House Sitting in Winfield

“Dana is beyond... she's the best dog sitter we've ever had! She loved on the doggies and took such great care of them. She sent me pics and stories of what they were doing for the entire trip. It feels so good to find someone that honestly cares about your dogs and give such a sense of comfort when I have to be away. THANKS DANA!!!”

Tiffiney M.

“Ashley was so calm with our older dog Cato and we felt comfortable leaving him with her for the weekend. We will definitely use her again to care for our dog.”

Elaine F.

“Gavin was fantastic! Communicated very well while we were gone and Mia seemed well-loved. And the house was in great shape when we got home”

Brad O.

“Amanda was very communicative (before, during, and after!) and took very good care of our pup and cat. Even when our flight got canceled and were delayed a day, she offered to come by to walk our dog. Will book again! 😊”

Sam K.

About: Hi! I'm Grace (middle name). I have years of experience dog walking and a year of experience working at a professional doggy daycare. I also am involved in a service dog training program on the side. If you're looking for someone you can trust who has experience giving medication, handling special food regimens, and specializes in dog behaviors, I'm the one for you! Worried about your dog trusting new people? I have experience working with dogs with PTSD, history of abuse, and shelter trauma. I believe in patience and letting them go at their own pace. I do not believe in forcing physical touch on a dog that has not given me cues of consent. Though I do work a job part time, pet care is a joyful part of my life—it's not just a job, it's part of my lifestyle. As a previous dog handler at a doggy daycare, I used spend my days managing group play, monitoring dog behavior, and ensuring each pup gets the attention and care they need. Outside of work, I enjoy walking, training, and pet sitting. I enjoy a life filled with tail wags, muddy paws, and lots of cuddles. I’m used to early mornings, structured schedules, and adapting to the individual needs of different animals. Whether I’m in a doggy daycare or in someone’s home, I take pride in making pets feel safe, happy, and loved. When caring for pets in a client’s home, I focus on maintaining their usual routine to keep them comfortable and stress-free. I provide personalized walks, playtime, feeding, medication when needed, and lots of affection. During home visits or house sitting, I make sure the home stays tidy, prioritize any special instructions, and keep pet parents updated with photos and notes. My goal is to ensure your pets feel safe, happy, and loved while you're away. If you choose me to care for your fur baby, you won't feel guilty for being away. As a hobby photographer, I take and edit meaningful photos for my clients to make them feel connected to the joy and fun activities their dog is experiencing. On top of that, I try to be detailed in my notes during visits. I want my client to feel as though they were there.

“Glen was great he met us before the booking and met my dog and we walked to get Scooby used to him. He asked a lot of questions about Scooby routine. He sent me a photo and update every day.”

Dana R.

“Alexandria took such great care of our senior dogs while we were away. She went above and beyond helping them with their medications. Alexandria provided us timely and relevant updates to keep us at ease about our dogs. We will be booking again. Highly recommend.”

Daniel M.

About: My parents have a farm with three big dogs and many small ones, I’ve taken care of them many times over the years. I have neighbors and friends reaching out to care for their furry friends while they are out of town. I promise to give your loved furry one the love they would expect on a day to day basis I work from home so if I need to spend the day with your pet I can be there for them as I work! Outside of work hours I can give long walks and tons of play time. If you pet needs extra attention I can provide lots of head pets or give them space if they like to spend their time alone.

“Bonnie communicated with us every day and sent pictures and videos of my dogs. They are senior dogs and need a little more attention which I know that she gave to them. They seemed very happy when we got home. I know that’s because she took great care of them. We would definitely get Bonnie to sit for us again.”

Amy P.

“Melissa is amazing! She treated our dogs like they’re her own. They felt so comfortable with her and loved snuggling with her! She was also so accommodating. Anything we asked of her, she never hesitated. We will definitely have her dogsit again!”

Wendy K.

About: I’ve cared for dogs for many years for friends, family, and as a TrustedHousesitter both in the U.S. and internationally. (See glowing reviews here: bit.ly/trustedhousesittersprofile-desiree) I have experience with dogs of all sizes, temperaments, and care needs. I absolutely LOVE dogs and it is my joy to share moments with any pups I cross paths with. My approach is to follow the owner’s care instructions & routine closely to maintain the dog’s familiar routine and environment. This helps maintan a sense of calm and stability for the dog, and keeps things consistent while you’re away. I focus on attentive care with lots of play and love, reliability and adherence to care instructions, and clear communication with you, so your dog stays comfortable, and you return to a happy, well-cared-for dog & home. I am an entrepreneur and independent contractor so my schedule is my own. I am flexible and experienced with molding my schedule to suit the needs of the owners & dogs I care for. I ensure that pet and home care instructions are understood and adhered too at all times to create consistency and trust with you and your pet.

“My friend’s birthday was downtown Saturday night and despite knowing about it ahead of time, I waited until the last minute to find someone to hang with Caesar. Megan helped me out with no hesitation. The thing I appreciated was the most was she didn’t bombard me with questions or updates during the stay. I feel like it is hard to enjoy yourself when you are second guessing if the person hanging with your pup is up to the task. Highly recommend and will book her again.”

Steve C.

“Vickie was exceptional with our boys (large dog, Indy, and cat, Sprout). She always kept the line of communication open and sent us pictures and updates of the pets every day. She is kind, respectful, caring, and clean, and she will go above and beyond to make sure you and your pets are comfortable and happy. Would highly recommend!”

Alex P.

“Paula did an amazing job with Ozzy! We would definitely have her watch him again in the future.”

Jacob P.

“Annika & Grant did a great job house sitting our senior dog. They took the time to learn about his special needs. They checked in regularly and made him feel really comfortable.”

Jeanine P.

“Abbie and Karen were fantastic sitters!! They went ABOVE AND BEYOND! We cannot wait to rebook them in the future. They truly are incredible to our pasta pups😊”

Nicole P.

“The best choice could make to trust them with my Sofy and house!! Came last night and thanks to them that keep me posted all the time with pictures, really enjoy vacations knowing all good:). Really recommend them!!!!”

Anabella B.

“Mia was superb, wonderful and both of our dogs warmed up to her on the short moment of meet and greet. I was worried to leave them with a stranger; however, it worked out and felt at ease and not had to worry because Mia took care of what our dogs important needs were -feeding them 2x a day on a timely manner, walked them and kept them company too. Both were well taken care of because they were super happy when I came home. Also the living room was in order and not disarray like our big toys who likes to make a mess -dog toys weren't all over the place. I would use here again in the future ! Thank you.”

vida a.

“Hayley was nothing short of fantastic with our Sophie. Hayley treated her the same way we treat her -and with love & concern. Even our next door neighbors thought Hayley was superb. (When your neighbors like your sitter, you've got a true champion. Perhaps the best way to describe how our Sophie thought about Hayley is, when we got home, Sophie seemed to say, "Hi, guys. Is Hayley coming back?" You just can't complain about someone that gets that type of response from your pet.”

Glenn R.

About: I have been around dogs my entire life, starting when my mom and I rescued a Corgi when I was ten years old. In College, I adopted a German/ Sheppard Pit Bull Mix named ACE and he taught me a lot about taking care of animals on my own and growing as a human being. Not just walks, but attention, exercise, discipline, and sacrifice 24/7. I am a genuine, reliable person that has a lot of free time as a hockey broadcaster in my summers and I want to help you take care of your dog in a loving, reliable, and most importantly flexible way for you or your family. I live in Naperville, IL and willing to accommodate close to 10 miles:) I Only work weekends, so I can work through the week! Sundays are also a good day for me too usually, I am a sports broadcaster so I have weird hours haha but free a lot in the summer :) Big walking guy, with trails and local suburb paths for us. Water is always out, and toys and calm music if need be. Treats and fun always.