House Sitting In Winnetka Heights

“Blanca was amazing. She was so patient with our nervous and anxious dog. All of our animals, cats and dogs, received their medicine and all special food needs were met.”

Gabrielle T.

“We love Nita and trust her with our precious Max! We were out of the country for this last trip and felt completely at ease. The house was the same as when we left but more importantly Max was happy and relaxed. We already have her booked for our next trip and several more are coming. She is great!!”

Yvonne E.

“Susan was lovely. She was very patient with us and really listened to all of our worries and concerns. All of our animals did great of course. We already have her booked again!❤️🐾”

Stacey K.

“This was the second time that Bertha has cared for my dog while I was away. She did such a great job the first time that I knew she would do great again. My dog, Grace, adores Bertha. She was in good hands, so I did not have to worry about much. I would absolutely call on Bertha again for my next house sitting.”

Tim S.

“Amanda did an amazing job. She kept us updated with how everything was going and even sent us photos. The house was kept as clean as we had it and all of our boys were clearly well loved and taken care of while we were away. I highly recommend her for any of your needs to include house sitting! Very reliable and trustworthy!”

Ed B.

“Lanell took great care of my pup! It was great that he was able to stay home in his comfort zone. I would recommend Lanell to anyone looking for a pet sitter.”

James P.

“Another fantastic house sitting/dog-sitting booking with Winta. She takes such good care of our babies and updates often. Leia loves going on walks with her!”

Jeffrey P.

About: I’ve grown up with multiple pets in the household and have taken care of many close friends’ and neighbors pets! I love animals so much! I work a eight-hour shift M-F, so I’m able to spend all my time with pets both before and after work. Also depending on the location, I can always pay your pet a visit on my break. I always make time for play, walks, and care whenever I’m available. Understanding and learning your pets boundaries are key. All pets have certain personalities that dictate behavior and personal interest. I am a very flexible person and will take my time to make sure the pet is comfortable and trusting of me.

“Thank you Samantha! First time we left our dogs with someone and we loved the photos and the communication. Blue and Rey aren’t easy and you did great!”

Rachel W.

“Shawndreal was absolutely amazing!! I had a good feeling about her just from her profile. But once we met, I knew I had the perfect person for my dog. She kept up with sending lots of pictures of Riley and let me know when she gave him meds and was fed his meals. I knew from the pictures and text that Riley really enjoyed her also. We came home to a tidy house and a very happy dog. We are already planning our next trip and will for sure be calling Shawndreal ♥️”

Kim N.

“Ngina took very good care of our fur babies, she sent plenty of pictures during her stay and I made us feel very comfortable. We will be reaching out to Ngina again.”

Paul B.

“Chaka was amazing with my girl! She has a special temperament at times and they seemed to get on just fine without me. As long as she is willing I will have Chaka back time and again.”

Carey A.

“I am blown away how wonderful Lisa was with my fur babies. She went above and beyond and I am incredibly grateful. Couldn’t have been better.”

Erica T.

About: Animals have always held a special place in my heart, which is why pet sitting is something I genuinely love—not just something I offer. For years, I’ve been the go-to sitter for friends and family, caring for furbabies of all types, personalities, and quirks. I’ve grown skilled at intuitively understanding what each animal needs, whether that’s high energy playtime, gentle cuddles, slow bonding, or simply a calm presence while their humans are away. When your furbaby is with me, they’re treated like family. I honor their routines, keep their world peaceful and fun, and make sure they feel safe & loved. We’ll spend our time doing the things that make them happiest, and I’ll keep you connected with plenty of photos, videos, and sweet updates—so you feel close to them every step of the way. I am self-employed and have a flexible schedule. Pet sitting is a big part of what I do, but there will be days when I'm out of the house for a few hours or longer (on occasion up to 8 hours, but that's not a regular thing) tending to my other work. For the most part, I have ample availability during the week and/or weekends for pet sitting or other pet care...and I will divulge any prior obligations that would pull me away for large chunks of time before we book to make sure you're comfortable with my schedule during the stay. Safety, trust, and comfort are at the core of my care. In your home, I make sure all potentially hazardous items are out of reach and create a calm, secure environment for your pet. I stay attentive and present—checking in regularly so your furry friend is never left unattended for long. On walks, your dog will always be securely leashed, and outings stay within the routes and activities you’re comfortable with. I honor each pet’s boundaries and follow their cues, letting them “tell” me what they want or don’t want during our time together. I also take home security seriously—keeping doors locked, alarms or lights used as instructed—and will treat your home with the same TLC as I would my own. I’m prepared for emergencies and stay calm and level-headed, contacting you and your vet (if needed) to ensure your pet gets prompt attention. If your pet has any special needs or medical considerations, please let me know before booking so I can give them the most thoughtful, personalized care possible.

“Briana did a wonderful job babysitting our dog Mello. She was well cared for and I was happy to see she saw Mello’s personality and loved her as much as we do.”

Brenda A.

“Nashi was phenomenal! One of our pups wasn’t feeling well right before we left, and it’s always difficult to leave when something like that is going on. Nashi stepped right in and took excellent care, provided updates, and calmed my worried mind. We absolutely recommend Nashi and will be requesting her care again in the future for our pups, too.”

Sephra W.

“Bo was a great sitter for Riley! He was super communicative, both on the front end in the booking process and throughout Riley’s stay, with many pictures and updates. I felt so confident having Riley stay with him. Riley looked happy in all of the pictures and was in a good mood/comfortable when I got home. I will invite Bo to watch Riley again for me - highly recommend!”

Kate M.

“Alexi was great! I didn’t worry about anything, she even cleaned the house a little from the storm that caused mud. I was at peace knowing she was there. It’s better than boarding my animals for sure. I will for sure use her again!”

Joy D.

“Brooke did an awesome job taking care of my dog and house while I was away. She sent regular updates, left everything clean, and my dog seemed super happy and relaxed when I got back. Would definitely book again!”

Tyler S.

“She an angel ! She keep me updated on my baby I will be rehiring !!!!”

Alicia R.