House Sitting in Irving Park, Chicago

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

Confirmed Memorial day Availability
1. Cassie

Loving Energy Healing

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Cassie was an awesome sitter. So friendly and always on time and communicated well. You can tell she loves animals. Also, she takes some great photos which i... (more)"

Confirmed Memorial day Availability
2. Robin

Animal Lover Supreme. Spoil Rotten

Austin, Chicago, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

16 repeat clients

"Robin has house sit my dogs several times. My husband and I went on vacation earlier this week and she watched my dogs for 3 nights. She sends daily updates... (more)"

3. Arianna

The best care for your best friend!

Montclare, Chicago, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Arianna is fantastic! This was the second time she watched Lola, she was so thorough with her notes I feel like I was there with her the whole time. Lola's f... (more)"

4. Lindsay

Trustworthy, reliable pet-sitter

Humboldt Park, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Lindsay responded to our request within minutes. She also accommodated our needs to house sit with our 3 dogs on VERY SHORT notice which we were very appreci... (more)"

5. Leah

Loving pet care is here!

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"Leah was excellent. Took time to visit prior to the time she would be watching my dog and asked all about his habits, preferences, behavior, etc. Spent tim... (more)"

6. Sooze

Flexible schedule; Love fetch

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Sooze stayed with Wilson for 5 nights. She sent us great photo updates throughout her stay which is such a treat. She's timely and prompt in her corresponden... (more)"

Confirmed Memorial day Availability
7. Karen

Home Full-Time - Love Dogs

Lake View, Chicago, IL, 60613

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

1 repeat client

"Karen has been my friend for over 12 years and I am so pleased to have her as my friend she’s a delightful person and his high morals and is definitely trust... (more)"

Confirmed Memorial day Availability
8. Marketa

I will walk/run with your dog!

Irving Park, Chicago, IL, 60618

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

5 repeat clients

"Thank you so much!! (more)"

Confirmed Memorial day Availability
9. Jake

Active Bucktown walker & sitter

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Jake was great with our little high-strung min pin. She had so much fun that she cried when he left. He sent many pictures and updates throughout the evenin... (more)"

10. Autumn

Vet Assistant in Training

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits

20 repeat clients

"Autumn is great with my pup, who is a rescue and needs some extra comfort getting to know people. She gets very nervous and territorial at my place until she... (more)"

11. Cynthia

Dog & Cat Lover / Maybe Whisperer

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

23 repeat clients

"Cynthia is my new dog walker. Dolly loved her. She sent me multiple pics and videos AND she was just so so so attentive and communicative. I cannot recommend... (more)"

12. Amy

Dogs are like family! We love walks

Portage Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"I have used Amy in the past and she always treats my furbaby like her own...I never have to worry about Porsche and she always sends me the cutest pictures! ... (more)"

13. Morgan

Available 7 Days A Week!!

North Center, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Morgan was wonderful with our energetic dog during a weekend stay. We can home to a happy doggy and a well-respected home. We got lots of updates while we we... (more)"

14. Tara

Walking companion needed

Avondale, Chicago, IL, 60618

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

1 repeat client

"Tara was our first experience with Rover and she didn't disappoint! She worked with us to schedule a last minute house sitting over the holiday, responding t... (more)"

15. Ashley

Trustworthy experienced caregiver

Lincoln Square, Chicago, IL, 60625

Dog Boarding, House Sitting

13 repeat clients

"Ashley did SUCH an incredible job looking after our dog and cat (Nella and simba) for the 9 days we were gone. It was so hard to leave our furry loved ones f... (more)"

16. Elena

Make your dog feel like a pup again

North Park, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

"Elena is awesome! She stayed in our home for the weekend with our crazy and super energetic pitbull mix boy, Bear. Elena communicated constantly and sent pic... (more)"

17. Sydni

Your Dog's Favorite Sitter

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"Sydni is literally the best pet sitter ever. She is super professional, prompt, proactive, and every other awesome adjective that starts with P! Our dog an... (more)"

18. Marissa

Cuddle Buddy & Playmate For Pups!

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"We had a fantastic experience with Marissa and our dog loved her! Marissa stayed at our house for one week while we were traveling out of town. She promptly ... (more)"

Available this weekend
19. Lee

Hey! Need a hand?

Albany Park, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

"Let me start off by saying what a great opportunity this is for me to share all the relevant attributes that Lee has that makes Lee such a qualified person f... (more)"

20. Hannah

Experienced pet owner and dog lover

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Hannah was great with my two dogs!! She is super easy to communicate with, as well as flexible to schedule things with. I felt really comfortable having her ... (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 eviews from pet owners who have used Rover.