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.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Alexis

Cat lover misses hanging with dogs

Irving Park, Chicago, IL, 60641

Drop-In Visits, Dog Walking

"Alexis would be a fantastic addition to the Rover team. Not only does she adore dogs (and cats!), but she is environmentally conscious and would never dream ... (more)"

2. Jordan

Pro walker seeking new pup clients

West Town, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

About: Hello! I'm Jordan. I have a year of experience walking dogs with an agency, managing a regular daily route of 10+ dogs. I've also dog and cat-sa... (more)

Confirmed Holiday Availability
3. Krystle

Family Missing Our Fur Baby!

Belmont Cragin, Chicago, IL, 60639

Dog Boarding, Drop-In Visits

About: We are a family of 5 with children (4, 10 & 13) who are begging us for a dog. Our own fur baby, Shadow went to doggy heaven earlier this year and o... (more)

Available this weekend
4. Andi

Dog Lover

Logan Square, Chicago, IL, 60647

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

"I have known Andi for over 3 years now and she is one of the most kindhearted and caring people I know. One of the most incredible things about her is that ... (more)"

Confirmed New Years Availability
5. Brittany

Professional Dog Bed

Irving Park, Chicago, IL, 60618

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

29 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)"

6. Anna

I just love dogs

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

"Anna is a strong animal lover with a great history with dogs. She grew up with dogs and is a fantastic mother to her current dog Harvey, whom she rescued thr... (more)"

Confirmed Holiday Availability
7. Mirella

Dog & Cat Lover - Quality Care!

Avondale, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Mirella has been wonderful. So kind, patient, communicative and attentive to my needs. I look forward to working with her again! (more)"

8. Devin

Social worker and pup lover

Lake View, Chicago , IL, 60613

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Devin is responsible and loves pets. She was great with both of my dogs, one of which tends towards being aggressive. However, she quickly learned his trig... (more)"

9. Alex

Loyal pup-hugger, loves face licks!

Albany Park, Chicago , IL, 60625

House Sitting, Drop-In Visits, Dog Walking

"Alex is a good pet sitter! They watch my dog sometimes while I'm at work and I always come home to a happy pup and a clean home! Alex provides 10/10 service.... (more)"

Confirmed Holiday Availability
10. Samantha

Let's go for a walk!

Avondale, Chicago, IL, 60641

Drop-In Visits, Dog Walking

"Samantha is great with my dog! It's finally easy for me to go away for a long weekend knowing Sam will take care of Virtue. Virtue a little fussy and high ma... (more)"

Confirmed Christmas Availability
11. Jana

Professional Animal Lover

West Town, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Jana is one of the most caring and socially responsible pet owners I have ever seen. The care and compassion she has for animals and the willingness she has ... (more)"

12. Veronica

Care with Love

Uptown, Chicago, IL, 60640

Drop-In Visits, Dog Walking

4 repeat clients

"I hired Veronica over the Thanksgiving weekend rather last minute for daily drop in visits, she was a delight to meet in person and my cat was immediately co... (more)"

13. Jessica

Thorough loving care

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

7 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)"

Confirmed New Years Availability
14. Mary

Available on weekends! FRI-MON

Albany Park, Chicago, IL, 60625

Drop-In Visits, Dog Walking

2 repeat clients

"Mary is Awesome! So friendly, and our pup warmed up to her immediately. Accommodating and kind, can't ask for anything more. (more)"

15. Taylor

In need of puppy love!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Taylor is amazing!!! My dogs took a liking to her immediately!! She went above and beyond. I got pictures and a summary of the visit each and every time. Wil... (more)"

16. Claire

Dog Sitter/Walker Willing to Travel

Avondale, Chicago, IL, 60618

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

3 repeat clients

"Claire has taken care of my dogs on multiple occasions while I have been at work and out of town. She has always done an excellent job and my dogs genuinely ... (more)"

17. Kelly

Pet loving Family

North Center, Chicago, IL, 60618

Dog Boarding, Drop-In Visits, Dog Walking

12 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)"

Confirmed Holiday Availability
18. Sarah

Responsible Fun Loving Dog-Sitter

Logan Square, Chicago, IL, 60647

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

3 repeat clients

"Sarah was fantastic! She took great care of our little guy and kept us in the loop. This was the first time we used Rover for our pup and we were so glad we... (more)"

Confirmed New Years Availability
19. Meghan

Life-long Dog Lover Looking to Help

Albany Park, Chicago, IL, 60625

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Meghan has been around dogs her entire life. She is very caring and loving with the animals. She has the patience and knowledge to care for and work with dog... (more)"

Confirmed Holiday Availability
20. Megan

Dog Groomer Looking to Pamper!!!

Albany Park, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

11 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)"

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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: