House Sitting In Uptown Chicago

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

Confirmed Easter Weekend Availability
1. Victoria

Happy animals make me happy

Lincoln Park, Chicago, IL, 60614

Dog Boarding, House Sitting, Drop-In Visits

"Victoria has watched my dog on numerous occasions and has always been a pleasure to work with! She is great at interacting with my pup and does an incredible... (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

"Meggie is absolutely amazing! She took great care of my dog while I was traveling, and always went the extra mile to leave my place in better shape than when... (more)"

3. David

Passionate Pet Care Provider

Uptown, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"David was just great and he was so accommodating with my schedule. I couldn't have asked for a better situation. I felt so well taken care of. David sent me ... (more)"

4. Ashland

Not stingy with the belly rubs!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Ashland was great! He was very flexible with us and worked really well with our schedule. Would definitely recommend and use again. (more)"

5. Alejandra

Flexible & Friendly Demeanor!

Avondale, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

About: My old roommate's job had her traveling constantly so I started taking care of her co-worker's beagle. She had such a great experience that she spr... (more)

6. Kiah

Reliable love for your furry family

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Kiah has been watching our puppy for the past several weeks and is wonderful! She is patient and gives us consistent updates on their daily adventures, with ... (more)"

7. Emily

Excited to Hang Out with Your Pup!

Lincoln Park, Chicago, IL, 60614

Dog Boarding, House Sitting

1 repeat client

"Emily is a very caring and passionate individual. She loves staying active and exploring Chicago and has been a dog lover her entire life. She has cared for ... (more)"

8. Hannah

Roscoe Village/Lakeview pet care

North Center, Chicago , IL, 60618

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

About: Experience plus! I’m a seasoned pet caregiver with an eye for detail, a curious mind, and a flexible schedule. I moved here from Maine, where I... (more)

9. Andrew

Experienced Dog's Best Friend!

Uptown, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

21 repeat clients

"Andrew was so lovely and easy to work with. He's such a great communicator, sending us fun pics and updates of our pups while we were on vacation. They lov... (more)"

Confirmed Easter Weekend Availability
10. Emma

Lover of all dogs

Lake View, Chicago, IL, 60657

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

1 repeat client

"I've known Emma for her entire life, and there is really no one else on this planet I would trust more with my dogs or my children. She is the most responsi... (more)"

Confirmed Easter Weekend Availability
11. Mack

Compassionate Animal Lover

Lincoln Park, Chicago , IL, 60614

House Sitting, Drop-In Visits, Dog Walking

"Mack was so great! June was very relaxed and comfortable when I came home, and my apartment was in perfect shape - Mack even took out the trash that I forgot... (more)"

12. 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
13. Sunny

Dog loving student in Lincoln Park

Lincoln Park, Chicago, IL, 60614

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

3 repeat clients

"Sunny watched my dog over the holidays. He sent many photos and always gave me updates! He took extra good care of her and went above and beyond to ensure I ... (more)"

14. Benjamin

Chicago grad student loves dogs!

Lake View, Chicago, IL, 60657

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

8 repeat clients

"Ben provided photos of the stay with Waldo and Luna. He made sure they got all their food and walks in during the day. I coordinated with him to use my dog w... (more)"

15. Alexandra

Teacher who loves ALL dogs!!

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

"Alexandria is a caring and loving person to all things especially dogs! I dogsit and when she gets home before me she will take out Walden for me and volunta... (more)"

Confirmed Easter Weekend Availability
16. Christopher

Animal Lover

Rogers Park, Chicago, IL, 60626

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Christopher did an excellent job! He was very responsible and communicative. My dogs seemed very happy and my house looked like no one had been staying there... (more)"

17. Sarah

Dog Lover with Flexible Schedule

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Sarah was great! Dakota instantly warmed up to her. She sent us photos while she stayed with Dakota and everything was in order when we returned home. We wou... (more)"

18. 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)"

19. Allison

Nursing Student / Dog Lover

Lake View, Chicago, IL, 60657

Dog Boarding, House Sitting, Dog Walking

About: Hello! I am a graduate student living in the Lakeview neighborhood seeking a rewarding part-time position as a dog walker/sitter. I am an exper... (more)

20. Brittney

dog loving college student

Lake View, Chicago , IL, 60613

House Sitting, Drop-In Visits, Dog Walking

"Brittney did an awesome job with taking care of blondie. She gave me numerous updates and videos to let me know how she was doing. She took care of blondie l... (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

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.

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.