Pet Setting & Drop Ins In Near North Side Chicago

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

1. Payal

West Town Pet Sitter

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

16 repeat clients

"Payal was a better dog-sitter than I could have hoped for. It was our first time leaving Zeke alone with a stranger and she was very caring and attentiveness... (more)"

2. MP

Went above and beyond ⭐️⭐️⭐️⭐️⭐️

Near North Side, Chicago, IL, 60610

Drop-In Visits, Dog Walking

17 repeat clients

"MP was great. She was thorough, sent us tons of pictures, and took extra special care of our kitty that was quarantined to one room while we were out of tow... (more)"

3. Mollie

Pet Lover with Flexible Schedule!

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Mollie is great to work with. Great communicator, friendly, and takes great care of our sometimes shy and skittish cat. Always on top of all our caretaking r... (more)"

4. Megan

Petsitter looking for new clients!

Loop, chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

19 repeat clients

"Megan is AWESOME! Felt so happy receiving so many pictures of my kitties Everyday. Will always look for her to look after them if I'm ever out of town. Thank... (more)"

5. Karolina

Karo the Dog Whisperer™

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

12 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)"

6. Meredith

Your Best Friend's Best Friend

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Meredith was a great cat sitter ? I would love to have her watch Shamrock again. (more)"

7. Collin

Gentle Soul, Love Animals, Reliable

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Collin is always so wonderful with Scrappy and gives him tons of attention and affection. He always looks so happy in his pictures on the Rover Card. (more)"

8. Michael

Dog and cat lover extraordinaire

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

29 repeat clients

"Michael was great with our lab pup, Charlie. He checked in with me during the visit and after to let me know how she was doing. Will definitely use Michael a... (more)"

9. Sarah

Active dog lover

Near West Side, Chicago, IL, 60661

Drop-In Visits, Dog Walking

"Sarah has cared for our beagle mix, Bernard, multiple times and he just loves her!! She provides excellent care for our dog and she provides us with updates... (more)"

10. Sarah

Dog Lover/College Student :')

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

"Sarah has walked my three dogs numerous times! She is incredibly responsible and truly loves all animals. She is sure to give them lots of attention and love... (more)"

11. Jenny

5 years professional experience

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

"Jenny is a super responsible dog walker. She has watched my dogs many times and they are in LOVE with her. I'd highly recommend Jenny to anyone - shes very r... (more)"

12. Maryssa

Dog mom of 4 beautiful doggies

Near West Side, Chicago, IL, 60607

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

About: I have had many dogs throughout my life and currently own four beautiful pups. An American Kennel Club registered baby rot, a Shetland sheepdog, an... (more)

13. Edilberto

Passionate Pet Care Provider

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Edilberto or Eddie has helped me with my cats when I used to travel he would play with them. Give them love as if they were his own. He fed them cuddled them... (more)"

14. Hannah

Passionate about caring for pets!

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"Hannah has been responsible and pleasant to work with. I appreciate that she sends me photos of my pooch while she is visiting. She also alerted me to a wasp... (more)"

15. Ashley

Flexible schedule; long walks

Near North Side, Chicago, IL, 60654

Drop-In Visits, Dog Walking

1 repeat client

"Ashley was absolutely wonderful! She was very thorough in describing her visits with my dog & I almost felt like I was home with them. I returned home from m... (more)"

16. 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)"

17. Kayla

Dogs are people too! Home Full-Time

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Kayla is AMAZING! She clearly loves dogs and is so great with Otis. She sends me multiple pictures of their walks and little notes on how he's doing during t... (more)"

18. Molly

Improviser, Animal Lover

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"This was my first time using Dogvacay and I was very impressed with the service, especially with Molly's prompt response to my requests. I was running late t... (more)"

19. Leah

Me + your dog = fun and safe

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"so great! (more)"

20. Windsor

caring and compassionate always!!

Lincoln Park, Lincoln Park, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

"Windsor is the most kind and compassionate person you'll ever meet! She is very loving and kind towards everyone and even pets! She grew up always having dog... (more)"

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Learn About Premier

Dog lovers in Near North Side, Chicago, IL love pet sitters on Rover.com. Over 521 pet owners have reviewed pet sitters on Rover in Near North Side, Chicago, giving them an average rating of 4.9/5 stars. No matter what your price range is, you might be surprised to learn how affordable pet sitting in Chicago can be when you book with Rover. Wondering how much it might cost to book pet sitting? Check out our average pet sitting rates to get an idea before contacting a pet sitter near you.

Rover.com is the simple, savvy way to find and book Near North Side, 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 Near North Side, 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 Near North Side, Chicago, 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: