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.

1. Mark

Bark Voyage!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits

3 repeat clients

"Mark is great! He's available on short notice and always sends me a picture of my pup! (more)"

2. Elizabeth

Flexible Sitter in Andersonville

Uptown, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

"Toby says Elizabeth is wonderful! Elizabeth has house-sat my dog Toby ( 65lb rescue Chow mix with separation anxiety) several times over the years. He cle... (more)"

3. Stella

Doggy Adventures Galore

Uptown, chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

About: After years of experience with dogs and every other animal in between I have come to love spending time with our four legged family members. Growin... (more)

Available this weekend
4. Lauren

Flexible hours for your pup!

Irving Park, Chicago, IL, 60618

Drop-In Visits, Dog Walking

"She has watched my dog in the past and not only was she prompt and reliable but she took the time to make sure my dog was comfortabke during a storm before s... (more)"

5. Hanna

Fully fenced yard+available always

Lake View, Chicago, IL, 60613

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

"She's great, love her. I would trust any dog with her. I hope we are friends until the very end. She's my ride or die. Love you Han! (more)"

6. Corynne

I'll care for your pet as you do!

Lincoln Square, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

About: Hello my name is Corynne! I recently relocated to Chicago, IL from Boston, MA! I have grown up my entire life surrounded by dogs, Rottweilers a... (more)

7. Jorie

Chateau Simon

Lincoln Park, Chicago, IL, 60614

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

"I am part of a team that has the highest rating in the buffalo grove area. Jorie has been vital in helping us make sure every dog gets the care they need and... (more)"

8. Iris

I Work With Wolves and Dogs

Albany Park, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

"Greetings! I just want to take a few minutes to tell you about Iris O. Iris is a kind, gentle, and sweet "dog whisperer" I know this because she has hel... (more)"

9. Claire

Comedian That Wants to Love Ur Dog!

Uptown, Chicago, IL, 60613

Dog Boarding, House Sitting, Drop-In Visits

3 repeat clients

"Claire is an excellent dog sitter! I had such an easy experience with her taking care of my two Pitbulls! She was on time when first meeting with her, and my... (more)"

Available this weekend
10. Kelly

Biggest pet lover you'll ever meet!

Albany Park, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Kelly was awesome!! I would definitely book her again. She did a meet and greet with Paul first. Kelly also stayed a little bit longer because we just got Pa... (more)"

11. Chloe

Professional dog + cat admirer

Uptown, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

34 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)"

12. Madison

Parks and play time!

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

"Madison has dog sat for us several times. We have had up to 3 dogs at one time and would be gone from 2-3 days up to a week. I would highly recommend and fee... (more)"

Available this weekend
13. Lindsay

Energetic dog lover

Lake View, Chicago, IL, 60613

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

1 repeat client

About: Heyo! I am a responsible young professional with a love for dogs. Currently I am studying for exams and have a lot of time on my hands. I grew up s... (more)

14. Haley

Dogs are my favorite animal!

Edgewater, Chicago, IL, 60640

House Sitting, Drop-In Visits

2 repeat clients

"Haley was great with our mini-schnauzer when she filled in when our regular sitter was out. I would recommend her to others and she takes great care. (more)"

15. Emma

I will be BFF's with your dog!

North Center, Chicago, IL, 60613

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

"Emma was the best dog sitter/walker ever! She showed up right on time, my dog immediately felt comfortable with her because Emma was calm and very loving to... (more)"

16. Nick

Experienced Dog Walker/Pet Sitter!

Lincoln Square, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Nick checked in on my two cats while I was out of town for the holidays. He was great, sent pictures everyday and kept them happy, healthy and the litter box... (more)"

17. Rebecca

Bubbly animal lover/college student

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

"Rebecca has significant experience caring for dogs. I can always see how much she loves animals, and she would be an excellent addition to Rover! (more)"

18. Alexa

Treating your pup as my own!

Lake View, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Alexa was very responsive via email/text and made our trip worry-free as far as our pup was concerned. Plus, Jazzy looked very happy in all of the daily pho... (more)"

19. Eva

Flexible Schedule-Active-Energetic

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Eva did a fantastic job checking in our cats. She maintained great communication, keeping us updated with pictures and summaries of her visits, and made the ... (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: