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 dog.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Niko F.
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Sitter Profile Image: Niko F.
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1. Niko F.

Ensuring your pets safety/happiness
Lower West Side, Chicago, IL, 60616
1.4 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
24 reviews
20 repeat clients
from
$22
per visit

Niko was absolutely amazing! He came in to let my pups out during one of my longer work shifts and they were immediately comfortable with him. He sent me so many pictures of them following their play time. Happy to rebook him again.

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Sitter Profile Image: christian t.
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Sitter Profile Image: christian t.
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2. christian t.

South loop sitter
Loop, Chicago, IL, 60605
2.4 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
15 reviews
7 repeat clients
from
$17
per visit

Having entrusted my beloved furry companion to my friend's care through Rover, I can't recommend them highly enough! Their dedication to providing top-notch pet sitting services is unmatched. With a genuine love for animals and a keen eye for detail, they ensure every wag and purr is met with the utmost attention and care. Your pet will be in the best hands with them on Rover!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: David K.
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Sitter Profile Image: David K.
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3. David K.

Excellent dog/house/cat sitter
Near South Side, Chicago, IL, 60616
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
79 reviews
32 repeat clients
from
$25
per visit

David was absolutely wonderful. Went above and beyond any rover sitter we have worked with, who were also great! He was incredibly kind and considerate with our pet and with our home. We highly highly recommend David for any of your pet’s needs!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Michael D.
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Sitter Profile Image: Michael D.
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4. Michael D.

Dog Lover Ready to Love Your Dogs
Chicago, IL, 60609
1.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
8 repeat clients
from
$20
per visit

Michael was easy to work with and it really seems like he enjoys spending time with animals. Any pet would be in good hands with him. Will definitely be in touch with him again!

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Sitter Profile Image: Emily N.
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Sitter Profile Image: Emily N.
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5. Emily N.

Experience with multiple sized dogs
Bridgeport, Chicago, IL, 60616
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
114 reviews
36 repeat clients
from
$20
per visit

Emily is a great and attentive sitter. She always let me know if there was an issue (there rarely was) and treated my two kitties with great care! They were happy to have someone to play with while I was gone! :) Will definitely turn to Emily if I need to rebook in the future!

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Sitter Profile Image: Jessica F.
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Sitter Profile Image: Jessica F.
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6. Jessica F.

Compassionate Behavior Specialist
Chicago, IL, 60607
1.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
56 reviews
16 repeat clients
from
$30
per visit

Jessica was absolutely amazing with our cats. She was extremely efficient with communicating during check ins and caring for their needs. I will definitely book with her again.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Otis B.
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Sitter Profile Image: Otis B.
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7. Otis B.

Dog's Best Friend
Near West Side, Chicago, IL, 60612
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
54 reviews
25 repeat clients
from
$25
per visit

Otis has been quick to respond and super communicative. He clearly loves dogs and is attentive and patient with our fearful dog, which we really appreciate. So glad to have found him!

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Sitter Profile Image: Erik W.
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Sitter Profile Image: Erik W.
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8. Erik W.

Flexible schedule for cats and dogs
Chicago, IL, 60608
0.7 mi. away
Drop-In Visits
5.0 out of 5 stars
15 reviews
3 repeat clients
from
$17
per visit

Erik was great! He took care of Ghost like she was one of his own. Tons of photos and updates which is great. Ghost doesn’t like being alone for too long so it was perfect having Erik to check in on her and make sure she gets some love each day.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sidoni G.
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Sitter Profile Image: Sidoni G.
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9. Sidoni G.

Happy human for happy pups!
Lower West Side, Chicago, IL, 60608
0.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$20
per visit

About: I have over 10 years experience caring for mainly dogs and cats. I’ve cared for pets of all ages and needs, starting with puppies and have had the honor of supporting multiple pets with end of life needs as well. I am a freelance designer that has a flexible schedule and am available starting at 7:30am through early afternoon 1pm. Monday through Friday and open to weekends if needed. I have a car and at home have access to an enclosed patio where pets are free to run around out energy running around and practice daily games and training exercises.

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Sitter Profile Image: Nicole K.
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Sitter Profile Image: Nicole K.
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10. Nicole K.

Pet Loving College Student
Chicago, IL, 60608
0.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
1 repeat client
from
$15
per visit

Nicole is great! She has a lot of patience for my overly excited and kind of loud dog. Diesel can tell she is a dog-person and is always excited to see her.

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Sitter Profile Image: Sujae V.
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Sitter Profile Image: Sujae V.
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11. Sujae V.

Love and attention for all animals
Chicago, IL, 60608
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
23 reviews
5 repeat clients
from
$22
per visit

Sujae is an excellent cat sitter. She came for drop in visits on time and consistently over multiple days. I liked seeing pictures of all the cats and the nice notes she left. She helped me out of a jam when another sitter cancelled my pet sitting while I was already out of town. Rover helped me find Sujae and I’m super happy we found each other! Sujae did a wonderful job for me and my cats. Thanks Sujae!

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Sitter Profile Image: Amanda J.
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Sitter Profile Image: Amanda J.
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12. Amanda J.

Graduate student who loves animals!
Chicago, IL, 60607
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
26 reviews
11 repeat clients
from
$25
per visit

Amanda was wonderful! Very good with my kitty, responsive, and kind. AND she was able to pick up another day when my other sitter bailed. I’m so glad to find her!

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Sitter Profile Image: Gabriela C.
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Sitter Profile Image: Gabriela C.
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13. Gabriela C.

Fun and reliable animal lover here!
Lower West Side, Chicago, IL, 60608
0.8 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
from
$10
per visit

Gabriela is amazing! She took great care of my 2 cats while I was away. She ensured they had enough food and water, cleaned their litter boxes and also made sure to play with them as well. Will definitely book with her again in the future

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jasmine V.
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Sitter Profile Image: Jasmine V.
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14. Jasmine V.

Rover 101
Animal lover! :)
Lower West Side, Chicago, IL, 60608
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
6 repeat clients
from
$30
per visit

I am so happy I found Jasmine and that she was amazing with my babies. Having recently moved I needed to find a new sitter that I trusted and my babies felt comfortable. She did a meet and greet which I appreciated. Her communication is great, always notifies of changes and is very flexible. Her updates were appreciated since it was the first time I went out of town for this long. My babies are happy with her and Inwill be using her regularly.

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Sitter Profile Image: Ericka J.
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Sitter Profile Image: Ericka J.
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15. Ericka J.

Loving dog walker 🐶🐾
Bridgeport, Chicago, IL, 60608
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
8 reviews
4 repeat clients
from
$25
per visit

Ericka helped us while we were on vacation by checking on our cat, making sure she had fresh food/water and a clean litter box. She sent us pictures of our kitty and gave us updates at every check-in. Would definitely recommend her!

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Sitter Profile Image: Monica & Calvin M.
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Sitter Profile Image: Monica & Calvin M.
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16. Monica & Calvin M.

Rover 101
Your fur baby's new best friends!
Lower West Side, Chicago, IL, 60608
0.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
257 reviews
104 repeat clients
from
$25
per visit

My cats were very comfortable with Calvin and Monica. They were very dependable and took great care of the cats. I was out of town for a long time and I trusted that the cats were fed and safe with them :). Lots of photos and update messages were appreciated. Will definitely use again. Thank you!

Sitter Profile Image: Yesenia R.
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Sitter Profile Image: Yesenia R.
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17. Yesenia R.

Affordable care meow & furever!
Lower West Side, Chicago, IL, 60608
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
38 reviews
15 repeat clients
from
$12
per visit

Yesenia was amazing, reliable, neat communicative, and gave very detailed updates for each visit. Much gratitude for taking care of Momo and making him feel comfortable! We will not hesitate on using their service again.

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Sitter Profile Image: Jeff O.
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Sitter Profile Image: Jeff O.
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18. Jeff O.

Caring, reliable pet sitting
Lower West Side, chicago, IL, 60608
0.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
60 reviews
19 repeat clients
from
$25
per visit

Jeff took such good care of our Olivia while we were away. We appreciated how thorough he was and that he sent us daily updates with photos. We 100% recommend him!

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Sitter Profile Image: Kristi T.
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Sitter Profile Image: Kristi T.
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19. Kristi T.

Rover 101
Ready to swap secrets w/ your pets!
Chicago, IL, 60608
0.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
34 reviews
11 repeat clients
from
$20
per visit

Kristi was a great dog sitter! She was very reliable and communicative throughout the walks and sent many pictures and videos. Our dog had so much fun playing fetch with her. Would absolutely recommend her to anyone!

Sitter Profile Image: Hailey L.
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Sitter Profile Image: Hailey L.
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20. Hailey L.

Work from home artist
Lower West Side, Chicago, IL, 60608
0.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
8 repeat clients
from
$20
per visit

The best sitter around!!!! So unbelievably helpful and kind. She's extremely pleasant to work with and was such a life saver during my trip!!!! I'm absolutely gonna book her again soon, my dog loves her so much and still looks for her when the door opens.

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Rover also offers Pet Sitting & Drop Ins in these neighborhoods:

Rover also offers other services in Lower West Side:

Pet parents in Lower West Side, Chicago, IL love dog sitters on Rover.com. 7915 owners have reviewed sitters in Chicago, giving them an average rating of 4.9/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

Rover.com is the simple, savvy way to find and book Lower West Side, Chicago drop in pet sitting. It's easy to find the perfect pet sitter. Many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a free background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Lower West Side, Chicago . When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

Drop-In Visits