House Sitting Winnetka
Find a loving house sitter to watch over your pets and your home.
Over 188 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%.
“Jeni is a talented, trusted, handler. She is kind, patient, punctual, honest, friendly, fun, and extremely loving. I can’t possibly express how grateful I am to have Jeni help me with my precious dogs. Her expertise, patience and knowledge have added so much to their lives. They both enjoy-walks, playtime, socialization. My dogs, Brutus (6 year old male Pekingese) and Rambo (1 year old male pug mix, rescue, are thrilled when Jeni comes to take them for their walks, and play dates. Rambo is very shy and panicky. Jeni takes as much time as needed to let Rambo settle which is within seconds. Brutus loves everybody so he and Rambo enjoy their time with Jeni tremendously. Highly, highly, recommend Jeni. I welcome any questions.”
“Iuliia was really great with our dogs Charlie and Pixie! She watched them for 3 nights at our home, and She sent us lots of pictures, videos, and updated us every day. We appreciate you watching them and caring for Charlie and Pixie! Thanks so much!”
“Lilly was fantastic with our three dogs. Two of them are 15 y/o and needed a lot of personal attention - and she was terrific. The dogs all loved her, she stayed in touch with us and sent pictures. You know when you meet Lilly that you have a super dependable and kind person that will care for your pets like they were hers. The ratings only go up to '5' but she earned a '10'!!”
“Sanaz is absolutely wonderful! Milo and especially Atlas adore her! They snuggle right up and are completely attached whenever she’s around. It’s clear how much love and comfort she brings them. I’ve already booked her again! She is truly wonderful.”
“We hired Arianna to watch our 2 kitties while we were on vacation and they immediately loved her. She sent a bunch of pictures and updates and was super communicative. We came home to a cute note, very happy kitties and a clean house. We will definitely be hiring her again when we go on our next vacation.”
“We had a great experience with Geena. She took excellent care of both of our Labradors, Pilón and Clark. Clark is a young, energetic puppy with plenty of antics, and she handled him very well. It was clear that she knew how to work with dogs and how to manage his energy and enthusiasm appropriately. She also did a great job with Pilón, making sure both dogs were well looked after and had plenty of playtime and interaction. We felt confident leaving them in her care and appreciated her professionalism and experience. We would happily trust her with our dogs again and highly recommend her to anyone looking for a knowledgeable and reliable pet sitter.”
“Larry was great with Pringle. He is very professional, punctual and knowledgeable about dogs. He took great care of Pringle while I away at work and made sure she got lots of attention. It’s clear he really understands and loves working with dogs. I highly recommend.”
“Daniela has watched our house and our pup many times and we always feel good about traveling because we know we’re leaving both in such good hands. Daniela keeps us updated with lots of photos and leaves the house in even better shape than we left it! Cannot recommend her enough!”
“Went above and beyond to make sure that I felt comfortable, followed all directions and was very attentive and very flexible. Will definitely use her anytime. I’m in vegas thank you so much Cyndi .”
“We loved Caitlan and our little Mila was so happy. Thank you Caitlan. We came back from our trip and it was clear Mila was so comfortable and happy with your presence. We really appreciated the peace of mind that Mila was a loving hands.”
“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!”
About: I have always enjoyed being around animals ever since I was a little kid. I have owned and cared for rabbits, dogs, fish, turtles and parakeets. I work full time as an educator so most of the year I am only available weekends. However I am currently available during weekdays due to spring break. I would be happy to care for your pet in my home or at your home if that is your preference. I have one dog at home which would be kept in a different area.
About: I have about 7 years of pet handling experience from my own animals to volunteering at animal shelters in LA. I have worked with dogs and cats of all ages, from puppies to seniors. I have gained experience from my own dogs, one of which was blind and deaf. With over 250 hours volunteering at my local city animal shelter, I gained additional experience caring for cats, dogs, rabbits, hamsters, and guinea pigs. I cannot wait to meet your furry friend! I currently have a very flexible schedule. I am usually busy on the weekends, but I could make myself free if I am given enough notice. When caring for a client’s pet, safety is very important to me. Following the owner’s rules and ensuring your pet is cared for and loved while you are away is my number one priority :)
About: I am a veterinary technician who has worked in the veterinary field for 5+ years. I love all animals and have experience handling/caring for dogs, cats, rabbits, birds, pocket pets, and a variety of reptiles. I am a UC Davis Alumna and have a bachelor's degree in Animal Science. I am currently a CVM student at MWU. With my extensive knowledge of animal behavior and handling, I am well-prepared to care for pets of all species. I am comfortable with medication administration, including giving pills, liquid medicine, and insulin shots. Put your mind at ease with a pet sitter who truly cares for your furry, feathery, and scaley friends. If you have any questions please don't hesitate to reach out! :) I have a very flexible schedule. I am also available to stay overnight at your house to keep your pets company, let the gardeners in, take the trash out, make sure your plants are watered, mail is taken in, etc. Dog walking: Your pets' safety is always my top priority. I only walk pets from one household at a time to ensure they have my undivided attention. I will keep an eye for any signs of heat distress during the summer and ensure the pavement is an appropriate temperature for walks. If deemed unsafe, I will contact you immediately to discuss postponing the walk at a later time. House sitting: I am very reliable and take pride in ensuring your pet is in the safest hands while in my care. I am also very accommodating with any special requests for your fur babies. Does your dog like to get pup cups from Starbucks? Do they have a favorite treat? Does your pet like to get brushed? Let me know so I can provide your beloved fur babies with the best care possible!
“Great at communicating, sending photos and videos. There was one hiccup. In our opinion, best way to understand how good someone is is to see how they react to a situation. She was brilliant, organized and effective. Left the house beautiful and the pets happy. Will def use her services moving forward.”
About: I’ve taken care of my family’s pets like dogs and cats while they’re gone and follow their instructions on when to walk, feed, and play with them. My schedule is currently free since I am a student and it is summer so I’m on break meaning I have time to tend for all of your animals needs! I have a big backyard where your pets can run around in to their hearts content. It is enclosed with a gate so they won’t be able to run out.
“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.”
About: I have 3 dogs at home, two small and one large. I have had dogs all my life and I am comfortable with dogs of all breeds and sizes! I understand the importance of the first time meeting a dog and will be patient until they feel comfortable around me. I have worked with rescues before saving dogs from the streets which is where I learned a lot of my dog skills as well. I love my walks with my dogs and would love to walk yours! I do currently work full time but I am available after 5:00 PM Monday - Friday and all day on the weekends. I hope to get to meet your dog or dogs soon! I currently work full-time but am available for evening walks after 5 PM on Monday - Friday. On the weekends, I am available all day! I have experience dog sitting and always follow the instructions the owner has left for me. I am a guest in the home and always make sure I am on top of all my duties. I triple check everything is the way it should be prior to heading out the door to ensure the comfort and safety of my clients pet.
The median cost per night for house sitting in Winnetka is $65
Pet parents share their Rover experiences - Winnetka
Jennifer was great, in the end, my dog was happy and stress free when i returned from a trip, quite a feat for a dog with separation anxiety. She befriended my dog to make it feel taken care of and loved, and it shows. My house was in the exact shape I left it as well. We could not be happier with Jennifer, we plan to use her services 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!
Anthony did an amazing job caring for our dog and our home. Our dog is very shy but he took the time to build a great relationship with her. He even bathed her and left the house spotless! He provided is updates during our trip and really did an amazing job. We would love to have him watch her again in the future!
Samantha was amazing! She kept in close touch with us, and our dog loved her! He was happy and relaxed when we got home. Samantha spent tons of time with him. I think he’s going to miss her, as are we. I highly recommend Samantha! You’ll feel so safe and secure when you leave your dog in her care.
Caitlan was an absolutely wonderful dog sitter for our anxious dog, Alfie, and our cat, Roland. Caitlan made Alfie feel very calm and loved, and from the first moment they met I knew she'd be a great fit for an anxious doggo! Caitlan followed our requests to a T and went above and beyond with a checklist noting his meds being taken, and walks 2x a day. Alfie struggles with leash aggression with other dogs sometimes, and Caitlan really helped him with this behavior...he definitely seems to have improved! Roland, our cat, also struggles with wanting nighttime feeding and she managed to help him reduce his 'poking' for food behaviors down to just 1x a night. We didn't realize when we booked Caitlan that she is not just a dog/cat sitter but something of an animal therapist as well, lol! Caitlan communicated often about how they were doing, sent photos etc. We knew they were in such safe and loving hands with her! To top it all off, when we got back after three weeks she had washed her bed linens and sofa throw, and made us the most delicious banana bread. Caitlan was uber professional but most importantly she really connects with animals and intuitively seems to know what is best for them. We are definitely going to book her again for any future trips!
Brianna was amazing with our 10+ year old fur baby who has significant medication needs. She administered eye meds 3 times a day and gave him his night time allergy meds without fail. We came home to a very happy and healthy dog. Would highly recommend her services.
Bruna was absolutely amazing with my cat Carl and French Bulldog Daisy. I needed a sitter with less than 24 hours’ notice over the Fourth of July holiday, and she stepped in without hesitation. At the time, Daisy had just undergone surgery and required constant supervision along with medication administration. B handled everything flawlessly and gave me complete peace of mind while I was away. She sent frequent updates, photos, and messages, which meant so much given Daisy’s condition. Most importantly, it was obvious that both Carl and Daisy adored her. You can tell when someone genuinely loves animals, and they were comfortable, happy, and well cared for in her hands. I would not hesitate to book Bruna again and highly recommend her to anyone looking for a reliable, compassionate, and attentive pet sitter.
Yana is the best! She has helped take care of my dog many times and is consistently so amazing. She is very attentive to my dog’s well being and is a great problem solver too. She watches out to make sure my dog doesn’t eat random things during walks and thinks about the little things like the best time for his walk depending on how hot the pavement might be. When Yana is with my dog, I know he will be cared for so well!
We had a great experience with Geena. She took excellent care of both of our Labradors, Pilón and Clark. Clark is a young, energetic puppy with plenty of antics, and she handled him very well. It was clear that she knew how to work with dogs and how to manage his energy and enthusiasm appropriately. She also did a great job with Pilón, making sure both dogs were well looked after and had plenty of playtime and interaction. We felt confident leaving them in her care and appreciated her professionalism and experience. We would happily trust her with our dogs again and highly recommend her to anyone looking for a knowledgeable and reliable pet sitter.
Jesse was such a great help to me in taking care of my dog when I was setting up a party. My dog was a bit anxious and overstimulated from all my running around while doing party prep and Jesse helped calm him with cuddles and reassurance. It was a relief to not have to worry about my dog during my party because I knew he was in great hands.
Bouvier was above and beyond communicative and caring of our 2 senior Golden Retrievers, one with medical needs and the other that developed a medical need while we were gone. We felt in the loop the entire time although we were a Continent away. She took over sitting in between another sitter’s stay and was more than willing to communicate personally with her about the status of the pups. We are grateful to Bouvier and look forward to having her our pups in the future.
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