House Sitting in Englewood, Chicago

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

1. Collin

Gentle Soul, Love Animals, Reliable

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Collin is my first experience with Rover and I couldn't be more pleased. Using Rover came with short notice and I worried that would create a problem. Coll... (more)"

Available this weekend
2. Danielle

Providing and prioritizing your dog

Chicago Lawn, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

"Danielle, by far, has one of the greatest dispositions when it comes to working with pets. Being a pet owner, herself, she comes with the love, patience an... (more)"

3. Gabrielle

Pup-loving Medical Student.

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

"Gabrielle is great with dogs! I have a terrier who is very difficult (barks, not completely house-trained, very hostile with other dogs), and Gabrielle has h... (more)"

4. Sidney

Experienced & Active Dog Enthusiast

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Sidney was amazing with my 4 month old Husky puppy! She stayed with her all day, took her for walks and sent me pictures throughout the day. She even left no... (more)"

5. Penelope

Loving dogs more than anything

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

16 repeat clients

"Penelope took great care of Britney- she sent updates and photos which were much appreciated. My apartment was left spotless, I will definitely use her again! (more)"

6. Megan

Pets are my life! I love them!

Chicago Lawn, Chicago, IL, 60629

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Megan is a natural with dogs. Both my dogs took an immediate liking in her which always tells me a lot. She went out of her way to accommodate them when we ... (more)"

7. Crystal

Loves all animals

Bridgeport, chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

2 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)"

8. Allison

Certified Veterinary Technician

Bridgeport, Chicago, IL, 60609

House Sitting, Drop-In Visits

4 repeat clients

"Allison is hands down the best pet sitter! We had her stay in our home over a long weekend with our two senior pups. She provided excellent communication and... (more)"

9. Samantha

Your dogs vacation spot!

Gage Park, Chicago , IL, 60632

Dog Boarding, House Sitting

3 repeat clients

"We were very pleased with Samantha. Very professional, responsive and took good care of our dog and cat. Would definitely use this service again and would re... (more)"

10. Myk'La

Energetic, artsy, happy and caring

Chatham, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

"Myk'La is a awesome person and some one i'd highly recommended for the Dog Caregiver position.She posess a high spirit personality along with an outgoing and... (more)"

11. Rebba

Dog Lover in Hyde Park

Hyde Park, Chicago, IL, 60615

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

"Rebba is incredibly compassionate and loving with dogs. She genuinely cares for them and showed great kindness and care for my late dog. Your dog will be i... (more)"

12. Alexandra

Loving sitter in the city.

Bridgeport, Chgo, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

18 repeat clients

"Lexy was great! She is friendly and very sweet. She sent us updates and our pets enjoyed their time with her. We would love to have her back soon! (more)"

13. Hayley

Flexible, reliable, and available!

Bridgeport, Chicago , IL, 60608

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"My wife and needed some help with our pooches when we were in the hospital welcoming our daughter. Hayley met us the night before my wife went to labor, and ... (more)"

14. Brittany

Force-Free and Fun!

Bridgeport, Chicago, IL, 60608

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

8 repeat clients

"We LOVE Brittany! She took care of Miko with a lot of love and care while were out on a 14 day trip. She stayed in our house, took care of Miko and our home.... (more)"

15. Zoe

Experienced and enthusiastic

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"Zoe Richters has lovingly cared for my two dogs on many occasions while my family and I have gone on vacation over the past 5 years. She is completely relia... (more)"

16. Emma

PhD in dog walking & cat cuddling

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Emma is amazing! Babs absolutely loved her, and she sent me lots of pictures and updates. She followed my instructions exactly and she left the house cleaner... (more)"

17. Ida

A home away from home

Bridgeport, Chicago, IL, 60609

Dog Boarding, House Sitting

2 repeat clients

"Ida responded to my post on the internet very quickly and professionally when I needed a last minute dog-sitter. Ida agreed to take care of my sweet old corg... (more)"

18. Mikayla

Energetic dog-lover

Woodlawn, Chicago, IL, 60637

Dog Boarding, House Sitting, Dog Walking

"Mikayla loves animals, especially dogs. Her fun and cheerful nature attracts dogs to her, and they form an inseparable bond. I couldn't think of a better job... (more)"

19. Dominique

Love given, Love needed, Love dogs!

Hyde Park, Chicago, IL, 60615

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

"I've only known Dominique a few years but before my Lily passed on she was always great with her. I've never actually PAID her to watch Lily but she loved Do... (more)"

20. Billie

Experience, love and care

Grand Boulevard, Chicago , IL, 60653

House Sitting, Drop-In Visits, Dog Walking

About: I am a client care coordinator at a well established veterinary practice. In addition to working with dogs and cats on a daily basis, I have had pe... (more)

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Learn About Premier

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.

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.