Pet Setting & Drop Ins in Loop, Chicago

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

1. Megan

Dog Walker Looking for Clients!!

Loop, chicago, IL, 60605

Drop-In Visits, Dog Walking

8 repeat clients

"Megan did a great job with my cat Helice when I was out of town for one week. She checked in every day by texting me and sending me photos. When I came back ... (more)"

2. Danielle

Animal enthusiast!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

About: I have been passionate about animals since as far back as I can remember. I am always ecstatic about getting pet sitting jobs and thrilled to meet ... (more)

3. Sid

Kind and clever artist loves dogs

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

About: I am intelligent, responsible, friendly artist who truly loves spending time with animals. I grew up with a dog, but now that my current living sit... (more)

4. Laura

Reliable, Caring, and Fun Sitter!

West Town, Chicago, IL, 60642

House Sitting, Drop-In Visits, Dog Walking

"Laura has done such a wonderful job at taking care of my dog, Blue. When Blue had a painful UTI she voluntarily took Blue out for a walk every few hours to h... (more)"

5. Theresa

Dog trainer in training

Bridgeport, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

About: I have been around dogs my entire life so I know all of the tricks that they love to pull. Not only have I had dogs my whole life, I am currently p... (more)

6. Hillary

Experienced Dogsitter in West Town

West Town, Chicago, IL, 60622

Dog Boarding, House Sitting, Drop-In Visits

About: Hello! My name is Hillary and I've been dogsitting for about three years. I have experience dogsitting in a city environment, from when I lived in ... (more)

7. Ashleigh

Dog loving student in Chi

Near South Side, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Our dog Babs had emergency surgery over the Christmas holiday, and we needed someone last minute to look after her while at work and give her some medicine d... (more)"

8. Joe

Lover of all dogs! Allergic to cats

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

"Joe has dog-sat for us quite a few times now, and each time, it seems that Buffy (our little furry friend) has a fantastic time! Joe always takes the time t... (more)"

9. Ligia

Ambitious, high-energy sitter

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

"Ligia watched my pup, Scout, for a week while I was on vacation. Scout is a very high energy dog and Ligia did a great job keeping her active and keeping me ... (more)"

10. Dalit

I already love your dog :)

Near North Side, Chicago, IL, 60610

Drop-In Visits, Dog Walking

1 repeat client

"My dog Doodles had a great time with Dalit, think they explored more of Chicago than I have yet! Very friendly and quick to respond, plus received plenty of ... (more)"

11. 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)"

12. Summer

DePaul Student Loves Your Pet

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"We booked Summer for a home visit to let our dog, Lola, out and feed her, etc. She was great, even when we forgot to leave our door unlocked and she had to g... (more)"

13. Hailey

I catch the eyes of your dogs!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

3 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)"

14. 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)"

15. Kendra

Dog lover trapped as Consultant

Lincoln Park, CHICAGO, IL, 60614

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

About: I am a management consultant who has a flexible travel schedule for now and am available 7 days a week through the 29th of January. If you are ... (more)

16. Pamela

Exploring Chi-Town With Dogs in Tow

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I went away on vacation an Pam took amazing care of my dog Chile. I was able to enjoy my time away because I didn't have to worry at all about my pup! Highly... (more)"

17. Amanda

Experienced Dog Lover and Owner

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Amanda has watched my dog a couple of times when I have had to go out of town. She has always done an exceptional job watching Teddy! She is loving, warm, ... (more)"

18. Serena

Loving Student in Loop

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

"Serena is an amazing person and a huge dog lover. If our looking for a loving and caring dog walk or sitter, Serena is the perfect match for you. So much ene... (more)"

19. Lucy

will love your pup more than my kid

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Lucy has done dog-sitting for me a number of times, and she has always been great. My dogs were immediately comfortable around her and very happy while I was... (more)"

20. 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)"

Experience exceptional service and a personalized match

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Learn About Premier

When it comes to pet sitting, dog owners in Loop, Chicago, IL love Rover.com. Over 333 owners have reviewed sitters in Loop, Chicago, giving them an average rating of 4.9/5. The cost of pet sitting in Loop 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.

Rover.com is the simple, savvy way to find and book Loop, Chicago drop in pet sitting. It's easy to find the perfect pet sitter. Many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a free background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Loop, Chicago . When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

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 Loop, 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: