Pet Sitting & Drop Ins in Roseland, 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: Kathryn C.
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Sitter Profile Image: Kathryn C.
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1. Kathryn C.

Hard-working and loving caregiver
Oak Lawn, IL, 60453
6.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
49 reviews
20 repeat clients
from
$15
per visit
Profile image

Very attentive care for my timid cat. Followed all the care instructions very exactly and made sure to seek out my cat in hiding to confirm all was well. Recommended!

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

Star Sitter
Loves to accommodate furry friends
South Shore, Chicago, IL, 60649
5.0 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
76 reviews
29 repeat clients
from
$17
per visit
Profile image

Second time having Coretta pet sitter. Very satisfied with the quality of care she gave my cat. I feel at ease traveling knowing Coretta is watching my cat. Coretta follows instructions well and leave amazing updates about you pet. Would recommend to anyone looking for a pet sitter

Sitter Profile Image: Toni C.
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Sitter Profile Image: Toni C.
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3. Toni C.

Rover 101
Star Sitter
Animal welfare enthusiast
Morgan Park, Chicago, IL, 60655
3.6 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
10 reviews
5 repeat clients
from
$17
per visit
Profile image

Toni is awesome! We were so at ease while traveling, knowing that our two cats were in great hands. Toni left thorough and thoughtful reports and took lots of pictures for us. We look forward to using Rover again and hope that Toni is available to watch them in the future.

Sitter Profile Image: Kelera W.
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Sitter Profile Image: Kelera W.
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4. Kelera W.

Tender loving care
Morgan Park, Chicago, IL, 60643
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
4 repeat clients
from
$17
per visit
Profile image

Kelera has been walking and checking in on Zoey and Zaya twice a week now. She is punctual, friendly, and caring for my fur babies. If you are looking for someone reliable and someone who will treat your fur babies as their own-then look no further and book with Kelera.

Sitter Profile Image: Dominique C.
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Sitter Profile Image: Dominique C.
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5. Dominique C.

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

Sitter Profile Image: Moria S.
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Sitter Profile Image: Moria S.
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6. Moria S.

Happy fur babies makes happy life!
60617
3.6 mi. away
Drop-In Visits, Dog Walking
2 reviews
from
$15
per visit

My Dog and Cat have both had the pleasure of having Moria as a caregiver to them. Moria treats my pets as if they were her own. Zoey and Gargoyle are excited when Moria is around. Moria was successful in getting both my Dog and Cat to cooperate with nail trims and baths something that I struggled with. Yes, Moria has a calmness about her that my Cat, Gargoyle allows Moria to bathe her. Moria has been a godsend to me when I have been out of town by making sure that my Pets are well taken care of.

Sitter Profile Image: Jasmine P.
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Sitter Profile Image: Jasmine P.
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7. Jasmine P.

Rover 101
Furry Friends' Paradise
Chicago, IL, 60438
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$15
per visit
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Have great communication, very prompted and handles Molly with care as if molly was her own

Sitter Profile Image: Carli S.
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Sitter Profile Image: Carli S.
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8. Carli S.

An experienced dog lover
Auburn Gresham, Chicago, IL, 60620
4.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
37 reviews
14 repeat clients
from
$23
per visit
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Carli did a great job walking and feeding my dog while I was away and she also sent several videos of her playing with my dog. Extremely easy to contact and I never had to worry!

Sitter Profile Image: Melissa B.
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Sitter Profile Image: Melissa B.
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9. Melissa B.

Star Sitter
I can't wait to meet your dog!
Morgan Park, Chicago, IL, 60655
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
46 reviews
11 repeat clients
from
$22
per visit
Profile image

Melissa was super flexible and accommodating! She took such great care of my puppy & put my mind at ease by providing me updates during the check-in! She always had her own backup supplies just in case!

Sitter Profile Image: Beverly B.
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Sitter Profile Image: Beverly B.
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10. Beverly B.

Star Sitter
Home full-time, individual care
Chatham, Chicago, IL, 60620
2.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
241 reviews
88 repeat clients
from
$22
per visit
Profile image

Beverly was super helpful and kind with our dog Oliver. He immediately liked her and she was great at communicating and sending pictures/ updates. Will definitely be contacting her next time we need a pet sitter!

Sitter Profile Image: matt M.
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Sitter Profile Image: matt M.
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11. matt M.

Star Sitter
Dog lover with spacious backyard
Evergreen Park, IL, 60805
4.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
15 reviews
5 repeat clients
from
$17
per visit

Matt has been a loving pet owner for the majority of the 30+ years I've know him. He's lived with both cats and dogs, and always provides a safe and happy home. When we were younger he was the first person I knew to rescue a dog, who was lucky enough to spend his long life under Matt's care. Matt is reliable, trustworthy, and responsible. As someone who owned a pet care business, I can say Matt would be a great choice as a caregiver.

Sitter Profile Image: Reyna K.
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Sitter Profile Image: Reyna K.
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12. Reyna K.

i love pets as much as your own!
Chicago, IL, 60643
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
4 years of experience
from
$13
per visit

About: I love every dog and cat I take care of. I have always had dogs while growing up so i have seen the puppy phase to old age senior dogs. I have taken care of dogs and cats for friends and family once in a while over the years when needed to help them out. I am happy to do whatever it takes to make sure your dog and cat are safe a cared for. I am currently working part time until i am in a spot where i can do this full time. I am going to school to be a vet tech and want to experience different dogs and cats I am not currently taking dogs or cats in my own home but i am willing to stay at your house and make sure your dog and/or cat feel safe and have someone in the house. I will play feed pet and take them on walks and give them water. making sure they are happy.

Sitter Profile Image: Khalilah B.
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Sitter Profile Image: Khalilah B.
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13. Khalilah B.

Rover 101
Starbucks Run & Pup Cups!☕️🍵🍦
Morgan Park, Chicago, IL, 60643
2.6 mi. away
Drop-In Visits, Dog Walking
2 reviews
from
$15
per visit

Khalilah is the absolute best in what they provide in terms of care. I have a cat and dog that they have shown immense care for in the past. It takes my dog some time to warm up to new people, but I knew in the instant Khalilah was a great soul as my dog took a liking to them immediately. Khalilah also has experience working in the pharmaceutical/medical industry and has a good, empathetic touch for care, patience, and kindness for people, and they provide that exact same care and empathy to pets. Please look no further as Khalilah is the best for the work. Highly recommend them for their good spirit!

Sitter Profile Image: Jayden Phoenix (They/Them) P.
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Sitter Profile Image: Jayden Phoenix (They/Them) P.
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14. Jayden Phoenix (They/Them) P.

Reliable & Inclusive ❤️
Roseland, Chicago, IL, 60628
0.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
20 reviews
7 repeat clients
from
$25
per visit
Profile image

Roxy was responsive, arrived as scheduled, and checked on our pets as requested. I also appreciate Roxy bringing in our mail packages that were left at the door. Thank you!

Sitter Profile Image: Cane E.
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Sitter Profile Image: Cane E.
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15. Cane E.

Prior vet tech, now social worker!
Chatham, Chicago, IL, 60619
2.2 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
17 reviews
4 repeat clients
from
$14
per visit
Profile image

Would rebook 100000000%! Cane was very kind and communicative! Our pets were well cared for and even our dog who can be a bit temperamental opened up to Cane. We came back from our vacation to happy pets and that’s all we could really ask for 🫶🏼

Sitter Profile Image: Shania J.
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Sitter Profile Image: Shania J.
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16. Shania J.

Shania from Chicago , IL
Auburn Gresham, Chicago, IL, 60620
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
15 years of experience
from
$20
per visit

About: Growing up , I’ve owned Stafforshire Terriers , Shih Tzus , a Doberman, birds, rabbits and cats since I the age of about ten years old I’m currently working part time as caregiver for the one client I have Tuesday-Friday 10am-2pm but my schedule is open during my time off and Saturday-Monday. I used to work for a dog walking company here in Chicago and during that time I walked/fed dogs in the designated time frame slot.

Sitter Profile Image: Crystal A.
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Sitter Profile Image: Crystal A.
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17. Crystal A.

Oh! I wanna walk with somebody! 🥰
Washington Heights, Chicago, IL, 60643
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$20
per visit

I have one wire fox terrier and one boxer (he's 100 pounds) and crystal stayed with them an entire month and everyday I got pictures, updates, and so my babies having a GREAT TIME! Crystal also took care of my plants, house dusting, and brought in all my mail. It pained me when I moved from the city, because after six months I have not been able to find someone as good as Crystal. You can 100% trust her with your fur babies!!

Sitter Profile Image: Darcelle M.
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Sitter Profile Image: Darcelle M.
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18. Darcelle M.

May be cat person But I'm also dog!
Pullman, Chicago, IL, 60628
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$15
per visit
Profile image

Darcelle was great and my cats loved having her drop by to check on them. I appreciated that she played with them and cleaned up the food dishes. I recommend her and plan to call on her again when I can't be home.

Sitter Profile Image: Nariah B.
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Sitter Profile Image: Nariah B.
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19. Nariah B.

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

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: Kathryne G.
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Sitter Profile Image: Kathryne G.
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20. Kathryne G.

Responsible and caring dog owner!
Washington Heights, Chicago, IL, 60643
1.4 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
3 reviews
from
$20
per visit

Kathryne is great with dogs! She is very patient and caring an you can tell how much she loves dogs by how she cares for her dog, Bailey. She has always been very kind and sweet to my sometimes difficult dog Sophie, which I have always really appreciated. If you want a sitter who will treat your dog like family, then you should book with Kathryne.

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When it comes to pet care and pet sitting, pet owners in Roseland, Chicago, IL trust their pets with sitters on Rover.com. Over 7915 pet owners have reviewed pet sitters in Chicago, giving them an average rating of 4.9/5. Pet sitting doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a pet sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a pet sitter and pet care on Rover? Check out our average pet sitting rates to get an idea before you begin a conversation with a sitter who seems like a great match.

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 Roseland 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 Roseland, 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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