Pet Sitting & Drop Ins in Gage Park, 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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What size are your dogs (lbs)?

Search Results

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

Star Sitter
Dog Lover Ready to Love Your Dogs
Chicago, IL, 60609
2.4 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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2. Emily N.

Star Sitter
Experience with multiple sized dogs
Bridgeport, Chicago, IL, 60616
4.0 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 fantastic! She took lots of time to play with my two cats and provided me with thorough updates on how they were doing each day. She was also very responsive and communicative. I would definitely book her again!

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Sitter Profile Image: Dominique C.
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Sitter Profile Image: Dominique C.
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3. Dominique C.

Lifelong Dog Lover and Caregiver!
Woodlawn, Chicago, IL, 60637
4.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
4 repeat clients
from
$20
per visit

Dominique is excellent with Lily. She is patient, kind, and playful with her. She really goes the extra mile when working with my Lily. She is always on time and reliable. I highly recommend Dominique.

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

Does your pet need a new friend?
Douglas, Chicago, IL, 60609
4.1 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: Martha G.
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Sitter Profile Image: Martha G.
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5. Martha G.

Fun and adventurous Chicago Native!
Lower West Side, Chicago, IL, 60608
4.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$20
per visit

Martha did a fantastic job taking care of my kitties and making sure they were comfortable and happy while I was gone. Even my super shy kitten warmed up to her quickly! I’d highly recommend her for any pet-care needs.

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

Happy human for happy pups!
Lower West Side, Chicago, IL, 60608
4.5 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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Cristian S.
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Sitter Profile Image: Cristian S.
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7. Cristian S.

Any Size, Any Breed, Count On Me
South Lawndale, Chicago, IL, IL, 60623
3.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
14 reviews
2 repeat clients
from
$20
per visit

Cristian really likes to take his time with my dog and make sure that he has fun. My dog gets very excited when he sees him and after every walk my pup gets home very tired and satisfied!

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Sitter Profile Image: Janessa M.
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Sitter Profile Image: Janessa M.
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8. Janessa M.

I've arrived, The best sitter ;)
Bridgeport, Chicago, IL, 60608
3.6 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: Monica & Calvin M.
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Sitter Profile Image: Monica & Calvin M.
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9. Monica & Calvin M.

Rover 101
Your fur baby's new best friends!
Lower West Side, Chicago, IL, 60608
3.6 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

Monica and Calvin were so great! It was clear from the extensive photos that they really took the time to get to know our cat, and engage her and make her feel taken care of. We will definitely look to book them again next time we leave town.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Guillermina L.
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Sitter Profile Image: Guillermina L.
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10. Guillermina L.

Midway Pet Sitting Services
Clearing, Chicago, IL, 60638
3.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
4 repeat clients
from
$20
per visit

My dog loved staying with her. Great communication and service throughout his stay! I would recommend her highly very kind and compassionate with my dog.

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Sitter Profile Image: Danielle R.
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Sitter Profile Image: Danielle R.
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11. Danielle R.

Compassionate caregiver
Lower West Side, Chicago, IL, 60608
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5 years of experience
from
$20
per visit

About: Hi, I’m D (they/them), a professional caregiver with years of experience in residential homes and on farms. With each new relationship, I strive to take a trauma informed approach. Positive reinforcement and play are two of my favorite tools for working with your companion! I love making new non-human friends while helping to make their humans’ life a little more seamless. Communication, consistency, respect, and being on time are values that I strive to uphold. Please do not hesitate to reach out with any questions! My availability varies each week with caregiving jobs and art work. If you would like a consistent care schedule, I would be happy to make accommodations. When caring for companions in clients homes, I follow the humans’ house rules and instructions with meticulous attention to detail. I leave every space I touch tidier than I found it!

Sitter Profile Image: Wendy L.
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Sitter Profile Image: Wendy L.
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12. Wendy L.

Responsible pet walker and sitter!
Bridgeport, Chicago, IL, 60608
3.3 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: Jacky & Leo V.
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Sitter Profile Image: Jacky & Leo V.
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13. Jacky & Leo V.

A dog is also a girls best friend!
Chicago, IL, 60636
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
26 reviews
8 repeat clients
from
$25
per visit

My cat literally melted in front of Jacky. Big pile of puddly goo. She's was absolutely great and responsive.

Sitter Profile Image: Nariah B.
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Sitter Profile Image: Nariah B.
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14. Nariah B.

Fur Mama w/o chance of Fur Baby
Chicago Lawn, Chicago, IL, 60621
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
2 repeat clients
from
$20
per visit

Nariah was great! Took great care of my jazmine and even brought in a perishable package that was delivered and put it away for me. I mistakenly put the wrong address on my reservation and Nariah was understanding and still was able to help me out for the weekend. Will definitely use her again.

Sitter Profile Image: Kaitlyn C.
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Sitter Profile Image: Kaitlyn C.
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15. Kaitlyn C.

Rover 101
Reliable Pet Care!
Brighton Park, Chicago, IL, 60632
1.2 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
50 reviews
19 repeat clients
from
$20
per visit

Repeat user of Kaitlyn’s pet services — the best! Highly attentive caretaker, highly rec. Our two kittens love her and she is a prompt and professional communicator.

Sitter Profile Image: John K.
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Sitter Profile Image: John K.
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16. John K.

Pawsitively Perfect Dog Care
West Elsdon, Chicago, IL, 60632
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
from
$20
per visit

We know John to be a punctual and dependable dog caretaker and dog walker. He is always a truthful caring person who stays calm and surveys the wants and needs of the pets he cares for and determines any action needed for the wellbeing and health of the pets and surroundings. John has had pets of his own for years and done all care, training and exercise they have needed. He has been a sitter for our 2 large very high energy active dogs on multiple occasions and taken care of all their needs, and they love him! We highly recommend John Keene as a skilled and reliable dog sitter.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Danielle R.
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Sitter Profile Image: Danielle R.
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17. Danielle R.

I’ll run with your dog
Chicago Lawn, Chicago, IL, 60629
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$17
per visit

Danielle is the best sitter I've ever had. She not only cares for my 13 year old dog Snow but treats him with the senior care he needs. She make sure he gets his afternoon arthritis pills he needs and she always follows instructions of where he can and can't go outside so he doesn't trip of hurt himself. She is always on time, and dependable. Because she knows how to care for senior dogs I only trust Danielle to take care of Snow. With her vet tech background, I trust her judgment if at any day something happens with Snow and she recommends he needs to go to the vet asap. Thank you Danielle!!! A+++

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ivan P.
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Sitter Profile Image: Ivan P.
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18. Ivan P.

kindest flexible pet lover
Chicago Lawn, Chicago, IL, 60629
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
1 review
from
$19
per visit

Ivan is good with animals not just dogs but all animals, he has 2 dogs and a parrot that love him alot. He is very patient with animals and likes to interact with them.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Eric H.
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Sitter Profile Image: Eric H.
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19. Eric H.

I love Animals
Gage Park, Chicago, IL, 60632
0.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
6 reviews
from
$18
per visit

About: Two years before i knew Rover existed. I didn't have a dog and I was taking care of my family friends and cousins dog so I can hang out with them. Of course i did it for free even when they insisted on paying a little. I joke that i was suppose to pay you for letting me barrow your dog. Fast forward to today, my friend told me a service like Rover. He said, hey Eric- imagine doing a job you love and getting paid! This is how I ended up on Rover and met tons of great dogs and cats. Thanks Rover 🐶 Now that I moved out of my parents house after college, I adopted a miniature schnauzer. Best decision of my life. For those reason, I will give your pets the same treatment as I do for my own dog. See you soon! Other exotics animals i own- bearded dragon, 2 ball python snake, 2 finches, 1 parrot, 1 canary, turtle, fish, and my best friend which also happens to be a dog. I work online and I wake up at 8:30 am and walk the dogs at 9am everyday and again in the afternoons. I am free the whole day. I have a fenced yard and a friendly dog to keep your dog occupied. I play with your furry companion if your furry companion likes to play.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lupe M.
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Sitter Profile Image: Lupe M.
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20. Lupe M.

Star Sitter
Ready to help out while you’re away
Gage Park, Chicago, IL, 60632
0.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
20 reviews
6 repeat clients
from
$40
per visit

LUPE IS AMAZING! I can’t say enough good things here. Lupe was so responsive, thoughtful—amazing catographer and sent pics during each visit. I never felt worried about Randy while Lupe was watching him. She even took out my garbage and brought in my mail! I will definitely contact Lupe again for another drop-in.

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Pet parents in Gage Park, 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.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Gage Park pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Gage Park, Chicago who meets your and your pet's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

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