House Sitting in Douglas, 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. Kat

Quality care for our fur babies

Lower West Side, Chicago, IL, 60608

House Sitting

"I was really drawn to Kat's relaxed and yet attentive attitude towards my dog and 3 cats. She was great about keeping me updated and sending pics everyday wh... (more)"

2. 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)"

3. Krystina

Happy Dogs, Happy Life

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

"This was the second time I had Krystina stay at my home with my dog Sophie. Everything went great and I don't think Sophie missed me that much :( Ha (more)"

4. Mikayla

Energetic dog-lover

Woodlawn, Chicago, IL, 60637

House Sitting, Dog Walking

1 repeat client

"Mikayla was great. Sparky had lots of fun with her, we could tell. Mikayla shared pictures which we appreciated. We will use Mikayla again. (more)"

5. Karolina

Karo the Dog Whispererâ„¢

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

10 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)"

6. Catherine

Patient & trustworthy animal lover!

Near West Side, Chicago, IL, 60607

House Sitting, Dog Walking

6 repeat clients

"We used Catherine for a second time and she was exceptional! She was very flexible, arriving early for a morning walk and staying late because our flight wa... (more)"

7. Eleanor

Because it really is my pleasure :)

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Eleanor did a great job watching Buddha and my home while away on business. She was very communicative and sent a bunch of pictures along with her texts. I t... (more)"

8. 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)"

9. 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)"

10. 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)

11. Braidy

Staycation for Fido

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits

5 repeat clients

"Bella had a blast with Braidy!! Thank you, Braidy so much for all the special attention you gave her! Bella looks forward to another vacay with you soon!! (more)"

12. 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)"

13. Allison

Certified Veterinary Technician

Bridgeport, Chicago, IL, 60609

House Sitting, Drop-In Visits

5 repeat clients

"Allison was an excellent sitter. She was very responsive, proactive, and dependable. She also handled 2 difficult dogs very well. Would highly recommend her ... (more)"

14. Anita

Goal in Life: Play with Dogs

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)"

15. Deepan

Compassionate care from experience.

Lower West Side, Chicago, IL, 60623

House Sitting, Drop-In Visits, Dog Walking

"Deepan was a wonderful sitter for my senior Great Dane. I could tell at the meet and greet that he was a great guy with wonderful energy. Max could too. I as... (more)"

16. 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)"

17. Kathryn

Every dog must have his day!

Kenwood, Chicago, IL, 60653

House Sitting, Drop-In Visits, Dog Walking

"Kathryn is an excellent, responsible, and caring sitter! She took care of my high-maintenance and very energetic border collie/pointer/lab/hound mix for a we... (more)"

18. Taylor

Your dog's new best friend!

Loop, Chicago, IL, 60605

House Sitting, Doggy Day Care, Dog Walking

1 repeat client

"Taylor was great with Mocha! She gave numerous updates throughout her stay and left our condo just as she found it. Our puppy was very sleepy from all the ... (more)"

19. Crystal

Loves all animals

Bridgeport, chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

3 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)"

20. Audrey

Dogs are my life!

Bridgeport, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

"Audrey was awesome with my two boys. She took the time to come meet me and them before scheduling her stay. She asked really great questions and cared a lot ... (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.