House Sitting in Forest Glen, Chicago

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

1. Maddie

BIG or small I LOVE them all!

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"Maddie was a god send! She was wonderful with our cranky barky bossy dachshund. She was also very flexible when my husband’s hospital stay turned out to be... (more)"

2. Katherine

Animal & Outdoors Lover!

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"We are always a little apprehensive leaving our boys and of course our house in the hands of someone you don’t know. Let’s put it this way Katherine put us a... (more)"

3. 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)"

4. Jacqueline

Dog Lover and Fetch Extraordinaire!

Rogers Park, Chicago, IL, 60626

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"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)"

5. Michael

Let’s hang, play, or go for a walk!

Norwood Park, Chicago, IL, 60631

House Sitting, Drop-In Visits, Dog Walking

"We have worked with Mike over a year for daily walks for our high energy lab puppy, Pete. We couldn’t have been happier. Mike was wonderful with Pete, very p... (more)"

6. Maggie

I Love Long Walks!

West Ridge, Chicago, IL, 60645

House Sitting, Drop-In Visits, Dog Walking

"Maggie house-sat and puppy-sat my dog for an entire week while I was out of town. She's detail-oriented, prepared both fresh and dried food on schedule per m... (more)"

7. Eleanor

Dogs love me, I can play for hours

Lincoln Square, Chicago, IL, 60640

Dog Boarding, House Sitting, Drop-In Visits

2 repeat clients

"Eleanor is the best! Zoey had such a good night with her and we can’t wait to book her again! (more)"

8. Marketa

I will walk/run with your dog!

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

"Marketa is fantastic with dogs. You can tell right away that she genuinely cares about your pet, and will ensure your pet is taken care of while you are gone... (more)"

9. Gabriella

I’ll play with your dog nonstop fun

Avondale, chicago, IL, 60625

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

"Gabriella has been caring for my Bruno since he’s been a puppy (9-10 months). She’s done such a wonderful job, considering he’s still a handful and full of p... (more)"

10. Maureen

Compassionate and Reliable!

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

"Mauren has a passion for animals and a huge heart. I’ve had the pleasure of working beside Maureen in both a caretaking and medical role and she has always e... (more)"

11. Jenn

Puppy cuddles are the best!

Avondale, Chicago, IL, 60618

Dog Boarding, House Sitting

"My pup LOVES Jenn! She is a natural dog person, and he can tell. I never have concerns when leaving my dog with Jenn. She's active and he benefits from long ... (more)"

12. Marissa

Cuddle Buddy & Playmate For Pups!

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Absolutely incredible! Marissa was nothing short of amazing! She went above and beyond with my fur babies! She gave my dog a bath and cut his and my cat’s na... (more)"

13. Amy

Dogs are like family! We love walks

Portage Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Amy is amazing. She always takes care of my dog. I completely trust her and know that my dog will be well cared for when in Amy's care. I can't say enough ... (more)"

14. Hannah

Experienced pet owner and dog lover

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Hannah was great with my two dogs!! She is super easy to communicate with, as well as flexible to schedule things with. I felt really comfortable having her ... (more)"

15. Diana

I love animals unconditionally!

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

"Diana is so great! My dog has Addison's disease and Diabetes so her medication is very important... Diana always gave Toad her medicine, I never had to worry... (more)"

16. Sarah

Wag whisperer

Skokie, IL, 60077

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"We were happy that Sarah was able to make a last minute commitment to watching our dogs. She even found time in her busy schedule to come meet them before w... (more)"

17. Nancy

I'll jog with your dog

Jefferson Park, Chicago, IL, 60630

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Nancy is incredible! So kind and loving with my dogs, they are sad when she leaves... if you want someone to take care of your fur babies as well as you woul... (more)"

18. Amanda

Love pets!!! Large fenced Yard

Skokie, IL, 60077

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

About: I have tons of experience!!! I also have a Siberian husky of my own whom is almost 3!! I have 2 older cats!!! I enjoy spending time with all pets I... (more)

19. Eileen

Fenced in yard/will run with dog

Norwood Park, Chicago, IL, 60646

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

About: I have always had dogs growing up. I recently helped train my moms puppy, and a year ago got my first dog as an adult. I love caring and playing wi... (more)

20. Krystina

Dog loving student/marathon runner

Jefferson Park, Chicago, IL, 60646

House Sitting, Drop-In Visits, Dog Walking

"Krystina was awesome!!! I couldn't have wished for someone better to take care of my 5-month old puppy. She would play with him all day and take him twice a ... (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.