Pet Setting & 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.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Kristen

Playdate with Bernadette!

Oakland, Chicago, IL, 60653

Dog Boarding, Drop-In Visits, Dog Walking

About: I specialize in taking care of female dogs. I had an older French Bulldog named Mischue (Polish for teddy bear) who lived to be 15 years old and a... (more)

2. Emma

PhD in dog walking & cat cuddling

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Emma was incredibly accommodating; offered to come over for a meet and greet so I could show her around, and we could chat through the stay. She worked with ... (more)"

3. Stephen

Walking, Bordering/Sitting Training

Beverly, Chicago, IL, 60643

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

7 repeat clients

"I really appreciated Stephen's updates about our Frank and the photos he sent! He did more than just let Frank out to use the bathroom- he bonded with him! I... (more)"

4. Noreen

Loving and fun dog sitter!!

Beverly, Chicago, IL, 60643

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

12 repeat clients

"Noreen is by far the best dog caregiver out there! I have used Noreen several times. Noreen & her family treat my dog, Flynn like family. Flynn runs with ... (more)"

Confirmed Holiday Availability
5. Kimberly

Your dog is my dog!

Roseland, Chicago, IL, 60619

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

1 repeat client

"Kimberly was first responsible for dog sitting my fur baby Sascha during a 2 week honeymoon period. She did an excellent job. My dog (Yorkie) is very parti... (more)"

Confirmed Holiday Availability
6. Myk'La

Energetic, artsy, happy and caring

Chatham, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

"Myk'La is a awesome person and some one i'd highly recommended for the Dog Caregiver position.She posess a high spirit personality along with an outgoing and... (more)"

7. Jordan

Dog Lover and Rescuer

Calumet Heights, Chicago, IL, 60617

House Sitting, Drop-In Visits, Dog Walking

"Jordan has been an excellent summer employee of Maggie Daley Park. She takes pride in everything she does and is dedicated to delivering a quality experienc... (more)"

8. Tyler Morgan

Energetic and very friendly.

Avalon Park, chicago, IL, 60619

Drop-In Visits, Dog Walking

"my sister tyler has always been a dog lover since she was a baby, I love that about her very emotional about dogs and especillay when it comes to animal crue... (more)"

9. Kelli

The Diva Dog Whisperer

Hyde Park, Chicago, IL, 60637

Drop-In Visits

"Kelli is amazing! She truly cares for dogs and I can tell that my puppies love her. She is always a pro - on time, treats in her pocket and ready for some fu... (more)"

10. Haley

Meet Your Dog's New Best Friend!

Woodlawn, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"Haley is a warm and loving animal sitter. Not only will your animal be happy, but so will your home. She is extremely responsible and shows up when she say... (more)"

11. Jazmin

Your friendly neighborhood fur mom!

Hegewisch, chicago, IL, 60633

Drop-In Visits, Dog Walking

"Jazmin Will be the best dog sitter you ever had she has been around dogs since she was born and loves them with all her heart , she is a dog groomer so she k... (more)"

Available this weekend
12. Grace

Excited to meet your pup!

Woodlawn, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Gracie is stellar. I own two dogs, Vito and Thurston, and a large Tegu Lizard. Each needs walking, feeding, and love. Gracie, beyond being a sweetheart, i... (more)"

13. Catalina

Catalina, Dog Lover

Woodlawn, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"Catalina has always had a special relationship with dogs. When she was growing up, at various times, she had labradors, neapolitan mastiffs, rottweilers and ... (more)"

14. Keeshina

PETS ARE HUMANS IN DIFF.FORMS ÔŁĄTHEM

Grand Crossing, Chicago, IL, 60619

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hi , My name is Keeshina As a kid Me & my sisters Loves any pet we come in contact with!! My sis has 2 pits 2 cats ...my other a Lil tea cup! I ha... (more)

15. Cheney

It's all about the dogs!

South Chicago, Chicago, IL, 60617

House Sitting, Drop-In Visits, Dog Walking

"Cheney is one of the most caring people I know. She has a deep love for animals, especially dogs. She refers to them as "little people with fur and treats he... (more)"

Confirmed Holiday Availability
16. Chanell

ANIMALS & I SEE EYE 2 EYE

South Shore, CHICAGO, IL, 60649

House Sitting, Drop-In Visits, Dog Walking

About: IM THE PERFECT CANDIDATE FOR YOUR NEEDS. I LOVE ANIMALS. I WILL BE SURE TO FILL YOUR PET WITH AMPLE AMOUNT OF HUGS AND KISSES. I WILL NEVER HARM AN... (more)

17. Ka'Stacheya

Stacey Dog Obsessed... No Seriously

South Chicago, Chicago, IL, 60617

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Ka'Stacheya is an amazing sitter! She's been walking my puppy for a little over two years now and she works so well with her. Honestly my pup can be a handfu... (more)"

Confirmed Holiday Availability
18. Jasmine

Naturally an animal lover.

South Deering, Chicago, IL, 60617

House Sitting, Drop-In Visits, Dog Walking

About: Animals have invariably had a soft, special place in my heart. Not ever have I lived in a home where I didn't have the responsibility of caring for... (more)

19. Mellony

Sweet as pie ER Vet Tech

Pullman, Chicago, IL, 60643

Drop-In Visits

About: Originally born in Michigan and initially going to school for Psychology, Georgia is where I moved in 2004 and it was 2008 I fell in love with Not ... (more)

20. Koma

Fun & Friendly Southside Dog Walker

South Shore, CHICAGO, IL, 60649

Drop-In Visits, Dog Walking

"Koma is the most concerned person I ever met. His love for human, animals, and nature is great. I see him as the perfect candidate for a dog sitter. (more)"

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Learn About Premier

When it comes to pet care and pet sitting, pet owners in Calumet Heights, Chicago, IL trust their pets with sitters on Rover.com. Over 7,915 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.

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.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Calumet Heights, Chicago donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Chicago.

We're proud to support over 200 organizations across the nation, including: