House Sitting 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.

“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.

“When our scheduled Rover got sick & had to cancel last minute, Melanie swooped in and saved the day! She was fast to reply and seemed genuinely happy to be able to stay with our cat & keep an eye on our house while we were out of town. She sent great pics & we just knew instantly that our cat was getting plenty of love and attention ? She went above and beyond, and we can’t wait to have her watch our cat again - I recommend her highly to anyone looking for a sweet, professional and responsive Rover ?”

Catherine L.

“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.

“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.

“Lisa was amazing with my two German Shepherds. The daily updates were great and the daily pictures had the dogs looking happy. Would 100% recommend and I will use again:”

Sam M.

“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.

“Susan did a great job caring for our 2 pups. She kept in communication throughout the day and let us know of any questions she had. We will be booking again in the future!”

Theresa G.

About: My entire life has been filled with animals, only one year spent without a four-legged companion in my home. A trusted caretaker, I am the friend and family go-to for pet sitting and walking. I am comfortable with dogs and cats of all ages, understanding their needs with patience and love. I have also handled medical accommodation for aging or injured pets, including: special dietary needs, physical limitations, diabetic insulin shots, and post-surgery care. I am available for morning, noon, and night drop-ins and walking. Your pet’s regularly scheduled feedings and walks are respected to keep their routine. Your home is their domain, and I treat it with care - it’s important to ensure the area is safe, clean, and respected. All necessities are put back where they belong, accidents are cleaned up, and anything out of the ordinary is reported to you ASAP.

“Isaiah was wonderful with Waffles! She felt comfortable jumping right up in his lap and hanging out right alongside him the entire time they spent together. The updates were great, I'll be requesting him to keep Waffles company in the future!”

Matthew S.

“Bertha was a wonderful dog sitter for my baby Grace. I could not have asked for anyone better. She provided daily updates and pictures. When Grace was not eating, Bertha reached out to me regarding her concern. Eventually, Grace became more comfortable with Bertha and began eating normally again. It was reassuring because Bertha knew what to do in that situation. Having a stranger in my house watching my dog while I was away for a week had me a little worried. After speaking with Bertha during our meet-and-greet, I felt more at ease knowing Grace would be in great hands. A+++”

Tim S.

“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.

“Rebecca was so attentive and communicative. She was very patient with Wally being anxious. She was able to handle Wally on a leash! I’d recommend Rebecca for house sitting anytime and will definitely ask her to watch Wally in the future.”

Jaclyn P.

“Matthew was amazing! He was prompt, sent updates, and I’m just so happy with how well he took care of my furrbaby. Definitely recommend and I’m glad I found a great sitter for future times.”

Karla V.

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.

“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.

“Bre was amazing! She kept us updated throughout the weekend (which was wonderful being the first time we've used Rover) and followed all of our instructions perfectly! We felt like our pups were in great hands and we can't wait to use her again :D”

Laura M.

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.

“What an amazing caring person!! She showed up on time and took really good care of my pup while he was healing from his surgery. I highly recommend her!!!”

Sola I.

“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.