House Sitting in Calumet Heights, Chicago

Find a loving dog sitter to watch your dog overnight in your home.

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1. Emma

PhD in dog walking & cat cuddling

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Emma was amazing. We had gone away the previous weekend and left our dog, Lucy, an 8-year-old Lhasa-Pomeranian mix, with friends she didn't know very well --... (more)"

2. Stephen

Walking, Bordering/Sitting Training

Beverly, Chicago, IL, 60643

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

7 repeat clients

"What a great service Stephen provided I don't think my dog even missed me much! A real dog lover who sincerely tried to help my big shelter dog with many issues (more)"

Confirmed Holiday Availability
3. 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)"

Confirmed Holiday Availability
4. 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)"

5. Jordan

Dog Lover and Rescuer

Calumet Heights, Chicago, IL, 60617

House Sitting, Drop-In Visits, Dog Walking

"Jordan is a kind, dedicated woman who gives her all to her passions. Her love of animals is enormous, as is her ability to care for them. She stands out by ... (more)"

6. Gabriella

All Dogs go to Heaven.

South Chicago, Chicago, IL, 60617

Dog Boarding, House Sitting

"From the time that I met Gabriella, she's shown that special compassion for animals that only a few have within them. It doesn't surprise me that she is int... (more)"

7. 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)"

8. 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
9. Leolin

Responsible animal lover!!

Hyde Park, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"I've known Leolin for 10 years and can attest to her love for animals. She is a vegan, which is something that is very important to her and reflects the resp... (more)"

10. 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)"

11. 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)"

12. Brittanie

Im friendly energetic and patient

Woodlawn, Chicago , IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"I have a poodle and Brittanie was reccomended to me by a friend I have been using her for up to three years now and she has done plenty of drop ins and walks... (more)"

Confirmed Holiday Availability
13. Laaria

I'm a big animal lover

Hyde Park, Chicago, IL, 60615

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"LaariaC. Is great with animals including my lil rowdy cat p he just adore her and she loves him . P can't wait for you to visit again (more)"

14. Janelle

Master's Student and Dog Lover!

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

About: I have experience taking care of dogs large and small, the fierce and the sweethearts. I was raised with king size German Shepherds and dog-sat and... (more)

Confirmed Holiday Availability
15. 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)

Confirmed New Years Availability
16. Bethann

Just say "Stay!" and I will!

East Side, CHICAGO, IL, 60617

House Sitting

About: My name is Beth and I'm the proud Person (read: mama) to two of the most wonderful mutts in the world, Rolo and Kiffy. My "kid'ders" and my fiance ... (more)

17. Fernanda

Chicken or the Egg? Which comes 1st

Chatham, Chicago, IL, 60619

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: I started caring for dogs since I was 14. I used to walk my neighbor's Black Lab around the block whenever they were not home. When they went out o... (more)

18. 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)

19. Keena

The Dog Lovers

South Shore, Chicago, IL, 60649

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

About: I am an ultimate dog lover!!! I've had pets my entire life!!!! Your dog will love me & my kids. I love all animals but dogs and cats especially. A ... (more)

20. Adalynn

I love all type of dog

South Chicago, Chicago, IL, 60617

House Sitting, Dog Walking

About: A Client should choose me because I love to play with Dogs; even walking them. Also, a client should feel comfortable leaving their beloved pet in ... (more)

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Home owners love Chicago house sitters on Rover. 9,532 owners have reviewed sitters in the Chicago, IL metro area, giving them an average rating of 4.9/5.

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The next time you head out of town and need someone to take care of your pet - and your home - turn to Rover for your house sitting needs. It's easy to find a loving 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 house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet. 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 house sitters for your pets--and avoid the kennel.