House Sitting Near West Side
Find a loving house sitter to watch over your pets and your home.

Over 498 pet parents in Near West Side have booked house sitting
Near West Side, 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.
“Faith was able to fulfill a last minute house sitting request for my girls and she did a great job caring for them! Very communicative, sent photos, gave snuggles and love, and was very respectful of our home. Will definitely book her again in the future!”

“Annie truly went above and beyond this past week, & I can’t express enough good things about her as a person & caregiver!!! She took such amazing care of my pups & it was abundantly clear they were very loved & cared for every single moment I was gone. I’ve honestly never felt so at ease leaving them with someone (including my own family & friends)! She treats your dog(s) like they’re her own, with boundless love, patience, & consistency, & it made the whole experience completely stress-free for me. She is also just a genuinely kind & wonderful person — I’d be friends with her outside of Rover in a heartbeat! I would absolutely recommend her to anyone, especially if you’re someone who gets anxious about leaving your pets with other individuals for a variety of reasons. She’s the kind of person you can fully trust, is a lovely person to interact with, & means everything wholeheartedly. Thank you for everything, Annie!!!”


“Chloe is amazing! She took the time to get to know my girls and make the experience comfortable, safe, and fun for them. I would 1000% her to any of my dog parent friends!”

“Jessica was great with watching our 5 month old puppy. She was communicative and did a great job adapting to his behavior. Would not hesitate to work with her again!”

“I appreciate that Omar took the time to meet with me beforehand so my dog could get comfortable with him, that actually makes a big difference. He followed all the instructions I provided. My place was left exactly how I left it which shows he respects my space, and that’s always a plus. I’m booking him again soon!”


About: I've taken care of dogs for my neighbors and family friends throughout middle school and into high school! I have experience walking dogs and taking care of them when their people were on vacation! I am happy to send pictures or videos updates of your pup and will gladly play with them! I am excited to have wide availability to take care of animals! I am open to mornings, evenings, and would be more than happy to stay overnight! I really enjoy spending time with animals! It's important to me to get to know your pet! I would love for you to share with me how you care for your pets, so that I can care for them as well as you do! I love to cuddle, play, and engage with all dogs and cats!
“Dana did a wonderful job watching our two cats while we were out of town. He was available on short notice, which we really appreciated, and even took the time to meet with us beforehand so everyone felt comfortable. While we were away, he communicated regularly and sent pictures, which gave us great peace of mind. When we returned, everything was clean and well taken care of and our cats were clearly happy and comfortable. Dana was reliable, thoughtful, and easy to work with. I would absolutely recommend him to anyone looking for a trustworthy pet sitter! Thanks Dana”


“Samantha is amazing. She took care of my two Frenchies for 8 days in my home. She took over new training techniques for the puppy with no problem (with very little notice I might add). She took amazing care of my babes and left my apartment just as I’d left it. Love her!”

“Emily was great with my senior pup, Bailey! She kept me updated and sent great photos the entire time I was out of town. On top of the great care she took with both Bailey and my place, she was amazingly flexible and able to extend her stay when we had to stay out of town an extra day. Definitely recommend Emily and plan to book again with her!”
“This was my first time booking with Mairead so I was a little nervous, but she quickly put my mind at ease. She took the time to do a meet & greet and made an effort to learn my pup’s routine beforehand. She consistently kept me updated while I was away. I never had to wonder how my pup was doing because she was very proactive with communication. She also went above and beyond with his meals, knowing he doesn’t usually like to eat when I’m away and made great effort to ensure he was comfortable and eating. I also came home to my place exactly as I left it. I highly recommend Mairead to anyone looking for a reliable and caring sitter.”


“Jorie was absolutely amazing! This was my first time using Rover for an overnight stay, and she made the entire experience so easy and comforting. We met in person for a meet-and-greet, and she was incredibly friendly and truly engaged in getting to know my pup, which meant so much to me. I left detailed instructions, and she followed everything perfectly. She also left my home exactly how she found it, which I really appreciated. Jorie kept me consistently updated with texts, photos, and messages after every walk, which gave me so much peace of mind. Leaving my puppy is always hard, and the worry is real but Jorie completely eased my anxiety. I’m so grateful for her care and would absolutely recommend her to anyone looking for someone trustworthy, attentive, and kind. ❤️”

“Dom was great with Rani and made us feel comfortable leaving her for the weekend! She sent daily updates and made sure to adhere to the guidelines we had for her. Dom was clean, prompt, and communicative - would definitely work with her again!”

“Carolyn did such an amazing job housesitting. I had to book last minute due to an emergency and she was at my place within an hour. My apartment looked just as it was when I left it, and Carolyn followed instructions perfectly. She was very communicative and very thoughtful with my anxious dog. I am so glad to have found her in such a pinch and will definitely be booking with her again!”

“Anthony has quickly become our favorite pet sitter in Chicago! Very reliable, communicative, and takes great care of our elder dog with quite a lot of needs while we are at work. Thank you!”
“Had a great experience with Tammy, who provided in-home dog-sitting for our two dogs while we were away for a couple of weeks. She was kind, professional, communicative, and took very good care of the fur babies. We returned to a tidy house and a couple of happy, healthy doggos. Will definitely ask her to sit for us again, and would recommend her to others!”

“My goodness Alli is seriously THE BEST sitter I've ever had on this platform!! Her communication style is unmatched and exactly what I'm looking for when it comes to providing updates on my little one while I'm away. She provided detailed check-ins at/around the same time each day, which gives me so much peace of mind (I can still enjoy my time away while also knowing I'll receive a check-in at specific times that day). She followed all care instructions to the letter, kept my home spotless, and overall had an awesome time with Atlas. Without a doubt I will be booking her services again in the future! Thank you Alli!!”

About: I'm a lifelong dog lover and would love to share some time with your furry friend! I love exploring the area with leash in tow and will make sure your dog gets ton of attention, activity, and love. About this sitter: I am a life-long dog lover who has always had a dog. I'd love to visit with your pup, take some walks, and keep them company while you are away. I have lived with large dogs and small dogs (Newfoundlands to a Papillon) and was the care-taker for my school's mascot, Jack the Bulldog. Why I love dog sitting I have always had dogs in my life, from the days of resting my two-year old head on our Samoyed at nap time to running around San Francisco, Chicago and LA with my four legged friends. I am yet to meet a pup that I can pass up without a quick pet or pat on the head. I am a fully remote employee for my "day job," so that allows me the flexibility to tailor my schedule to each dog's needs. My living space provides plenty of space for pups to stretch out and relax. I am a push over for allowing dogs up on the couch and have dog beds on the floor as well.
The median cost per night for house sitting in Near West Side is $50
Pet parents share their Rover experiences - Near West Side
Gabriela was such a blessing to us during an unexpectedly busy week. She stayed with our dog for one day and did a fantastic job walking her and keeping her company. We have a chihuahua mix whose personality is quite spicy — Gabriela handled her with ease. 100% would book with Gabriela again.

Victor was truly an amazing sitter and we could not recommend him more! He took such great care of both our dog and cat while we were away, including administering our cat’s meds 2x a day, and they both absolutely loved him. He communicated with us multiple times a day with updates and pictures, which made it so easy to relax and enjoy our vacation knowing they were happy and well cared for. He was also incredibly respectful of our apartment, and we came back to a spotless place and two very happy animals. Victor is kind, calm, reliable, and clearly really great with pets. Truly everything you could want in both a pet sitter and house sitter. We will 100% be booking him again :)

Zhanna is absolutely wonderful! She has been taking exceptional care of my Maine Coon, Onyx, and I’m so impressed by how patient, gentle, and attentive she is with him. Onyx is a big boy with a LOT of fur and definitely has his own opinions about literally everything, but Zhanna somehow knows exactly how to handle him. She takes her time and always pays attention to the little things. What I appreciate most is how much she genuinely seems to care about the animals she works with. That kind of personal attention is hard to find! Having someone I completely trust with Onyx means so much to me. Zhanna is professional, reliable, kind, and truly exceptional at what she does. Five stars without hesitation! ❤️🐾
I cannot recommend Ariana enough! She is SO sweet and my sometimes shy baby immediately was drawn to her at the meet and greet. I was so nervous leaving her for the first time since moving and was so relieved to have her in such great hands. Ariana sent lots of pictures, spent time playing and cuddling my stage 5 clinger. She went above and beyond with cleaning the litter box and taking out the trash without me even asking which was such a nice thing to come home to. We love Ariana!!

As usual, Jena was amazing. She has stayed at our place twice now with Gus and he’s always very happy and relaxed when we return home, as if we hadn’t left at all. Our place looks great and we trust Jena to be in our home and take care of Gus. We hope to have her back again in the future!

If I could give Caline a million stars I would. She is so friendly, communicative and caring. My dogs absolutely adored her and seemed so happy and content in all the pictures. I wouldn’t hesitate to recommend her to anyone. She’s great and I’m excited for her to look after the pups again.

Anastasiia is so thoughtful and takes such good care of my dog Biscuit! Biscuit was injured and she handled her meds and routine with the utmost care, and even brought her a little toy to make her feel better. I am so grateful to have Anastasiia take care of my pup!

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It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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