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)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Niko F.
Verified Enhanced Background Check
Sitter Profile Image: Niko F.
Verified Enhanced Background Check

1. Niko F.

Star Sitter
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
45 reviews
28 repeat clients
from
$22
per visit
Profile image

Niko is awesome, definitely made sure my kitty was comfortable and taken care of. I had some bad experiences with sitters and am glad to find someone dependable!

Calendar Recently Updated
Sitter Profile Image: Emily N.
Verified Background Check
Sitter Profile Image: Emily N.
Verified Background Check

2. Emily N.

Star Sitter
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
118 reviews
36 repeat clients
from
$20
per visit
Profile image

Emily was so great with our cats! She always sent photo updates along with her check-in messages and she was flexible and able to come out again when the automatic feeder got jammed. I would definitely recommend Emily’s services and happily rebook her as a cat sitter!

Calendar Recently Updated
Sitter Profile Image: Maggie R.
Sitter Profile Image: Maggie R.

3. Maggie R.

A teacher who is dog-deprived!
Near West Side, Chicago, IL, 60608
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
3 repeat clients
from
$20
per visit

I have known Maggie since she was born. Maggie is a very responsible young lady. Besides being a HUGE animal lover, she wouldn't hesitate to ask a question, or voice a concern. She dog sat for many years for a close friend (who had between 4-6 dogs at any given time!) (we are both considered surrogate "aunts" LOL). I would trust Maggie with ANYthing. Before Maggie bought her car, I even let her use my car (or just drive me around LOL). Anyone would be lucky to have Maggie take care of their pets (or children or house -- you name it).

Calendar Recently Updated
Sitter Profile Image: Erin M.
Verified Enhanced Background Check
Sitter Profile Image: Erin M.
Verified Enhanced Background Check

4. Erin M.

Reliable care for your pet
Bridgeport, Chicago, IL, 60608
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
38 reviews
11 repeat clients
from
$19
per visit
Profile image

Erin did a great job with our cats. She hit all of the scheduled visits and sent pictures each time. The boys filed no complaints upon our return. I would rebook in the future.

Calendar Recently Updated
Sitter Profile Image: Yesenia R.
Verified Enhanced Background Check
Sitter Profile Image: Yesenia R.
Verified Enhanced Background Check

5. Yesenia R.

Star Sitter
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
43 reviews
18 repeat clients
from
$15
per visit
Profile image

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.

Calendar Recently Updated
Sitter Profile Image: Yaneris A.
Verified Enhanced Background Check
Sitter Profile Image: Yaneris A.
Verified Enhanced Background Check

6. Yaneris A.

Happy walks for happy pups!
Chicago, IL, 60608
0.7 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$20
per visit

Yaneris is an amazing person who loves dogs! She has her own dog who is her baby, and you can see just from that how much she loves dogs. She is always the first person I think of when someone needs a person to take care of their dog (either walking them or dog sitting). She pays attention to every single detail when she has to take care of a dog and is always reachable in case you want that she sends you pics of your little dog baby. I will always recommend Yaneris for anything that is related to animals. She is fluent in both Spanish, which makes it perfect for any Hispanic family that needs someone to take care of their dog.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jason M.
Verified Enhanced Background Check
Sitter Profile Image: Jason M.
Verified Enhanced Background Check

7. Jason M.

Experienced Professional
Lower West Side, Chicago, IL, 60608
0.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
12 reviews
from
$17
per visit

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.

Calendar Recently Updated
Sitter Profile Image: Josy F.
Verified Enhanced Background Check
Sitter Profile Image: Josy F.
Verified Enhanced Background Check

8. Josy F.

A young Pom mom and cat mom of 4!
Chicago, IL, 60608
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$10
per visit

Josy has amazing patience with my puppy Eevee! She has the sweetest soul I’ve ever met and will definitely continue to go back to her services.

Calendar Recently Updated
Sitter Profile Image: Kathryn K.
Verified Enhanced Background Check
Sitter Profile Image: Kathryn K.
Verified Enhanced Background Check

9. Kathryn K.

Your furry friends favorite walker!
Near West Side, Chicago, IL, 60608
1.3 mi. away
Drop-In Visits, Dog Walking
3 reviews
from
$20
per visit

Kathryn is a responsible pet caregiver and will ask questions of how we would like her to address our puppy as far as training commands so that she can follow through with them. Kathryn is reliable and compassionate. Our dog, Bango gets so excited when Kathryn comes and is definitely tired out after their walks. I highly recommend Kathryn!

Sitter Profile Image: Erik W.
Verified Enhanced Background Check
Sitter Profile Image: Erik W.
Verified Enhanced Background Check

10. Erik W.

Star Sitter
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
Profile image

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: Otis B.
Sitter Profile Image: Otis B.

11. Otis B.

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

Otis was able to take a last minute request which helped me in a huge way from me cancelling an important trip. He took care of my pets incredibly well during his visits and offered to house sit as well for no additional! He was communicative everyday and sent me great status reports. Would recommend Otis 5/5!

Calendar Recently Updated
Sitter Profile Image: Nicole K.
Verified Enhanced Background Check
Sitter Profile Image: Nicole K.
Verified Enhanced Background Check

12. 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
9 reviews
1 repeat client
from
$15
per visit
Profile image

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.

Sitter Profile Image: Kristi T.
Verified Background Check
Sitter Profile Image: Kristi T.
Verified Background Check

13. 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
35 reviews
11 repeat clients
from
$20
per visit
Profile image

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!

Calendar Recently Updated
Sitter Profile Image: Joanna K.
Verified Enhanced Background Check
Sitter Profile Image: Joanna K.
Verified Enhanced Background Check

14. Joanna K.

Star Sitter
WFH Artist and Lifelong Dog Lover!
Lower West Side, Chicago, IL, 60608
0.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
3 repeat clients
from
$24
per visit

Joanna has sat for both my dogs more times than I can count, and let me tell you that these dogs are a handful! One is a senior dog and the other is a large 70 pound mix, both who require unique and special attention. Joanna has always been extremely reliable and has taken the best care of my babies. She is attentive, responsive and the dogs get so excited to see her every single time. I highly recommend Joanna for all of your pet sitting needs, I trust her 100%.

Calendar Recently Updated
Sitter Profile Image: Ericka J.
Verified Enhanced Background Check
Sitter Profile Image: Ericka J.
Verified Enhanced Background Check

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
9 reviews
4 repeat clients
from
$25
per visit
Profile image

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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Michael D.
Verified Enhanced Background Check
Sitter Profile Image: Michael D.
Verified Enhanced Background Check

16. Michael D.

Star Sitter
Dog Lover Ready to Love Your Dogs
Lower West Side, Chicago, IL, 60608
0.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
28 reviews
10 repeat clients
from
$25
per visit
Profile image

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!

Sitter Profile Image: Monica & Calvin M.
Verified Enhanced Background Check
Sitter Profile Image: Monica & Calvin M.
Verified Enhanced Background Check

17. 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
260 reviews
105 repeat clients
from
$25
per visit
Profile image

Monica and Calvin took great care of my cat, spending lots of quality time with him and giving him lots of brushes, even cleaning the litter box when I didn’t specifically ask for it! I would definitely choose Monica and Calvin any time I needed someone to take care of my pets again. Lovely people!

Sitter Profile Image: Jeff O.
Verified Enhanced Background Check
Sitter Profile Image: Jeff O.
Verified Enhanced Background Check

18. Jeff O.

Star Sitter
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
20 repeat clients
from
$25
per visit
Profile image

Jeff is great sitter. He took care of my kitty when I’m away traveling. He is super nice to our kitty and very responsive as well. Definitely recommend!

Calendar Recently Updated
Sitter Profile Image: Derek V.
Verified Enhanced Background Check
Sitter Profile Image: Derek V.
Verified Enhanced Background Check

19. Derek V.

Long Life Pet Owner Ready To Help!
Lower West Side, Chicago, IL, 60608
0.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$20
per visit

Derek has owned nine dogs and six cats throughout his life. He is very attentive and caring. He has experience with food aggressive dogs and dogs who have difficulty walking on a leash. He is very patient with dogs who may need extra training. He can easily read the body language of dogs and cats in order to fulfill their needs appropriately. I personally have two fur babies with Derek and I would highly recommend him as he absolutely loves dogs and cats!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Yanely O.
Verified Enhanced Background Check
Sitter Profile Image: Yanely O.
Verified Enhanced Background Check

20. Yanely O.

All animals are equal!
Chicago, IL, 60608
0.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
10 reviews
6 repeat clients
from
$18
per visit

About: I have grown up with many pets from maltipoos to doodles to pitbulls. I also work for a petcare company doing dog walking, cat cares and kennel tech work. I am very versed in animal care. Petcare is currently my part time job with a local neighborhood petcare company. I do kennel tech work, I feed and play with dogs and cats and I service peoples animals in their home as well. I have a big fenced yard with a separate dog run if I need to separate any dogs. I also have an indoor dog run as well.

Search Map

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