House Sitting in Washington Heights, 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.
Dismiss
1. Belicia

I LOVE to play with dogs all day!

Auburn Gresham, Chicago, IL, 60620

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Belicia was an amazing sitter who communicated with us often. She immediately put us at ease by sending us pictures, videos, details regarding every walk, et... (more)"

2. 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)"

3. Theresa

Huge Animal Lover

Burbank, IL, 60459

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I have known Theresa for many years. She has owned pets her entire life. Not just dogs, but also cats, guinea pigs, fish, rabbits, birds. She loves all anima... (more)"

4. Megan

Pets are my life! I love them!

Chicago Lawn, Chicago, IL, 60629

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

2 repeat clients

"Dogs were happy as clams when I got back from my weekend trip! (And maybe a bit disappointed that it was me instead of Megan that was coming home!) The house... (more)"

Confirmed Holiday Availability
5. Amy

I'll treat your dog like my own!!!!

oak lawn, IL, 60453

House Sitting, Drop-In Visits, Dog Walking

"Amy started sitting for me when I went on vacations. She is great. She send daily report cards and pics! Plus my dog is so much happier getting to stay at ho... (more)"

6. Vero

College Student Dog Sitter

Chicago Lawn, Chicago, IL, 60629

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Vero is amazing at providing all the attention, care and love a dog, or even a cat, needs. She is very responsible and will go out of her way to make sure an... (more)"

7. Danielle

Providing and prioritizing your dog

Chicago Lawn, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

"Danielle is a sweetheart and very caring. I've worked with her in the past and she is very reliable and dogs love her! There's been times when I needed some... (more)"

8. Brenna

Fenced yard, work part time close

Evergreen Park, IL, 60805

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

"Brenna did a wonderful job with my dog Reggie, he loves her! She is prompt and professional. I will definitely be calling her again. Thanks! :) (more)"

Confirmed Christmas Availability
9. Blaise

I'm a pure heart that loves dogs

Blue Island., IL, 60406

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"We were out of town all weekend and Blaise watched our two dogs and took such great care of them. One of our dogs was having stomach problems and Blaise took... (more)"

Confirmed New Years Availability
10. Jacqueline

Giving Dog Lovin' and Care

South Side, Chicago, IL, 60643

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

About: Greetings, I'm Jackie. I am dog lover with 2 years experience caring for dogs. Walking, sitting, playing, feeding and nursing- I do it. As of no... (more)

11. Shawn

I'll show your dog what love is.

Grand Crossing, Chicago, IL, 60637

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

1 repeat client

"Shantel has taken care of my dog for me before. Choosing her to take care of my dog was one of the best decisions I've ever made. She's really responsible an... (more)"

Confirmed Holiday Availability
12. Noreen

Loving and fun dog sitter!!

Beverly, Chicago, IL, 60643

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

40 repeat clients

"I love bringing my dog to Noreen! She is an energetic and compassionate dog lover. I know my dog is getting walked, fed, and cared for when she stays at Nore... (more)"

13. Rebecca

Work part time, home during the day

Mount Greenwood, Chicago, IL, 60655

House Sitting, Drop-In Visits, Dog Walking

"Knowing Rebecca her whole life, I have seen that she has a sincere love for all animals and a talent for gaining the trust from even the shyest furbaby. She... (more)"

14. Brittney

Animal Ecology Graduate!

West Englewood, Chicago, IL, 60636

House Sitting, Drop-In Visits, Dog Walking

"Brittney is a wonderful caregiver , she takes care very well , takes dre out for walks , give him food ,and something to drink,and make sure he doesn't have ... (more)"

15. Jetaime

Trail runs and lg fence yard

Auburn Gresham, Chicago, IL, 60620

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

1 repeat client
No Reviews Yet

About: I'm an Army veteran going to school full time with a 3yr old lab-mix and an elderly mini-poodle. Everyone in the house is very friendly AND trained... (more)

16. Geena

large yard and park across the road

Morgan Park, Chicago, IL, 60643

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

"I have known Geena for over 10 years and ever since she has always had a passion for animals. She is just as kind, loyal, and energetic as the animals she ca... (more)"

Confirmed Holiday Availability
17. Bridget

Compassionate animal lover

Morgan Park, Chicago, IL, 60655

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

" Bridget is one of the most loving and compassionate people I've ever met! She always puts others before herself.... Selfless! She must have acquired t... (more)"

18. Chloe

Certified Veterinary Assistant

Morgan Park, Chicago, IL, 60655

House Sitting, Drop-In Visits, Dog Walking

About: I have been a full-time dog mama to my own fur babies for 6 plus years, so I can assure you I will take care of your babies as if they were my own.... (more)

19. Shestin

Experienced Dog Sitter

Washington Heights, Normal, WA, 98443

House Sitting, Drop-In Visits, Dog Walking

About: I am an experienced pet sitter and would love to care your fur babies! I love and enjoy animals of all shapes and sizes. I have experience working ... (more)

20. Paul

Enclosed yard and near park

Morgan Park, Chicago, IL, 60643

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

"Paul has stolen my dogs hearts! They are excited, exhilarated and anxious to go with him which demonstrates the kindness and care he gives them when they are... (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.