House Sitting in Armour Square, 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. Karolina

Karo the Dog Whispererâ„¢

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Karolina was amazing! We had some totally unexpected and very annoying apartment maintenance work done during Karolina's stay-- our floors had to be almost c... (more)"

2. Payal

West Town Pet Sitter

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"Payal watched Nico for us while i was out of town for the day. Needless to say, she did a great job and pretty sure Nico had an awesome time! Payal was ... (more)"

3. Courtney

Full Availability on Weekends

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

"I have seen Courtney's genuine love and care for animals firsthand. She treats her dog, Jack, and his wellbeing with the upmost importance and concern. She i... (more)"

4. Alison

Your dog needs a walking partner

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"Alison has a big heart for dogs and animals. She will go out of her way to make sure any animal is taken care of and looked after. Alison took care of my dog... (more)"

5. Anita

Goals: Meet as many dogs in life

Bridgeport, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

"Anita has a lot of experience caring for animals, having been a dog sitter during her college years. I have first handedly seen the way that Anita cares deep... (more)"

6. Catherine

Patient & trustworthy animal lover!

Near West Side, Chicago, IL, 60607

House Sitting, Dog Walking

6 repeat clients

"Catherine did an exceptional job dog sitting. I came home to a happy dog and my house in the same condition I left it in. Thank you so much!! (more)"

7. Edilberto

Passionate Pet Care Provider

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"I have used Eddie several times now for overnight stays at my place and will continue to book him in the future. A few of the highlights as to why: 1. I ... (more)"

8. Deepti

A fun & active home away from home

Near West Side, Chicago, IL, 60607

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

9 repeat clients

About: Hi! I'm Deepti, a dog enthusiast, and loving pet sitter :) If your dog likes to play ball, go for long walks, and get lots of rubs and pets, th... (more)

9. Jessica

The Best Therapists Have Fur!

Near West Side, Chicago, IL, 60612

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

"I am a parent of a 6 year old miniature dachshund. True to their nature, he can be very territorial when he encounters a new person, especially in our home. ... (more)"

10. Brittany

My first brother was a Maltese...

Bridgeport, Chicago, IL, 60608

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

"Brittany was great to work with! She responded quickly and was quick to come by for a meet and greet before watching my dog. I can tell her and my dog Cook... (more)"

11. Kat

Quality care for our fur babies

Lower West Side, Chicago, IL, 60608

House Sitting

"Kat has been the best dog sitter I have came across. It is most important for me to find a trustworthy, responsible and friendly person, and Kat is exactly t... (more)"

12. YONGLE

South loop dog lover

Loop, Chicago, IL, 60605

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

16 repeat clients

About: Hi, My name is Yongle. I am a South loop resident and am living in one of the dog-friendly high rise buildings. I am currently studying at Loyola U... (more)

13. Collin

Gentle Soul, Love Animals, Reliable

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Collin was fantastic. Super professional, communicative, and very caring. Lulu and Bolt loved him. I felt very comfortable and confident that my pups were in... (more)"

14. Frances

Compassionate, Fun Loving & Active

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Frances was great with my two crazy dogs!! This was my first time using Rover and Frances stayed in my house to watch my two big and rambunctious dogs. It i... (more)"

15. Eleanor

Because it really is my pleasure :)

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Eleanor is the best!!! I have never been so at ease leaving my dog with anyone until Eleanor came into the picture. I received daily updates and pictures w... (more)"

16. Liz

Flat rate for any number of pets!

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits

2 repeat clients

"First off, just want to say how much we appreciate Liz being available on such short notice and for a holiday weekend!! My bf and I decided to try and make a... (more)"

17. Sandra

Full time dog lover!

Lower West Side, Chicgao, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Sandra treats my pets like her own. She is always there on time, and makes sure to stay as long as need be for my pets' happiness. She makes sure to write th... (more)"

18. Penelope

Loving dogs more than anything

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

20 repeat clients

"Penelope was amazing! Terrific communication throughout her stay and even sent tons of pictures of our little pup. Our dachshund does not like to walk withou... (more)"

19. Imani

College student who loves dogs!!

Lower West Side, CHICAGO, IL, 60608

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

1 repeat client

"Imani exceeded expectations. Marlowe was indeed sad to see her go. She was extremely attentive to Marlowe's needs and went above and beyond. This was the lon... (more)"

20. Crystal

Loves all animals

Bridgeport, chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Crystals was great. Very responsive when communicating. Very reliable and professional. And Sassy loved her! We hate to leave town, but it's nice to know tha... (more)"

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Learn About Premier

With over 140,000 pet and house sitters on Rover.com, you can easily find house sitting near you.

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.