Pet Sitting & Drop Ins in Freedom Village, Milwaukee, WI

“Anya is AMAZING! She has so much availability and is very responsive. She is absolutely wonderful to my sweet Lily! Even for drop in visits she always lets her out and then stays to play with Lily for a while! I could not recommend her enough!”

Gwynn B.

“She was very helpful! It didn't work out with my dogs being at her house so we worked it out to her dropping in on them at my house to take care of them. She's one of the best!”

Anna B.

“Sooo grateful we found this sitter. She is caring, reliable and does an amazing job with our senior dog. Highly recommend.”

Melissa E.

“Shelby was amazing with our little guy!! We had just moved to the area and our dog Charlie was having a tough time adjusting. We were nervous to leave him with someone new in a new house, but Shelby saved the day! We could tell from the pics that he was loving every second of quality time and didn’t miss us one bit. Shelby is the greatest and a total lifesaver!”

Tyler F.

About: I've grown up with pets ever since I was little. I've been trusted even from young ages to walk, feed, and clean up after dogs. I've never had a bad experience and I'm always willing to encounter any and every kind of dog out there with lots of love and care! I have my own pet at home, had him for 10 years. Even after so long, it's so easy and even fun sometimes to do the little things for your pets like feeding them, walking them, and just making sure you spend some quality time with them! There's never a moment I don't want to be around my pet, or any pet for that matter! I always think the key to good pet care is real love and attention. Watching for what your pets want and giving them it will make them happy. If it's attention, bring on the cuddles! If it's a walk, let's do it! And that goes for pets that aren't mine as well. I always care for them like they're mine, and will pay attention to what they want as well as what their owners know is best too!

“Kristina took care of our shy cat for the first time this past weekend. It's not easy to care for an animal that would rather hide from you than interact, and Kristina dealt with her well. She was friendly, came over when promised, and cared for Sophie and our house well.”

Mimi H.

“Percy and Darik were great with Baron while I was out of town! They were quick to respond and made sure I knew how Baron was doing and when they would be dropping in to take care of him. I appreciate all the love they gave him - he was in good hands!”

Haley K.

About: Hello and welcome! We take care of/have taken care of all different kinds of pets. We have our own two dogs, as well as six cats. We have experience with multiple different breeds and types of animals, as well as being able to handle many at a time. (We have had up to 9 dogs in my care at one time!) I know how hard it is to leave your pet behind, which is why I will update you with pictures as much as you would like. I have a finished basement if your loved one would prefer to be separated, and also have many open rooms for them to choose from for slumber. The cats have a gated off cat room, only accessible to humans and kitties. The crew and I can't wait to meet you! (Or if you prefer the whole crew won't meet you :)). Dani is currently home full time. At this time Dani is home for almost the entire day, with occasional errands. You can request our schedule for any amount of time to confirm your loved one will be cared for properly and on time. We deep clean all items used after a pet stays, so that they are ready for the next pet to stay. We have extra blankets, beds, crates, bowls, and more. We keep our fishtanks neat and clean, as well as my home. My dogs are extremely friendly even with cats. My backyard is fenced in with access through a back door. When it's nice out we play outside with the dogs where they have access to a kiddie pool to play in the water. I have started to add more outdoor play equipment/toys.

About: I often take care of my mom’s senior dog. He requires a lot of attention due to his health and getting around. I love to be an assistant to him. I work from home on Mondays and Fridays and I am often free during the weekends. I can make sure I have enough time available for any of your needs. I live in a pet friendly apartment. I don’t live near any busy streets and can take a dog on a nice stroll around my neighborhood. I can keep animals in crates, if requested.

About: I've taking care of dog for a year plus now. My friends and family trust and relied on me to walk, feed, bathe and have their pets stay overnight at my house. My house is especially a good environment for dog because my yard is fenced and the dog have their own furniture and their own room. I'm currently a stay at home dog mom and a bake at home so I have plenty of time to play and walk your pet which I love doing. My yard is fenced and I have a friendly dog to keep your dog company while he/she is here. I have plenty of toys and treats available for the dogs as well.

About: NEWLY RELOCATED: Welcome to The Hardy-Berndt Ranch! Our family adopted our first dog together back in 2010. Since then, we have adopted many more, fostered almost forty dogs together, and love having extra heartbeats in our home. We appreciate dogs of all sizes, shapes, breeds, and ages with a soft spot for shy dogs, big dogs, and seniors. Our resident dog, Bosley, is a friendly sort and enjoys a romp with well-matched playmates. Dogs who enjoy the company of others will be welcome to visit in our home and be with our resident dog with supervision. We also have two dog-loving kids who enjoy helping out with our "visitor dogs" by playing, reading to them, and all the cuddling they could want. Having fostered several dogs with challenging behaviors and understanding how important it is for them to be safe and comfortable, we welcome dogs who may need a little time time to “warm up” or prefer plenty of space. We would discuss this with any clients to ensure the most comfortable option for your pet(s). For dogs working on social skills or with specific training needs, our family will gladly discuss with you and do our best to reinforce the training you are working on at home. Our household is committed to helping visitors feel comfortable and receive the best possible care while you travel. We look forward to meeting you and your beloved pets! Our home life centers around our children and pets so we are home more often than not. Visiting dogs are a welcome part of our home life and the kids love meeting new canine friends (and seeing their favorites come back again!). We primarily offer care for dogs in our home. This allows us to integrate them into our routine when it works for them and their families.

About: What sets me apart from other sitters is the level of care and connection I bring to every animal I work with. I have experience with all types of animals, and I treat each one like they’re my own patient, gentle, and fully attentive to their needs. I don’t believe in one size fits all care. I follow your pet’s routine closely and make sure they feel safe, comfortable, and loved. I’m a great communicator, always keeping you updated with photos and messages so you can relax knowing your pet is truly in good hands. With a calm energy, a clean environment, and genuine passion for animals, I make every pet’s stay a positive and stress free experience. Pet care fits naturally into my daily routine because I build my day around the animals I’m watching. I start and end each day with feeding, potty breaks, and quality time, and I make sure every pet gets plenty of attention, play, and exercise throughout the day. Whether it’s walks, check ins, or simply giving them comfort and company, I plan my schedule to stay consistent and reliable. Pets aren’t an “extra” for me they’re a meaningful part of my day, and I make sure their needs are met with patience, love, and structure. When I’m caring for pets in a client’s home, I respect their space and keep everything exactly how their pet is used to. I stick closely to the pet’s daily schedule, maintain their feeding and exercise routine, and make sure they get quality time, attention, and reassurance. No matter where the care takes place, my goal is to make every pet feel safe, loved, and stress free, just like they’re with family.

“Thank you for stopping to visit Addie on such a frigid day.”

David K.

“Samantha is easy to communicate with and is flexible with our schedule. I know that Izzy is well cared for by Samantha, and I appreciate the cute photos.”

Ashley B.

“Heather was a godsend!! She pick us up after my other rover sitter canceled at the last minute. She took great care of our puppies and saved our family vacation.”

Charles S.

About: I provide attentive, compassionate, and reliable care for dogs of all breeds and sizes. I specialize in creating a safe, comfortable environment—whether in your home or mine—ensuring pets receive plenty of exercise, affection, and individualized attention. With strong communication skills and a genuine love for animals, I keep pet parents updated and at ease throughout every stay. Whether it’s daily walks, overnight stays, or special care routines, I’m committed to treating every dog like family. I have a flexible work schedule so I’m able to provide breaks and attention as needed throughout the day. I am able to attend to your pet as needed. I have a large back yard that the dogs can play in. I also have the Oak Leaf trail next to my house we can go on frequent walks!

About: I’ve had experience of raising my two bassets from 8 weeks old- now one is turned 6 in April and the other turned 4 in December! I love dog cuddles, walks, and play time! I’ve even baby sat my aunt and uncles dogs for over 10 years now! I’m a crazy dog lover who likes to spoil them with cuddles and kisses! My weekends are free for dog sitting for longer stays at your place and I’m free after 6pm during the week for your nightly needs! Willing to spend the night at your place so your dogs are the most comfortable! My house is dog friendly but do not have a fenced in yard

“Cindy did a great job! She made quick friends with our kitties, spent time playing with them and gave lots of belly rubs. Thank you!!”

Mia S.

“Suzi is a remarkable communicator. She shares wonderful pictures and made us feel connected and confident in our dogs wellbeing while we were away. She genuinely cares about making the pets feel cherished, Bodhi told me so!! ? I appreciated her flexibility with some additional requests for feeding the Gecko. She is diligent, smart, timely, and heartcentered.”

Traci S.

“Jeff is very conscientious and even has studied the commands we use with our year old puppy. He anticipates issues and asks about them ahead of time. Jeff stays in touch during his visits, making me feel very confident that my pup is in good hands.”

Katie S.