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. Kristofer

Energetic, Extroverted Dog Lover

Lincoln Park, Chicago , IL, 60614

House Sitting, Drop-In Visits, Dog Walking

About: I've had dogs growing up my entire life and would frequently watch my friends dogs/puppies while they travel out of town. I'm energetic, enthusiast... (more)

2. Mike

Outdoorsy and easy going couple

West Town, Chicago, IL, 60622

Dog Boarding, Drop-In Visits, Doggy Day Care

"Growing up in a home with two dogs and raising his own, Mike is warm, patient and caring. He used to watch my pit bull for me when I would go out of town and... (more)"

3. Savannah

biggest animal lover you'll meet!!!

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

"Savannah is responsible by nature and has a love for animals that can't be denied. Having grown up with three dogs, her experience can't be beat! She would b... (more)"

4. Megan

Dog Walker Looking for Clients!!

Loop, chicago, IL, 60605

Drop-In Visits, Dog Walking

8 repeat clients

"Megan was amazing! I had to book a few same-week visits, and we weren't able to squeeze in a meet & greet beforehand. I wrote out detailed instructions, and ... (more)"

5. Kim

Dog (& Cats) our 4-Legged Family

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I'm an animal lover! Since the day I was born (29 years ago) I've always had at least 2 cats and a dog. Currently I have 4 cats (three are 6 years ... (more)

6. Shea

River North/Loop/Lincoln Park Pups

Loop, ChicAgo, IL, 60606

Drop-In Visits, Dog Walking

"Shea and I have been roommates for 10 months and we have recently adopted a Labradoodle. Shea is a great dog lover. She always enjoys having her family's d... (more)"

7. 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)"

8. Jac

Loving and Experienced Pet Sitter

Bridgeport, Chicago, IL, 60608

House Sitting, Drop-In Visits

2 repeat clients

"Jac looked after my sweet corgi, Oliver, while I went away for a weekend. She took amazing care of him! She even sent little pictures of them having fun toge... (more)"

9. Ashleigh

Dog loving student in Chi

Near South Side, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Ashleigh has been awesome and so flexible and accommodating to my last minute requests and crazy schedule. It's so great to have the same person be able to c... (more)"

Available this weekend
10. Renee

We can walk our hearts out!

Near North Side, chicago, IL, 60610

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

1 repeat client

About: I am a reliable, dependable and responsible dog owner. I understand the special bond we share with our pups. Mine is like my child and I will love ... (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. Lorenis

Loving Care When You're Not There!

Near North Side, Chicago, IL, 60611

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

"Lorenis is the best pet sitter! Pup Luna loves playing with her. She sends me photos everytime I ask for them. She even ocasionally brings treats to Luna! Wo... (more)"

13. 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)"

14. Melissa

Caring, Passionate, Responsible

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Melissa loves dogs and has been successfully dog walking and dog sitting for more than a year. While walking dogs, she likes to take fun doggy action pictur... (more)"

15. Lucy

will love your pup more than my kid

Near North Side, Chicago, IL, 60611

Drop-In Visits, Dog Walking

7 repeat clients

"Lucy helped me take care of my kitten for three weeks. She is very reliable, always on time, and willing to communicate. I listed all the instructions on the... (more)"

Available this weekend
16. Cherise

Furever Friends Pet Sitting

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Cherise was great with Izzy! She is responsible and follows up after her visits. I would highly recommend her for your fur baby. (more)"

17. Francine

Cares for all pets great and small

Near North Side, Chicago, IL, 60610

Dog Boarding, House Sitting, Drop-In Visits

About: I have a dog and cat of my own. Both are rescues 2 and 13 years old. I would love another dog so the two could play. Despite how hard she tries the... (more)

18. Vanessa

Fun caring dog lover.

Near North Side, Chicago, IL, 60654

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

6 repeat clients

"Vanessa was awesome. We will definitely be using her again. She and my dog got along really well and he seemed very happy when we came back from our trip. (more)"

19. Collin

Gentle Soul, Love Animals, Reliable

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Collin loves animals. He took care of his own dog; walking, feeding, bathing, training, and playing from age 11 until he left for college. When he comes hom... (more)"

20. Tatiana

Graduate student who loves dogs!

Near South Side, Chicago, IL, 60605

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

2 repeat clients

"Tatiana is an amazing dog momma to her boyfriend's dog, Shank. By the way I have witnessed her around Shank and other pups I can say that your dog will be i... (more)"

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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: