Pet Sitting & Drop Ins in Bridgeport, 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
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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.

Star Sitter
Ensuring your pets safety/happiness
Lower West Side, Chicago, IL, 60616
1.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
26 reviews
21 repeat clients
from
$22
per visit

Thank you so much for all the photos and updates! Baker was happy to have us home but with your care he was well looked after. If anyone is looking for a cat sitter I can highly recommend you as the affection and play time you give was well worth every penny. Thank you for taking care of our boy.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Crystal R.
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Sitter Profile Image: Crystal R.
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2. Crystal R.

Star Sitter
My home is where your pet is.
Chicago, IL, 60653
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
96 reviews
41 repeat clients
from
$21
per visit

Crystal is wonderful! She looked after my beloved cat during drop-in visits. We had a nice meet-and-greet, and I felt very comfortable leaving my Simon in Crystal's care while I was away for a few days. She sent detailed updates each day and made a lot of effort in making sure he was cared for. I look forward to booking with her again in the future!

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

Star Sitter
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
22 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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4. Emily N.

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

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!

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

Star Sitter
Excellent dog/house/cat sitter
Near South Side, Chicago, IL, 60616
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
79 reviews
33 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: Elizabeth D.
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Sitter Profile Image: Elizabeth D.
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6. Elizabeth D.

Does your pet need a new friend?
Douglas, Chicago, IL, 60609
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
5 repeat clients
from
$23
per visit

levi you were so amazing!! we looked forward to your updates every day - thank you for taking such great care of cal and santi!! we hate to leave them but it was such a comfort knowing you were around

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Sitter Profile Image: Nicole K.
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Sitter Profile Image: Nicole K.
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7. Nicole K.

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

Nicole was so flexible, attentive, and helpful when caring for my cat! We love having her! Thanks so much!💗

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ashleigh H.
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Sitter Profile Image: Ashleigh H.
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8. Ashleigh H.

Star Sitter
Sloop couple saving for a wedding
Near South Side, Chicago, IL, 60605
2.1 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
5 reviews
2 repeat clients
from
$17
per visit

Ashleigh is the perfect sitter. She's responsive and reliable. My dog is shy and she's able to build his trust. I am so happy to have her as my sitter 😊

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Dalila E.
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Sitter Profile Image: Dalila E.
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9. Dalila E.

Rover 101
Star Sitter
PET SPECIALIST
Chicago, IL, 60616
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
193 reviews
85 repeat clients
from
$30
per visit

As usual, she is amazing. She’s a reliable sitter who we know we can turn to. Most recently she helped clean up a bad potty mess inside a kennel during one of her visits. We’re grateful and love knowing we can trust her :)

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Sitter Profile Image: Sujae V.
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Sitter Profile Image: Sujae V.
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10. Sujae V.

Love and attention for all animals
Chicago, IL, 60608
0.1 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!

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

Happy human for happy pups!
Lower West Side, Chicago, IL, 60608
1.7 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: Ericka J.
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Sitter Profile Image: Ericka J.
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12. Ericka J.

Loving dog walker 🐶🐾
Bridgeport, Chicago, IL, 60608
0.5 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

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!

Sitter Profile Image: Addy T.
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Sitter Profile Image: Addy T.
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13. Addy T.

Experienced with cats and dogs!
Chicago, IL, 60616
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$15
per visit

Addy was awesome!!! Thank you so much!

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Sitter Profile Image: Janessa M.
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Sitter Profile Image: Janessa M.
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14. Janessa M.

I've arrived, The best sitter ;)
Bridgeport, Chicago, IL, 60608
0.3 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
35 reviews
11 repeat clients
from
$18
per visit

Janessa was an amazing sitter for my cats. She gave me detailed reports and followed all of my instructions. I will be using her again! Highly recommend her services.

Sitter Profile Image: Wendy L.
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Sitter Profile Image: Wendy L.
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15. Wendy L.

Responsible pet walker and sitter!
Bridgeport, Chicago, IL, 60608
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
7 repeat clients
from
$10
per visit

Wendy took such great care of my cats! She gave detailed updates of each visit and took a lot of cute pictures. It's comforting knowing they were well taken care of while I was away!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Courtney H.
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Sitter Profile Image: Courtney H.
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16. Courtney H.

Animal lover, current dog owner
Chicago, IL, 60608
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
25 years of experience
from
$17
per visit

About: I’ve taken care of various dogs for the past 25 years - either through dog sitting or owning my own dogs. Have vast experience feeding, walking, taking care of pups! I have the ability to work from anywhere, so I can be very flexible with schedules! Also, my after hours are currently flexible as well! All the things your pup needs! Walking, feeding, and most importantly, snuggling. Would just want to know a bit about how your pup behaves, and I can adapt!

Sitter Profile Image: Elizabeth F.
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Sitter Profile Image: Elizabeth F.
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17. Elizabeth F.

We are all in this together.
McKinley Park, Chicago, IL, 60609
1.0 mi. away
Drop-In Visits
1 review
from
$15
per visit

I have known Lys for several years now, and I can say without reservation that she is a loving, kind, empathic, and dedicated pet owner. I have no doubt that she would treat any animal that she was trusted to care for with all the kindness that she would if it were hers. I would absolutely recommend Lys without reservation.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: jiehui l.
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Sitter Profile Image: jiehui l.
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18. jiehui l.

I treat all pet like my own pet
Bridgeport, Chicago, IL, 60616
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
13 reviews
5 repeat clients
from
$20
per visit

He is really nice guy! He has a lot of patience and kind. Once our family don’t have time take care our dogs. Jiehui Li help us walk dogs and take care. It’s two huge fat German Shepherd Dogs. He has his own way to treat the animals. Oh, by the way he has two adorable cats.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jenny C.
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Sitter Profile Image: Jenny C.
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19. Jenny C.

Star Sitter
Attention & Love for your pet!
Bridgeport, Chicago, IL, 60608
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
3 repeat clients
from
$25
per visit

I booked a cat sitting service last minute with Jenny and she was nothing less than the

Sitter Profile Image: Erin M.
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Sitter Profile Image: Erin M.
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20. Erin M.

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

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.

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Rover.com is the simple, savvy way to find and book Bridgeport, 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 Bridgeport, 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