Pet Sitting & 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.

Confirmed availability
 Easter weekend
1. Lyle Verified Enhanced Background Check

Your Dog's New Best Friend

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

"Lyle did a lovely job watching my two cats while I was out of town for a week. They both seemed very happy and well cared-for when I returned home, so I’m appr… (more)"

2. Cathy Verified Enhanced Background Check

Your pet's best friend

Lincoln Square, Chicago, IL, 60625

Drop-In Visits, Dog Walking

"We were initially hesitant to use this appliction let alone find someone we could trust. We perused thru and found Cathy. We set up a time for the interview. W… (more)"

Confirmed availability
 Easter weekend
3. Renae Verified Background CheckRover 101

Your Pup's BF when you are away

Lincoln Square, CHICAGO, IL, 60625

Dog Boarding, Drop-In Visits, Dog Walking

"Renae did an outstanding job caring for our 2 dogs while we went on vacation. Daily pictures and updates put our minds at ease. One of our dogs is afraid of ne… (more)"

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4. Justine Verified Background CheckRover 101

Your pet's new BFF!

Uptown, Chicago, IL, 60640

House Sitting, Drop-In Visits

"Justine was absolutely amazing! So sweet and professional. Her visits and recaps put my mind at ease while away. I was so happy to hear that my cat loved seein… (more)"

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5. Joy Verified Enhanced Background Check

Extra caring, loving, soft spoken

Uptown, Chicago, IL, 60640

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

"Joy was fantastic! Her communication was excellent and I felt confident that she was taking very good care of my cat. Would definitely recommend her and book h… (more)"

Confirmed availability
 Easter weekend
6. Elisa Verified Enhanced Background Check

Experienced & Caring Animal Lover

Lincoln Square, Chicago, IL, 60640

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

"Elisa has always been incredibly responsive, flexible in terms of the needs of me, my wife, and our fur baby, and awesome with our dog. Laveau LOVES her, I fee… (more)"

Confirmed availability
 Easter weekend
7. Jacee Verified Background Check

Id play fetch w/ ur dog & cat!

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

"The best!! I felt so at ease having Jaycee check on my cat everyday. She was so transparent and always keeping me updated. I came back to a happy kitty! Would … (more)"

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8. Nicky Verified Enhanced Background Check

Only the best for your best friend!

Lake View, Chicago, IL, 60613

Drop-In Visits, Dog Walking

"Nicky was great! Great communication leading up to the appointment. While we were away, she checked in on our cat daily, sending us pictures and details. We wi… (more)"

9. Dorothy Verified Enhanced Background Check

Dog Mom Extraordinaire!

Uptown, Chicago, IL, 60640

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

"Dorothy is absolutely fantastic! This was my first time using Rover and she made it a GREAT experience. She was super accommodating with my in-home visit and I… (more)"

Confirmed availability
 Easter weekend
10. Shante Verified Background Check

home full time weekends

Lincoln Square, Chicago, IL, 60640

House Sitting, Drop-In Visits

"Shante was very understanding of Dexter’s situation and was very informative & knowledgeable on how to care for him. Definitely recommend using Shante to care … (more)"

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11. Spencer Verified Enhanced Background CheckRover 101

Fresh Air and Fur - The Best Days!!

Uptown, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

"Spencer is a great sitter. He is very reliable and came at the same time everyday to see our kitties. He is responsive and kind. If you are going out of town a… (more)"

Confirmed availability
 Easter weekend
12. Savannah Verified Background Check

For the Love of DOG!

Uptown, Chicago, IL, 60640

Drop-In Visits, Dog Walking

"Savannah is awesome! It is so clear that she truly loves animals and my dog Lentil loved her too! She is patient, flexible and very sweet. I’m so glad we found… (more)"

Confirmed availability
 Easter weekend
13. Jaime & Michael Verified Background Check

Dog Lovers ready to Dog Sit

Uptown, Chicago, IL, 60640

Dog Boarding, Drop-In Visits, Doggy Day Care

About: Hello there! My boyfriend Michael and I love dogs and we are looking to care for more dogs without having to fully commit to them. We think Dog si… (more)

14. Lisette Verified Enhanced Background Check

Hi, I’m Lisette! I live in Chicago.

Uptown, Chicago, IL, 60613

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

"Lisette loves dogs! She has two of her own and the love is mutual! She enjoys long walks on the beach with her dogs, playing fetch, and after a long day cuddli… (more)"

Confirmed availability
 Easter weekend
15. Sara Verified Background Check

Dogs are my kind of people

Edgewater, Chicago, IL, 60640

Dog Boarding, Drop-In Visits, Dog Walking

"Sara is an incredibly thoughtful and kind dog sitter! She goes the extra mile to play with them and is very sensitive to their needs. She looked after our dog … (more)"

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16. Kenneth Verified Enhanced Background Check

Best pet vacations with Uncle Ken!

Edgewater, Chicago, IL, 60640

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

"Kenneth was amazing and put my anxiety to rest with the daily doggy updates and pictures.Mayday loved him and I highly recommend his service and hope to use hi… (more)"

Confirmed availability
 Easter weekend
17. Kellen Verified Background Check

Just spreading joy one dog walk at

Uptown, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

About: I’m a dog dad who enjoys spending times with pups. Im easy going and attentive. I love giving pups attention because it brings joy to both of our liv… (more)

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18. Misha Verified Enhanced Background CheckRover 101

Love All Animals!

Uptown, Chicago, IL, 60640

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

"Misha is so friendly and always takes very good care of my 2 fur babies. She's been one of my sitters for almost 2 years and I am so very thankful for Misha, h… (more)"

19. Nicole Verified Background Check

Dogs are better than people

Uptown, chicago, IL, 60613

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

About: I have always had a dogs in my life I enjoy being around them, playing with them and just loving them. I have had many different breeds from small to… (more)

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20. Crystal Verified Background Check

Uptown📍Your Pup’s Favorite Pillow

Uptown, Chicago, IL, 60640

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

About: Hello! I am a new homeowner on Lawrence and Kenmore using Rover as a deterrent of adopting my own pup. With recently working remote I’ve began hostin… (more)

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: