Pet Sitting & Drop Ins in Grand Boulevard, 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

Sitter Profile Image: Crystal R.
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Sitter Profile Image: Crystal R.
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1. Crystal R.

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

Crystal has watched our cat twice now and both times she’s been so responsive and professional. She always sends a great update with photos and sometimes videos which is much appreciated! I’ll continue to rebook her as much as I can :)

Sitter Profile Image: Coretta S.
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Sitter Profile Image: Coretta S.
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2. Coretta S.

Loves to accommodate furry friends
South Shore, Chicago, IL, 60649
4.3 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
48 reviews
18 repeat clients
from
$17
per visit

Coretta did an amazing job taking care of our cats while we were away. She went above and beyond - taking care of unforeseen issues that popped up and sending thoroughly documented (and cute) reports after each visit. I would recommend her to anyone as a trustworthy, compassionate, and knowledgeable caretaker for your animals.

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Sitter Profile Image: Gabriela C.
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Sitter Profile Image: Gabriela C.
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3. Gabriela C.

Fun and reliable animal lover here!
Lower West Side, Chicago, IL, 60608
3.6 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

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Sitter Profile Image: David K.
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Sitter Profile Image: David K.
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4. David K.

Excellent dog/house/cat sitter
Near South Side, Chicago, IL, 60616
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
78 reviews
32 repeat clients
from
$20
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!

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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
2.3 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 was phenomenal. She tend to our cats needs right away. She knew how to interact and she was really thorough with all the instructions that were given I would definitely book her again to babysit.

Sitter Profile Image: Katherine B.
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Sitter Profile Image: Katherine B.
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6. Katherine B.

🐶Who's a good dog? Trick question!
Grand Boulevard, Chicago, IL, 60615
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
55 reviews
15 repeat clients
from
$20
per visit

KT was the best with our two kitties! They gave great photo/video updates and communicated with me about any questions/issues that arose. They had a calm presence and the cats seemed to like them immediately. Will definitely book KT again in the future!

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Sitter Profile Image: Taylor L.
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Sitter Profile Image: Taylor L.
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7. Taylor L.

Loving Pet Sitter, Cats & Dogs
Kenwood, Chicago, IL, 60615
1.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
from
$10
per visit

Taylor went above and beyond, she was super kind and understanding of our dogs needs. She provided lots of updates and we felt assured that our pets were in safe hands!

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Sitter Profile Image: Andres R.
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Sitter Profile Image: Andres R.
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8. Andres R.

I care for your pets as my own!
Chicago, IL, 60616
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
2 repeat clients
from
$16
per visit

Andres was incredible with our dog. We had not left her alone with a dog walker before and we couldn’t have been happier. The pictures of our dog also show us how happy she was.

Sitter Profile Image: Elizabeth D.
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Sitter Profile Image: Elizabeth D.
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9. Elizabeth D.

Does your pet need a new friend?
Douglas, Chicago, IL, 60609
0.9 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: Dalila E.
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Sitter Profile Image: Dalila E.
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10. Dalila E.

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

Dalila was great with my cat Shelby! She went out of her way to make my cat (who is afraid of strangers) feel at ease, and she even warmed up to her sooner than I expected. I’d definitely hire her again!

Sitter Profile Image: Erin M.
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Sitter Profile Image: Erin M.
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11. Erin M.

Reliable care for your pet
Bridgeport, Chicago, IL, 60608
2.5 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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Sitter Profile Image: Sujae V.
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Sitter Profile Image: Sujae V.
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12. Sujae V.

Love and attention for all animals
Bridgeport, Chicago, IL, 60608
2.1 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!

Sitter Profile Image: Marissa W.
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Sitter Profile Image: Marissa W.
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13. Marissa W.

Loving Mamabear
Bridgeport, Chicago, IL, 60608
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
20 reviews
5 repeat clients
from
$20
per visit

Marissa was great with our animal. She has a warm and caring personality. I felt comfortable leaving my cat in her care. If you're in need of a sitter, please contact Marissa, you won't be disappointed.

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Sitter Profile Image: Charles P.
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Sitter Profile Image: Charles P.
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14. Charles P.

Lover of 4 legged friends
Kenwood, Chicago, IL, 60615
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$17
per visit

Charles is one of the most caring people that someone could entrust their pet with. In addition to the dedication that he shows to his own pet, he has the utmost respect for all creatures even down to the smallest insect. He is very attentive and detail-oriented, especially as it relates to the needs or wants of animals. Finally, he is dependable and would be an excellent steward for anyone's pets.

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Sitter Profile Image: Abi S.
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Sitter Profile Image: Abi S.
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15. Abi S.

I’ll keep up with your pup!
Chicago, IL, 60653
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
4 repeat clients
from
$17
per visit

Abi was the best! She is so caring and went above and beyond. When I asked her to check in with me a couple times while I was gone (8 days) she certainly did, and even sent photos which gave me peace of mind! I came home to very happy cats! I cannot recommend her enough. Thank you Abi!!

Sitter Profile Image: Madeleine G.
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Sitter Profile Image: Madeleine G.
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16. Madeleine G.

Dog lover/babysitter for your pup!
Hyde Park, Chicago, IL, 60615
1.4 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
28 reviews
9 repeat clients
from
$16
per visit

Madeleine was great with our dog and was flexible enough to work with our changing schedules. Our dog is used to having someone around all day, so she greatly appreciated the time Madeleine spent with her.

Sitter Profile Image: Toni B.
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Sitter Profile Image: Toni B.
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17. Toni B.

There for your pet, there for you !
Chicago, IL, 60653
0.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
1 repeat client
from
$17
per visit

Toni was an amazing sitter who went above and beyond my expectations to care for my little ones! I was so impressed with the detailed check-ins and the great communication on their part. Highly recommend.

Sitter Profile Image: Kayla S.
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Sitter Profile Image: Kayla S.
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18. Kayla S.

✨Pawsome Walks Await✨
Kenwood, Chicago, IL, 60615
0.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
30 reviews
15 repeat clients
from
$25
per visit

Kayla did a good job checking in on my cats while I was away. She refilled their water, changed their litter, cleaned up vomit, and played with them.

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Sitter Profile Image: Jasmine P.
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Sitter Profile Image: Jasmine P.
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19. Jasmine P.

Rover 101
Beloved dog & cat whisperer, is me!
Chicago, IL, 60615
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
61 reviews
21 repeat clients
from
$30
per visit

Jasmine was amazing, especially on short notice. Thorough, communicative, and proactive. My favorite is when she left the light on because she knew it would be dark soon and wanted to provide some comfort. It was everyone you’d want in someone caring for your pup. Will definitely use her again.

Sitter Profile Image: Valeria V.
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Sitter Profile Image: Valeria V.
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20. Valeria V.

Walk, play, cuddle and repeat!
Grand Boulevard, Chicago, IL, 60605
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$15
per visit

Thanks for taking care of my Blue!

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

Rover also offers other services in Grand Boulevard:

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 7915 owners have reviewed sitters in Grand Boulevard, Chicago, IL, giving them an average rating of 4.9/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect pet sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average pet sitting rates to get an idea before you start a conversation with a pet sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

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 Grand Boulevard 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 Grand Boulevard, 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.

Drop-In Visits