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 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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Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Coretta S.
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Sitter Profile Image: Coretta S.
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1. Coretta S.

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

Coretta is awesome!! She dropped in on my fur babies twice a day while I was away. She sent a detailed summary and photos after each visit. She followed all instructions regarding their feeding and medication, as well as instructions regarding opening/closing the blinds and activating the echo dot each day to give them some background noise. I can be a little overprotective of my kitties, but I was able to enjoy my trip because I felt confident that she was taking care of them!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Dominique C.
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Sitter Profile Image: Dominique C.
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2. Dominique C.

Lifelong Dog Lover and Caregiver!
Woodlawn, Chicago, IL, 60637
3.9 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.

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Sitter Profile Image: Beverly B.
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Sitter Profile Image: Beverly B.
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3. 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
5.0 out of 5 stars
235 reviews
85 repeat clients
from
$22
per visit

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!!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Tonisa J.
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Sitter Profile Image: Tonisa J.
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4. Tonisa J.

Rover 101
Star Sitter
Your pups second home....
Calumet Heights, chicago, IL, 60617
0.6 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
68 reviews
31 repeat clients
from
$13
per visit

She is awesome with our doggy

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jumie T.
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Sitter Profile Image: Jumie T.
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5. Jumie T.

Dogs love me!
Chicago, IL, 60649
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$20
per visit

About: I am an artist and former dog owner with experience working as a private dog sitter since high school. I love pets immensely, and am so excited to meet yours! Every dog I get to greet is a gift, and I treat them as such. Through my own experience as a dog owner, and diverse experience with other dogs, I have learned a lot that I get to bring to these new situations. I know how vital calmness can be, and keep myself patient. I know every dog is different, so please share everything you can about your animal and all their quirks! Getting to interact with animals is so much fun and so fulfilling, I wish to spend more of my time doing it when I can. I currently work from home, so my schedule is incredibly flexible! I'm available for walks throughout the week and can stay with your fur baby as need be. I like to keep the care of your pet as close as possible to their normal routine, so please keep that information clearly written out if possible, or we can talk through it together.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Cane E.
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Sitter Profile Image: Cane E.
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6. Cane E.

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

Cane accepted sitting our 2 dogs and 4 cats at short notice. He provided pictures and plenty of updates while we were away and did well with my reactive dog. I was especially worried about leaving my dog with anyone and almost didn't go on the trip at all because of that but Cane did well meeting him outside and then was able to interact with him while we were gone! He continued to provide care for our pets even after losing access to his car due to the icy roads while we were away. It was very helpful to have someone with experience and patience to work with all our social animals. We will definitely reach out to him again next year 😄

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Sitter Profile Image: Crystal A.
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Sitter Profile Image: Crystal A.
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7. Crystal A.

Oh! I wanna walk with somebody! 🥰
Washington Heights, Chicago, IL, 60643
4.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 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!!

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Sitter Profile Image: Jasmine P.
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Sitter Profile Image: Jasmine P.
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8. Jasmine P.

Rover 101
Furry Friends' Paradise
Chicago, IL, 60438
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5 years of experience
from
$15
per visit

About: Since the age of 12, I've harbored a deep passion for caring for dogs. My journey began with my beloved Cane Corso Mastiff named Pacquiao, who was my faithful companion for five wonderful years until he passed away from Dilated Cardiomyopathy. Though I haven't had a dog of my own since Pacquiao, I've found solace and joy in pet sitting for friends and family, helping to fill the void until I'm ready to welcome another furry friend into my home. Taking walks and frequenting dog parks are among my favorite pastimes, allowing me to nurture my love for these amazing animals while staying active and engaged in their well-being. During my undergraduate years, I worked as a nanny for a family that had both a cat and an English bulldog. Through this experience, I not only cared for the children but also formed a bond with their pets. Spending time with the cat, I discovered a newfound appreciation for feline companionship and the calming presence they bring to a home. Alongside my love for dogs, this experience broadened my understanding of and affection for various animals. It further solidified my commitment to providing compassionate care to pets, whether it be through walks, playtime, or simply enjoying their company. As an aviation teacher and instructor, my schedule offers flexibility, ensuring your fur baby receives exceptional care. Living just 20 minutes from my workplace means your pet will enjoy multiple potty breaks throughout the day. In rare instances where I may be unavailable for a scheduled potty break, drop-off, or pickup, rest assured that my retired father, who lives just around the corner, is eager to lend a helping hand. Additionally, I'm available for weekends and major holidays, providing continuous care whenever you need it With a fenced yard and a location only 5 minutes away from the Hyde Park neighborhood, known for its abundance of dog-friendly parks, your pet will have ample opportunities for exercise and play. I am dedicated to maintaining cleanliness by regularly tending to litter boxes, cages, and any other pet areas. Additionally, I prioritize your pet's well-being by closely monitoring their behavior and health, promptly addressing any signs of distress or illness.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Cheyenne D.
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Sitter Profile Image: Cheyenne D.
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9. Cheyenne D.

Dog mom! Let me love your babies!
Chicago, IL, 60617
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
4 repeat clients
from
$20
per visit

About: I have been a dog owner since childhood and have experience working with dogs of all ages and sizes. I am currently Mom to a Boxer Dane mix; as such, any boarding MUST have a meet-up first to ensure there is no hostility. My oldest dog is nearing 7 or 8, and I am familiar with diet-sensitive and senior dogs. I am currently unemployed - as such, I can accommodate most requests! I love all breeds of dog, and have no real preferences! I am willing to house sit, as well as care for other animals (cats, etc). Non-local requests will be accepted on a case by case basis (as I rely on public transit). I am looking forward to loving on your fur babies!

Sitter Profile Image: Jayden Phoenix P.
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Sitter Profile Image: Jayden Phoenix P.
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10. Jayden Phoenix P.

Dogs are a humans bestfriend.
Roseland, Chicago, IL, 60628
3.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
7 repeat clients
from
$25
per visit

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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jessica S.
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Sitter Profile Image: Jessica S.
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11. Jessica S.

Passionate Pet Care Pro
Chicago, IL, 60649
2.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$20
per visit

Jessica is amazing with pets! She's caring, reliable, and genuinely loves furry friends. If you want someone who'll treat your pet like family, Jessica's the one to call.

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Sitter Profile Image: Thomas B.
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Sitter Profile Image: Thomas B.
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12. Thomas B.

Dogs love me and cats adore me
Grand Crossing, Chicago, IL, 60619
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5 years of experience
from
$16
per visit

About: I've spent time with dogs when I visited my aunt. She loved them and so do I. I also have 3 cats of my own and there all healthy boys. I've pet sit my friends house and his two dogs for a week once and it wasnt bad at all. I want to make your pet feel safe even when your not around. I can do all breeds of dogs and cats if you need your lazy feline friends to be watched. If you want someone who knows dogs and cats and want them to be safe I am your guy. You can rest assure they will be played with fed and happy the time your away. I'm ready to lend a paw to you.

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Sitter Profile Image: Grace T.
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Sitter Profile Image: Grace T.
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13. Grace T.

Full time student & pet lover!
Woodlawn, Chicago, IL, 60637
4.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$17
per visit

Grace is an exceptional pet caregiver whom I recommend to anyone seeking a responsible and loving care for their furry friends. Grace has a unique ability to create a connection with any pet. I witnessed Grace's care firsthand when she helped me pet-sit a friend's cat. Not only did she ensure the cat's basic needs were met, but she also made time to play with the cat and give her lots of attention. Grace's responsible nature and genuine love for animals make her a great choice for anyone in need of a trustworthy pet caregiver.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Dominique F.
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Sitter Profile Image: Dominique F.
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14. 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
5.0 out of 5 stars
58 reviews
35 repeat clients
from
$20
per visit

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.

Sitter Profile Image: Shantell B.
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Sitter Profile Image: Shantell B.
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15. Shantell B.

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

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

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Carmen P.
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Sitter Profile Image: Carmen P.
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16. Carmen P.

Star Sitter
A dog-less dog lover
Woodlawn, Chicago, IL, 60637
3.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
6 repeat clients
from
$30
per visit

Carmen was amazing to work with! Great communication and great with the cats.

Sitter Profile Image: Bola A.
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Sitter Profile Image: Bola A.
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17. Bola A.

Star Sitter
Big time dog lover 😄
Woodlawn, Chicago, IL, 60637
3.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
24 reviews
6 repeat clients
from
$25
per visit

Amazing dog sitter! Trustworthy, reliable, and caring. I will always recommend her to anyone that is looking for a responsible and loving pet care taker! Bola’s amazing!

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Sitter Profile Image: Mikayla A.
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Sitter Profile Image: Mikayla A.
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18. Mikayla A.

Your furry friend new Buddy!
Chicago, IL, 60619
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
10 years of experience
from
$17
per visit

About: Ive taken care of animals since i was 13 yrs old. I have rescued many animals & found them great homes. I love all animals. I am currently a part time fitness trainer. So i am available for you & your furry friends after 1pm. Im always available for you & your furry friends! I have a tall fence. I have one Dog & three cats to keep your furry friends active & a great spirit to feed their souls.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Wade S.
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Sitter Profile Image: Wade S.
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19. Wade S.

The Dog Whisperer 🐾
South Shore, Chicago, IL, 60649
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
from
$25
per visit

He’s been such a big help with our Rotties. He helped us maintain our kennel and kept our babies busy and active. He’s welcome here anytime.

Sitter Profile Image: SaTarah N.
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Sitter Profile Image: SaTarah N.
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20. SaTarah N.

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

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.

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Rover.com is the simple, savvy way to find and book Calumet Heights, Chicago drop in pet sitting. It's easy to find the perfect pet sitter. Many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a free background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Calumet Heights, Chicago . When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

Drop-In Visits