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

Over 21 pet parents in Winnetka Heights have booked house sitting
Winnetka Heights, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Nashi was fantastic with our dog, Frank. Our flight was cancelled last minute and she was able to stay another night which saved us! She sent many photos per day and sent updates about franks care. Nashi was wonderful and we will definitely use her again!”


“Querhea did a great job taking care of our dogs! One of our dogs required a lot of eye medication and she ensured it was done exactly on time. She provided regular updates and left our house spotless.”

“Lisa was so patient and kind with my senior dog and cat! He was slow to warm up but she put in the time and effort to make him feel comfortable and happy. She sent lots of photos and was very thorough in communicating how koopers day went. She also cleaned my place before I got home from vacation so I could relax as soon as I got in. Best sitter ever!!”

“Excellent sitter. On time kept us informed on how things were going and very friendly and dependable. Wouldn’t hesitate to welcome. Lanka back whenever we are in town.”

“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.”

About: Hi! I’m a former special education teacher who has spent my career caring for others with patience, responsibility, and compassion. As a lifelong dog lover and proud Yorkie mom, I understand that pets are family. I have experience caring for small dogs, puppies, and senior dogs, including administering medications (insulin) and providing extra attention to pets with special needs. Whether your pup needs walks, playtime, cuddles, or a calm companion while you’re away, I’ll treat them like one of my own. I’ll also send plenty of updates and photos so you can relax knowing your pet is in good hands. I’m home full-time, which means I have a flexible schedule and can give your pet plenty of attention throughout the day. Whether your dog needs a walk, a drop-in visit, overnight care, or extra playtime, I’ll make sure they receive the love, exercise, and care they deserve. I’m available most weekdays, weekends, and holidays, and I’m happy to work with your schedule whenever possible. Your pet’s safety and comfort are always my top priorities. I have two friendly, vaccinated Yorkies who are used to being around other dogs, and I always introduce pets slowly to ensure everyone is comfortable. I carefully follow each owner’s instructions regarding feeding, medications, potty breaks, exercise, and routines. I’ll also send regular photo and video updates so you can enjoy your time away knowing your pet is happy, safe, and well cared for.
“We had an amazing experience with our Rover sitter watching our 3 kitties while we were away. She was incredibly attentive, kept us updated regularly with messages and photos, and really helped ease our anxiety about being away from home. Our cats were well cared for, and we came home to a clean and well maintained place, which we truly appreciated after traveling. You can tell she genuinely cares about the pets she watches and goes above and beyond to make both the animals and owners feel comfortable. We would absolutely book with her again and she will definitely be our go to sitter moving forward. Highly recommend!”

“Morgan was fantastic with my girl Jovi over the holidays! She was very accommodating about a few unexpected requests I had to make last minute, sent pics throughout her stay that showed Jovi was super comfortable & content with her, and left my place exactly as she found it. Will definitely rebook!”

“We had a wonderful experience with Katherine caring for Charlie! From the beginning, communication was excellent, and it was clear that Charlie was in caring and capable hands. We appreciated the updates, photos, and attention given to his needs while we were away. Charlie was happy, relaxed, and well cared for, which gave us great peace of mind. It’s not always easy leaving your pet with someone else, but this experience exceeded our expectations. We would absolutely book again and highly recommend Katherine to other pet parents looking for someone trustworthy, responsible, and genuinely caring.”

About: Before moving to Dallas for grad school, I worked in emergency vet med. I was trained to work with an array of pets with different routines and attitudes. I’m currently working part time, but am in grad school to become a therapist. My schedule is immensely flexible especially between work and clients. I am big on body language and following a pet parents routine. I have a good amount of emergency vet knowledge so your pets health and safety are at the top of my priority.
“John did a great job watching over Boog & our house. We are so thankful for the amazing communication and that we didn’t have to worry all week about our dog! Highly recommend & we will use him again when needed!”


“Lauren is incredible. We found her last minute and had recently moved to Dallas. She did a fantastic job watching our fur babies and went above and beyond. We came home to happy girls and a clean home. Lauren is prompt and communicative. 10 out of 10 stars.”

“First time using a sitter in my home off of Rover. I was a little nervous at first but within 24 hours checking my security cameras a few times I felt 100% confident with Nick watching over my home and dog. I would recommend Nick to anyone and will definitely use him again!”
“Winta is always the best!! She takes great care of our pups, always sends updates with pictures and videos and always leaves our house cleaned up and ready for us when we return! We will always book with her for all of our trips! Truly 5 stars and I would give her more if that was an option!”

“Louann arrived at the agreed on time. So dependability is a plus. We didn't have to stress or worry about anything. We received pictures and comments about our dogs. They were well taken care of and we have fiesty dogs and they require lots of potty breaks. My home was in good shape when we returned. She brought in the mail and watered our plants. We appreciate the care she gave and loved on our dogs.”


“Cynthia did such a great job watching my dog while I was away for a few hours! She was super flexible with how long she watched him, kept me updated with pictures, and had great communication throughout. It gave me such peace of mind knowing he was in good hands and being treated like her own. I highly recommend Cynthia and would definitely have her watch my dog again! :)”

“Laura is kind loving and a true gem to our family and our girls. She's extremely trustworthy. This is our second time using Laura . We will coninue to use her. It's such a relief to have someone like her in our home she's very respectful of our home and our girls love her. We woukd 1 million percent recommend her hands down without even thinking. Thank you Laura we appreciate you more than you know.”

The median cost per night for house sitting in Winnetka Heights is $50
Pet parents share their Rover experiences - Winnetka Heights
Fernanda was absolutely amazing with our blind dog, Callie! I truly cannot say enough good things about her. We felt completely at ease, and throughout the stay she kept us updated with constant photos, messages, and detailed updates. It was so clear that Callie was happy, loved, and incredibly well cared for! We will be booking Fernanda again in a heartbeat! If you’re looking for someone trustworthy, caring and communicative, look no further. Thank you, Fernanda!

Alexandra (aka Kai) is AMAZING!!!! She stayed in our home for the week and took great care of our dog while we were away! She sent us lots of updates and pictures throughout the day which we loved and we could tell our dog really enjoyed his time with her! We were able to enjoy our vacation completely stress free knowing our dog and home were in such great hands! :)

Ronald was wonderful! He took excellent care of our home and our two large dogs while we were away. Ronald is very conscientious - he showed keen attention to detail and did everything that we asked him to do. He's not only a great house sitter, but he's a good person with a big heart. We would definitely hire Ronald again.

Madison is outstanding! She is not only a fantastic dog sitter but she is also extremely dependable and very caring with our puppy! She took care of our pup over Christmas and New Year and did an amazing job. We never worried at all about our puppy. She also took great care of our home. We will absolutely have Madison look after our puppy again.
Karin & Alberto were great. They were very friendly, communicative and attentive. They sent us a lot of pics. It was almost like we never left. They spent considerable time with our furry babies. We are already working on our calendar to book them for more care and coverage.

Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your pets like family

1. Search
Browse profiles of sitters near you who offer house sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform






