House Sitting In Uptown Chicago
Find a loving house sitter to watch over your pets and your home.
Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Uptown house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Gail was incredible! So sweet. She was punctual, did great with keeping our puppy on her schedule and playing with her and administering some meds to our puppy. We will definitely try to book Gail again!”
“Jamie was a perfect match for our diva of a chihuahua. He let her warm up to him on her own and by the end of his stay, she followed him around like she does to us. Jamie’s communication was stellar from the moment we inquired about his availability, to the meet and greet, to the abundance of photos and updates we received while we were away. We felt so comfortable with Jamie that we booked him again for our next out of town stint in a few weeks. Thanks, Jamie, for taking such great care of our pup in the comfort of our home.”
“Vanessa was absolutely incredible with our pup, Chico. She stayed at our home and took impeccable care of both Chico and the house while we were away, giving us complete peace of mind throughout the trip. She was so kind, friendly, communicative, and thoughtful, and we especially appreciated all of the updates and photos she shared while we were gone. It was clear Chico was happy, comfortable, and truly cared for the entire time. We honestly couldn’t have asked for a better experience and can only hope we’ll be lucky enough to use Vanessa again in the future.”
“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!”
“Drew was great! Great communication, dogs are happy and healthy!!! House looks great, he did the bedding and the dishes that he didn't have to do. He sent pictures daily which we really appreciated!! Thanks Drew for taking care of our dogs!”
“Mikayla was great with my dog and cat! Mikayla was very welcoming and friendly with the animals and asked great questions that made me confident they were in good hands!”
“Ana is so great!! She helped us out so much with Nova. She gave us so many updates and sent us wonderful photos of Nova. Nova was so happy to have her. Highly recommend for your dog sitting!”
“Duncan was a professional and responsible caretaker. He went above and beyond our expectations when he took care of our 2 dogs Honey and Pickles for two weeks. Before even starting the job, he met us in a freezing blizzard for a simple meet + greet, which I think immediately showed his dedication to the job. He also cleaned up around our house when the dogs were making a mess, not something that we asked him to do — but rather something that he proactively did. One of our dogs, Honey, has anxiety. Duncan even stood overnight on New Years Eve just to help her stay calm during the fireworks, which I believe is something your average dog caretaker wouldn’t do! He was also very responsive with text and sent us updates every day. I felt much peace of mind because I knew Duncan was taking our two dogs on 2 walks every day, feeding them on time, and spending some time with them too. I would definitely recommend Duncan to a friend and would rebook him myself!”
“My house was left as clean as I left it! My babies were obviously well cared for, and Andre was so kind when I wanted to check in. I wish all of my care experiences were this good. One of my babies had to take a pill, and is highly suspicious, and he got her anti-inflammatory in her!”
“Thomas was a fantastic sitter for our pup while we were away. He kept in regular communication with us and was very responsive throughout. He also took great care of our place as well. Would definitely use him for pet care in the future.”
About: I have taken care of my dog, Marilou, for the last 5 years, so I know how important it is to show love and attention. Caring for my dog, Marilou, is part of my daily and weekly routine, along with caring for clients’ dogs throughout the week, making sure they are fed, exercised, safe, and given attention and love. (I provide one-on-one care and will not be bringing my own pet to your home.) I ensure a safe environment, provide proper feeding, regular walks, and medical care, while also making time for play, enrichment, and plenty of snuggles every day.
“Emily was great to work with and really helped us out on short notice a couple of times. She was flexible, easy to coordinate with, and clearly understood what our dog needed. We felt very comfortable leaving him in her care and have already booked her again. Thank you, Emily!”
“Joey was amazing! He went above and beyond to keep our pup safe and entertained. She just had knee surgery, and he was so sweet to hang out with her, keeping her comfortable.”
“Anna was great with our pets! We were a little nervous to use Rover for the first time, but Anna offered us peace of mind as she sent us updates, pictures, and quick answers to any questions we had. We will definitely be reaching out again! Thank you, Anna, for your kindness and care with George and Barley!”
“Bethany successfully watched our labs for 12 nights while we traveled overseas. She was communicative throughout the week with photos and updates. We came home to two perfectly happy, healthy dogs and would gladly book her again in the future. She’s great !!”
“Ryan was awesome. This was my pup's first time being away from me after being adopted and he was nervous. Ryan was very patient with him and they were best friends by the end of the stay. Super easy to communicate with and really took care of my boy and my home. Will absolutely book again.”
Uptown pet parents share their Rover experiences
We count ourselves so lucky to have found Joseph! Not only was he incredibly responsive and thorough before we left, he provided numerous daily updates while we were gone so we knew our pup was enjoying himself and things were going well. Our recent rescue clearly adored him, and Joseph was incredible with him on walks (which can be a stressful/excitable time for our dog). He gave us some great recommendations for our dog based on his years of experience, which we could actively see working during his time here. And though this is definitely not a part of the job, our home was clearly so well taken care of while we were away - we were amazed. Anyways, we can’t recommend Joseph enough and he has new customers in us!!
Megan is absolutely wonderful! Not only did she take amazing care of our pup, she also left our home more spotless than when she arrived and helped take care of a lapse in our internet service while we were gone. She is the definition of above and beyond. And such a joy to communicate with! I feel so comforted knowing she was with Bandit and watching over our home.
We cannot say enough good things about Veronika (and her partner, Nikolai)! This was our second time having Veronika care for our French Bulldog, Chloe, and once again she exceeded our expectations. We were away for nine days, and Chloe has separation anxiety, so finding someone who understands her needs and can provide consistent companionship is incredibly important to us. Veronika made sure Chloe was never left alone for longer than she could comfortably handle, which gave us tremendous peace of mind while we were away. She faithfully administered Chloe’s daily medications, took her on at least three walks a day (often more), and clearly gave her lots of love, attention, and care. We received daily updates with photos and occasional videos, which were always reassuring and allowed us to see how happy and comfortable Chloe was throughout our trip. Veronika was communicative, responsive, reliable, and punctual from start to finish. We had an early flight, and she was gracious enough to accommodate our schedule without hesitation. She also went above and beyond by watering our plants and taking exceptional care of our home. We returned to a spotless apartment, and she had even washed the linens and towels she used, something we never asked her to do but deeply appreciated. Veronika is kind, thoughtful, trustworthy, and incredibly conscientious. It is obvious that she genuinely cares about the pets and families she works with. We wholeheartedly recommend her to anyone looking for a dependable and compassionate pet sitter. Chloe loves her, we trust her completely, and we absolutely plan to book with her again in the future. Five stars without hesitation!
Kirin is truly exceptional, and we are beyond grateful to have her watch our best boy! She goes above and beyond in every way. This is the second time we’ve booked her for in home care for our dog, and we trust her completely. As an added bonus, she always leaves our home better than she found it! And it almost goes without saying- our dog is obsessed with her too! Thank you, Kirin!
Krista was a wonderful cat-sitter when we recently went away for a week! She managed to coax our especially Shy Guy out of his hiding place and by the end of the week he was sitting companionably with her on the couch. She sent great pictures to keep us updated on how they were doing, too. We would absolutely trust Krista with our cats and our home again!
I feel very lucky to have. connected with Andrew. my need for overnight care for my newly adopted pup so I could go on a business trip was rather last minute, and I was glad he was available. and then very glad he took the job! glAndrew took care of the basics with Tato and then some.., he is very kind and caring with Tato and Tato responded in kind! from taking him on his first car drive to his first experience at the beach the care was more than I could have expected. I felt very comfortable leaving Tato with Andrew overnight and I recommend him wholeheartedly.,. your pet will be in very good hands
Amanda was amazing. We had a last minute sitter cancellation and Amanda was able to take care of Biggie Smalls for us. He took to her immediately and was so well taken care of. She was great with updates and photos and super respectful of our home. We would recommend her 100x over and Biggie can’t wait to see her again!
Nya was fantastic! From the very first meet and greet, she asked thoughtful questions and made it clear she genuinely cared about getting to know Cowboy’s routine and needs. While we were away, she sent detailed updates twice a day along with tons of photos, which gave us so much peace of mind. She was incredibly attentive, communicative, and proactive, and I truly never worried about Cowboy while he was in her care. It was obvious he was getting lots of attention and affection. On top of that, our house looked exactly as we left it when we got home. I would absolutely book with Nya again and highly recommend her to anyone looking for a reliable, caring sitter.
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 house 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.
House Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, house sitters on Rover respond in under an hour.
Experience can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available in Uptown.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Uptown house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.
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