greet. She followed our instructions meticulously, provided super detailed descriptions of her activities with our cat, and sent a lot of lovely pictures, which was very assuring and substantially eased our anxiety away from our cat. Thank you, Annie!!”


9. Lydia S.

“Lydia was a great communicator and very thorough sitter. She followed directions for providing medication perfectly. She also went above and beyond the simple requested drop in for our kitty's basic needs and provided plenty of attention and love. We will absolutely be booking again.”


10. Cleda W.


“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”




11. Sarah S.

“Sarah was absolutely fantastic, 10/10! It was my first time using rover and she was super patient while explaining everything to me. She took the time to do a meet and greet and my cat (who is very skeptical of most and kinda cranky) warmed up to her immediately. While away, I got constant communication and photos. I can’t wait to use Sarah again next time I’m out of town - thank you!!!”


12. Yvonne L.

“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!”


13. Julie A.

“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”




14. Jennifer L.


“Even when you have spare travel plans. Jennifer will definitely remember you. She’s awesome. She loves the animals and makes me feel 10x better about going somewhere when I need to. Thank you so much again Jennifer ! 🤗🤗🤗”


15. Sidney R.

“Sidney was so professional work with, and we appreciated her responding to us so quickly when we needed help on short notice. Layla loved her! We will definitely use Sidney again.”




16. Allegra R.


“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!”


17. 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!”


18. Anna H.

“Anna has been so great with Peanut and has been so flexible with scheduling! Would definitely recommend to anyone!”




19. Samantha K.

“We love booking Samantha when she is available. She is always friendly, kind, and does a fantastic job taking care of our cat when we are away. Thanks Samantha for being such a gem!”




20. 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)!”
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 pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your 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 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.
