Pet Setting & Drop Ins in Jefferson 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. 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)"

2. 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)"

3. 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)"

Confirmed Holiday Availability
4. 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)

5. Luis

CPR and First Aid certified Cat/Dog

Portage Park, Chicago, IL, 60641

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

"Luis is my son and runs a dog business here through our house. I fully support him in all he does and love to meet all the dogs that come and go here at home... (more)"

Confirmed Holiday Availability
6. Sarah

Wag whisperer

Skokie, IL, 60077

House Sitting, Drop-In Visits, Dog Walking

"Sarah made my cat very happy while I was gone for 3 nights. I was very pleased with her sitting skills. Will be a return customer. Thanks! (more)"

7. Megan

Reliable, Respectful, Responsive

Austin, Chicago, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

20 repeat clients

"We can't say enough about how wonderful our experience with Megan and Deb was. Our dog is elderly and has separation anxiety and we are sure he did not miss ... (more)"

Confirmed Holiday Availability
8. 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)"

Confirmed New Years Availability
9. 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)"

10. Paola

Dogs are furry babies, I know :)

Norwood Park, Chicago, IL, 60630

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

2 repeat clients

"This was my first time using a dog walker. I can't thank Paola enough for doing this at the last minute for me...I had no stress at work worrying about my C... (more)"

11. Nancy

Pick Me :)

Irving Park, Chicago, IL, 60618

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

1 repeat client

"There's a gradient of people's love for fur babies. Lets put this on a 1-10 scale. 1's are those people that likely shouldn't own a pet, and 10's are the p... (more)"

12. Courtney

24 years of dogs!

Edison Park, Chicago, IL, 60631

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

2 repeat clients

About: I grew up In a household of 4 dogs. My dogs growing up range from 4lbs (teacup poodle) to 110lbs (Doberman). My dogs range from 8weeks old to 16yea... (more)

Confirmed Holiday Availability
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. Rebecca

Passionate About Paws

Norwood Park, Chicago, IL, 60656

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Rebecca is a loving, responsible and caring young woman. Her own pets are well cared for and spoiled as they should be. She would give spectacular care to an... (more)"

Confirmed Holiday Availability
15. Maria

Great Love and Attention with me

Jefferson Park, Chicago , IL, 60646

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

1 repeat client

"Maria is excellent with dogs and has many years of experience. She cares for every pet with great proficiency and enthusiasm. Maria enjoys dog-sitting and sh... (more)"

16. Amber

Seeking Dog Buddies

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I've been dog-walking and dog-sitting since I was a teenager. Throughout the years I have amassed experience with an assortment of dog breeds, who ... (more)

17. Kristina

A favorite aunt to your loved one

Dunning, Chicago, IL, 60634

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

24 repeat clients

"Kristina is amazing. She took the time to get to know an older difficult dog with some special issues. We were away for a week and she made sure that our ani... (more)"

18. Samantha

Seasoned sitter, daily pics sent.

Forest Glen, Chicago, IL, 60630

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

2 repeat clients

"This my was first experience with Rover.com and Samantha was great. She sent me updates on how my dogs were doing and has a lot of experience with dogs which... (more)"

19. Lisa

Best of care when you're not there!

Portage Park, Chicago, IL, 60630

Drop-In Visits, Dog Walking

"When it comes to animal care, compassion, and connectedness, there is no greater embodiment, than Lisa E. Her passion for animals of all genres, including o... (more)"

Confirmed New Years Availability
20. Jocelyn

Treating your dog like family!

Harwood Heights, IL, 60706

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Jocelyn walked our dog at my mother's condo while my husband and I were out of town. We had a mini crisis and she handled it with smarts and flexibility. We... (more)"

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Learn About Premier

In Jefferson Park, Chicago, IL, dog lovers trust Rover.com for their pet sitting needs. Over 20 pet owners have reviewed pet sitters in Jefferson Park, Chicago, giving them an average rating of 5.0/5 stars. Booking pet sitting in Jefferson Park can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book pet sitting in Chicago on Rover? Check out our average pet sitting rates to get an idea before reaching out and beginning 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 Jefferson 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 Jefferson 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 Jefferson 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 Jefferson 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: