Pet Sitting Highwood Estates

About: I am new to Milwaukee and look forward to providing reliable, professional care for your pet. I offer dog walking and house sitting services in your home or overnight boarding and doggie day care options in our home. And if your dog has special care needs I can accommodate one dog at a time for a more comfortable, individualized experience. You can expect a free Meet & Greet with all new clients so we can review your dog's routine, go over your expectations, and decide if I am a good fit for you. You'll receive regular photo updates throughout your pet's stay. Please reach out with any questions! I am available for services throughout the week and on the weekends part-time with some flexibility depending on the dates. I can accommodate longer stays based on circumstances and care requirements, happy to discuss further! I will follow the owner's guidelines and treat your house and pets with respect. I use a common sense approach to safety and will stay vigilante when spending time with your loved one. I believe in clear communication and am happy to update you as much as needed. Thank you allowing me to help relieve some of the petcare duties for your dog or cat. My personal goal is to keep your pet comfortable and happy while you are away!

About: Hi, I’m Ashling! Animals have been a central part of my life for as long as I can remember. I grew up with a Soft Coated Wheaten Terrier, spent my teenage years as the go-to neighborhood babysitter and pet sitter, and today, I’m a proud pet parent to two wonderful Wheatens of my own. ​Because of my personal experience with dogs of all backgrounds, I understand that every animal is unique. My philosophy is to always meet animals where they are at—building trust at their pace while providing a safe, confident, and structured environment. I'm currently accepting weekday appointments for now and will accept some overnights and weekends. I have a flexible schedule at this point and will be able to care for pets multiple times throughout the day and night. I will treat your home and your pets with the utmost respect and try to follow the schedule and routine to make sure your pet is comfortable in their home while you're away. Their safety and comfort is my highest priority.

About: What sets me apart is my hands on experience as a dog foster, which has given me the ability to care for dogs with a wide range of personalities, energy levels, and needs. I’m comfortable adjusting to new routines quickly and helping pets feel safe and settled in a new environment. I provide calm, attentive, in home care where pets are treated like family. I focus on keeping their routine consistent, whether that includes feeding schedules, potty breaks, crate time, or extra play and attention. I’ve cared for both high energy dogs who need structure and exercise, as well as more anxious or relaxed dogs who need a calm, comforting space. My goal is always to make pets feel secure, loved, and at home while their owners are away and to keep owners updated so they can feel at ease. My schedule is flexible, I work part time and I’m able to provide consistent care throughout the day. I’m typically home most of the day, so pets get plenty of attention, potty breaks, playtime, and supervision. I can adjust my daily routine around the pets in my care and make sure their needs are met on a regular schedule. I provide care in a calm, clean, and pet friendly home where safety and comfort are the top priority. Pets are supervised throughout the day and are never left unattended for long periods. I follow each pet’s routine as closely as possible, including feeding schedules, potty breaks, walks, and any specific instructions from the owner. I introduce pets slowly into my home to help them feel comfortable and settled. I have a fenced yard for safe outdoor time, and all outdoor breaks are always supervised. Inside, pets have a cozy, relaxed environment where they can rest and feel at home. Pets are welcome on furniture if that is allowed by their owner, so they can stay as comfortable as they are in their own home. I pay close attention to each pet’s behavior and comfort level, especially during the adjustment period. My goal is to create a safe, low stress, loving environment, and I provide regular updates so owners always know how their pet is doing.

“Lexi was a very dependable dog sitter while we were away for the weekend. She was kind and patient with my doggie who can be a little lazy, she checked in on time and sent details and photos in a timely fashion. I felt that my doggo, Mama Zoe, was very safe with Lexi. Thank you, Lexi!”

Ann S.

“Mallory was great with our fur babies! She was on time for each drop in and very communicative. She took some pretty awesome pictures as well. We feel comfortable with her watching over our pets. We recommend her to anyone looking for a pet sitter :)”

Chandell H.

“Sarah has become part of our family. She's an awesome communicator and is so good with my dog who has anxiety issues among other things. He just loves her, and she makes him feel safe and happy. On her own she introduced him to doggy puzzles which I hadn't thought of.”

Cheryl H.

“Jenn took excellent care of our sweet kitty Lola. Even though Lola is quite shy, Jenn did her all to engage her and make her feel comfortable. I appreciate her professionalism greatly. Would highly recommend.”

Christine E.

“Kelly was thorough and cared well for our baby dog! She is so professional and kind.”

Lauren P.

“She really takes care of Cora and Sky. I get great photos, videos and updates. So reliable!”

Ellen P.

“Wonderful care of the pups.”

Tamara H.

“Hailey took such excellent care of our dog Buddy. I would absolutely 💯 recommend her. She is natural with pets! Knowing she took such great care of Buddy, made our vacation so much more relaxing, enjoyable and worry-free. We are looking forward to booking with Hailey again soon.”

Olivia R.

About: I have had dogs my entire life. Recently, my husband and I, lost our beautiful friend, Freckles. She was 14.5 years old. I am retired, and want to help people who struggle with finding someone reliable to care for their furry friends. I've been there! I'm currently working 1 to 2 days per week, very part time hours. Would like to be with dogs occasionally, since my husband and I are not going to get another pet at this time in our lives. I do have a fenced in backyard, not sure if I will be doing daycare or overnights at my house right now. New to Rover, so want to start our with dog walking and dog house visits.

“Amanda is great! We have one senior dog and another with a lot of anxiety. She is so loving towards them and patient with whatever they need. I really appreciate her communication skills and know our pups are in great hands when we’re away.”

Katie W.

“Gave my dog a lot of attention . Was good with him”

Julie R.

“Kelsey was incredible. First she was extremely flexible as I changed my plans on her many times! I booked out in advance and she followed up with me beforehand. My cats love her and loved to play and be pet! She handled my entry instructions great and I felt very safe leaving my cats in her care and my apartment open to her! I met her in person as well she is so kind. I highly recommend!”

Neil F.

“Katie was awesome and our Luna loved her! Luna tends to be shy at first with new people but she warmed right up after a day and loved all the attention and playtime she was getting. Katie was thorough with her updates & sent great photos as well, I highly recommend and will be rebooking!”

Leandrea R.

About: I’ve been a devoted animal lover and pet owner for as long as I can remember. From dogs and cats to caring for pets with unique personalities and needs, animals have always been a huge part of my life. Currently, I share my home with a lovable, mischievous hound mix who keeps me on my toes and a cat who completely stole my heart. A few years ago, I lost my soul dog, Jersey, and that experience deepened my understanding of the special bond we share with our pets. I know firsthand how difficult it can be to leave them behind and trust someone else with their care. That’s why I treat every pet as if they were my own—with patience, affection, attention, and plenty of love. Whether your pet needs a quick drop-in visit, playtime, cuddles, a walk, or simply a friendly face while you’re away, my goal is to make them feel safe, happy, and cared for. I also know how important peace of mind is for pet parents, so you can expect regular updates, photos, and communication throughout my visits. Because I work from home, I have a flexible schedule that often allows me to accommodate drop-in visits and pet care needs throughout the day. I’m committed to providing dependable, compassionate care and building a trusting relationship with both you and your pets. I look forward to meeting your furry family members and becoming someone you can count on whenever you need a helping hand! 🐾❤️ I work from home and have a decently flexible schedule. I have a young son and pets of my own but thankfully I share these responsibilities with my rockstar husband so I will be able to care for your fur babies. I understand that having a stranger in your home can be a little uncomfortable. I will 💯 respect your space and keep things clean in order for your while you are gone. Please let me know your preferences for my stay.

About: Growing up on a hobby farm in rural Wisconsin inspired my love for animals at a young age. From family pets to my own dog and cat now, caring for animals has always brought me joy. I do have a full-time career but would love to spend some of my free time with your fur family! My availability will primarily be evenings and weekends. Your home and pets will be treated with the utmost care and respect. I will follow your care instructions to keep your pet safe and comfortable while you’re away. To ensure that I am a good fit for your pet’s needs, a meet and greet is required prior to our initial booking.

“Lilly is our go to person to watch our 2 cats when we are out of town! She communicates clearly, follows all instructions, responds to any questions or requests we have, and takes amazing care of our cats. We feel so comfortable leaving them in her care!”

Haley G.

“Angie was wonderful with communication and photos. I would highly recommend and would use again. Thank you!”

Becky D.