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. Karolina

Karo the Dog Whispererâ„¢

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

8 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)"

2. Kyla

Fun, upbeat animal lover!

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

"I have used Kyla many times over the last few years to house-sit my pets overnight. We have 3 dogs and 1 cat. Kyla has always been dependable. She is on time... (more)"

3. Mary

dog mommy of 2 + pro puppy parties!

West Town, Chicago, IL, 60622

Dog Boarding, Drop-In Visits, Dog Walking

About: I have always loved my furry friends. I began competing in AKC confirmation shows when I was ten years old. Over the past 14 years, I have trained ... (more)

4. Yvonne

Greyhound Mom: Loving Sitter/Walker

Lower West Side, Chicago, IL, 60608

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

"Yvonne is a very loving caregiver for dogs and pets in general. She is very responsible and doesnt take any situation for granted. I would highly recommend her. (more)"

5. Krystyna

Caring College Student

West Town, Chicago, IL, 60612

House Sitting, Drop-In Visits, Dog Walking

"Full disclosure... Krystyna is my younger sister. So, I've seen her care for several family pets (1 cat, 2 dogs) her entire life! While we're both animal lov... (more)"

6. Tayler

Let me improve your dogs day!

Loop, Chicago, IL, 60601

House Sitting, Drop-In Visits, Dog Walking

About: I have immense experince with dogs of all sizes. Not only did I grow up with five dogs, but I have also dog sat for up to 9 dogs at one time. I pre... (more)

7. Mark

Bark Voyage!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits

3 repeat clients

"Great dog sitter! Very professioval, dependable, flexible. My dog loved Mark. Would 10/10 use again and recommend to others. Keep up the good work Mark! (more)"

8. Steven

Trained, reliable dog lover!

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Steven watched our dog for the better part of two weeks while we were on vacation. He gave us a lot of pictures and written updates on our our dog Sydney was... (more)"

9. Rona

Your Dog Will Love It Here :)

Near North Side, Chicago, IL, 60611

Drop-In Visits, Dog Walking

1 repeat client

"Rona is a wonderful person and she loves dogs. She took care of my Pomeranian as well as my friends poodle and we are both very happy how she treats our dogs... (more)"

10. Dana

Mother of Dogs for Decades!

West Town, Chicago , IL, 60642

Drop-In Visits, Dog Walking

1 repeat client

"Dana was great! Lots of detailed updates and pics, which I love when I'm away. I definately recommend her! (more)"

11. Renee

We can walk our hearts out!

Near North Side, chicago, IL, 60610

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

6 repeat clients

"Renee is the best! Our puppy Logan warmed up to her right away .. she seemed to have a strong handle on him from the get go and gave us some great advice on ... (more)"

Available this weekend
12. Tara

It must be puppy love!

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

About: Hello there! My name is Tara and I started Rover as a way to get my fur baby fix as well as earn additional income. I grew up with a beagle at ho... (more)

13. Tina

Loving Personal Care Assistant

Bridgeport, Chicago, IL, 60616

Drop-In Visits, Dog Walking

5 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)"

14. Monica

Animal lover, wants all pets happy!

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

About: I love all animals and want them to be taken care of so that they're happy and healthy, even when their owners are away. I will take care of them l... (more)

15. KC

Loving Pet Sitter/Nursing Student

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"KC was great and sent pictures each day. I really appreciated her amazing communication before, during, and after the pet sitting! (more)"

16. Kelly

Running through the summer!

Near North Side, Chicago, IL, 60611

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

2 repeat clients

"Kelly was great! She watched my Australian shepherd for two weeks! I would recommend her to watch my dog any day! I received many photo updates throughout th... (more)"

17. Meredith

Flexible & dependable dog lover!

West Town, Chicago, IL, 60642

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

1 repeat client

"Meredith is absolutely awesome! She arrived on time each day and took great care of Piper. The pictures she sent were adorable, and it was clear Piper loved ... (more)"

Available this weekend
18. Caraline

Experienced & Certified Pet Sitter

Loop, Chicago, IL, 60606

Drop-In Visits, Dog Walking

1 repeat client

"Caraline loves pets this is not just a job for her. She has a special relationship with each of my cats and my little dog . I trust her to take care of the... (more)"

19. Corie

Competent and patient dog-lover

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Corie is the best! She bonded with our puppy right off the bat and kept us updated throughout her stay. Will definitely use her again! (more)"

20. Jes

I especially love big breeds!

Near North Side, Chicago, IL, 60611

Drop-In Visits, Dog Walking

"Jess is an amazingly loving person, especially when it comes to dogs. She's been like a second dog "mom" to both of my dogs and especially the oldest, Cleo. ... (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: