House Sitting in Lincoln Square, 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 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)"

Available this weekend
2. 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)"

3. Marissa

Cuddle Buddy & Playmate For Pups!

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"This was our first time ever using a a professional pet sitter and we couldn't have asked for a more positive experience. Marissa diminished all the stress ... (more)"

Confirmed President's Day Availability
4. Hannah

Experienced pet owner and dog lover

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

"Hannah was the perfect solution to my pet sitting needs! I was nervous about leaving my cat alone, after some recent health issues and food changes, but Hann... (more)"

5. 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)"

6. Tara

Walking companion needed

Avondale, Chicago, IL, 60618

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

"Tara was our first experience with Rover and she didn't disappoint! She worked with us to schedule a last minute house sitting over the holiday, responding t... (more)"

Available this weekend
7. Karen

Home Full-Time - Love Dogs

Lake View, Chicago, IL, 60613

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

"I have had the pleasure of knowing Karen Culver for nearly two decades both as a friend and neighbor. We have bonded over our love of dogs, and have care... (more)"

8. 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)"

9. Megan

Give Your BFF the Best Day Ever

Rogers Park, Chicago, IL, 60626

House Sitting, Drop-In Visits, Dog Walking

"She was absolutely incredible !! Jax (my dog) had a wonderful time with her and can't wait for her to come again!! Also, she kept me updated with pics and vi... (more)"

10. Molly

i'll run with your dog!

Edgewater, chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Molly is amazing, She took care of my two fur kids while we were in town. My dogs felt comfortable at her place and immediately felt at home. She's very thor... (more)"

11. Chloe

Professional dog + cat admirer

Uptown, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

53 repeat clients

"Chloe was amazing! Our cat warmed up to her right away, and I was totally at ease having her stay at our apartment for a week while we were gone. She provide... (more)"

Available this weekend
12. Leah

Loving pet care is here!

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Leah is a dog whisperer! I have a rescue terrier that is NOT friendly, and by day two Leah was sending me pictures of Nessie smiling! Leah is reliable and lo... (more)"

13. Holly

Love Dogs More Than (Most) Humans!

Uptown, Chicago, IL, 60640

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

"Holly has been watching my dog, Penny, for over a year and I cannot recommend her enough. She is responsible, caring, and reliable and I feel 100% comfortabl... (more)"

14. Jessica

Patient & Compassionate Care Taker

Lake View, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

28 repeat clients

"Jessica did a great job taking care of our two girls. Each of our dogs has their own quirks and Jessica made sure we were kept current with pictures and upda... (more)"

Confirmed President's Day Availability
15. Adelina

I'll play with your precious pooch!

Uptown, CHICAGO, IL, 60640

House Sitting, Drop-In Visits

"Adelina dog sat Everest at my place for four days. During the length of her service she kept open communication and checked in regularly. She also sent photo... (more)"

16. Lauren

Runner with dog handling expertise

Uptown, Chicago, IL, 60640

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

"Lauren was absolutely fantastic. She not only took amazing care of my pup, she also took amazing care of my house. Bubba was totally spoiled with walks, ru... (more)"

17. 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)"

18. Haley

Sweet and Loving Sitter/Walker

Lincoln Square, Chicago, IL, 60625

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

6 repeat clients

"Haley was fantastic while we were away! We got regular updates and pictures from our dog Gemma and the house was clean, tidy and well looked after on our ret... (more)"

19. Wynette

The WONDERS of WALKING WITH WYNETTE

Uptown, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

"To fellow animal lovers, It is with pleasure that I am writing to highly recommend Wynette Carmony as a most trusted pet sitter. I have known Wynette f... (more)"

20. Katy

Love dogs- have references!

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Katy was great with our dog, Murray. You can hire her for in-home stays without any reservations whatsoever. She was very attentive and sent us updates while... (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.