Pet Sitting & Drop Ins in Calumet Heights, Chicago

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Calumet Heights pet sitters

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Sitter Profile Image: Cassandra H.
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Cassandra H.
from
$20
per visit
5 out of 5.0 stars
57 reviews
21 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60615

Cassandra was the best! Great with details, very communicative, and, most importantly, she was amazing with our two kitties! They are usually a little skittish, but warmed right up to her. She gave them food and water, played with them, cleaned up after them, and even brushed them (our long-haired cat needs regular grooming). It was such a relief during our vacation to know our girls were in such great hands!

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Lillian B.
Sitter Profile Image: Coretta S.
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Coretta S.
Star Sitter
from
$17
per visit
5 out of 5.0 stars
192 reviews
75 repeat clients
3 years of experience
South Shore, Chicago, IL, 60649

Coretta is very reliable and we enjoy working with her! She built trust with both cats (even our scaredy cat), and she sends great pictures and updates. We are return customers and will continue to be:)

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Gabby G.
Sitter Profile Image: Luwam Z.
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Luwam Z.
Star Sitter
from
$13
per visit
5 out of 4.9 stars
11 reviews
4 repeat clients
3 years of experience
Hyde Park, Chicago, IL, 60615

Thank you!!!

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Annabelle J.
Sitter Profile Image: Guadalupe R.
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Guadalupe R.
from
$15
per visit
5 out of 5.0 stars
3 reviews
2 repeat clients
5 years of experience
Whiting, IN, 46394

From the moment we met her, we knew our cat was in the most loving and capable hands. She cared for our fur baby with so much tenderness and attention, going above and beyond to ensure Charlie felt safe, comfortable, and loved while we were away. Her daily updates brought us peace of mind and smiles each day. We are so grateful for her, and feel incredibly lucky to have found someone so wonderful to care for our Charlie.

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Rebecca K.
Sitter Profile Image: Laurel M.
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Laurel M.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
34 reviews
10 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60637

Laurel has been great with our dog! Rufio was super happy and she was very prompt with visits, great to work with on scheduling, and very friendly! Plus got some super cute pics of the pup during her visits :)

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Crystal C.
Sitter Profile Image: Samantha E.
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Samantha E.
Star Sitter
from
$20
per visit
5 out of 4.9 stars
106 reviews
54 repeat clients
13 years of experience
Hyde Park, chicago, IL, 60615

Samantha was great to work with! We were nervous to leave our kittens for the first time and she was patient and took detailed notes during our meet and greet. She sent detailed updates and lots of pictures. We were able to relax and enjoy our time away.

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Adrienne B.
Sitter Profile Image: Beverly B.
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Beverly B.
Star Sitter
from
$22
per visit
5 out of 5.0 stars
258 reviews
96 repeat clients
7 years of experience
Chatham, Chicago, IL, 60620

Beverly did a fantastic job taking care of our cat! She was attentive with pictures and messages on each visit. She even double checked with us about the cat's food routine to be sure she was giving him enough. Lovely experience with a lovely person!!!

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Anna R.
Sitter Profile Image: Moria S.
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Moria S.
Star Sitter
from
$13
per visit
5 out of 5.0 stars
8 reviews
5 repeat clients
8 years of experience
South Chicago, Chicago, IL, 60617

Moria is an amazing person and an even better cat sitter! My boys were so happy with them and I’m grateful for their service!

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Mah'Kya W.
Sitter Profile Image: Dominique F.
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Dominique F.
from
$25
per visit
5 out of 4.6 stars
61 reviews
36 repeat clients
16 years of experience
South Shore, Chicago, IL, 60637

Dominique did a wonderful job! She was the first sitter I hired for my new pet. Her videos and pictures of my little kitten made me feel a lot better about having to leave. I hope to employ Dominique many times in the future, she makes sure our fur babies are safe and loved.

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Bryce Elizabeth C.
Sitter Profile Image: Jayden Phoenix (They/Them) P.
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Jayden Phoenix (They/Them) P.
Star Sitter
from
$34
per visit
5 out of 5.0 stars
55 reviews
17 repeat clients
8 years of experience
Chicago, IL, 60619

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!

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Jen D.
Sitter Profile Image: Daniela M.
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Daniela M.
from
$25
per visit
5 out of 4.9 stars
26 reviews
9 repeat clients
4 years of experience
Avalon Park, Chicago, IL, 60619

Love, love, love Daniela.

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Cristaly T.
Sitter Profile Image: Shakira C.
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Shakira C.
from
$34
per visit
5 out of 5.0 stars
43 reviews
9 repeat clients
25 years of experience
South Shore, Chicago, IL, 60649

Shakira did an awesome job dropping-in on the two girls while we were away. She kept us up-to-date with pictures and let us know when some special needs arose...went above and beyond to take care of them. Highly recommended...we will definitely look forward to booking her again in the future.

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Giovanni B.
Sitter Profile Image: Alexa B.
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Alexa B.
Star Sitter
from
$30
per visit
5 out of 5.0 stars
7 reviews
3 repeat clients
3 years of experience
Chatham, Chicago, IL, 60619

About: I have experience with dogs with anxiety who use medication, needy/clingy dogs, and dogs with disabilities. I am extremely thorough and patient in case something goes wrong with them and I maintain a calm demeanor at all times. When it comes to instructions, please provide a brief, detailed description of your pet's daily routine and I'll follow it to the letter. I'm currently a graduate student at CSU; summers are a slow period for me. I am more than willing to babysit pets for as many nights, walks, feeding times as needed. During school time I will do walks, feeding visits and the occasional overnight weekend stay. I am committed to your pet's comfort level and will adapt to their schedule to the best of my ability. I will spoil them rotten because I absolutely love all dogs and cats of all shapes and mannerisms. Even if they hate me. If I am confused about anything regarding your pet's behavior, such as licking paws, over-grooming, an increase in urination, I will let you know about it as soon as I see it. I also LOVE talking to the pets so I will have full-on conversations with them. I'm especially good with repeat visits so if you are interested in having a one-time sitter for the next few years, I'm MORE than willing to take up that responsibility. Familiarity is very important with pets and as mentioned before, I am focused on the pet's comfort.

Sitter Profile Image: Shantell B.
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Shantell B.
from
$19
per visit
5 out of 5.0 stars
2 reviews
1 repeat client
12 years of experience
South Deering, Chicago, IL, 60617

Shantell does a great job taking care of my fur baby. He feels comfortable around her and responds well.

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Joy B.
Sitter Profile Image: Ivory G.
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Ivory G.
from
$10
per visit
20 years of experience
South Chicago, Chicago, IL, 60617

About: I've owned dogs of all size and ages. I provide many services including walking, feeding, playtime and giving so much love. I can provided nothing but the best care while you're away. I have a flexible and open summer schedule. I am available at anytime of the day to support your furry companion. I can be available to you when you need! I have a fenced yard and secured home and will provided constant supervision of your pet. Your pet will receive the exact care that you outline.

Sitter Profile Image: Shani M.
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Shani M.
from
$21
per visit
40 years of experience
Roseland, Chicago, IL, 60628

About: I grew up with dogs - my Afghan, Kesha, was my first best friend and how I learned to braid (lol). I've cared for Rottweilers, Pit Bulls, Cockers, and Min Pins. I've dog-sat and cat-sat for family and neighbors for years, and now my daughters and I are ready to open our peaceful home and fenced yard to pets needing love while their people are away. Our house has a crate, a basement space, and plenty of tail-wagging energy. Dogs aren't just welcome here, they're remembered forever. I'm currently home during the day with a very flexible schedule. I have plenty of time, space, and love to offer pets who need calm, consistent care while their owners are away. Pet care fits easily into my routine and brings so much joy into our home. I approach every client's home with the same respect. I would want someone to have in mine. I've worked in private homes as a section 8 inspector, a home care aide, and an insurance rep, so I'm comfortable operating professionally in someone else's space. I follow all house rules, keep things clean, and ensure pets feel safe and at ease while you're away. We live in a pet-friendly neighborhood. My daughters and I often take walks around the neighborhood, so any pet we care for will get the benefit of fresh air, familiar sights, and friendly energy. We have a peaceful, fenced yard, a crate if needed, and a quiet, unoccupied basement space for rest or separation when appropriate. I'm very aware of animal behavior, neighbor pets, and how to make pets feel safe and seen. This is a calm, kid-friendly, and pet-loving home.

Sitter Profile Image: Yesenia S.
Verified Background Check
Yesenia S.
from
$17
per visit
5 out of 5.0 stars
9 reviews
1 repeat client
19 years of experience
East Side, Chicago, IL, 60617

About: Hello, I’m amazing at watching your furry family member while you’re gone! ❤️ thank you for trusting and booking with me , please feel free to text me! I have my doggy on a schedule so no need to adjust I’m pretty much adjusted but it’s pretty easy to take the dogs out I got a fenced in yard and I can see them playing threw my office window and plus I never leave the pups out there alone I make sure they remain on a schedule and remain as happy as can be I show them the same love I will show my own dogs

Sitter Profile Image: Paul W.
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Paul W.
from
$25
per visit
1 year of experience
South Chicago, Chicago, IL, 60617

About: My wife and I love dogs and own 2 small shitzu/bichon ourselves. Our house is ideal because we have a large fenced yard and are near a park. If there is inclement weather, we also have a large basement. Since we no longer have young children in the home, dogs provide us with joy and love. We walk our own dogs twice a day and play with them frequently. Since I work from home, the dogs are not left alone often or for long periods of time.

Sitter Profile Image: Tonisa J.
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Tonisa J.
from
$60
per visit
5 out of 5.0 stars
75 reviews
35 repeat clients
15 years of experience
Calumet Heights, chicago, IL, 60617

She is awesome with our doggy

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Devo R.
Sitter Profile Image: SaTarah N.
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SaTarah N.
from
$16
per visit
5 out of 1.0 stars
3 reviews
10 years of experience
South Chicago, Chicago, IL, 60617

About: Hi my name is Tarah I love dog all breads and ages. I work from home with short hours so I am always available. I have 2 puppies as well if my own. Your dog will have friends to play with I do request a meet and greet first for the safety of the dog. Please feel free to reach out. I work from home with short hours I have plenty of time to card for the dogs needs and wants. I have 2 of my own dogs to care for. I have 2 friendly fur babies to keep your babies company. I go to the dog park and take them in walks in the neighborhood.

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Sitter Profile Image: Cassandra H.
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Sitter Profile Image: Cassandra H.
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Cassandra H.

Life-long animal lover!
Hyde Park, Chicago, IL, 60615
5.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
57 reviews
21 repeat clients
Profile image

Cassandra was the best! Great with details, very communicative, and, most importantly, she was amazing with our two kitties! They are usually a little skittish, but warmed right up to her. She gave them food and water, played with them, cleaned up after them, and even brushed them (our long-haired cat needs regular grooming). It was such a relief during our vacation to know our girls were in such great hands!

Availability updated 3 days ago
Sitter Profile Image: Coretta S.
Verified Enhanced Background Check
Sitter Profile Image: Coretta S.
Verified Enhanced Background Check

Coretta S.
Star Sitter

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

Coretta is very reliable and we enjoy working with her! She built trust with both cats (even our scaredy cat), and she sends great pictures and updates. We are return customers and will continue to be:)

Availability updated 65 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Luwam Z.
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Sitter Profile Image: Luwam Z.
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Luwam Z.
Star Sitter

Loving and caring!
Hyde Park, Chicago, IL, 60615
5.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$13
per visit
5 out of 4.9 stars
11 reviews
4 repeat clients
Profile image

Thank you!!!

Availability updated 3 days ago
Sitter Profile Image: Guadalupe R.
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Sitter Profile Image: Guadalupe R.
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Guadalupe R.

Diligent Cat Lady
Whiting, IN, 46394
5.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
3 reviews
2 repeat clients
Profile image

From the moment we met her, we knew our cat was in the most loving and capable hands. She cared for our fur baby with so much tenderness and attention, going above and beyond to ensure Charlie felt safe, comfortable, and loved while we were away. Her daily updates brought us peace of mind and smiles each day. We are so grateful for her, and feel incredibly lucky to have found someone so wonderful to care for our Charlie.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Laurel M.
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Sitter Profile Image: Laurel M.
Verified Enhanced Background Check

Laurel M.
Star Sitter

Who let the dogs out? I will!!
Hyde Park, Chicago, IL, 60637
4.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
34 reviews
10 repeat clients
Profile image

Laurel has been great with our dog! Rufio was super happy and she was very prompt with visits, great to work with on scheduling, and very friendly! Plus got some super cute pics of the pup during her visits :)

Availability updated today
Sitter Profile Image: Samantha E.
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Sitter Profile Image: Samantha E.
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Samantha E.
Star Sitter

Professional Pet Sitter & Pup Lover
Hyde Park, chicago, IL, 60615
4.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 4.9 stars
106 reviews
54 repeat clients
Profile image

Samantha was great to work with! We were nervous to leave our kittens for the first time and she was patient and took detailed notes during our meet and greet. She sent detailed updates and lots of pictures. We were able to relax and enjoy our time away.

Availability updated 9 days ago
Sitter Profile Image: Beverly B.
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Sitter Profile Image: Beverly B.
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Beverly B.
Star Sitter

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

Beverly did a fantastic job taking care of our cat! She was attentive with pictures and messages on each visit. She even double checked with us about the cat's food routine to be sure she was giving him enough. Lovely experience with a lovely person!!!

Availability updated 38 days ago
Sitter Profile Image: Moria S.
Verified Enhanced Background Check
Sitter Profile Image: Moria S.
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Moria S.
Star Sitter

Happy fur babies makes happy life!
South Chicago, Chicago, IL, 60617
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$13
per visit
5 out of 5.0 stars
8 reviews
5 repeat clients
Profile image

Moria is an amazing person and an even better cat sitter! My boys were so happy with them and I’m grateful for their service!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Dominique F.
Verified Enhanced Background Check
Sitter Profile Image: Dominique F.
Verified Enhanced Background Check

Dominique F.

Caring For Your Pet With Respect❤️
South Shore, Chicago, IL, 60637
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
5 out of 4.6 stars
61 reviews
36 repeat clients
Profile image

Dominique did a wonderful job! She was the first sitter I hired for my new pet. Her videos and pictures of my little kitten made me feel a lot better about having to leave. I hope to employ Dominique many times in the future, she makes sure our fur babies are safe and loved.

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jayden Phoenix (They/Them) P.
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Sitter Profile Image: Jayden Phoenix (They/Them) P.
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Jayden Phoenix (They/Them) P.
Star Sitter

Reliable & Inclusive 💛💜🤍🖤
Chicago, IL, 60619
2.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$34
per visit
5 out of 5.0 stars
55 reviews
17 repeat clients
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!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Daniela M.
Verified Enhanced Background Check
Sitter Profile Image: Daniela M.
Verified Enhanced Background Check

Daniela M.

Different country, same love 🐾🐾
Avalon Park, Chicago, IL, 60619
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$25
per visit
5 out of 4.9 stars
26 reviews
9 repeat clients
Profile image

Love, love, love Daniela.

Availability updated 13 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Shakira C.
Verified Background Check
Sitter Profile Image: Shakira C.
Verified Background Check

Shakira C.
Rover 101

Your Pup is My Pup
South Shore, Chicago, IL, 60649
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$34
per visit
5 out of 5.0 stars
43 reviews
9 repeat clients
Profile image

Shakira did an awesome job dropping-in on the two girls while we were away. She kept us up-to-date with pictures and let us know when some special needs arose...went above and beyond to take care of them. Highly recommended...we will definitely look forward to booking her again in the future.

Availability updated 46 days ago
Sitter Profile Image: Alexa B.
Verified Enhanced Background Check
Sitter Profile Image: Alexa B.
Verified Enhanced Background Check

Alexa B.
Star Sitter

200ccs of love and affection = me
Chatham, Chicago, IL, 60619
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per visit
5 out of 5.0 stars
7 reviews
3 repeat clients

Alexa has been my house/pet sitter for a while now. She has always been great with the dogs and willing to work with their schedule. We have never had any problems and I am happy to give her my recommendation.

Availability updated 7 days ago
Sitter Profile Image: Shantell B.
Verified Enhanced Background Check
Sitter Profile Image: Shantell B.
Verified Enhanced Background Check

Shantell B.

I love pets & pets love me.
South Deering, Chicago, IL, 60617
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$19
per visit
5 out of 5.0 stars
2 reviews
1 repeat client
Profile image

Shantell does a great job taking care of my fur baby. He feels comfortable around her and responds well.

Availability updated over 1 year ago
Sitter Profile Image: Ivory G.
Verified Enhanced Background Check
Sitter Profile Image: Ivory G.
Verified Enhanced Background Check

Ivory G.

Your trusted pet godmother.
South Chicago, Chicago, IL, 60617
1.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$10
per visit
1 review

Ivory took amazing care of my rottie baby. I love her attention to the note I left and the many pictures that she provided while we were away. I will be booking again soon. Thanks again, Ivory and Mellow missing you!

Availability updated 4 days ago
Sitter Profile Image: Shani M.
Verified Enhanced Background Check
Sitter Profile Image: Shani M.
Verified Enhanced Background Check

Shani M.

Peaceful home + fenced yard
Roseland, Chicago, IL, 60628
2.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$21
per visit
40 years of experience

About: I grew up with dogs - my Afghan, Kesha, was my first best friend and how I learned to braid (lol). I've cared for Rottweilers, Pit Bulls, Cockers, and Min Pins. I've dog-sat and cat-sat for family and neighbors for years, and now my daughters and I are ready to open our peaceful home and fenced yard to pets needing love while their people are away. Our house has a crate, a basement space, and plenty of tail-wagging energy. Dogs aren't just welcome here, they're remembered forever. I'm currently home during the day with a very flexible schedule. I have plenty of time, space, and love to offer pets who need calm, consistent care while their owners are away. Pet care fits easily into my routine and brings so much joy into our home. I approach every client's home with the same respect. I would want someone to have in mine. I've worked in private homes as a section 8 inspector, a home care aide, and an insurance rep, so I'm comfortable operating professionally in someone else's space. I follow all house rules, keep things clean, and ensure pets feel safe and at ease while you're away. We live in a pet-friendly neighborhood. My daughters and I often take walks around the neighborhood, so any pet we care for will get the benefit of fresh air, familiar sights, and friendly energy. We have a peaceful, fenced yard, a crate if needed, and a quiet, unoccupied basement space for rest or separation when appropriate. I'm very aware of animal behavior, neighbor pets, and how to make pets feel safe and seen. This is a calm, kid-friendly, and pet-loving home.

Availability updated 45 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Yesenia S.
Verified Background Check
Sitter Profile Image: Yesenia S.
Verified Background Check

Yesenia S.

Tink
East Side, Chicago, IL, 60617
2.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$17
per visit
5 out of 5.0 stars
9 reviews
1 repeat client

She’s an amazing dog sitter ! I always bring my baby poohbear to her home. Ever since she was 8 weeks Yesenia has been an amazing dog sitter for over 2 years now!

Availability updated 21 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Paul W.
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Sitter Profile Image: Paul W.
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Paul W.

Enclosed yard and near park
South Chicago, Chicago, IL, 60617
1.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
2 reviews

Paul has stolen my dogs hearts! They are excited, exhilarated and anxious to go with him which demonstrates the kindness and care he gives them when they are with him. He plays with them, takes them for walks in the park and supervises their play in his big back yard. I also get photos of my babies when I am traveling. I will continue to board them with him rather than a kennel. You will delight in the care he provides for your four legged family members.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Tonisa J.
Verified Background Check
Sitter Profile Image: Tonisa J.
Verified Background Check

Tonisa J.
Rover 101

Your pups second home....
Calumet Heights, chicago, IL, 60617
0.6 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$60
per visit
5 out of 5.0 stars
75 reviews
35 repeat clients
Profile image

She is awesome with our doggy

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: SaTarah N.
Verified Background Check
Sitter Profile Image: SaTarah N.
Verified Background Check

SaTarah N.

Pet Paradise
South Chicago, Chicago, IL, 60617
1.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$16
per visit
5 out of 1.0 stars
3 reviews

I left my Boxer over there for 2 days and he loved it she updated me with pictures twice a day. She also had her own dogs and they all played. I would be bringing my dog back whenever needed.

Availability updated over 1 year ago

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