Pet Setting & Drop Ins In Uptown Chicago

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

Available this weekend
1. Chloe

Professional dog + cat admirer

Uptown, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

22 repeat clients

"Chloe is amazing!! She's taken care of my cat, Rory, for the second time now, and both times I felt at ease while I was away thanks to Chloe. She took a lot ... (more)"

2. Jovana

Reliable and respectful dog lover!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"Jovana is a thoughtful, responsible younger lady. She is prompt, responsive and my dog is overjoyed to see her come to get her. It is easy to see how much... (more)"

3. Kristofer

Energetic, Extroverted Dog Lover

Lincoln Park, Chicago , IL, 60614

House Sitting, Drop-In Visits, Dog Walking

About: I've had dogs growing up my entire life and would frequently watch my friends dogs/puppies while they travel out of town. I'm energetic, enthusiast... (more)

4. Will

Professional dog lover!

Lake View, Chicago, IL, 60657

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

"Will is incredible with our two Labs. They were rescued from a puppy hoarder and very poorly socialized. Will was a life saver, not only providing a long dai... (more)"

5. 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)"

6. Ashley

Trustworthy experienced caregiver

Lincoln Square, Chicago, IL, 60625

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

5 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)"

7. Kim

Dog (& Cats) our 4-Legged Family

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I'm an animal lover! Since the day I was born (29 years ago) I've always had at least 2 cats and a dog. Currently I have 4 cats (three are 6 years ... (more)

Available this weekend
8. Kara

Full-time sitter = extra TLC

Uptown, Chicago, IL, 60613

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

13 repeat clients

"Kara is the epitome of reliability, customer service and care. She sent me regular video, text and image updates while I was on vacation and followed care in... (more)"

9. Christina

I like Big Mutts and I cannot lie!

Edgewater, Chicago, IL, 60660

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

4 repeat clients

About: Hey fellow fur parent! Looking for a safe and loving environment for your four legged family member to stay in while you're away? I'm Christina and... (more)

10. 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)"

11. Sofia

Responsible dog lover

Lake View, Chicago, IL, 60613

Drop-In Visits, Dog Walking

"Sofia has had a dog for more than 15 years, and she has always treated him with kindness and patience. She takes care of him and makes sure all of his needs ... (more)"

12. David

Passionate Pet Care Provider

Uptown, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"David was amazing and really helped me out yesterday. My flight was delayed and my cats needed to be fed, so I contacted David last minute to see if he coul... (more)"

13. Julia

Loving, Understanding, Attentive

North Center, Chicago, IL, 60657

Dog Boarding, Drop-In Visits, Dog Walking

"Julia is an incredibly kind and responsible friend whom I have trusted to look after my dogs for the past 3 years. Anytime I am on vacation, she has looked a... (more)"

14. Allie

Fitness instructor that LOVES dogs!

Lake View, Chicago, IL, 60657

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

1 repeat client

"Allie's passion for and experience (medical and training) with pets becomes apparent from second 1. On top of that she is very reliable and positive person.... (more)"

15. Summer

DePaul Student Loves Your Pet

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"We booked Summer for a home visit to let our dog, Lola, out and feed her, etc. She was great, even when we forgot to leave our door unlocked and she had to g... (more)"

16. Alexandra

Aspiring Animal Advocate

Uptown, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"I worked with Alex in a professional capacity, leading her work as a volunteer at a large animal shelter. I personally trained Alex to work with our large h... (more)"

17. William

Affordable, Reliable, Personal.

Lake View, chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

About: I started working for a small company in Lake View shortly after I moved to Chicago. When they decided to stop offering their dog walking service, ... (more)

18. 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)"

19. Mollie

I love dogs more than everyone else

Lake View, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: Not only did I own a rowdy black lab of my own for 8 years, I also had a part time job in college that included house sitting and pet care for two ... (more)

20. Sarah

Rated 5 out of 5 by dogs everywhere

Lake View, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Sarah was timely, responsive, and from the adorable photos she shared, I could tell that Arnie was happy when she came to visit! I will definitely continue t... (more)"

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Learn About Premier

Pet parents in Uptown, Chicago, IL love dog sitters on Rover.com. 10 owners have reviewed sitters in Uptown, Chicago, giving them an average rating of 4.7/5. 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 Uptown 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 Uptown, 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 Uptown 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 pet sitter or dog walker. 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 Uptown, 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: