House Sitting in Rogers Park, Chicago

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

Available this weekend
1. Jacqueline

Dog Lover and Fetch Extraordinaire!

Rogers Park, Chicago, IL, 60626

House Sitting, Drop-In Visits, Dog Walking

"Jacqueline was great. My dog is a huge pup and she was undaunted. And my dog *loved* her and didn’t mind our leaving at all! (more)"

2. Meredith

Your Best Friend's Best Friend

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Meredith was the best dog sitter that I could ever ask for. She was able to watch our puppy at last minute notice after we found out we could not board him b... (more)"

3. Alexandra

Full Time Pet Care Provider

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

23 repeat clients

"Alex was flexible and able to help when we needed her, she was quick to respond and updated is about our dog frequently. She is wonderful and I'll continue t... (more)"

4. Amy

Energetic dog and cat buddy

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Amy was great! She took care of our blind pug over Thanksgiving and sent us updates throughout the long weekend. When we returned, our house was clean and th... (more)"

5. Rebecca

Bubbly animal lover/college student

Uptown, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Rebecca was amazing with my two difficult dogs. She provided regular updates with pictures and the girls always seemed well tuckered out. I was a little ne... (more)"

6. Marissa

Cuddle Buddy & Playmate For Pups!

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"I can't begin to say enough great things about our experience with Marissa. When we first began looking for a dog sitter we had only been in Chicago less tha... (more)"

Available this weekend
7. Leah

Loving pet care is here!

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"We've never left our dogs before with someone other than family members, and so we were a little apprehensive about using Rover or any dog sitter; however, L... (more)"

8. Lauren

Runner with dog handling expertise

Uptown, Chicago, IL, 60640

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

"Lauren was fantastic. She came and met the dogs about two weeks beforehand and they got along well. She was also very accommodating and flexible when my depa... (more)"

Confirmed President's Day Availability
9. Sarah

Sarah & Kiser's Pet Services

Rogers Park, Chicago, IL, 60626

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

6 repeat clients

"Sarah was fantastic with Windsor. We are always nervous to leave him behind but he was in great hands! Thank you! (more)"

10. Andrew

Experienced Dog's Best Friend!

Uptown, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

27 repeat clients

"Andrew was a great dog sitter for our dog, Molly! He was very easy to work with and we appreciated his help. Andrew was readily available for a meet-and-gr... (more)"

Confirmed President's Day Availability
11. Tom

30 years of experience w dogs/cats

Evanston, IL, 60202

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Tom was great! He stayed over at our home for 2 1/2 days with our 15 year old kitty and 2 year old golden doodle. He sent many photos of our pup enjoying him... (more)"

12. Chetara

Loving pet mom available!

Rogers Park, Chicago , IL, 60626

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Chetara was absolutely great. Our normal sitter had to back out at the last second before an eight day trip. Obviously we were stressed because our fur babie... (more)"

13. Maddie

BIG or small I LOVE them all!

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"Maddie did an amazing job of caring for our two dogs. She provided overnight care for a German Shepherd and Husky puppy. She was able to handle the different... (more)"

14. Alyssa

I'll treat your pup like a rockstar

Uptown, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Alyssa was wonderful and I would highly recommend her to anyone looking for someone compassionate and responsible to take care of their fur-babies! One of th... (more)"

Available this weekend
15. Chase

Second Generation Dog Carer!

Evanston, IL, 60201

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"We absolutely LOVED having Chase watch our two cats for a week while on vacation. Daily pics and updates were so appreciated. You can tell Chase is such an a... (more)"

16. Tori

Flexible schedule-dog lover!

Lincoln Square, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Tori was amazing with our 5 month old puppy. She valued our ways of training and even encouraged Dexter to continue training while we were away! Also we love... (more)"

17. Marina

Former Vet Tech - loves to play/run

West Ridge, Chicago, IL, 60645

House Sitting, Drop-In Visits, Dog Walking

"I cannot say enough good things about Marina's stay with Toby. Toby liked her immediately, and she was very knowlegeable about his medical issues (she was ... (more)"

18. Megan

Give Your BFF the Best Day Ever

Rogers Park, Chicago, IL, 60626

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Megan took great care of our little guys while we were away! She really helped out when our dogsitter had a family emergency and had to leave town. Rover rea... (more)"

19. Hannah

Musician, athlete, dog lover

Rogers Park, Chicago, IL, 60626

House Sitting, Drop-In Visits, Dog Walking

"Hannah was AWESOME!! I absolutely recommend her. We called on her at the last minute to watch our dog Misha. She was able to work the entire weekend at las... (more)"

20. Meredith

Experienced dog sitter/owner

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Meredith was great and did so well with my furbabies! I've only been in Chicago for two weeks, so going out of town and leaving my dogs so soon after a move ... (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.