House Sitting in Rogers Park, Chicago

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

1. Fiona

Animal lover!

Lake View, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

"Fiona was great with Mack! He can be difficult at times but felt incredibly comfortable with Fiona right away. She stayed at our place while we were away,... (more)"

Available this weekend
2. Meggie

There's Always a Treat In My Pocket

Edgewater, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

About: Animals have been an absolute passion of mine since I was a child. I grew up in a household full of them: four cats, a dog, and a carousel of horse... (more)

3. Andrew

Experienced Dog's Best Friend!

Uptown, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

21 repeat clients

"Andrew has always been fantastic to work with. Very accommodating and thoughtful when scheduling around my travel hours. Communicates promptly whenever a que... (more)"

4. Kelly

Responsible caring reliable

Albany Park, Chicago, IL, 60625

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

About: Because I myself am a dog owner as well for years have taken care of my roommates' dogs and family members and friends dogs. I care about the well ... (more)

Confirmed Easter Weekend Availability
5. Fabienne

:) Snuggled Up, Happy & Healthy !

Rogers Park, chicago, IL, 60626

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

1 repeat client

"Fabienne was awesome! She was reliable and responsible with regards to dog sitting for our two pups. As someone new to Rover and especially having someone no... (more)"

6. Felipe

Dogs best Friend

Edgewater, Chicago, IL, 60626

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

4 repeat clients

"I can't say enough great things about Felipe. He was totally responsible, communicative with me about my dog, Mateo, while I was away, a great houseguest who... (more)"

Confirmed Easter Weekend Availability
7. Christopher

Animal Lover

Rogers Park, Chicago, IL, 60626

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Chris was absolutely incredible. Our dogs loved him, he took amazing care of them, and was in regular contact with us throughout the stay. He was willing w... (more)"

8. Sarah

Dog Lover with Flexible Schedule

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Sarah was fantastic, super responsible, and a great communicator. Poppy had SUCH a good time with her. Sarah also sent adorable pics and videos so I knew Po... (more)"

9. Grace

Friendly, upbeat art student!

Uptown, Chicago, IL, 60640

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

"Grace is amazing with animals and so trusted with my dog Linus and Patience. These dogs are a bit "special" and can be naughty and a little high maintenance... (more)"

10. Madison

Furry friends are my whole life

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"I would let Madison stay in my home with my dogs any type me. They were happy and calm. No stress as with previous sitters and kennels. She is a lovely person (more)"

11. Anthony

Passion and care are number one

Rogers Park, Chicago, IL, 60626

House Sitting, Drop-In Visits, Dog Walking

"Anthony was incredibly attentive and communicative during his stay with our dog, Piper. He sent over a bunch of pictures and did a great job with the dog! Ca... (more)"

12. Tamara

Friendly and Attentive Animal Lover

Albany Park, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"What can I say? Tamara was amazing. She provided detailed daily summaries of what my pup was up to, where they went, what they did, how he ate, bathroom habi... (more)"

13. Michael

Dog Lover without a Dog

Uptown, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

"Michael is a Physicians Assistant student, army (medic) veteran, and an avid dog lover. Growing up michael's family had a lab/pit mix and two Pekingese. He's... (more)"

14. Danielle

I make keeping your dog happy easy.

Rogers Park, Chicago, IL, 60626

House Sitting, Drop-In Visits, Dog Walking

"We absolutely loved Danielle and are so happy that we chose her to house sit our dog ,Picasso. She was very easy to talk to and keep in contact with while we... (more)"

15. Erica

DogLoving home with large backyard

Lincoln Square, Chicago , IL, 60625

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

5 repeat clients

"Erica is awesome! I will definitely hire her again! (more)"

16. Jenna

Dependable and enthusiastic!

Rogers Park, Chicago, IL, 60626

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Jenna was phenomenal! She came over for a meet and greet with my pup beforehand and it was very clear she is a nurturing, attentive, responsible dog lover! S... (more)"

17. Choyce

Can't Wait To Meet Your Best Friend

Uptown, Chicago, IL, 60640

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

"Definitely recommend. She will take very great and lovely care or your miraculous pet. If you're looking for someone responsible, definitely pick her. You wo... (more)"

18. Margaret

Animals are family members

Uptown, Chicago , IL, 60640

House Sitting, Drop-In Visits, Dog Walking

"Maggie was a lifesaver, as our previous sitter had plans change for the holidays. She came to our rescue and was happy to sit both our German Shepherd and Au... (more)"

19. Danielle

Doggy Love Catcher

Rogers Park, Chicago, IL, 60626

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

About: I have Giovanni my black lab mix in my care for over 10 years. We have traveled the world together and he is my best friend. We recently added a me... (more)

20. Lauren

Any and all dogs!

Edgewater, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Lauren was wonderful! Lola loved her, and we loved receiving the daily updates and pictures while we were away. Once we returned, our place was clean and we ... (more)"

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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.

Want to be added to this list of sitters in Chicago? Become a pet sitter or dog walker on Rover.

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.