House Sitting In Near West Side Chicago

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

1. Theresa

Dog trainer in training

Bridgeport, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

About: I have been around dogs my entire life so I know all of the tricks that they love to pull. Not only have I had dogs my whole life, I am currently p... (more)

2. Joe

Lover of all dogs! Allergic to cats

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

"Joe has dog-sat for us quite a few times now, and each time, it seems that Buffy (our little furry friend) has a fantastic time! Joe always takes the time t... (more)"

3. Erica

Want a drawing of your dog too?!

Humboldt Park, Chicago, IL, 60647

Dog Boarding, House Sitting, Drop-In Visits

About: I am a former full-time dog walker who misses all that quality pup time! Working as a dog walker taught me a lot about the wide range of dogs and a... (more)

4. Aletsy

I'll treat them as my own!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"I've had the pleasure of working with Aletsy for several years now, and have admired her passion for animals. Her LOVE for them is apparent as soon as soon a... (more)"

5. Erika

Masters student & dog best friend

Lake View, Chicago , IL, 60657

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

"Erika is a responsible, kind, and attentive dog-loving individual. She makes sure that the dog's needs are being met (food, water, walked, comfort level) and... (more)"

6. Devin

Active & friendly dog lover!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

"Devin dogsat my Havanese Georgie while I was out of town last year. He adored her! Devin is responsible and reliable and is definitely my #1 favorite dog sit... (more)"

7. Derry

PreK Teacher with a love for dogs!

Lincoln Park, Chicago, IL, 60614

House Sitting, Dog Walking

2 repeat clients

"Derry did a fantastic job with Uma. Uma has a tendency to be weary of new people, especially males but Derry was very patient with her and earned her trust ... (more)"

8. Kiah

Reliable love for your furry family

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

About: Active yogi and meditator, I can give your pup the run around or just a day of snuggles on the couch! I'm always on the hunt for parks to teach in,... (more)

9. Catherine

Patient & trustworthy animal lover!

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"This was our first time hiring a pet sitter and Catherine was amazing! Both animals were well taken care and we could not be more pleased! Will definitely be... (more)"

10. Crystal

Loves all animals

Bridgeport, chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"I could not have asked for a better sitter than Crystal. She came over prior to the start of service to meet my dog and I could tell at once that she was tru... (more)"

11. Sabrina

Loving life, but loving dogs more!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Sabrina really helped us out when we were in a bind. She was prompt and extremely friendly. Jordy loved his time with her and can't wait for his next play da... (more)"

12. Jac

Loving and Experienced Pet Sitter

Bridgeport, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Jac did a Sunday to Wednesday home stay with Claudia. I appreciate the quick texts and pictures, thank you! I would recommend Jac to anyone and will certainl... (more)"

13. Sarah

Will show your pup so much love!!!!

Bridgeport, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Sarah is a loving, enthusiastic dog caregiver who I have trusted with my beloved French Bulldog, Pablo several times in the past. She is very responsible an... (more)"

14. David

Enthusiastic animal caretaker

West Town, Chicago , IL, 60622

Dog Boarding, House Sitting, Dog Walking

1 repeat client

"David was great with our Niko who received lots of pets and even a walk to the dog park! We will definitely use David again and we're pleased with his care o... (more)"

15. Edilberto

Passionate Pet Care Provider

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

"Edilberto or Eddie has helped me with my cats when I used to travel he would play with them. Give them love as if they were his own. He fed them cuddled them... (more)"

16. Andrew

Dog buddy!

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Andrew stayed with my Boxer, Maya, two weekends in a row and both were very last minute requests. He was very accommodating with my always busy schedule and ... (more)"

17. Penelope

Loving dogs more than anything

Lower West Side, Chicago, IL, 60608

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

5 repeat clients

"Penelope has fast become our go-to dog sitter. She has a great, patient, calming approach with dogs that is especially important with little, skittish ones,... (more)"

18. Hailey

I catch the eyes of your dogs!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"We've never had sitter stay at our apartment however wanted Hank to be able to stay within his current environment and didn't want the hassle of taking him/p... (more)"

19. Payal

West Town Pet Sitter

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

"Payal was fantastic! Our dog can be anxious when we are away and she did a great job comforting her. She was great with checking in too. She will be the fir... (more)"

20. Emily

Graduate student and dog lover

Near West Side, Chicago , IL, 60607

House Sitting

"Emily is a very good friend of mine and has been dog sitting for me for about 8 years. She is a very reliable and hard working woman, who has a passion for ... (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.