Pet Setting & Drop Ins In Near West Side Chicago

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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Available this weekend
1. Nick

DOGS ARE LIFE

Loop, Chicago, IL, 60607

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

"Nick is a very responsible adult. Growing up we always had dogs and always treated them very well. He also loves them a lot and will be a great dog worker de... (more)"

Confirmed Holiday Availability
2. MP

Cat and dog lover with experience!

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

"I cannot thank you enough for taking such great care of my furbabies while I was out of town. All of your check-ins and photos eased my mind with being away.... (more)"

Confirmed Holiday Availability
3. Stacy

Only the Best for Your Furry Bffs

Loop, Chicago, IL, 60605

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

About: Hi, I'm a recent college grad living in South Loop with my goldendoodle. My schedule is completely flexible because I work at home most times. I ... (more)

4. Mark

Bark Voyage!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits

About: Being away from you is stressful for your dog, so why make it even more stressful by making your furry friend leave home? I am a 26 year old Chic... (more)

5. Abby

Experienced Sitter Loves All Pets!

Douglas, Chicago, IL, 60616

Drop-In Visits, Dog Walking

11 repeat clients

"Absolutely excellent! She was available same-day within the hour -- she is awesome. Highly recommended! (more)"

6. Hailey

I catch the eyes of your dogs!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"To whom it may concern, Hailey is a very positive and optimistic person. She is caring and very thoughtful and the positive energy she brings makes her a ... (more)"

Confirmed Holiday Availability
7. Netiya

Caring for others is my passion.

Bridgeport, Chicago, IL, 60609

Drop-In Visits, Dog Walking

1 repeat client

"Netiya watched my cat, Harvey, while I was away on an extended weekend. She updated me with photos and messages! Would definitely use Netiya and her services... (more)"

8. Annina

* Outdoor Loving and Active *

North Lawndale, Chicago, IL, 60623

Drop-In Visits, Dog Walking

3 repeat clients

"Annina was a fantastic sitter! She was always prompt in responding and kept me updated every single time she dropped in to check on my cats. I felt totally c... (more)"

9. Michael

Dog and cat lover extraordinaire

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"Michael was great with our lab pup, Charlie. He checked in with me during the visit and after to let me know how she was doing. Will definitely use Michael a... (more)"

Confirmed New Years Availability
10. Cherise

Furever Friends Pet Sitting

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Perfect pet-sitter! We highly recommend her. (more)"

11. Kiah

Reliable love for you furry family!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Kiah genuinely loves every dog that she meets. She cares greatly about each individual dog's well being. Kiah does a fantastic job of keeping dogs active wit... (more)"

Confirmed Holiday Availability
12. Brittany

Force-Free and Fun!

Bridgeport, Chicago, IL, 60608

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

About: I moved to Chicago from Gainesville, FL to get a fresh perspective and a change of pace. I'm an artist who spends most of my time making comics and... (more)

13. Stefani

Dog lover-looking to love your pet

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

"Stefani is awesome and did a great job! (more)"

14. Patrick

I like dogs. Dogs are cool.

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"I've known Pat for over ten years, and in that time his family has had two dogs. Pat was and is an outstanding owner to both of them. His current dog, Shea, ... (more)"

15. Sam

Improving lives, one dog at a time

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"She's amazing. She had no trouble with my kitten. He isn't used to people but he had no trouble warming up to Sam. She even brought packages inside and manag... (more)"

16. Danielle

Dog Lover looking for furry friends

West Town, chicago, IL, 60622

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

4 repeat clients

"Danielle got along well with my cat. She seems to be a true animal person. She was respectful of my home and took good care of my cat. I would recommend her ... (more)"

Confirmed Holiday Availability
17. Brittany

A "She has a way with animals" type

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Brittany was so amazing! We were out of town for four days and she took care of my cat Sheldon. She updated me constantly and answered my questions in a very... (more)"

18. Kellin

Responsible, caring, lover of dogs!

Near North Side, Chicago, IL, 60654

House Sitting, Drop-In Visits, Dog Walking

"Kellin did a great job taking care of our pup for the night and sent us picture updates on his walk. Thanks again! (more)"

19. Brittany

Dogs are our family

Near West Side, CHICAGO, IL, 60607

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

7 repeat clients

"She was a great sitter and was very flexible with scheduling! Always kept us updated on our dog and sent great pictures! I highly recommend using! (more)"

Confirmed Holiday Availability
20. Payal

West Town Pet Sitter

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

"I would recommend Payal to anyone that is looking for a compassionate, responsible, animal lover! Through the many times that she has helped walk or watch my... (more)"

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Learn About Premier

When it comes to pet sitting, dog owners in Near West Side, Chicago, IL love Rover.com. Over 09 owners have reviewed sitters in Near West Side, Chicago, giving them an average rating of 5.0/5. The cost of pet sitting in Near West Side may surprise you - in a good way. That's because there's a pet sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for pet sitting on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Near West Side, Chicago pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in Near West Side, Chicago who can provide the care your pet needs, when they need it.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Near West Side, Chicago donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Chicago.

We're proud to support over 200 organizations across the nation, including: