Pet Setting & Drop Ins in Lincoln Square, 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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1. Sarah

dog mama, runner, foster-er, hugger

Evanston, IL, 60202

House Sitting, Drop-In Visits, Dog Walking

About: Caring for others' dogs was one of my first paid jobs over ten years ago. In addition to dogsitting I have cared for several of my own dogs over th... (more)

Confirmed New Years Availability
2. 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)"

Confirmed Holiday Availability
3. Mirella

Dog & Cat Lover - Quality Care!

Avondale, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Mirella has been wonderful. So kind, patient, communicative and attentive to my needs. I look forward to working with 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. 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)"

6. 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)"

7. Michelle

Puppy loving psychology student

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

About: Hi! I'm Michelle, and I'd love to be your dog sitter! I've grown up with dogs (my first dog was a bichon that my four-year-old self ingeniously nam... (more)

Confirmed New Years Availability
8. 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)"

Confirmed Holiday Availability
9. 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)

Confirmed Holiday Availability
10. Chloe

Professional dog admirer

Uptown, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Chloe was dependable, trustworthy, flexible and passionate about taking good care of our little dog Sadie. She communicated with us often on Sadie's well-be... (more)"

11. 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)"

12. Devin

Social worker and pup lover

Lake View, Chicago , IL, 60613

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"DEVIN is an absolute Pet Favorite! Bentley and Jag are ALWAYS happy to see her. Super dependable and treats my dogs like they are my children (which of cou... (more)"

13. Rose

Vet tech and dog trainer :)

Rogers Park, Chicago , IL, 60626

Drop-In Visits, Dog Walking

"Rose came to watch my dog 3 times a week while I had to work.  She was always on time,  took great care of my dog and genuinely loved playing with Baxter!  S... (more)"

Confirmed Christmas Availability
14. David

Passionate Pet Care Provider

Uptown, Chicago, IL, 60613

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

1 repeat client

"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)"

15. Jessica

Thorough loving care

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Jessica was very responsible and did all the things I had asked her to do. She also is a very caring person with a love of animals. I felt very secure wit... (more)"

16. 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)

17. 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)"

Confirmed New Years Availability
18. Mary

Available on weekends! FRI-MON

Albany Park, Chicago, IL, 60625

Drop-In Visits, Dog Walking

2 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)"

19. 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)"

Confirmed Holiday Availability
20. Megan

Dog Groomer Looking to Pamper!!!

Albany Park, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"Megan (and Becky) stayed in touch via text with informational updates along with pictures of our dog to ease our minds and truly made us feel she was in good... (more)"

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Learn About Premier

Dog lovers in Lincoln Square, Chicago, IL love pet sitters on Rover.com. Over 170 pet owners have reviewed pet sitters on Rover in Lincoln Square, giving them an average rating of 5.0/5 stars. No matter what your price range is, you might be surprised to learn how affordable pet sitting in Chicago can be when you book with Rover. Wondering how much it might cost to book pet sitting? Check out our average pet sitting rates to get an idea before contacting a pet sitter near you.

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 Lincoln Square 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 Lincoln Square, 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 Lincoln Square 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 Lincoln Square, 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: