Pet Sitting & Drop Ins In Lower West Side Chicago
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Lower West Side pet sitters


“Ashley took great care of my very clingy cat! It was so sweet to see pictures of him getting the attention he requires while I was out of town. Ashley was super communicative and very easy to work with! Thanks Ashley!”


“Michelle took such wonderful care of my cats! She’s incredibly nice and attentive. She provides excellent visit reports with the cutest pictures to let me see how they were doing which made me feel better about being away.”


“Molly did drop-in visits for my cat Maizie while I was out of town and she was great! Maizie can be shy and anxious with new people and Molly was very patient with her. Molly was also willing to administer Maizie's daily oral medication (and to build the necessary trust with Maizie to do so), which was very important to me. I also appreciated how communicative Molly was and how quickly she responded to questions I had while I was away. I would definitely recommend Molly for cat-sitting/cat care!”


“Breanna was available for visits on a short notice. She responds immediately and sends detailed updates. She made pretty good progress engaging our shy cat in two visits.”


“Ana was great, she accommodated us with a pretty last minute request. We went out of town and left both our very strong and high energy pittie/staffy pups home alone for the very first time. As you can imagine as a dog parent, that made me a nervous wreck. Ana took great care of our dogs (and cats), and she has been communicative and lovely. She provides plenty of pictures for reassurance and detailed written updates. I am so grateful for Ana making our trip possible!!!”



“Yesenia has watched my cats multiple times and has been extremely reliable and able to help on short notice. They are communicative, punctual and kind and I really appreciate it!”


“Sarah is professional, caring, and communicative and gave regular updates which I really appreciated. My cat was totally relaxed when I got home. Sarah is my new go to cat sitter!”


“Carli did a great job walking and feeding my dog while I was away and she also sent several videos of her playing with my dog. Extremely easy to contact and I never had to worry!”


“It was a pleasure working with Jason. Jason took great care of our fur baby, sent us lots of pictures and updates every day and even watered our plant for us! I would definitely recommend Jason to anyone looking for a caring and professional cat sitter!”


“Michael was great with the cats. They both really liked him. He was very diligent - took lots of pictures and provided good updates. He was also very communicative, professional, and punctual. Can’t recommend him enough!”



“Calvin and Monica took such good care of my cats and went above and beyond. They used slippers when entering the home and were so thoughtful about clean-up and communication. My AC unit broke when I was away and they let me know right away, which allowed me to reach out to family to get it looked at. I ended up having to cancel the remaining days as a result of broken AC unit (too hot to leave the kitties there) and they didn’t charge me for those days. They even found a way to waive cancellation fee! I’m so grateful for their thoughtfulness and care.”


“Jade was quick to respond to my request for sitting and overall had great communication and detailed check-ins. My very shy and hesitant kitty loved her too. Overall a great experience and will be booking again!”


“Very professional at the meet and greet act questions to get clarity on what specifically was needed. Also, I never have to double check to see if he’s going to arrive. He’s always on time and efficient. There has been nothing but break experience very reliable.”


“1st time away from my kids for more than two nights & also this was my 1st time using Rover. Anxiety is running super high but everything went off without a hitch. Nicole was extremely professional an took great care of my kids! I will be using Rover & hoping that I can book Nicole again.”


“Great overall. Pet sitter indicated he followed instructions, ensured pet was administered medications, and attentive to my pet. He was also responsive to messages and communicated when there were delays in arriving.”


About: I have been walking and boarding dogs for the past 15 years . I also do drop ins for cats to feed ,water and empty their litter and play with them. On most days I will be walking dogs in the Pilsen neighborhood Monday through Friday. I also do emergency walks on nights and weekends if need be. My whole life revolves around the care and well being for my 3 dogs and I extended that in to the dogs and pets that I meet and care for each day. I am a full time dog walker and have a very free and open schedule . My days revolve around pet care. I spend my life taking care of pets. When pets stay with me they have their own dog room and then they have a living room and the kitchen area to lounge in. We go for regular walks and we also have a dog park in pilsen that I take everyone to play ,socialize and get out their energy.

“Gwen took great care of my cats while I was away! she made sure that my one cat got her medicine, and sent pictures of both of my girls as well as updates on how they were doing each day.”


About: I have personal experience having cared for my own little dog for 17 years. I have pet sat cranky cats for neighbors and have cared for my friends' dogs as well. I treat pets as family therefore your pets will also be treated as such when I am walking or pet sitting your pet. A few of my skills include: - Potty training - Dog walking/running - Calming down anxious or frightened dogs - Playing and baby talking pets - Expert pooper scooper - Reliability and honesty - Committed to making your pet happy I enjoy staying active, spending time with dogs outdoors, and cuddling with them indoors. I hope to meet you and your furry pet soon! I am available for overnight sitting Wednesday through Sunday nights and am available for walks every day of the week. I can be flexible to your schedule. I have a fenced yard and I live in a neighborhood with lots of greenery to take your dog on walks. I also dont have any pets at the moment so your pet can have all the space they need.

About: I’ve been taking care of animals since I was a kid, and I have a pet of my own whom I adore. I’ve looked after friends’ pets, including a senior dog with arthritis, so I have experience with both older dogs who need extra care and younger, more playful pups. I also love taking care of cats, I have one myself! With all pets, I try to be as comforting and approachable as possible so they learn to trust me. I’ve been told I have a very calming presence, which animals seem to appreciate! 🇳🇮 También se habla español 🫶🏻 I work from home, which gives me a lot of flexibility to care for pets throughout the day. I’m able to take breaks as needed, making pet sitting a great fit for my schedule. While I do have occasional mandatory meetings and events, I’ll always communicate my availability in advance. Overall, I’m flexible on both weekdays and weekends and can accommodate a variety of pet care needs. Your pet’s safety and comfort are my top priorities. I don’t offer pet care in my home due to my cat’s territorial nature, but I’m always happy to care for pets in their own home. I follow all instructions, keep the environment secure, and provide updates, including pictures, so you can feel confident about your pet’s well-being. Let me know if you prefer not to receive updates, but I find it helps build trust and peace of mind.
Loving pet sitters in your neighborhood
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Ashley M.
Star Sitter


“Ashley took great care of my very clingy cat! It was so sweet to see pictures of him getting the attention he requires while I was out of town. Ashley was super communicative and very easy to work with! Thanks Ashley!”


Michelle B.

“Michelle took such wonderful care of my cats! She’s incredibly nice and attentive. She provides excellent visit reports with the cutest pictures to let me see how they were doing which made me feel better about being away.”


Molly G.Star Sitter

“Molly did drop-in visits for my cat Maizie while I was out of town and she was great! Maizie can be shy and anxious with new people and Molly was very patient with her. Molly was also willing to administer Maizie's daily oral medication (and to build the necessary trust with Maizie to do so), which was very important to me. I also appreciated how communicative Molly was and how quickly she responded to questions I had while I was away. I would definitely recommend Molly for cat-sitting/cat care!”


Breanna S.Star Sitter

“Breanna was available for visits on a short notice. She responds immediately and sends detailed updates. She made pretty good progress engaging our shy cat in two visits.”


Ana A.Star Sitter

“Ana was great, she accommodated us with a pretty last minute request. We went out of town and left both our very strong and high energy pittie/staffy pups home alone for the very first time. As you can imagine as a dog parent, that made me a nervous wreck. Ana took great care of our dogs (and cats), and she has been communicative and lovely. She provides plenty of pictures for reassurance and detailed written updates. I am so grateful for Ana making our trip possible!!!”




Yesenia R.Star Sitter

“Yesenia has watched my cats multiple times and has been extremely reliable and able to help on short notice. They are communicative, punctual and kind and I really appreciate it!”


Sarah B.Star Sitter

“Sarah is professional, caring, and communicative and gave regular updates which I really appreciated. My cat was totally relaxed when I got home. Sarah is my new go to cat sitter!”


Carli S.Star Sitter

“Carli did a great job walking and feeding my dog while I was away and she also sent several videos of her playing with my dog. Extremely easy to contact and I never had to worry!”


Jason C.
Star Sitter


“It was a pleasure working with Jason. Jason took great care of our fur baby, sent us lots of pictures and updates every day and even watered our plant for us! I would definitely recommend Jason to anyone looking for a caring and professional cat sitter!”


Erin M.

“We loved having Erin cat sit for us! She was on time, communicated well and was extremely considerate of other home needs! We would highly recommend her!”


Michael D.Star Sitter

“Michael was great with the cats. They both really liked him. He was very diligent - took lots of pictures and provided good updates. He was also very communicative, professional, and punctual. Can’t recommend him enough!”




Monica & Calvin M.
Star Sitter


“Calvin and Monica took such good care of my cats and went above and beyond. They used slippers when entering the home and were so thoughtful about clean-up and communication. My AC unit broke when I was away and they let me know right away, which allowed me to reach out to family to get it looked at. I ended up having to cancel the remaining days as a result of broken AC unit (too hot to leave the kitties there) and they didn’t charge me for those days. They even found a way to waive cancellation fee! I’m so grateful for their thoughtfulness and care.”


Jade T.Star Sitter

“Jade was quick to respond to my request for sitting and overall had great communication and detailed check-ins. My very shy and hesitant kitty loved her too. Overall a great experience and will be booking again!”


Oscar L.

“Very professional at the meet and greet act questions to get clarity on what specifically was needed. Also, I never have to double check to see if he’s going to arrive. He’s always on time and efficient. There has been nothing but break experience very reliable.”


Nicole K.

“1st time away from my kids for more than two nights & also this was my 1st time using Rover. Anxiety is running super high but everything went off without a hitch. Nicole was extremely professional an took great care of my kids! I will be using Rover & hoping that I can book Nicole again.”


Lucas I.

“Great overall. Pet sitter indicated he followed instructions, ensured pet was administered medications, and attentive to my pet. He was also responsive to messages and communicated when there were delays in arriving.”


Jason M.
“Jason is a great dog walker and boarder. I have been going to him for about 7 months now and he has always been very flexible and friendly. My dog loves spending time with him and the other dogs in his care.”


Gwen P.

“Gwen took great care of my cats while I was away! she made sure that my one cat got her medicine, and sent pictures of both of my girls as well as updates on how they were doing each day.”


Airis C.
“I highly recommend Airis as a dog walker! She has been taking care of my dog, Oso, for over a year now, and I couldn’t be happier with the care and attention she provides. Airis is incredibly patient and kind, and Oso absolutely adores her. What really stands out is her love for nature and animals. She doesn’t just take Oso on the same old route—she takes him on long, interesting walks to different places, which he loves. It’s clear she puts thought and heart into every outing. I always feel at ease knowing Oso is in good hands. Airis is reliable, gentle, and truly treats him like her own. If you’re looking for someone who genuinely cares about your dog’s happiness and well-being, Airis is a fantastic choice.”


Carolina M.
“She has cared for my pets multiple times and always does a fantastic job. I’m so grateful for her help, and I know she will be a wonderful help to other pet owners.?”
Over 202 pet parents in Lower West Side have booked pet sitting
Lower West Side pet parents share their Rover experiences
Samira has taken great care of my two cats twice now - this time for a full 10 days which is longer than I usually like to be away. She is professional, prompt, communicative, and caring. She clearly took time to bond with the pickier of the two boys, and both seemed quite content when I got home. She paid attention to details like realizing the automatic feeder was running out even though I had not planned for that. I will definitely have her back!

Nayane is the best cat sitter out of several wonderful cat sitters I’ve worked with. She’s highly communicative, cares about the cats’ wellbeing, and has a good memory for where things are located / don’t need to meet every time I need her help, which is great since I’ve had some last minute travel where meeting would have been challenging. Thank you!

Micheal really came through for us when our other sitter on Rover decided our house was too far away after the first visit. We were already in Mexico at this point. Michael responded right away and came the next day to take care of our cat. He had great communication and followed all of our instructions well. It was such a relief to have a consistent and responsible sitter for the rest of our trip.

We just had Sarah from Rover look after our three dogs. A senior (17 years young!), a three-year-old, and a puppy. She was fantastic. She was right on time, super reliable, and sent us plenty of pictures so we knew everyone was happy and well taken care of. It’s exactly the kind of peace of mind we were hoping for. We’ll definitely be booking Sarah again!

Connor took great care of my cat while I was away for 10 days and ensured he had food, water, and a clean litter box each day. Communication was consistent, and I appreciated the photo and video updates. Everything was in order when we returned home from our trip.

This was the second time Madeline did drop-in visits for my cats and she was wonderful. She’s very communicative and sent photos and gave notes about her visits, gave my older cat her medication chew and younger cat her dental treat, and did everything as asked. Both of my cats love her. Thanks again, Madeline! :)

Popular requests near you
Select a filter and find qualifying Lower West Side sitters!How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away3. 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 pet 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.
Pet Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.
Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Lower West Side.
Rover makes it easy to find Lower West Side pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet 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 pet 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 pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
