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.

1. Jennifer

Responsible and friendly dog buddy!

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Jennifer is amazing to have watch my cats. She always sent updates and photos along with any concerns about them. When I came home from my trip the kitty l... (more)"

Confirmed President's Day Availability
2. Karolina

Karo the Dog Whispererâ„¢

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"Karolina stays in touch and shows that she truly cares for your pets - it helps so much when you are away! I get notes and photos constantly. I would highly ... (more)"

3. Breece

Lincoln Park Pooch Paradise

Lincoln Park, Lincoln Park, IL, 60614

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

3 repeat clients

"Breece was extremely responsive and accommodating when we needed someone to watch our three year old golden doodle in a last minute situation. She was great... (more)"

4. Tina

Loving Personal Care Assistant

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Tina did a great job taking care of our two cats while we were out of town for a long weekend! She was very responsive to our requests and was readily availa... (more)"

5. Sarah

Dogs are life

Humboldt Park, Chicago, IL, 60647

Drop-In Visits, Dog Walking

8 repeat clients

"Sarah was great! She sent lots of pictures and gave great updates. She responded quickly to our request and we would definitely book her again! (more)"

6. Lindsey

Full-time, active, dog lover!

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"I feel so blessed to have found Lindsey to take care of my high energy goldendoodle, Baloo while I was away on vacation. The daily pictures and text updates ... (more)"

7. Enoch

Dogs/cats/other pets welcomed!

Bridgeport, Chicago, IL, 60608

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

17 repeat clients

"Enoch is a very professional cat sitter. He knows a lot about how to communicate and play with cats. I feel very comfortable to leave my cats with him. He fe... (more)"

Confirmed President's Day Availability
8. Paul

I will run with you dog

Loop, Chicago, IL, 60601

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

18 repeat clients

"Paul was wonderful! He kept us updated on how our kittens were doing with tons of pictures and videos. We definitely plan to use him in the future. Thanks Paul! (more)"

Confirmed President's Day Availability
9. Franziska

Leisurely walks or energetic runs!

West Town, Chicago, IL, 60622

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

1 repeat client

"Franziska took great care of my senior dog. Sadie came down with a UTI right before my trip, which was stressful for. Franziska went above and beyond and was... (more)"

10. Samantha

Active and eager animal lover! :)

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I got stuck at work unexpectedly and needed someone to feed and let Bear out to the bathroom and Samantha was able to immediately! She went above and beyond ... (more)"

11. Kristyn

Animal lover who works from home!

West Town, Chicago, IL, 60647

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

11 repeat clients

"Kristyn has been fantastic checking in on my brand new puppy, Poppy! She went above and beyond, staying longer than necessary and gave me peace of mind being... (more)"

Confirmed President's Day Availability
12. Britney

I love animals and they love me!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Britney loves all kinds of dogs. She enjoys their company as much as they enjoy hers. She would be a great asset to your company. (more)"

13. Lorin

Let me love your dog, like my own!

Near West Side, Chicago, IL, 60612

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Lorin was great! Our kitties seemed to love her by the pictures she took. She was consistent with her drop in visits. We came back from vacation to a clean h... (more)"

Confirmed President's Day Availability
14. Nicholle

Professional Dog Lover!

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits

2 repeat clients

"I have known Nicki for years and she is one of the most responsible and compassionate people I know. I absolutely trust her with the care of my senior Yorks... (more)"

15. Alexa

Pre-Med Student and Dog Lover

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

"Alexa went above and beyond during a in home visit for my little guy. She took him out, fed him, and played with him a lot. She sent me a cute picture and ke... (more)"

16. Leah

Me + your dog = fun and safe

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"so great! (more)"

17. Jessica

Home full time-

Near South Side, Chicago, IL, 60616

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

"Jessica is amazing!! She is exactly what you dream a pet sitter could be - enthusiastic and genuinely loving towards your pets, while also being mature and r... (more)"

18. Ari

I'm cool with drool

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"The first thing I learned about Ari was that she has a love for dogs. She is so passionate about animals being treated right and loving on the little or big... (more)"

19. Michael

Dog and cat lover extraordinaire

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

38 repeat clients

"Michael always does an amazing job with my kitties. He is thorough and I always come home from a trip stress free with happy animals. I highly recommend him ... (more)"

Confirmed President's Day Availability
20. Ashley

Flexible schedule; long walks

Near North Side, Chicago, IL, 60654

Drop-In Visits, Dog Walking

2 repeat clients

"Ashley is great! She sends adorable pics while I'm away and my dog is really happy and content when I come home -signs he was comfortable & had a good time w... (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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