Pet Setting & Drop Ins in Irving Park, Chicago

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

Available this weekend
1. Caroline

Caring and responsible dog lover

West Town, Chicago, IL, 60622

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

About: Hi there! My name is Caroline and I am a transplant from Philadelphia where my own family dog still lives. I started taking care of him when we got... (more)

2. Autumn

Vet Assistant in Training

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits

14 repeat clients

"Autumn has been a great help with our puppy. Jasper loves her. (more)"

3. Ashley

Trustworthy experienced caregiver

Lincoln Square, Chicago, IL, 60625

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

10 repeat clients

"Ashley was wonderful! She came over to my house to let my two French Bulldog out and spent time with them. My dogs both have some mobility restrictions and A... (more)"

4. 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)"

5. Sarah

Responsible Fun Loving Dog-Sitter

Logan Square, Chicago, IL, 60647

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

15 repeat clients

"Sarah is great with dogs. We recently started what I hope will be a long term relation (more)"

6. Jennifer

Dog Loving Theatre Artist

Lincoln Square, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

"Jennifer is a very responsible and caring person. She is always on time and focused on her work. She is very good with dogs and they respond well to her as w... (more)"

7. Jessica

Thorough loving care

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

"Jessica was very responsible and did all the things I had asked her to do. She also is a very caring person with a love of animals. I felt very secure wit... (more)"

8. Mirella

Dog & Cat Lover - Quality Care!

Avondale, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"Mirella was great! This was our first time using Rover, and being solely dog parents who are very protective of our pups and leaving them when we vacation, w... (more)"

9. Kelly

Pet loving Family

North Center, Chicago, IL, 60618

Dog Boarding, Drop-In Visits, Dog Walking

18 repeat clients

"I'll try to keep this short but overall we were so happy to have found Kelly (and crew) to visit our pups when we were out of town traveling recently. 1... (more)"

10. Elizabeth

Dog loving graduate student

Irving Park, Chicago , IL, 60618

Drop-In Visits, Dog Walking

1 repeat client
No Reviews Yet

About: Hello my name is Elizabeth, I am a full time graduate student with flexible hours available. Growing up we always had a family dog, and sometimes... (more)

11. Emily

Artist & possible dog whisperer

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"There is not a single human in the world that is more suited than to watch your furry baby than Emily. She is highly trustworthy, caring for all animals, and... (more)"

12. Brittany

Professional Dog Bed

Irving Park, Chicago, IL, 60618

Dog Boarding, Drop-In Visits, Dog Walking

30 repeat clients

"Brittany was great! She came twice in one day to take our pup for a walk and we loved seeing the photos and updates. We will definitely use her again! (more)"

13. Molly

I'm a Little Obsessed with Dogs

North Center, Chicago, IL, 60613

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

1 repeat client

"Molly is the most amazing person! Her love for animals of any sort is so beautiful. She will love your pet as if it were her own. If you are looking for some... (more)"

14. Megan

Dog Groomer Looking to Pamper!!!

Albany Park, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

14 repeat clients

"Megan and Becky were absolutely wonderful! We used them to check in multiple times a day on our dog while we were out of town. They took great care of Bernie... (more)"

15. Genesis

And God said.. "let there be dogs!"

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Genesis is very responsible and caring. She loves animals and has done a great job taking care of lady, her dog who thinks she is a princess... Lol. I would ... (more)"

16. Nancy

Pick Us :)

Irving Park, Chicago, IL, 60618

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

2 repeat clients

"Nancy is a true animal lover, and has taken great care of my dog and cat both at her home, and in mine. I absolutely trust her, and my pup loves her and her... (more)"

17. Bella

Reliable pet lover available!

Portage Park, Chicago, IL, 60630

Drop-In Visits, Dog Walking

"If you want someone who you can trust with your fur baby, Bella is the one. She exudes love and compassion for all animals and is a complete dog lover. My ... (more)"

18. Mary

Your dog's (other) best friend!

Albany Park, 60625, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

"Mary is my sister and lived with me and my dog Winston last year. She was always wonderful with Winston and took over half of his care while she lived with ... (more)"

19. Anna

Dog Lover Seeks Playful Pups

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"I am a real estate broker and occasionally need to travel for work. I hired Anna to watch my pup Sammy, the light of my life, while I was out of town for 2 w... (more)"

20. Richard

Dog's Best Friend

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Richard stopped by to meet the dogs before his drop-in. That was nice. He was even willing to come over late NYE after his other obligations! (more)"

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Learn About Premier

Pet parents in Irving Park, Chicago, IL love dog sitters on Rover.com. 7,915 owners have reviewed sitters in Chicago, giving them an average rating of 4.9/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Irving Park pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Irving Park, Chicago, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Irving Park pet sitters and avoid the kennel.

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 Irving Park, 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: