House Sitting in Belmont Cragin, Chicago

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

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

Experience, Integrity, Compassion

Oak Park, IL, 60302

House Sitting, Drop-In Visits, Dog Walking

24 repeat clients

"BJ was GREAT. I needed a dog/cat/house sitter quickly because of some changes in plans with my other caretaker. She was able to rearrange her schedule, mee... (more)"

2. Darian

Eccentric and headstrong being.

North Center, Chicago , IL, 60618

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Darian was awesome! She went above and beyond, sending us photos and updates while we were gone and taking great care of Lincoln for us. We did not worry abo... (more)"

3. Emily

Pooch lovin' lady!

Dunning, Chicago, IL, 60634

Dog Boarding, House Sitting

"You always want someone who will care for your dog as much as you do, and Emily is exactly that person. She is a huge dog lover and will care for every dog w... (more)"

4. Sebastian

Always taken care of animals

Logan Square, Chicago, IL, 60647

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

5 repeat clients

"Sebastian was great. Took wonderful care of my dogs and sent me updates every day. I will definitely be using him again! (more)"

5. Claire

Patient, energetic graduate student

Oak Park, IL, 60304

House Sitting, Drop-In Visits, Dog Walking

"Claire is GREAT with dogs! I highly recommend her. She frequently watches my german shepherd mix and he absolutely adores her. She is so kind hearted, respon... (more)"

6. Anna

Dog Lover Seeks Playful Pups

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"Anna stayed with our dogs Molly and Samuel for 4 days over the holiday. She was very responsive, attentive, and professional. She was great with the dogs and... (more)"

Confirmed Holiday Availability
7. Sierra

I am caring and in a love for dogs!

Elmwood Park, IL, 60707

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

2 repeat clients

About: I've grown up with dogs as small as Chihuahuas to as big as Great Danes! i volunteered at a couple animal shelters as well in Chicago. I've always ... (more)

8. Amber

Seeking Dog Buddies

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Amber was wonderful with Bailey. I was visiting Chicago with Bailey from Texas and need someone to watch him. Bailey immediately went to her and loved her!... (more)"

9. Megan

Reliable, Respectful, Responsive

Austin, Chicago, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

20 repeat clients

"Debra was WONDERFUL. She sent daily updates on my dog. I had no worries while Artie was with her and Megan. They did an excellent job taking care of my dog a... (more)"

Confirmed Holiday Availability
10. Michael

On a mission to meet all the dogs

Logan Square, chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"What's NOT to love? Michael stayed with our beloved dog, Bagels, over Thanksgiving weekend while we were out of town. He took the most incredible care of h... (more)"

Confirmed Holiday Availability
11. Devine

benevolent, disciplined, dedicated

Portage Park, Chicago, IL, 60641

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

2 repeat clients

"Devine is great with my 65-Lb Goldendoodle, Whiskey. He just loves her. I'm excited to be able to book Devine directly instead of booking randomly through ou... (more)"

Confirmed New Years Availability
12. Katy

Love dogs- have references!

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

"Katy took great care of our two dogs over the holiday weekend! Sent us pictures and updates and had no issues while we were gone. The house was just as we le... (more)"

13. Amy

Dog lover looking to help!

Logan Square, Chicago, IL, 60647

House Sitting

9 repeat clients

"Amy was awesome!! Super accommodating with our schedules and sent us pics and updates regularly!! We already have her booked for 2 more upcoming trips :) (more)"

14. Lauren

Diamond & Friends @ Oak Park

Oak Park, IL, 60302

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Lauren was fantastic! She took really good care of our two pups. It seems like they miss her since I've been back more than they missed me when I was gone...... (more)"

15. Andrea

I'm a genuine dog lover!

Logan Square, Chicago, IL, 60647

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

1 repeat client

"Great sitting experience! Andrea watched our pittie Bonnie at our home and sent photos and updates of our Buns regularly while we were away which really put ... (more)"

16. Kailey

Flexible work from home dog lover!

Logan Square, chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"Working with Kailey was a dream. She took the time to come over in advance to meet our nervous pup and sent pics during the weekend to let us know all was we... (more)"

17. Avery

Fun-loving, outdoorsy, and flexible

Portage Park, Chicago, IL, 60641

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

1 repeat client

"Avery absolutely adores dogs! He continuously plays with my dog and takes her out for bathroom breaks and/or more exercise. My puppy is always excited to see... (more)"

18. Luis

CPR and First Aid certified Cat/Dog

Portage Park, Chicago, IL, 60641

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

"Luis is my son and runs a dog business here through our house. I fully support him in all he does and love to meet all the dogs that come and go here at home... (more)"

19. Beau

Young Professional/Seasoned Sitter

Humboldt Park, Chicago, IL, 60647

Dog Boarding, House Sitting

11 repeat clients

"This was our first experience using Rover to hire Beau to watch our 17lb Active Boston Terrier for a weekend trip out of town. Beau came over to our house a... (more)"

20. Jessica

Caring and experienced dog sitter

Hermosa, chicago, IL, 60639

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

1 repeat client

"Jessica is a great dog sitter. I was out of town for a week and she came to my home to watch my 5 years old pitbull, Fiona. Fiona has a lot of energy and Jes... (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.