House Sitting in Lincoln Square, Chicago

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

1. Alexandria

Pup Adventures with Alex

North Side, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

14 repeat clients

"Alex is fantastic! This was our first experience leaving our pup (still a young guy) while we went out of town for a few days. From our first meeting with Al... (more)"

2. Tom

Have Cuddles, Will Travel!

Logan Square, Chicago, IL, 60647

House Sitting

21 repeat clients

"Tom is fantastic! I have 4 (yes 4) senior dogs ranging from 13 to 85 pounds. Each dog has its own personality quirks and quips, nice way of saying they can b... (more)"

3. Rose

Formerly of Karma Dog Training :)

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Rose stayed at our home with our puppy and an older dog, she was very responsive and caring towards our dogs. Our dogs got the perfect amount of care and ac... (more)"

4. Meggie

There's Always a Treat In My Pocket

Edgewater, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

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)

5. Amy

Dog lover looking to help!

Logan Square, Chicago, IL, 60647

House Sitting

11 repeat clients

"Amy was great! We were only gone one night but she provided a text message update with photo and left a detailed note about her visit. Felt very comfortable ... (more)"

6. Chris

Responsible, Caring Dog Walker

North Side, Chicago, IL, 60645

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

6 repeat clients

"Chris was fantastic. She was very thorough with keeping our dog on his schedule and followed instructions to a 'T'. We had absolutely no issues. We had compl... (more)"

7. Meredith

Experienced dog sitter/owner

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Meredith was a considerate and gracious caretaker for Betty. She was responsive and helpful. Her questions and actions showed that she cared about taking g... (more)"

8. Nancy

Your dog's best friend!

Lake View, CHICAGO, IL, 60657

Dog Boarding, House Sitting, Drop-In Visits

1 repeat client

"This was my first time using Rover for a sitter, and it could not have been more perfect. Nancy is AMAZING. We met up for meet-and-greet a few weeks before... (more)"

9. Nicole

skilled Vet. Tech and Petsitter

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Nicole is awesome! I highly recommend her house sitting services. I came home from my trip and while my Zoe was happy to see me she immediately started look... (more)"

10. Sabrina

Your Dog's Best Friend

North Side, Chicago, IL, 60613

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

11 repeat clients

"Sabrina is fantastic with dogs. She took care of our 2 dogs with great care and updated us with great pictures. We appreciate her very much and will be usi... (more)"

11. Felicity

Dog loving college student!

Edgewater, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

"Felicity was so loving and caring with Jacko. She kept up informed and sent pics everyday. Usually when we come back after leaving Jacko for a couple of days... (more)"

12. Tarah

A good friend for your best friend

Ravenswood, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Tarah was terrific! I was a little anxious about leaving Samson with someone knew while I took a trip out of town. Tarah was super communicative when we co... (more)"

13. Ryan

Dogs make the World go around...

Rogers Park, chicago, IL, 60626

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Ryan is awesome. So easy to work with on scheduling. I always feel like he's just got everything under control. I have two dogs - one is older and super chil... (more)"

14. Megan

Reliable, Respectful, Responsive

Uptown, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

22 repeat clients

"Debra is wonderful! I'm so thankful I found her and Meg. I have new puppies and was pretty stressed about finding someone to care for them when I am at work.... (more)"

15. Anna

Dog lover with years of experience!

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Anna was incredible!! My pup was well taken care of while I was away, and I got daily pictures :) she even contacted my landlord about a leaky sink and took ... (more)"

16. Jaime

I love dogs

North Side, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"We cannot express enough how wonderful Jamie was with our two dogs. Blaze was ill over the weekend, Jamie was in constant communication until we got the issu... (more)"

Available this weekend
17. Lindsay

Energetic dog lover

Lake View, Chicago, IL, 60613

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

1 repeat client
No Reviews Yet

About: Heyo! I am a responsible young professional with a love for dogs. Currently I am studying for exams and have a lot of time on my hands. I grew up s... (more)

18. Stella

I already love your dog

Uptown, Chicago, IL, 60640

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

"Stella is responsible and caring, with a genuine love for all animals. When it comes to watching your pet, Stella is your girl to call. Showing animals love ... (more)"

19. Morgan

Art Teacher and Dog Lover!

North Center, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

"Morgan is awesome! Both of my pups and my kitty were very well taken care of and she left our house clean and tidy when we returned. She sent us plenty of ph... (more)"

20. Iris

I Work With Wolves and Dogs

Albany Park, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

"I have known Iris for a very long time. Some characteristics that she has demonstrated over the years are that she is compassionate, well organized, punctual... (more)"

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Learn About Premier

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.

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 reviews from pet owners who have used Rover.