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House Sitting in Washington Heights, 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. Michael

'dog whisperer' and animal lover

Beverly, Chicago, IL, 60643

House Sitting, Drop-In Visits, Dog Walking

"Apricot the Cat is a spaz when she's alone. So we booked Mike for the night. He did a great job. Kitty was much less salty when we got back than she usually ... (more)"

2. Kennaira

I’m a dogs BestFriend❤️

Riverdale, Chicago, IL, 60827

House Sitting, Drop-In Visits, Dog Walking

"Kennaira is a great dog care taker. I don’t have pets but I see how much she care for her dogs. She is very gentle with them, she handles her pets affectiona... (more)"

Confirmed availability
4th of July
3. Thandaway

Pre-vet student majoring in cuddles

South Shore, Chicago, IL, 60649

House Sitting, Drop-In Visits, Dog Walking

"Thandaway took excellent care of my little guy! He has a lot of energy and opinions, so it is a blessing to find someone who is so good with him. She sent re... (more)"

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4. JoAnn

Your furry family is in good hands

Oak lawn, IL, 60453

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

"I have known JoAnn for years now. she often times will take care of my animals when I am out of time. When she visits my dog runs to the door and is always h... (more)"

5. Diamond

All dogs welcomed!

South Deering, Chicago, IL, 60617

House Sitting, Drop-In Visits, Dog Walking

"Diamond is great with my pit Ive been using diamond services for about two years now. Thanks Diamond for always being there for us even when your not scedul... (more)"

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6. Melissa

I can't wait to meet your dog!

Morgan Park, Chicago, IL, 60655

House Sitting, Drop-In Visits, Dog Walking

"Everything went great! Thanks so much Melissa! (more)"

Confirmed availability
4th of July
7. Aaliyah

Dog Care Chicago

Grand Crossing, CHICAGO, IL, 60621

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

About: A true mommy dog lover.I have 2 small Maltese Poodles. Going away for the weekend or Holidays. Allow me to take care of your baby like my own. I ... (more)

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8. Noreen

Loving and fun dog sitter!!

Beverly, Chicago, IL, 60643

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

"Noreen has helped with our dog for both short term weekends as well as a few long trips. Not only does she have a great big yard to play in but she loves wal... (more)"

9. Michelle

Sitting, walking, and drop-ins!

Oak Lawn, IL, 60453

House Sitting, Drop-In Visits, Dog Walking

"Michelle was great! She came out to do a meet & greet prior to our booking and our dogs loved her. She was very attentive to our dogs and followed all of our... (more)"

Confirmed availability
4th of July
10. Paige

I’d love to help care for your dog!

Morgan Park, Chicago, IL, 60643

House Sitting, Drop-In Visits, Dog Walking

"Paige helped watch my dog Milo for a couple of days. I came back and Milo was clearly well cared for, well fed and actually sad to see her leave. Paige kept ... (more)"

11. Alexis

Animal lover to the core

West Pullman, Chicago, IL, 60628

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

"Alexis is a fantastic pet sitter. She has a really good interaction with animals, which is something she's passionate in doing. I know with Alexis your pet w... (more)"

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12. Jacqueline

Giving Dog Lovin' and Care

South Side, Chicago, IL, 60643

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

About: Greetings, I'm Jackie. I am dog lover with 2 years experience caring for dogs. Walking, sitting, playing, feeding and nursing- I do it. As of no... (more)

Confirmed availability
4th of July
13. Brittani

I have lots of love to give.

Chicago, IL, 60805

House Sitting, Drop-In Visits, Dog Walking

"Brittani is the most caring and compassionate person I know. She has been an animal lover since birth, and has always demonstrated her loving and kindness to... (more)"

14. Keneesha

Dog Mom Vicariously

Auburn Gresham, Chicago, IL, 60620

House Sitting, Drop-In Visits, Dog Walking

"Keneesha is a very loving and giving fur mommy. When she had her dog she took the best care of him. He was so spoiled and well behaved. She loves animal so i... (more)"

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15. Ebby

Great cuddler - large fenced yard

Chicago Lawn, Chicago, IL, 60629

House Sitting, Drop-In Visits, Dog Walking

"I think that Ebby would be an excellent candidate for Rover! I own a Shih Tzu and I’ve watched her interact with him and care for him with so much love! He a... (more)"

16. David

No client's in my eyes but family

Beverly, Chicago , IL, 60643

House Sitting, Drop-In Visits, Dog Walking

About: I generally love animals especially man's best friend. I've had 1 dog myself and I love the excitement it brought into my life. What sets me aside ... (more)

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17. Stephen

Walking, Bordering/Sitting Training

Beverly, Chicago, IL, 60643

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

"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)"

18. Valencia

Hey there Buddy!

Roseland, Chicago, IL, IL, 60628

House Sitting, Drop-In Visits, Dog Walking

About: I have been dog sitting and walking since I was 17 years old. I have had my own dog since I was 15 and at 22 years old, coco (7 years young) is sti... (more)

19. Alyssa

(Besides you) I'm your pets bf❣️

Chatham, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

About: I have been a dog owner for the past 13-14 years and we just recent had to put Ajay down. (R.I.P) I'm not mentally/ emotionally/ nor financially pr... (more)

20. Kim

Tons of outdoor time. See dog run!

Beverly, Chicago, IL, 60643

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

"Dogs love Kim, they literally gravitate to her. She can often be found running with her dog Kingston through our neighborhood. She has pet sit for my puppy a... (more)"


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.

Want to learn more? Check out reviews from pet owners who have used Rover.

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.