Pet Sitting & Drop Ins in Kenwood, Chicago

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Sitter Profile Image: Qutress T.
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Sitter Profile Image: Qutress T.
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1. Qutress T.

Star Sitter
a dog-person without dogs
Grand Boulevard, Chicago, IL, 60615
0.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
53 reviews
16 repeat clients
from
$17
per visit
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Qutress was amazing with our cat as always! She took care of everything exactly as requested and we felt super comfortable knowing that our pet was in such good hands while we were out of town.

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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
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
131 reviews
37 repeat clients
from
$20
per visit
Profile image

This past weekend was the first time Emily took care of my two cats and she was amazing. I left her a list of Kitty To Do’s and sticky notes all over the house lol and she knocked it all out at each visit. Unfortunately one of my cats is a super picky eater and you have to try a couple things for him to eat and she tried it all until he ate not once but twice then she would leave. She made my trip less stressful because I knew my boys where in good hands. She also is a great photographer, I received multiple pics of my boys at each visit which made my day!

Sitter Profile Image: Coretta S.
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Sitter Profile Image: Coretta S.
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3. Coretta S.

Star Sitter
Loves to accommodate furry friends
South Shore, Chicago, IL, 60649
3.5 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
77 reviews
29 repeat clients
from
$17
per visit
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Coretta was great in every aspect! She was quick and thorough in her communications. She consistently sent pictures of her visits. And my cat Lewis loved being in her care. I will definitely book with Coretta again!

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Sitter Profile Image: Abi S.
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Sitter Profile Image: Abi S.
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4. Abi S.

Star Sitter
I’ll keep up with your pup!
Hyde Park, Chicago, IL, 60615
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
17 reviews
10 repeat clients
from
$18
per visit
Profile image

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: 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
2.3 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.

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Sitter Profile Image: Danielle B.
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Sitter Profile Image: Danielle B.
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6. Danielle B.

Star Sitter
I'll care for them all big or small
Hyde Park, Chicago, IL, 60615
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
4 repeat clients
from
$25
per visit
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Many thanks to Danielle for being patient and caring to our senior dogs. I know that it is not always easy to coax our pups to come down the stairs.

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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.

Star Sitter
Loving Pet Sitter, Cats & Dogs
Kenwood, Chicago, IL, 60615
0.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$15
per visit
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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!

Sitter Profile Image: Katherine B.
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Sitter Profile Image: Katherine B.
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8. Katherine B.

Star Sitter
🐶Who's a good dog? Trick question!
Grand Boulevard, Chicago, IL, 60615
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
67 reviews
22 repeat clients
from
$20
per visit
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Katherine was so helpful and responsible! She helped out with small tasks like picking up the mail and made sure my cat was taken care of even when she was feeling unwell. I'm sure any pet will have a good time with Katherine.

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Sitter Profile Image: Jeanie G.
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Sitter Profile Image: Jeanie G.
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9. Jeanie G.

Lifelong pet carer-Big dogs welcome
Woodlawn, Chicago, IL, 60637
1.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$25
per visit
Profile image

Jeanie is amazing! My two dogs enjoyed spending time with her during their scheduled drop ins. Jeanie took great care of my boys and was very responsive and communicative. She took amazing photos of the dogs and they were so happy to spend time with her. I will definitely book Jeanie again and again!

Sitter Profile Image: Carli S.
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Sitter Profile Image: Carli S.
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10. Carli S.

An experienced dog lover
Douglas, Chicago, IL, 60620
2.5 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!

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Sitter Profile Image: Carlos B.
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Sitter Profile Image: Carlos B.
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11. Carlos B.

Star Sitter
Five years of experience in caring
Kenwood, Chicago, IL, 60653
0.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$25
per visit

About: 5 years as a dedicated dog owner and 2 years of dog sitting. I have experience with puppies and elderly dogs. My own dog has anxiety, giving me firsthand expertise in creating a calm, reassuring environment for anxious pets. I am available on both weekdays and weekends, ensuring that I can provide consistent and reliable care for your dog. My flexible schedule allows me to accommodate various needs. I have a large fenced in yard where dogs can get ample exercise, and I also take them on long walks to keep them active and healthy. Your pet will be properly fed, with careful attention to the specific dietary needs and health conditions of various breeds. I understand the unique requirements of different dogs and tailor my care to ensure they receive the right nutrition and exercise.

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Sitter Profile Image: Olivia W.
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Sitter Profile Image: Olivia W.
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12. Olivia W.

Pet-lover, Flexible schedule!
Chicago, IL, 60615
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
1 repeat client
from
$20
per visit
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Olivia was great! Very communicative and sweet with Minou :)

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Sitter Profile Image: Bola A.
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Sitter Profile Image: Bola A.
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13. Bola A.

Star Sitter
Big time dog lover 😄
Hyde Park, Chicago, IL, 60615
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
44 reviews
9 repeat clients
from
$25
per visit

Outstanding dog sitter! Reliable, caring, and attentive to my pup's needs. Highly recommend for anyone seeking a responsible and loving pet caregiver! Love the service!!

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Sitter Profile Image: Aurora I.
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Sitter Profile Image: Aurora I.
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14. Aurora I.

please let me pet your pups!
Hyde Park, Chicago, IL, 60615
1.2 mi. away
Drop-In Visits
1 review
from
$18
per visit

No surprise here, but my dog loves Aurora! She really makes sure all the needs of your furry friend are met. Can’t recommend her enough!

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Sitter Profile Image: Destiny W.
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Sitter Profile Image: Destiny W.
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15. Destiny W.

Interacting with animals brings joy
Douglas, Chicago, IL, 60653
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$18
per visit

Since 2013, Destiny has given pet sitting services for a variety of my animals. During that period, I have owned four cats (although only two at a time), a rabbit, and a turtle. When I left the cats in the care of a friend while I was gone, they were usually quite demanding. Since Destiny has been caring for my kitties, they are always happy and cheerful when I get home. She must devote so much time to their care, that they do not appear to miss me. However, I have no qualms about entrusting her with their care. My herd is always well-fed, groomed, and has clean litter boxes/cages when I return home. Destiny regularly sends me text messages with pet updates, which is quite reassuring. My pets appear to have taken to her, as they do not become concerned when I am away. I would suggest Destiny to anybody seeking a pet sitter since she is excellent with animals and trustworthy. Sincerely, Lashawn Washington

Sitter Profile Image: Vipul S.
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Sitter Profile Image: Vipul S.
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16. Vipul S.

Cat dad and dog uncle
Hyde Park, Chicago, IL, 60615
0.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
7 repeat clients
from
$20
per visit
Profile image

Vipul did a fantastic job with my two cats and was a pleasure to coordinate with. He really has a way with cats, and mine both took to him quickly. I'd absolutely work with him again.

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Sitter Profile Image: Enya G.
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Sitter Profile Image: Enya G.
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17. Enya G.

Animal lover w/ flexible schedule
Chicago, IL, 60615
1.0 mi. away
Drop-In Visits, Dog Walking
2 reviews
from
$18
per visit

Enya is a very responsable young woman who deeply care about pets. Enya has experience with dogs, cats and other pets like birds and tortoises. She is 100% aware about the needs of the pet, specially with dogs since she had dogs her entire life. Enya is sweet and an also committed for to bring the dog a family warm environment. Definitely you will feel happy and very confident with her taking care of your pet:)

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Sitter Profile Image: Jabari R.
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Sitter Profile Image: Jabari R.
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18. Jabari R.

Former face to face fundraiser
Chicago, IL, 60615
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
4.5 out of 5 stars
5 reviews
2 repeat clients
from
$16
per visit

Jabari is currently a co-owner of a 8-12 month old Yorkshire Terrier mix currently alongside me whom he frequently feeds, grooms and bonds with on a daily basis. Jabari has experience with both large and small breeds of dogs, he has worked with 1+ year old male Pure breed Cane Corso and 1+ year old female German Shepherd Mix who he has cared for and watched over several times over their life. As well as, already pet-sitting a variety of dogs for many owners within his own family. I would highly recommend Jabari for care for other's pets as he is responsible, caring and diligent about the well-being of all pets and properly caring for them according to their breeds, sizes and ages.

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

Rover 101
Star Sitter
Beloved dog & cat whisperer, is me!
Chicago, IL, 60615
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
66 reviews
22 repeat clients
from
$30
per visit
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I booked Jasmine VERY last minute and she got back to me quickly and was available for a meet and greet the same day. Everything went off without a hitch while I was gone. Highly recommend.

Sitter Profile Image: Madeleine F.
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Sitter Profile Image: Madeleine F.
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20. Madeleine F.

I'll love ur dog while you're away!
Kenwood, Chicago, IL, 60615
0.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
6 repeat clients
from
$25
per visit
Profile image

Madeleine was amazing and she took great care of my cat. She also took some engaging photos and it was so nice to see what kitty was up to while we were away. Highly recommend!

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Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 7915 owners have reviewed sitters in Kenwood, 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.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Kenwood pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Kenwood, Chicago, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Kenwood pet sitters and avoid the kennel.

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