Pet Setting & Drop Ins in Rogers 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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Confirmed New Years Availability
1. Lauren

Fun and Active Dog Lover

Edgewater, Chicago, IL, 60660

Dog Boarding, House Sitting, Drop-In Visits

"Lauren has been nothing less than great with my border collie Lyla, who can be kind of needy. Anytime I have left Lyla with Lauren I always get the impressi... (more)"

2. Rachel

Dog lover of all breeds!

Evanston, IL, 60201

Drop-In Visits, Dog Walking

"Rachel is has an amazing ability to care for animals. She has been surrounded by pets her whole life and recently got the cutest puppy of her own! I have r... (more)"

Confirmed New Years Availability
3. 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)"

4. Anna

I just love dogs

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

"I have known Anna for many years, and her love of animals- but especially dogs, has always been an integral part of who she is. She has her own rescue dog wh... (more)"

5. MC

Canine Loving Law-Student!

Edgewater, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"MC is super responsive, proactive, and generally awesome. She always communicates clearly and takes the best photos. Thank you! (more)"

6. Chris

Family Paws!

Edgewater, Chicago, IL, 60660

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

29 repeat clients

"Chris came to my rescue when my work schedule got a bit crazy. She helped take my little newly-blind, elderly Chihuahua out to potty and even was great about... (more)"

7. Brenna

Fun, Caring, the Best Puppy Sitter

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Brenna is awesome! She posted me photos of my kitty and the kitty took a liking to her too. I would love to get her services again when I go on a vacation. (more)"

8. Rose

Vet tech and dog trainer :)

Rogers Park, Chicago , IL, 60626

Drop-In Visits, Dog Walking

"Rose has always been passionate about the wellbeing of animals. She started caring for her first dog when she was nine years old and hasn't looked back. Rose... (more)"

9. Luke

Dog-Loving Northwestern Student

Evanston , IL, 60201

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Luke did a great job with my two large labs! He responded very quickly and has great communication. I will hire Luke again in the future! (more)"

10. Alexa

Responsible + Lovable Dog Sitter!

Evanston, IL, 60201

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Alexa has dog sat for my young pup several times. Her loving and caring demeanor allowed my pup Noah to feel right at home with her. She is a very responsibl... (more)"

11. Samantha

Only thing i love more than me,dogs

Edgewater, chicago, IL, 60660

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

"Samantha, is wonderful with Dogs. She loves them more than she loves humans. Lol She will be a great dog sitter I'm sure your doggies will want her to retur... (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. Mariel

Lifelong Dog Lover

Evanston , IL, 60201

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

"Mariel has always been good with dogs and all other animals too. She rode her first horse at 18months, eventually rode bareback. She had rodents and fish and... (more)"

14. Sarah

Dog Lover with Flexible Schedule

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I'm a dog lover through and through. I grew up taking care of the family dog, and I would love to help care for your dog, too. I'm comfortabl... (more)

15. Matthew

Dog Lovin' Bike Rider.

Edgewater, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

About: First and foremost I love dogs. I have worked mostly in the restaurant industry but have always taken care and watched/walked a variety of dogs thr... (more)

16. Elyse

Lifelong Dog Lover!

Lincoln Square, CHICAGO, IL, 60625

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

4 repeat clients

"There isn't a dog that Elyse doesn't adore. She's the type of person that will stop whatever she's doing to help an injured turtle or just simply pet a pit b... (more)"

17. Lanette

Hotel Del Dog!

Rogers Park, Chicago, IL, 60626

Dog Boarding, Drop-In Visits, Dog Walking

12 repeat clients

About: Hello! I am an active individual that wishes to provide your furry family member with their very own vacation while you're away! My goal is tha... (more)

18. Nicholas

Barks and Recreation

Rogers Park, Chicago, IL, 60626

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

1 repeat client

"Nick is a caring and wonderful caregiver to dogs. He takes wonderful care of his own rescue, huckleberry, and has taken care of pets for friends while they ... (more)"

Available this weekend
19. Elliot

Days are ruff without pups.

Rogers Park, Chicago, IL, 60626

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

4 repeat clients

"My puppy loved her stay with Elliot! Everything was carried out exactly how I asked it to be. (more)"

Confirmed New Years Availability
20. Taylor

Dog Loving College Kid

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

About: I am a 20 year old college student attending Loyola University Chicago. I am an absolute dog lover, it doesn't matter what kind. I've always admire... (more)

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 7,915 owners have reviewed sitters in Rogers Park, Chicago, IL, giving them an average rating of 4.9/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect pet sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average pet sitting rates to get an idea before you start a conversation with a pet sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Rogers Park pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Rogers Park, Chicago who meets your and your pet's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

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 Rogers 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: