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.

1. Annie

Large or Small - I Love 'em All!

Edgewater, Chicago, IL, 60660

Drop-In Visits, Doggy Day Care

5 repeat clients

"We traveled with piece of mind knowing that Annie was taking care of our Cat! She was responsive, timely, and most importantly wonderful to our pet. Cannot t... (more)"

2. Mary

Available on weekends! FRI-SUN

Albany Park, Chicago, IL, 60625

Drop-In Visits, Dog Walking

10 repeat clients

"Mary did a great job of taking care of Socks while I was out of town. She messaged me with anything out of the ordinary and sent me pictures of Socks every v... (more)"

3. Georgette

Experienced caretaker for your pet

Rogers Park, Chicago, IL, 60626

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Georgette did a great job caring for our cat. She sent photos everyday and was super responsive to all questions. I would definitely rebook with her. (more)"

4. Chloe

Professional dog + cat admirer

Uptown, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

53 repeat clients

"Chloe is great! She took care of my car while I was out of town and she was super communicative and friendly. I would definitely recommend booking her to tak... (more)"

5. Anthony

Great with high energy dogs!

Albany Park, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

"I hired Anthony to care for my senior dog while I was out of town for 5 nights. He was fantastic! I could tell right away at our "Meet and Greet" that he has... (more)"

6. Matthew

Certified Pet First Aid and CPR

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

"Matt cared for our (anxious) adult Standard Schnauzer twice in the past few months while we went out of town. Once for a longer over-night stay and once when... (more)"

Available this weekend
7. Ali

Home full-time & LOVE dogs

North Center, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

"Ali is one of the most compassionate people I’ve ever known. She is reliable and trustworthy. She loves our sweet pup just as much as he loves her! Highly re... (more)"

8. Ben

Treat yo' dog

Rogers Park, Chicago, IL, 60626

House Sitting, Drop-In Visits, Dog Walking

"Ben is super responsible and loves all kinds of dogs. I have seen him play with the dogs at my place and watched him take care of his grandparents dogs. No m... (more)"

9. Holly

Love Dogs More Than (Most) Humans!

Uptown, Chicago, IL, 60640

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

"Holly is unequivocally the best. She is incredibly responsible, responsive, and most importantly, I know that she absolutely loves animals (and my dog loves ... (more)"

10. Chris

Family Paws!

Edgewater, Chicago, IL, 60660

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

37 repeat clients

"Chris was great! Thorough, took good care of her, and took great pictures of my cat. Communicates quickly and obviously loves what she does. 10/10. (more)"

11. Amy

Energetic dog and cat buddy

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"I wish I could give more stars. Amy is simply the best! Amy stayed in our home and watched our two yellow labs and our two new kittens for a week. They loved... (more)"

12. Amber

Energetic, adventurous, dog care

Uptown, Chicago, IL, 60613

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

1 repeat client

"There is no doubt Amber would excel in performing this service. Amber has not only been around pets her entire life, but also a proud owner of almost every ... (more)"

Available this weekend
13. Leah

Loving pet care is here!

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Leah took great care of my cat! She was very friendly and communicative throughout the whole process. (more)"

14. Shamoyita

Dogless dog-lover

Edgewater, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

About: My first experience with dogs (aside from meeting them on the street and playing with friends' dogs) was when we got a family dog when I was 7, and... (more)

15. Haley

Sweet and Loving Sitter/Walker

Lincoln Square, Chicago, IL, 60625

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

6 repeat clients

"Haley has cared for my dogs several times. My dogs (Rumi and Fancy) are my children and I trust Haley completely with them. She is kind, loving and very at... (more)"

16. Stephanie

Love and Care for doggies!

North Center, Chicago, IL, 60618

House Sitting, Drop-In Visits

"I would highly recommend Stephanie Bourgeois as a pet sitter& dog care giver. She has had pets, for her whole life. She has a high regard and a natural love ... (more)"

17. Natalie

I am a dog's best friend!

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

About: I sincerely believe that best friends come with four paws, fur, and wags their tail when you come home. I have two dogs of my own: a tiny little c... (more)

18. Kathryn

We Treat Dogs Like Family!

Lincoln Square, Chicago, IL, 60625

Dog Boarding, Drop-In Visits, Dog Walking

"Kathryn has been a fabulous help to us in walking our two recent rescues, a 70 lb Mountain Cur and a 40 lb Sheperd Mix. Kathryn is dependable and a caring. ... (more)"

19. Daniel

Eat, Play, Nap: The doggie cycle

Edgewater, chicago, IL, 60660

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

"Daniel had pet sitter my pet several times, he does a wonderful job not just with my pet but following especial instructions. I totally admire the dedicatio... (more)"

20. Wynette

The WONDERS of WALKING WITH WYNETTE

Uptown, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

"To fellow animal lovers, It is with pleasure that I am writing to highly recommend Wynette Carmony as a most trusted pet sitter. I have known Wynette f... (more)"

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: