House Sitting In Near West Side Chicago
Find a loving house sitter to watch over your pets and your home.
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Top rated Near West Side house sitters
“Emily housesat for me and watched my cat on short notice for 5 days. My cat has anxiety, takes medication, and requires a lot of attention, so I was very pleased when my cat Pumpkin seemed to really bond with Emily and felt comfortable around her. I have never left Pumpkin alone before due to his anxiety (and my own!) and I felt so much better knowing Pumpkin was taken care of. Emily sent lots of updates which assured me Pumpkin was happy, and even cleaned sheets and towels she used before the end of the housesitting. Additionally, Emily was able to accommodate a last minute extension due to some travel issues on my part. I would book Emily again, and trust her to take great care of my boy!”
“Nia is great! She took wonderful care of my elderly cat and dog while I was traveling for the holidays. I received plenty up pictures and check-in updates. I was very at ease knowing my pets were being cared for by Nia. I would absolutely trust Nia to watch my pets again.”
“Maya was the best! She followed all of our instructions and gave our two kitties lots of love and attention. They clearly both came to adore her, and one of our kitties is very apprehensive of new people. We so appreciated the frequent check ins and she shared lots of photos and videos which always are a delight to see and helped us fully enjoy our travels. We have already rebooked her and very grateful for her!”
“We were glad to have Alison sit Wrigley in our home for a few days - Alison is communicative, responsible and tidy! Photos throughout the visit verified Wrigley felt super comfortable and we’d be glad to have Alison back again!”
“Allison - amazing as always - Emma is a challenge, but always seems so chill with Allison - so wonderful knowing we can trust with our little pandemic diva - Thanks, Allison!”
“Sarah is super sweet patient communicative and professional. my Zoey has some issues adjusting to someone new in the house and sarah was very patient with her and communicative with me. I will book her again and I’m sure Zoey will be grateful.”
“Ana was super empathic and gentle, great for our anxious dog’s first house sitting experience in Chicago. She sent us heaps of updates. She was truly amazing!”
“Lindsay was very accommodating. She came to visit ahead of time to get a lay of the land which I very much appreciated. She took great care of Mitzie who was fed on time, walked and pop-breaker on time. Everything was great. I’d hire Lindsay again for sure!”
“Kateryna is so genuine and sweet, she was amazing with my little Po. She was very prompt with responding to messages, was on time, made sure she was clear on all instructions and schedule, and followed and carried them out outstandingly. I loved getting the photo and video updates while she was with Po, he looked so happy which made me feel so at ease. She also sent me a detailed summary of how he did while she was sitting him, which I truly appreciated. I will definitely be booking with Kateryna again. Thanks for taking such great care of Po! :)”
“Tylisha was great at communicating our pup’s needs and kept us updated on our trip. She even came through when we needed to extend our trip. We would definitely love to have her watch Obi again.”
“Pablo was fantastic looking after our dog while we were on vacation. This is our first time using Rover and have anyone dog sitting in our home. We usually board our dog. This was a fantastic experience and Pablo was great. He sent lots of pics and videos and we could see our dog was very happy. Thanks Pablo!”
“Amanda left our place spotless and well cared for…but more importantly, our dogs seemed relaxed, happy, and clearly well cared for. Communication was great over the entire stay. Thank you Amanda!”
“We couldn’t have been happier with Jasmine. She stayed at our home for a full week while we were out of the country, and she took amazing care of our three senior pups. We got brief daily updates, and came home to happy, relaxed dogs and a spotless house. Truly grateful for the peace of mind - highly recommend.”
“Ya know when you find an amazing hidden gem restaurant and it's so good you don't even want to tell people about it? Thays Samantha. She's outstanding and took SUCH great care of our two dogs as well as our home. One of our dogs is blind and takes a lot of meds, and the other is veryyy old so requires being carried a lot, and she handled everything perfectly. She went above and beyond as a in home sitter as well, washing all the bedding from the guest room too, which we would have happily done when we got home. We even came home to a very nice note. My partner who was very weary about Rover and leaving the dogs in general, has been raving about her since we got home. I selfishly don't want to write this review because I dont want her to be booked the next time we need her!”
“Molly was wonderful! She has been great with communicating and responding back pretty quickly and sending updates. I could tell that my pup was well taken care of and that he was very relaxed. We booked with Molly again next month! Thank you, Molly!”
“Sariyah is my most trusted walker. She always gives me timely updates and does careful little things like leave the TV on the squirrel channel for my dog. She even added extra cuddles and comfort during a storm. I can always count on her to give quality care to my dog.”
“Russ was great. I could tell by the pics she sent that Chloe was very comfortable with her. Riss was very communicative. We’ll definitely have her watch Chloe again if she’s available!”
“Jordan did a great job with penny! She watched her twice this weekend on short notice and was timely, communicative, and handled everything with ease. I’ll definitely be rebooking her in the future.”
“Quinn was amazing. Marty loved spending time with her and I felt very at ease that he would be well taken care of. She was super communicative, sent regular updates, and kept my puppy actively playing. 10/10 would recommend her!”
Loving house sitters in your neighborhood
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Emily P.Star Sitter
“Emily housesat for me and watched my cat on short notice for 5 days. My cat has anxiety, takes medication, and requires a lot of attention, so I was very pleased when my cat Pumpkin seemed to really bond with Emily and felt comfortable around her. I have never left Pumpkin alone before due to his anxiety (and my own!) and I felt so much better knowing Pumpkin was taken care of. Emily sent lots of updates which assured me Pumpkin was happy, and even cleaned sheets and towels she used before the end of the housesitting. Additionally, Emily was able to accommodate a last minute extension due to some travel issues on my part. I would book Emily again, and trust her to take great care of my boy!”
Nia A.
Star Sitter
“Nia is great! She took wonderful care of my elderly cat and dog while I was traveling for the holidays. I received plenty up pictures and check-in updates. I was very at ease knowing my pets were being cared for by Nia. I would absolutely trust Nia to watch my pets again.”
Maya A.Star Sitter
“Maya was the best! She followed all of our instructions and gave our two kitties lots of love and attention. They clearly both came to adore her, and one of our kitties is very apprehensive of new people. We so appreciated the frequent check ins and she shared lots of photos and videos which always are a delight to see and helped us fully enjoy our travels. We have already rebooked her and very grateful for her!”
Alison F.Star Sitter
“We were glad to have Alison sit Wrigley in our home for a few days - Alison is communicative, responsible and tidy! Photos throughout the visit verified Wrigley felt super comfortable and we’d be glad to have Alison back again!”
Allison C.Star Sitter
“Allison - amazing as always - Emma is a challenge, but always seems so chill with Allison - so wonderful knowing we can trust with our little pandemic diva - Thanks, Allison!”
Sarah M.Star Sitter
“Sarah is super sweet patient communicative and professional. my Zoey has some issues adjusting to someone new in the house and sarah was very patient with her and communicative with me. I will book her again and I’m sure Zoey will be grateful.”
Ana A.Star Sitter
“Ana was super empathic and gentle, great for our anxious dog’s first house sitting experience in Chicago. She sent us heaps of updates. She was truly amazing!”
Lindsay J.Star Sitter
“Lindsay was very accommodating. She came to visit ahead of time to get a lay of the land which I very much appreciated. She took great care of Mitzie who was fed on time, walked and pop-breaker on time. Everything was great. I’d hire Lindsay again for sure!”
Kateryna S.Star Sitter
“Kateryna is so genuine and sweet, she was amazing with my little Po. She was very prompt with responding to messages, was on time, made sure she was clear on all instructions and schedule, and followed and carried them out outstandingly. I loved getting the photo and video updates while she was with Po, he looked so happy which made me feel so at ease. She also sent me a detailed summary of how he did while she was sitting him, which I truly appreciated. I will definitely be booking with Kateryna again. Thanks for taking such great care of Po! :)”
Tylisha J.Star Sitter
“Tylisha was great at communicating our pup’s needs and kept us updated on our trip. She even came through when we needed to extend our trip. We would definitely love to have her watch Obi again.”
Pablo V.Star Sitter
“Pablo was fantastic looking after our dog while we were on vacation. This is our first time using Rover and have anyone dog sitting in our home. We usually board our dog. This was a fantastic experience and Pablo was great. He sent lots of pics and videos and we could see our dog was very happy. Thanks Pablo!”
Amanda B.
“Amanda left our place spotless and well cared for…but more importantly, our dogs seemed relaxed, happy, and clearly well cared for. Communication was great over the entire stay. Thank you Amanda!”
Jasmine P.Star Sitter
“We couldn’t have been happier with Jasmine. She stayed at our home for a full week while we were out of the country, and she took amazing care of our three senior pups. We got brief daily updates, and came home to happy, relaxed dogs and a spotless house. Truly grateful for the peace of mind - highly recommend.”
Samantha L.Star Sitter
“Ya know when you find an amazing hidden gem restaurant and it's so good you don't even want to tell people about it? Thays Samantha. She's outstanding and took SUCH great care of our two dogs as well as our home. One of our dogs is blind and takes a lot of meds, and the other is veryyy old so requires being carried a lot, and she handled everything perfectly. She went above and beyond as a in home sitter as well, washing all the bedding from the guest room too, which we would have happily done when we got home. We even came home to a very nice note. My partner who was very weary about Rover and leaving the dogs in general, has been raving about her since we got home. I selfishly don't want to write this review because I dont want her to be booked the next time we need her!”
molly m.
“Molly was wonderful! She has been great with communicating and responding back pretty quickly and sending updates. I could tell that my pup was well taken care of and that he was very relaxed. We booked with Molly again next month! Thank you, Molly!”
Allison J.
“Second time using Allison, she takes great care of our two cats, left our home pristine, and even watered our plants! Allison is great with the guys!”
Sariyah S.
“Sariyah is my most trusted walker. She always gives me timely updates and does careful little things like leave the TV on the squirrel channel for my dog. She even added extra cuddles and comfort during a storm. I can always count on her to give quality care to my dog.”
Riss B.
“Russ was great. I could tell by the pics she sent that Chloe was very comfortable with her. Riss was very communicative. We’ll definitely have her watch Chloe again if she’s available!”
Jordan M.
“Jordan did a great job with penny! She watched her twice this weekend on short notice and was timely, communicative, and handled everything with ease. I’ll definitely be rebooking her in the future.”
Quinn H.
“Quinn was amazing. Marty loved spending time with her and I felt very at ease that he would be well taken care of. She was super communicative, sent regular updates, and kept my puppy actively playing. 10/10 would recommend her!”
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
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Near West Side on Rover as of Aug 2025 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 80% of Near West Side house sitters respond in under an hour.
House sitters in Near West Side have an average of 14 years of experience. House sitters with repeat customers have an average of 2 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Near West Side.
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. Near West Side 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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