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.

1. Meredith

Caring, energetic and responsible

Lincoln Park, Chicago, IL, 60614

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

About: My boyfriend and I both grew up taking care of our family dogs. He rescued two adorable, mixed breed pups; I had an incredible golden retriever. Al... (more)

2. Sarah

Artist with a passion for pups!

Portage Park, Chicago, IL, 60641

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

About: I am an artist and musician with a passion for animals of all kinds, but dogs in particular. I have extensive experience with dog care as as well a... (more)

3. Mirella

Dog & Cat Lover - Quality Care!

Avondale, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

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

4. Sarah

Responsible Fun Loving Dog-Sitter

Logan Square, Chicago, IL, 60647

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

6 repeat clients

"I love how well Sarah communicates with me while I am away. Denali loves her! (more)"

5. Ashley

Trustworthy experienced caregiver

Lincoln Square, Chicago, IL, 60625

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

6 repeat clients

"Couldn't be happier with Ashley's service and reliability! She goes the extra mile to ensure that Louie is comfortable and active, I am definitely a repeat c... (more)"

Available this weekend
6. Amy

Experienced, safe, and loving home!

Logan Square, Chicago, IL, 60647

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

"Amy was great! She and her husband checked in on my 2 huge dogs this morning having never met them. The visit went swimmingly and the pictures really set me ... (more)"

7. Annalee

A reliable, fun animal lover!

Hermosa, Chicago, IL, 60639

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Annalee is awesome! Denali loves her! She communicates well with me while I am away. She really cares about the well being of my dog. (more)"

8. Kelly

Pet loving Family

North Center, Chicago, IL, 60618

Dog Boarding, Drop-In Visits, Dog Walking

17 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)"

9. Jessica

Thorough loving care

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

8 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)"

10. 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)"

Available this weekend
11. Samantha

Artist looking to care for dogs

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"Samantha is one of my dearest friends, and also is one of my dog's dearest friends. Her calm dameanor and bubbly personality evoke the puppy out of anyone's ... (more)"

Available this weekend
12. Andi

Dog Lover

Logan Square, Chicago, IL, 60647

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

2 repeat clients

"Andi is great. My dog was so well taken care of and she's extremely flexible with scheduling. She's my go to person! (more)"

13. 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)

14. Autumn

Young dog lover of all kinds

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

About: I love dogs. I've owned many in my short life. Trained multiple puppies. I just love giving dogs the best care possible (My Cattle dog is particula... (more)

15. 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)"

16. Claire

Dog Sitter/Walker Willing to Travel

Avondale, Chicago, IL, 60618

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

4 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. April

I'll love your fur babies!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"April loves dogs and has a sincere amount of compassion for them. I really cannot think of anybody else who pays better and more genuine attention to dogs th... (more)"

18. Megan

Dog Groomer Looking to Pamper!!!

Albany Park, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"Megan (and Becky) stayed in touch via text with informational updates along with pictures of our dog to ease our minds and truly made us feel she was in good... (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. Caitlin

Patient, Experienced Dog Lover

Albany Park, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

About: I have worked at various doggie daycares over the past 2 years, each of which has taught me different ways of caring for pups of all sizes, breeds,... (more)

Experience exceptional service and a personalized match

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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: