Pet Sitting & Drop Ins in Williamsburg, Milwaukee
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 Williamsburg pet sitters
“Carrieanne took great care of our Duke. Our boy is a herding dog can can sometimes be stubborn and a bit difficult, Carrieanne knew how to interact and handle him like a pro!”
“Jessica is reliable and responsive, and takes great care of my kitty. I will continue to ask her to take care of Rocco every time I go out of town. Thank you Jessica!”
“Ilene was fantastic and went above and beyond my expectations which is so greatly appreciated! Ilene’s communication and timeliness is perfect and even provided me with adorable pics & videos of playtime with Rozz which warmed my heart while I was away. Ilene’s love and care for animals is exactly what I was looking for. I highly recommend Ilene for any of your pet care needs!”
“Jensen did a wonderful job taking care of my cat while I was out of town for the weekend. He provided plenty of photos and updates, and I hope to use him again when I need help petsitting!”
“I can’t say it enough! Carole is an absolute dream! Miss Oaklei hurt her leg and she was so sensitive to the issue. She even got so excited when Oaklei was starting to show signs of improvement! She is AMAZING!!”
“Tressa did an awesome job taking care of our cat! This was our first Rover experience, and we’re excited to use it again because of the excellent service she provided. She offered to come over and meet Winnie before our vacation, and she accommodated our tight turnaround for this preliminary visit. We really appreciate her commitment to making Winnie feel comfortable and safe in our absence. She also did us the added courtesy of bringing in our mail without us asking.”
“Marilia did a great job cat sitting. Marilia is responsive, caring, and will go above and beyond to take care of your pet/home while you’re away. Definitely would rebook.”
“Rhonda saved the day with a last minute service. She solved problems (getting in to our place) and went above and beyond to care for our two pups. We are very grateful for her flexibility and good care. Will definitely ask for her again!”
About: I grew up with pets and have had my own dogs that I fully trained and cared for since I was 14 years old. Across the past 20 years, I’ve had 4 dogs ranging from golden labs to German shepherds to Golden Doodles. I am skilled in caring for dogs from puppy to senior age. Play in my fenced in back yard, long walks to the lake, and pup cups from Stone Creek Coffee are a few things your pet can expect if staying with me. I send frequent updates and pictures. I provide loving, reliable, tailored care for your pets. Hello! My name is Luke and I provide experienced, dependable, and tailored pet care. I am a university professor, so am completely free Monday-Sunday throughout the summer. I frequently go on at least 2 long walks during the day. I also have a fenced in yard for addition play and outside time. Because my schedule is so flexible, your pet will receive all my time and attention!! I have a fenced in back yard. I also have a 5 year old goldendoodle in the house who will quickly become your pets BEST friend. She is sweet, trained, well behaved, and so loving with other animals. Your pet will be in the house with me, allowed to roam, go on furniture, and enter the yard via a dog door at their leisure. If your dog is crate trained, please bring a crate with you for the visit. I am experienced with crate training so can easily manage it.
“Kennedy watched our babies for the first time and she went above and beyond to make sure our cats were well cared for during our vacation. She bonded with our pets and help them being less anxious. Her detailed updates helped us reduce our separation anxiety too. We definitely plan to hire her again. She is a superstar!”
“Quinn was great! She was thorough, thoughtful and communicative.”
“Kim was absolutely amazing with my dog. I needed a few drop in visits while I was out of town. She took the time to ensure he had everything he needed & was comfortable while I was away. She's great at communication and I didn't have to worry about a thing.”
“We have never used a service like this before and were apprehensive but Travis was excellent with our pups!! He sent us photos and was a pleasure to work with. Will def be asking for his services again!!”
About: Hi! My name is Micayla! I’m 25 years old and just moved to the city of Milwaukee in June. I live in the Yankee Hill area and am an Elementary Ed teacher. This summer I am completing my masters online and take lots of breaks throughout the day to explore the city. I’ve owned dogs my whole life (sadly lost my fur baby back in November) and have plenty of experience pet sitting. I’m looking to start my journey on Rover by combining my two favorite pastimes which are going for walks and petting dogs! My hours during the week are super flexible, as I am only doing online schooling this summer! I am an early riser and am usually up with the sun at 6 and can take breaks whenever. I genuinely just love being around dogs and will protect them like they’re my own. I enjoy walking them on a leash or playing with them at the park (if they are trained off a leash)!
About: I've been taking care of my friends, family and neighbors dogs for as long as I can remember. Anything from daily to week long periods I have fed, walked, and cared for those animals, as well as overnight stays at either my home or theirs. Pet care fits extremely well into my routine, I am an online college student with a majority of free time and flexibility. I am typically up early and readily available most of the time. I remain especially cleanly in my own home and clients, making sure to clean/ tidy up after the pet as well as stay attentive to their needs. Another way I care for pets is by enjoying their company, talking, playing and interacting with them on walks and at home to make sure they are safe, happy and attended to.
“Yakob was amazing!! Very accommodating with our last minute scheduling for our cat Tilly and did great meeting his needs. Would definitely recommend them to anyone needing a sitter for their pet! We came home to a very happy & healthy Tilly who got to spend Christmas with a fun & diligent sitter :)”
“Abigail was amazing!! I felt so comfortable and safe knowing she was caring for my cat. She sends great pictures and a lovely “report.” It was so fun to sit down and read while we I was away and gave me reassurance that our kitty was doing well!”
“Hanna did a wonderful job taking care of my two cats while I was away on vacation! She was prompt, communicated very well, and sent lots of photos. I would highly recommend her to anyone looking for a pet sitter!”
“Samantha was so great with our kitten on our most recent trip! This was the second time we've had her check on our cat and she did an awesome job! We loved getting the pictures at each visit. It was so much easier to relax knowing that our cat was in great hands!!”
Loving pet sitters in your neighborhood
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Carrianne L.Star Sitter
“Carrieanne took great care of our Duke. Our boy is a herding dog can can sometimes be stubborn and a bit difficult, Carrieanne knew how to interact and handle him like a pro!”
Jessica Z.Star Sitter
“Jessica is reliable and responsive, and takes great care of my kitty. I will continue to ask her to take care of Rocco every time I go out of town. Thank you Jessica!”
Ilene G.Star Sitter
“Ilene was fantastic and went above and beyond my expectations which is so greatly appreciated! Ilene’s communication and timeliness is perfect and even provided me with adorable pics & videos of playtime with Rozz which warmed my heart while I was away. Ilene’s love and care for animals is exactly what I was looking for. I highly recommend Ilene for any of your pet care needs!”
Jensen M.Star Sitter
“Jensen did a wonderful job taking care of my cat while I was out of town for the weekend. He provided plenty of photos and updates, and I hope to use him again when I need help petsitting!”
Carole & Shannon C.Star Sitter
“I can’t say it enough! Carole is an absolute dream! Miss Oaklei hurt her leg and she was so sensitive to the issue. She even got so excited when Oaklei was starting to show signs of improvement! She is AMAZING!!”
Tressa F.Star Sitter
“Tressa did an awesome job taking care of our cat! This was our first Rover experience, and we’re excited to use it again because of the excellent service she provided. She offered to come over and meet Winnie before our vacation, and she accommodated our tight turnaround for this preliminary visit. We really appreciate her commitment to making Winnie feel comfortable and safe in our absence. She also did us the added courtesy of bringing in our mail without us asking.”
Marilia D.Star Sitter
“Marilia did a great job cat sitting. Marilia is responsive, caring, and will go above and beyond to take care of your pet/home while you’re away. Definitely would rebook.”
Rhonda G.Star Sitter
“Rhonda saved the day with a last minute service. She solved problems (getting in to our place) and went above and beyond to care for our two pups. We are very grateful for her flexibility and good care. Will definitely ask for her again!”
Lucas Y.
“I’ve known Luke for over fifteen years, and honestly, any pet would be lucky to hang out with him. He’s an incredibly loving, responsible, and attentive person. As a dog dad, he understands how important it is to provide both structure and affection. What really stands out is how playful he is with his dog Harley! Whether it’s playing with her favorite toys at home, going on long walks, or just giving her so much love and cuddles. I would trust him with my pets in a heartbeat. He treats every animal like his own, with patience, warmth, and whole lot of love.”
Kennedy K.
“Kennedy watched our babies for the first time and she went above and beyond to make sure our cats were well cared for during our vacation. She bonded with our pets and help them being less anxious. Her detailed updates helped us reduce our separation anxiety too. We definitely plan to hire her again. She is a superstar!”
Quinesha F.
“Quinn was great! She was thorough, thoughtful and communicative.”
Kim S.Star Sitter
“Kim was absolutely amazing with my dog. I needed a few drop in visits while I was out of town. She took the time to ensure he had everything he needed & was comfortable while I was away. She's great at communication and I didn't have to worry about a thing.”
Travis H.
“We have never used a service like this before and were apprehensive but Travis was excellent with our pups!! He sent us photos and was a pleasure to work with. Will def be asking for his services again!!”
Micayla W.
“Micayla is an avid dog lover who can't walk around her city without saying hi to every dog she sees. She grew up with dogs and is very familiar with their innate behaviors, unique personalities, and specific care needs. Micayla was so devoted to our family dog, Zuma, that she drafted a 9-page binder of care instructions (mostly just cute photos of Zuma) for anyone looking after her when we were out of town. She is a gentle but firm and attentive leader that I would recommend to anyone who is looking for a caregiver who is as obsessed with their dog as they are.”
Grace B.
“Grace has been taking care of my cats for over three years when I travel for work or vacation. She's always dependable to show up when I need her to while I'm away. My cats trust her. She loves animals and they love her. Grace would be great with any household pets. She has my complete recommendation. Tom Moore”
Yacob B.
“Yakob was amazing!! Very accommodating with our last minute scheduling for our cat Tilly and did great meeting his needs. Would definitely recommend them to anyone needing a sitter for their pet! We came home to a very happy & healthy Tilly who got to spend Christmas with a fun & diligent sitter :)”
Abigail L.Star Sitter
“Abigail was amazing!! I felt so comfortable and safe knowing she was caring for my cat. She sends great pictures and a lovely “report.” It was so fun to sit down and read while we I was away and gave me reassurance that our kitty was doing well!”
Hanna C.Star Sitter
“Hanna did a wonderful job taking care of my two cats while I was away on vacation! She was prompt, communicated very well, and sent lots of photos. I would highly recommend her to anyone looking for a pet sitter!”
Samantha S.
“Samantha was so great with our kitten on our most recent trip! This was the second time we've had her check on our cat and she did an awesome job! We loved getting the pictures at each visit. It was so much easier to relax knowing that our cat was in great hands!!”
Miranda E.
“Miranda was prompt, communicative, and reliable! She clearly loves dogs! We will definitely request her services again.”
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?
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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 Williamsburg.
Rover makes it easy to find Williamsburg 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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