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. Abby

I will love your dog like my own!

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

"Abby loves dogs and has been around them since the day she was born. She had a little Bichon Frise (Paws) up until about a year ago. She always groomed, walk... (more)"

2. Alison

Your dog's home away from home

Logan Square, Chicago, IL, 60647

Dog Boarding, House Sitting, Drop-In Visits

About: Trained through the Humane Society of Utah on how to walk and care for all types of dogs. I have cared for dogs over 100 lbs, under 10 lbs and of a... (more)

3. Amy

Energetic, dog-loving + outdoorsy

Loop, Chicago, IL, 60601

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

"Amy loves "fur" friends. I highly recommend Amy as a great care giver for your 4-legged family members. She has a huge respect and a deep understanding of ... (more)"

4. Madelynn

Patient, Energic, Dog Caretaker

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Madelynn is dependable and trustworthy. She has walked dogs for me and several of my neighbors for three years and is great with pups of all sizes, ages and ... (more)"

5. Eleanor

Because it really is my pleasure :)

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Eleanor is a responsible and conscientious animal lover! She takes her work seriously and is committed to making your life easy by taking good care of your p... (more)"

6. Ashleigh

Dog loving student in Chi

Near South Side, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

12 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)"

7. Megan

Petsitter looking for new 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)"

8. Kim

Dog (& Cats) our 4-Legged Family

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Kim was the perfect sitter for our cat during a weekend away! She sent updates and photos of him and he was a very happy cat when we arrived home. We will ho... (more)"

9. Mack

Compassionate Animal Lover

Lincoln Park, Chicago , IL, 60614

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Mack did an awesome job and sent really great pictures. Would definitely use her again. (more)"

10. Deepan

Compassionate care from experience.

Lower West Side, Chicago, IL, 60623

House Sitting, Drop-In Visits, Dog Walking

"Their calmness has impacted my dogs who ha e picked up on the unlimited qualities they have. My dog is usually slow to warm up to people, but with Deepan it ... (more)"

11. 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)"

12. Penelope

Loving dogs more than anything

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

16 repeat clients

"Five out of Five Stars for Penelope! Our two kids/Italian Greyhounds have very different personalities. Penelope was patient and kind with our shy little gen... (more)"

13. 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)"

14. Maria

Reliable Dog and Cat Lover

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Maria did a great a job taking care of my cat and making me feel comfortable by asking important questions as soon as she accepted my request. She spent a lo... (more)"

15. Robert

All furry friends welcome!

Near North Side, Chicago , IL, 60654

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

9 repeat clients

"Robert was amazing, and at such short notice. Pudding was walked, fed and taken care of when I had to be out of town for a quick meeting at the last minute. ... (more)"

16. Mia

Best Care for Your Best Friend

Loop, Chicago, IL, 60605

Drop-In Visits, Dog Walking

2 repeat clients

"Mia was so wonderful to work with. This was our first time using Rover and had to find someone very last minute. Mia was quick to respond and great at commun... (more)"

17. Kathleen

Will Love Your Dog More Than Pizza

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"If there were more than 5 stars, I would give them! Kathleen is reliable and very responsive. Our little puppy loves her. She bonded with Gio immediately! S... (more)"

18. 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)"

19. Cherise

Furever Friends Pet Sitting

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Cherise allowed us to enjoy our vacation without having to worry about our cat. She was always available to communicate with and sent us pictures during each... (more)"

20. Jing

Responsible, loving and patient!

Loop, Chicago, IL, 60601

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

About: Only take one customer's dog at a time. So your dog will be spoiled! I will send you many pictures during your dog's stay! I grow up with dogs a... (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: