Pet Sitting & 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.

Confirmed availability
President's Day
1. Rebecca Verified Enhanced Background CheckRover 101

Certified in Training & First Aid

Norwood Park, Chicago, IL, 60656

Drop-In Visits, Dog Walking

"If I could give more stars I will. After a difficult time finding a reliable pet sitter I got a hold of Rebecca. She picked up where others lacked. The amazi... (more)"

Confirmed availability
President's Day
2. Sam Verified Enhanced Background Check

I hope your pet likes bad singing.

Portage Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

"Sam did a wonderful job taking care of Lucie, especially on such short notice during the holidays. I will absolutely use Sam again in the future! (more)"

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3. Chris Verified Background Check

I can cuddle and run with your pups

Irving Park, Chicago, IL, 60618

Drop-In Visits, Dog Walking

"Chris was really wonderful! Our cat can be a bit nervous when meeting new people, and Chris pulled out all the stops to ensure she felt comfortable and loved... (more)"

4. Jen Verified Enhanced Background Check

Rescue volunteer and teacher

Norwood Park, Chicago, IL, 60656

Drop-In Visits, Dog Walking

"Like many pet owners, my dogs mean the world to me. They are not just pets, but part of the family. I cannot say enough great things about Jen and the love a... (more)"

Confirmed availability
President's Day
5. Rob Verified Background Check

Dogs who love walks will love me.

Elmwood Park, IL, 60707

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

"Rob was great, sent pics and was communicative. He was even willing to deal with medications for my cat. Thank you Rob! (more)"

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6. Nicole Verified Enhanced Background Check

Won't you be my Paw Pal?

Portage Park, Chicago, IL, 60641

Drop-In Visits, Dog Walking

"Nicole takes great initiative in her care for dogs and always eager to grow her knowledge on dog handling and behavior. She works well with canines presentin... (more)"

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7. Stacie Verified Enhanced Background Check

Well versed in various temperaments

Jefferson Park, Chicago, IL, 60630

Drop-In Visits, Dog Walking

"Stacie has always been very dependable and has been great helping out on short notice as well. She regularly cares for my greyhound Vinnie, chihuahua Chica,... (more)"

Confirmed availability
President's Day
8. Jose Verified Enhanced Background CheckRover 101

Chicago Guy for Chicago Pets

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

"Jose is truly a dog lover, he dog sat for my 4 year old Weimaraner for a week. If you aren't familiar with the breed, they are a very active breed & requir... (more)"

9. Arianna Verified Background CheckRover 101

The best care for your best friend!

Norwood Park, Chicago, IL, 60631

Drop-In Visits

"Arianna did an amazing job with my dog Nala! She was never late going to walk her, which was great because then Nala wasn’t alone for any extended periods of... (more)"

Confirmed availability
President's Day
10. Samantha Verified Enhanced Background Check

Reliable and always available!

West Ridge, Chicago, IL, 60626

House Sitting, Drop-In Visits, Dog Walking

"Samantha was awesome! Great communication and our kitties were happy and healthy during her time. Would rebook in a heartbeat! (more)"

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11. Quyeisha Verified Background Check

Pawsitively home away from home

Jefferson Park, Chicago, IL, 60646

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

"Quyeisha showed so much love and care to my Yorkie pup, Milo! She is so patient with him she loves and cares for him and he simply adores her. He gets ample ... (more)"

12. Marina Verified Background CheckRoverGORover 101

Northwest Castillo Vacay Household

Jefferson Park, Chicago, IL, 60630

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

"I've been so lucky to have found Marina and her dog friendly, home-away-from-home for my little terrier mix. He is overjoyed when we arrive in front of her h... (more)"

Confirmed availability
President's Day
13. Arlene Verified Background Check

Family of dog lovers.

Portage Park, Chicago, IL, 60641

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

"We hired Arlene to feed our cat with an involved diet and supplements/medications. She was great at communicating and was flexible with us when we mixed up t... (more)"

14. Stefanie Verified Background Check

Right next to a great park for walk

Portage Park, Chicago, IL, 60641

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

"Stefanie was great! She took great care of our cat while we were gone, and she was highly communicative, which we appreciated! (more)"

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15. Mark Verified Enhanced Background Check

I'm here for the boofers.

Portage Park, Chicago, IL, 60630

House Sitting, Drop-In Visits, Dog Walking

"Mark is an awesome human who takes amazing care of our elderly boxer mix. He is attentive, gentle, and patient - especially when our dog is having his slow ... (more)"

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16. Cloud Verified Background CheckRover 101

Cloud Nine Pet Services

Dunning, Chicago, IL, 60634

Drop-In Visits, Dog Walking

"Cloud is a very caring person and always goes the extra mile to help people and their furry family members. He is the best person to choose because he genuin... (more)"

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17. Leonardo Verified Background Check

Passionate about dogs. Full time

Albany Park, Chicago, IL, 60630

House Sitting, Drop-In Visits, Dog Walking

"The moment Leo met our dog, he felt like family! Our dog, Strider, is in the early stages of slowly becoming paralyzed due to a spinal injury. As we try to p... (more)"

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18. Joan Verified Enhanced Background Check

Joan Old Irving Park Dog walker

Irving Park, Chicago, IL, 60641

Drop-In Visits, Dog Walking

"Joan finds the best in all dogs! I have a rescue dog that was extremely skittish and afraid. Joan had the patience and caring nature to make friends and als... (more)"

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19. Amy Verified Background Check

Dogs are like family! We love walks

Portage Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

"Amy followed all of the instructions I gave her and everything seemed to be just as we left it when we returned after Amy dropped in to let our dogs out. Amy... (more)"

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20. Cole Verified Background Check

mans best friend will love me

Albany Park, Chicago, IL, 60630

House Sitting, Drop-In Visits, Dog Walking

"Cole is a natural with dogs! He has been good with animals since he was a young kid, kind of in a dog-whisperer kind of way. He used to watch my dog, Rudi, w... (more)"

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: