House Sitting Winnetka
Find a loving house sitter to watch over your pets and your home.

Over 191 pet parents in Winnetka have booked house sitting
Winnetka, Find top rated house sitting
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Madelyn is now our 4-mo-old puppy's favorite person! She gave up her Thanksgiving to stay with Ziggy at our house, but it wasn't just a "stay." Madelyn played with her and give her so much love and attention. It was just what Ziggy needed and we were so happy to trust her with our puppy! We're also very happy that Madelyn will be coming back to stay with Ziggy again in a couple of weeks. Thank you, Madelyn!”
“Jeni was wonderful. She's quick to respond - sends great pics, videos, and updates - and seems to know/understand dogs really well. We felt very comfortable with her staying at our home with our puppy.”


About: I’m a reliable, attentive, and caring dog walker and sitter who treats every pet like my own. I prioritize safety, consistency, and making sure dogs feel comfortable, happy, and well-exercised. I’m great with different temperaments, follow instructions closely, and communicate clearly with owners. Whether it’s a quick walk or an overnight stay, I make sure pets are well cared for and owners feel fully at ease. I work in the restaurant business waiting tables at night. So I’m free during the day whenever someone needs me to walk their dog or come over to let them out. Always on time. Or even a little bit early. Very patient willing to walk dogs and let them out when needed. Non aggressive with the pets
“Yana was wonderful! She was very nice, punctual, and so caring towards Pringle. It gave me peace of mind knowing Pringle was with someone so attentive and kind.”

“Lila was great! She was very communicative and provided regular updates. We returned to a clean house and happy dogs. We will definitely rebook with her in the future.”

“Ariana was amazing with our two pups! She is very kind & sweet. Amazing energy & the pups felt right at home with her. We felt very comfortable leaving her with the dogs and taking care of our home while we were away. We will definitely be using her as our pet sitter for all of our needs in the future! ?”

“Jen helped us with our pups at our house overnight and with a last minute drop in visit while we were out of town. She is reliable, responsible, and quick to respond! Thank you so much!”

“Kim was great with Sadie! She played with her and took her on a walk. Sadie is a very high energy dog. Kim did a good job keeping her busy. Sadie really enjoyed spending time with Kim. We will definitely contact her again.”


“Gillian takes great care of Pringle while I’m at work, and I really appreciate how punctual and responsive she is. I feel at ease knowing Pringle is in good hands, and I definitely plan to be a regular client!”

“Taylor took great care of my two chihuahuas and home while my husband and me were gone for the holidays. We so appreciated her availability on Christmas! The dogs seemed happy when we returned and the house was in good order.”

“Daniela took great care of both our cats and our home. She was communicative, professional, and caring. I would definitely book her again and recommend her to anyone I know.”


About: What sets me apart is the genuine love and patience I have for every dog I care for. I treat every pup like my own, while making sure they feel safe, comfortable and loved. I’m attentive to their individual personalities, routines, and needs, whether they’re playful puppies, energetic adults, or sweet seniors. I’m also happy to provide plenty of walks, playtime, cuddles, and basic reinforcement of good behaviors. My goal is for both you and your pup to feel completely comfortable and confident while you’re away. I’m around animals for most of my days, so caring for pets is a natural part of my routine. My schedule is fairly open and flexible depending on the day, which allows me to accommodate different pets’ needs, routines, and care schedules. I’m happy to work with you to find a schedule that works best for you and your pet. I make sure every pet gets the care and attention they need, including regular walks, meals on their normal schedule, playtime, and plenty of love. I make sure they get their energy out and feel comfortable and happy while in my care. I also follow each pet’s individual routine and any specific instructions you provide.
“Larry was an excellent dog sitter for our pup. Our dog is a COVID dog and used to being with someone 24/7. Larry stayed at our house and walked, played and kept our pup company. He was able to bond with Mozzi the first day. We came home to a clean house and a very happy dog. We would definitely hire Larry again. So glad we found him on rover.com.”

“My cat needs especial treatment due to his urinary issue. Leyla did a great job, feeding him on time with the exact instruction I asked her plus the medication. I recommend her to ALL cat's parents!”

About: I have had many pets of all kinds. I love them all. As well as my own pets I have experience with other animals from volunteering at the West Valley Animal shelter as well as pet sitting for family and friends. I am very passionate about animal welfare. I’m happy to help with feeding, walks, playtime, cuddles, and just keeping them company. My goal is to make sure your pets feel safe, comfortable and loved while you’re away, giving you peace of mind they’re in good hands. I am currently not working so my schedule is very flexible. I am available for walks, drop-ins, and pet sitting. I love to hang out with my own pets and would love to hang out with yours too! I have two dogs, one cat, and two birds. The dogs and cat have access to a doggy/cat dog that leads to the back yard which is fenced in.
About: I've fed, cleaned after, bathed, played with, and loved a lot of dogs as well as horses, cats, and fish. It's a privilege to help. I'm a creative freelancer working on several projects, so I set my own schedule and am very flexible! I usually fit my other responsibilities around being available for pet care at a moment's notice, whether it's a walk during some down time or dedicating the time to doing a sitting. I always make sure pets are safe, comfortable, happy, and feel loved and taken care of. I also value respecting your home and your privacy.

About: Hi! I'm Arvanh 😊 Animal companions have been a part of my life for as long as I can remember. Growing up, there was always some kind of animal around: dogs, cats, fish, parakeets, and even chickens, ducks, and cows when I spent time with family in Laos. Being around these companions just been a normal and joyful part of life for me. One of the biggest reasons I'm here on Rover is because of my dog, Avery. Avery was my best friend for many years and taught me so much about patience, loyalty, and unconditional love. Like most pet owners, I talked to her like she was a person, and planned parts of my day around making sure she was happy. Since losing her, I've realized how much I miss having furry kids in my life and how much I genuinely enjoy caring for them. Over the years, I've become the friend people call when they're heading out of town and need someone they trust to watch their fur babies. I've cared for: -energetic dogs who want to play nonstop, -cats that needed cuddle time and WALKS (wild, I know) -and nervous pets who just need a calm presence while their humans are away. When I care for someone's pet, I try to get to know their personality, routines, and preferences so I can give them the unique attention they deserve. That means: attention, sticking to their routine, and making sure you never have to wonder how they're doing. If you're away, I'll send photos and updates throughout the day because I know personally how comforting it is to see your pet happy and relaxed while you're gone. For house sitting, my goal is simple: keep your pet's life feeling as normal as possible (with some fun of course). We'll stick to feeding schedules, walks, playtime, cuddle sessions, and whatever routines help them feel comfortable. If needed, I'll also take care of the little things around the house so you can enjoy your trip without worrying. :) For drop-in visits, I'll make sure your pet gets the attention, exercise, food, water, and care they need during my visit. Whether they want to play fetch, chase a toy, get belly rubs, or even just have someone sit with them for a bit, I'm happy to meet them where they're at. For dog walks, I love letting dogs enjoy the walk at their pace. Some dogs want to power walk the whole neighborhood, while others are on a mission to sniff every tree in sight. Either way, we'll have a good time and you'll get photos afterward so you can see their adventure. At the end of the day, I know that pets aren't "just pets." They're family. I also know how much trust it takes to hand over your keys and leave someone in charge of a furry family member you love. My goal is to make that decision feel easy by giving your companion lots of care, attention, and affection while keeping you updated every step of the way. I'd love to meet you and your furry companion! Pet care fits very naturally into my routine because I currently have a flexible schedule and plenty of availability throughout the week. In my professional life, I've worked as an engineer, but right now I'm taking time off and intentionally spending more time focusing on the people, experiences, and things that bring me joy! Including caring for animals! Whether it's a quick drop-in visit, a long walk, or overnight care, I genuinely enjoy making pets a part of my day. I'm also a big believer in keeping owners updated, so sending photos and little updates throughout the day is something I genuinely enjoy, not something I do out of obligation. At this time, I only provide care in my clients' homes. I find that pets are often happiest and most comfortable in a familiar environment where they can stick to their normal routines. Before caring for a pet, I like to learn about their personality, habits, schedule, favorite activities, and anything else that helps them feel comfortable. Every pet is different, and I try to tailor my care to their individual needs. For house sitting, my goal is to make things feel as normal as possible while you're away. I'll follow feeding schedules, provide walks and playtime, give plenty of attention and companionship, administer medications if needed, and keep your home tidy and secure. For drop-in visits, I'll make sure your pet has fresh water, food, potty breaks or litter box care, exercise, playtime, and plenty of attention. I'll also keep an eye on their overall well-being and let you know if anything seems unusual. For dog walks, I focus on safety, exercise, and making sure your dog has an enjoyable experience. Some dogs want a brisk walk, while others prefer to stop and sniff every interesting thing they find. I enjoy both! No matter the service, you can expect regular photo updates and communication so you always know how your pet is doing while you're away.
The median cost per night for house sitting in Winnetka is $65
Pet parents share their Rover experiences - Winnetka
Emma was wonderful with Cosmo! She truly spoiled him and followed all of my instructions carefully. Since Cosmo is a senior, I really appreciated how gentle and patient she was with him, especially helping him up and down his ramp and taking him out in his stroller as instructed. She gave him lots of belly rubs, attention, and love, and it showed! When we got home, Cosmo was happy, relaxed, and showed no signs of stress, which gave me so much peace of mind. Emma also kept our house clean and sent daily updates with photos and videos, so we always knew how Cosmo was doing while we were away. I highly recommend Emma and will definitely be booking with her again. Thank you for taking such great care of our little guy! ❤️

Alice was absolutely incredible and took amazing care of Rocky! She was incredibly communicative and flexible, and left my home absolutely spotless. She sent tons of photo updates and loved Rocky as if he’s her own! I cannot recommend her enough and will definitely be booking with her again in the future!

It's always great when Anthony is available to watch our dog at our place. He is very calm and works great with her, even though she's quite shy. He always takes great care of our dog and our home. She's always happy when we come home and the house is always clean. Anthony always keeps in contact and provides updates. I would love to book him again.

Yana was an amazing dog sitter. She was extremely loving and kind to our two dogs. 💕 She followed our instructions and kept our house clean. Her communication was great; she sent a couple updates each day with photos and videos. We could tell our dogs were having a great time with her because they were extra playful. We highly recommend booking Yana.

We had a great experience with Samantha! She was very thorough with our instructions and sent pics and updates during the stay. She was also forthright with us about getting sick before our booking started so we could make an informed decision about whether or not we still wanted to proceed, which we thought was a responsible and classy move.

I could not have asked for a better dog and house sitter. I met Geena and explained what I wanted done with my dogs while I was away for 3 weeks; thier feeding times, walk schedule, sleeping arrangements, etc. I was relived that she was mature, responsibe, and trustworthy. She updated me daily with texts and photos of my (2) dogs whom I missed terribly. She brought in mail and kept the house nice and tidy and controlled the A/C. I was able to travel without worrying as I knew Geena was giving love and attention to my little ones. Without reservation I would hire Geena again !!!
Helen was a wonderful and caring sitter for our kitties. She was responsible, attentive, and an excellent communicator throughout her sitting. We felt very comfortable knowing our cats were in such good hands. We highly recommend Helen to anyone looking for a reliable and caring pet sitter!

We couldn’t have asked for a better sitter for Diesel while we were out of town for two weeks! Sanaz was absolutely amazing with him. She didn’t just take wonderful care of him, she spent time training him, gave him so much love and attention, and kept us updated with tons of photos and videos, which gave us such peace of mind while we were away. Most importantly, we completely trusted her with Diesel and our home. She was reliable, caring, attentive, and clearly formed a real bond with him. In fact, I truly believe Diesel misses her! Since we’ve been home, he honestly seems a little heartbroken that his new best friend isn’t coming over anymore. That alone tells me how loved and well cared for he was while we were gone. I would absolutely recommend Sanaz to anyone looking for someone trustworthy who will treat their dog like her own. We will definitely be calling her again! ❤️

I have 2 small rescue dogs. They are nervous and timid. IULIA is so gentle and sweet with them. She communicates the whole time she is with them sending updates and photos. She is very detailed on what care each dog needs individually. We highly recommend them to anyone looking for a reliable, caring, and professional dog sitter. Thank you for taking such wonderful care of our furry family members!
Gillian was amazing!! She stayed at our house to watch our dog and two cats. She was very easy to communicate with and followed all directions! She kept us updated each day which was great. When we got home, the house was perfectly clean. I would highly recommend her!! She was also more than willing to do a meet and greet before the stay! Thanks Gillian!

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