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.

Confirmed New Years Availability
1. Kelly

Mother of 2 Pitbulls & a Coonhound!

Albany Park, Chicago, IL, 60625

Drop-In Visits, Dog Walking

20 repeat clients

"Kelly was awesome!! I would definitely book her again. She did a meet and greet with Paul first. Kelly also stayed a little bit longer because we just got Pa... (more)"

Confirmed Holiday Availability
2. Noemi

Hands to Paws

Portage Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Noemi was quick to respond and act upon a very last minute request to feed/let out my 3 dogs. She was very prompt and thorough in her care. Will def use he... (more)"

3. Mary

Available on weekends! FRI-MON

Albany Park, Chicago, IL, 60625

Drop-In Visits, Dog Walking

10 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)"

4. Hannah

Fun and loving pup lover!

West Town, Chicago, IL, 60622

Dog Boarding, Drop-In Visits, Dog Walking

6 repeat clients

"Hannah was a wonderful help while I was out of town. Very responsive and handled an unexpected issue (possum got in through the pet door) with grace! She was... (more)"

5. Molly

Veteran pet sitter new to Chicago

Lake View, Chicago , IL, 60657

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

2 repeat clients

"Molly is a true dog lover! She loves to play and snuggle with any breed, and she treats any dog she takes care of as her own. She's extremely trustworthy and... (more)"

6. Haley

Dogs are my favorite animal!

Edgewater, Chicago, IL, 60640

House Sitting, Drop-In Visits

2 repeat clients

"Haley was great with our mini-schnauzer when she filled in when our regular sitter was out. I would recommend her to others and she takes great care. (more)"

Confirmed New Years Availability
7. Will

Home Full-Time Loves Dogs!

Uptown, Chicago, IL, 60640

Drop-In Visits, Doggy Day Care, Dog Walking

11 repeat clients

"Will has been great with our puppy Fannie. We recently moved to a new neighborhood and have had many changes and unexpected surprises with scheduling. Will h... (more)"

8. Alexa

Treating your pup as my own!

Lake View, Chicago, IL, 60613

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

6 repeat clients

"Alexa was very responsive via email/text and made our trip worry-free as far as our pup was concerned. Plus, Jazzy looked very happy in all of the daily pho... (more)"

9. Emily

Artist & possible dog whisperer

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

19 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)"

10. Alison

Dependable Friendly Loving Active

Irving Park, Chicago, IL, 60618

Drop-In Visits, Dog Walking

9 repeat clients

"Alison is AMAZING and we love her ! She loves dogs of all sorts. She always makes sure they are fed, clean fresh water, happy and exercised ! home is smok... (more)"

Confirmed New Years Availability
11. Amy

It was me- I let the dogs out.

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"What's not to love? Amy is sweet, attentive and communicative. I've had not the best cat sitter experience in the past but I am reformed. Worth every penny a... (more)"

Confirmed New Years Availability
12. Carissa

Flexible Schedule for your Pupper

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Carissa is wonderful with dogs. She is caring, loving, and very patient with all animals. She give each dog the love an attention it deserves and needs. Not ... (more)"

13. Annalee

A reliable, fun animal lover!

Hermosa, Chicago, IL, 60639

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"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)"

14. Nick

Experienced Dog Walker/Pet Sitter!

Lincoln Square, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Nick checked in on my two cats while I was out of town for the holidays. He was great, sent pictures everyday and kept them happy, healthy and the litter box... (more)"

Confirmed Holiday Availability
15. Christina

I like Big Mutts and I cannot lie!

Logan Square, Chicago, IL, 60647

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

5 repeat clients

"Christina watches Sky all the time! She is very trustworthy. Sky stays with Christina and Desa while I'm at work or out of town. She is always happy and tir... (more)"

16. Cassandra

Active, Works at Home, Fenced Yard!

Avondale, Chicago, IL, 60618

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

15 repeat clients

"Short notice, but Cassandra was able to make time for us. (more)"

17. Anthony

Animal lover here to provide!

Portage Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

"Anthony has been awesome! He's taken great care of my puppy when I was at work. Already planning to use him in the future! :) (more)"

Confirmed New Years Availability
18. Alexis

Large park nearby

Belmont Cragin, Chicago, IL, 60639

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

13 repeat clients

"Alexis did a great job with my dog, Burt. He was happy and healthy when I came home, and I got a few updates while we were gone. The whole experience was a p... (more)"

Confirmed Holiday Availability
19. Genesis

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

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

"Genesis was great... she was able to check in, feed and walk Zeus on incredibly short notice. Plus got a summary of their time together with pics. Will defi... (more)"

20. Amy

Dogs are like family! We love walks

Portage Park, Chicago, IL, 60641

Drop-In Visits, Dog Walking

4 repeat clients

"Thank you so much for taking great care of Preston! We came home to a happy relaxed doggie. You're invaluable! Really liked each visit update and the pict... (more)"

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: