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.

Confirmed Memorial day Availability
1. Jennifer

Responsible and friendly dog buddy!

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Jennifer did a great job watching my cat while I was out of town for work. She updated me on how he was doing, sent me pictures and left my apartment in grea... (more)"

Confirmed Memorial day Availability
2. Megan

Petsitter looking for new clients!

Loop, chicago, IL, 60605

Drop-In Visits, Dog Walking

43 repeat clients

"Megan was great with my little dude! I have a very social cat that gets quite cranky when left alone, so he definitely appreciated Megan’s company while I wa... (more)"

3. Madalyn

Graduate Student Who Loves Dogs

West Town, Chicago, IL, 60642

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Maddie has cat sat for me several times in the past and has always been super helpful/flexible. She gave me updates, sent pics, and followed my cats normal r... (more)"

4. Laura

Capable, Caring Dog Lover

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Laura is friendly, kind and very experienced with dogs. She is so thoughtful around making each individual dog feel comfortable and happy. We met her a few w... (more)"

5. Sara

Always home to tend to your doggy!

Lower West Side, Chicago IL, IL, 60608

Dog Boarding, Drop-In Visits, Dog Walking

"Sara is one of the most responsibly caretakers for dogs that I know, and her genuine love of dogs specifically makes her an excellent candidate as a dog sitt... (more)"

6. Karolina

Karo the Dog Whisperer™

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"Karolina has sat and done walks for me 3 times. She is very responsive and sends followup messages to let me know how things are going. Will definitely wor... (more)"

7. Holly

Graduate Student and Dog Lover!

Near North Side, Chicago, IL, 60610

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

6 repeat clients

"Holly was fantastic with my pup Minnie and provided great summaries about her check-ins. Minnie is pretty stubborn pup, so I really appreciate Holly's patien... (more)"

Confirmed Memorial day Availability
8. Sandra

Available anytime to walk your pup!

West Town, Chicago, IL, 60642

House Sitting, Drop-In Visits, Dog Walking

"I have known Sandra for over seven years, and know her to be dedicated, has genuine love for animals, professional and responsible. She grew up in a pet-lov... (more)"

9. Ashley

All Furry Friends Welcome!!

Logan Square, Chicago, IL, 60622

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

"Ashley is like my dogs’ fun Aunt. They always love to see her, and she is always just as eager as they are to play or cuddle. She adapts effortlessly to thei... (more)"

10. Tina

Loving Personal Care Assistant

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Tina is *excellent.* She was wonderful with my 2 large dogs during my first weekend away from home. Her care is extremely reliable, conscientious, and kind.... (more)"

11. Alexis

Your dog will miss me when I'm gone

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

"I have known Alexis since she was 9 yrs old!! She was my neighbor for 10 yrs!! She always had a houseful of animals!! She would walk her 3 little dogs around... (more)"

Confirmed Memorial day Availability
12. Ashley

You'll get ALL the puppy pics! :)

West Town, Chicago, IL, 60642

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

3 repeat clients

"Ashley went above and beyond while watching my cat while I was out of town. She sent me several pictures and updates on everything he was doing. I will defin... (more)"

13. Corbin

A happy dog, makes a happy world!

West Town, Chicago, IL, 60642

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

1 repeat client

"Corbin is a trustworthy and caring human that your pup will love! I'm so lucky to have him in my and my pup's life. He is my go-to whenever I need anyone to ... (more)"

14. Katherine

Active, enthusiastic pet lover!

West Town, CHICAGO, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Katherine is a lovely girl and she was fabulous with our two dogs. She updated me daily on her visits and always included pictures. She treated them like h... (more)"

Confirmed Memorial day Availability
15. Claire

Responsible, reliable, and loving!

Near North Side, Chicago, IL, 60654

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

1 repeat client

"Claire has done an amazing job taking care of my dogs! My dogs are always so excited to stay with her and to go on walks with her. She is always my go to! (more)"

16. Tyler

A day w/ a dog is a day well spent

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Tyler is a perfect candidate for dog sitting! She is extremely compassionate and hard working, and I believe she could really excel at providing a nurturing ... (more)"

Confirmed Memorial day Availability
17. Emily

I give the best belly rubs

West Town, Chicago, IL, 60622

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

1 repeat client
No Reviews Yet

About: I've been caring for dogs pretty much my entire life. My family loves animals and I grew up with that same genuine love and care for them. I'm a fu... (more)

18. Alina

flexible schedule & friendly

West Town, Chicago, IL, 60622

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

13 repeat clients

"Alina has watched my dog at least 30 times over the last two years. I get a little nervous with how small my Chihuahua is with people watching him, but I kno... (more)"

19. Samantha

Professional Pet Sitter & Pup Lover

West Town, chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

20 repeat clients

"Samantha is so good with our pup! She gives us lots of updates and he clearly loves spending time with her. We also really appreciate how flexible she is wit... (more)"

20. Kelsey

Cat and dog lover!

West Town, Chicago, IL, 60622

Drop-In Visits, Dog Walking

1 repeat client
No Reviews Yet

About: I'm currently a grad student who moved from California 2 years ago. I absolutely love the city and all it has to offer! I like indian food, my cat,... (more)

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:

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