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

13 repeat clients

"Karolina is the best! She house sitted for a long weekend and I'm pretty sure our pup was sad we were back and she had to leave. She walked him a LOT and sen... (more)"

2. Madalyn

Graduate Student Who Loves Dogs

West Town, Chicago, IL, 60642

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"My 110lb Doberman Poodle mix ADORES Madalyn! He is so happy to see her. Highly suggest introducing your furry child to their soon to be favorite human! Mada... (more)"

3. Marina

Experienced Pet Loving Nanny!

East Garfield Park, Chicago, IL, 60612

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

1 repeat client

"Marina is extremelly hardworking and kind hearted. She has a great love for animals and is very responsible. I would definetly recommend her as a pet sitter! (more)"

4. Tina

Loving Personal Care Assistant

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Tina was wonderful with Brady! She is responsible and sweet and sent me the cutest pics of Brady! This was my first time using Rover and I'm so happy to have... (more)"

5. Brittany

Volunteer, Active & Professional

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Brittany was great! We needed someone to check in with our three cats to feed them and take care of the litter boxes. Our often aloof cats were well taken ca... (more)"

6. 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)"

7. Samantha

Professional Pet Sitter & Pup Lover

West Town, chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

20 repeat clients

"Samantha was great with our cats and dogs, especially she took an extra time with our shy dog. She was professional and dependable. We will definitely use he... (more)"

8. Paul

I will run with you dog

Loop, Chicago, IL, 60601

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

21 repeat clients

"Paul is awesome. His updates were amazing and assured me that my dog was being taken care of. Will definitely refer him and continuing to use his services. ???? (more)"

9. Jillian

Treat dogs like the babies they are

Loop, Chicago, IL, 60601

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Jillian was a huge life saver for my dog, Jax. My previously booked walker cancelled last second when I was out of town and I reached out to Jillian late in ... (more)"

10. 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

"Another wonderful visit with Lorin. She's watched our kitties in the past so it was a no brainier to ask her again. We came home and everything was in place ... (more)"

11. Vanessa

Animal Lover - Happy to help! :)

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Vanessa did a wonderful job taking care of my sweet little chihuahua. She promptly provided updates, photos, & videos of my pup! I certainly plan to have her... (more)"

12. Leah

Energetic Moody student

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"so great! (more)"

13. Alexandria

Pup Adventures with Alex

Near South Side, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

14 repeat clients

"We could not be happier finding Alex to watch our sweet Bennie over the weekend. On Thursday morning I left a request for Alex to see if she was available th... (more)"

14. Kristen

Vacation for Your Fur family!

West Town, Chicago, IL, 60642

Dog Boarding, Drop-In Visits

2 repeat clients

"Kristen and her boyfriend took great care of my dog Stella for a day while I was away. She seemed to have a lot of fun, and Kristen was super responsive over... (more)"

15. Jennifer

I brush my dogs teeth everyday!

Loop, Chicago, IL, 60605

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

3 repeat clients

"Jennifer made me feel comfortable booking on Rover for the first time. We love her!! (more)"

16. Brenna

I'm PAW-sitive I'm the best match!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Hello, I am writing in support of Brenna becoming a pet sitter. Brenna is a smart, savy, sensitive person who has been around pets all of her life. She work... (more)"

17. Ashley

You'll get ALL the puppy pics! :)

West Town, Chicago, IL, 60642

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

2 repeat clients

"From the first moment that Ashley met Scout (my German Shepherd), it was clear she was a dog person! Scout warmed up to her right away and her love of dogs w... (more)"

18. Sumin

All the love for your doggies!!

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"I booked Sumin aon a more last minute basis and she was flexible and worked with my timing. She came over prior so we could meet and my puppy ran to her like... (more)"

19. Caraline

Experienced & Certified Pet Sitter

Loop, Chicago, IL, 60606

Drop-In Visits, Dog Walking

6 repeat clients

"Caraline was great. She took great care of my kitties. She played with them and even brushed them. Now I can go on trips knowing my kitties are well take... (more)"

20. Ashley

Flexible schedule; long walks

Near North Side, Chicago, IL, 60654

Drop-In Visits, Dog Walking

2 repeat clients

"Ashley is just GREAT! My pup Ollie is always so happy when I come home from a work trip -I know he likes hanging out with her. She always has adorable pics a... (more)"

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:

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