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.

Confirmed Easter Weekend Availability
1. Chloe

Professional dog + cat admirer

Uptown, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

26 repeat clients

"Chloe was great dropping in our dog when we had to be away for a very long day, and was very patient with our Tonks who can be a bit of a handful. (more)"

2. Hayley

Huge animal lover

Uptown, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

About: I have grown up with all different types of animals, from cats and dogs to guinea pigs, rabbits and hamsters. I currently have two dogs of my own, ... (more)

3. Michelle

Active, Energetic, and Caring!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

"Michelle is a very kind and responsible person. She has helped walk and take care of my dog Karma, and is great at ensuring karma has long walks, love and at... (more)"

4. Melissa

dependable, patient and loving!

Uptown, Chicago, IL, 60640

Drop-In Visits, Dog Walking

About: I take pride in myself for being intuitive to the needs of the dog. I bring a calm vibe but always focused on the safety and wellbeing of the anima... (more)

5. Jak

Friendly Guy for Nice Walks.

Lake View, Chicago , IL, 60657

House Sitting, Drop-In Visits, Dog Walking

About: I am a friendly and reliable professional looking to take care of a dog because I cannot currently have my own since I live in a place I cannot hav... (more)

Available this weekend
6. Merrick

Easy communicator for all dog sizes

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

"Merrick is fantastic! Super friendly and responsible. My dog loves hanging out with him! When I picked up my dog (Darwin), he was all tail-wags! (more)"

Confirmed Easter Weekend Availability
7. Ashley

Trustworthy experienced caregiver

Lincoln Square, Chicago, IL, 60625

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

8 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)"

8. Meggie

There's Always a Treat In My Pocket

Edgewater, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

About: Animals have been an absolute passion of mine since I was a child. I grew up in a household full of them: four cats, a dog, and a carousel of horse... (more)

9. Ashley

I'm an art student who loves dogs!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"Ash is a very compassionate and caring person. Our dogs absolutely love her! She is conscientious about their care and enjoys her time with them. They love ... (more)"

10. Ashley

Responsible, Reliable, Experienced.

Lake View, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"Ashley was amazing and seriously saved my dogs life! While we were gone, Rosie had a breathing issue and her lungs filled with fluid. It was because of Ash... (more)"

Confirmed Easter Weekend Availability
11. Mary

Will love your fur bab like my own.

Lake View, Chicago, IL, 60613

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

"I am one of those 'crazy' pet owners and it took me a while to find someone I trusted with my fur-baby Penny (a.k.a PenPen). Mary is very reliable, trustwort... (more)"

12. Mirella

Dog & Cat Lover - Quality Care!

Avondale, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"Mirella was great! This was our first time using Rover, and being solely dog parents who are very protective of our pups and leaving them when we vacation, w... (more)"

13. 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)

14. 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)

15. Jessica

Thorough loving care

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Jessica was great with my pup Mona. Mona can be (more than a little) skeptical of strangers, and Jessica did a great job dealing with that. Mona warmed up to... (more)"

16. Alexandra

Aspiring Animal Advocate

Uptown, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

About: As a lifelong dog owner and a longtime humane society volunteer, I have a great deal of experience working with dogs of all temperaments, ages, and... (more)

17. 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)"

Confirmed Easter Weekend Availability
18. 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)

19. 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)"

20. Sundas

I want to make furry friends! <3 :)

Uptown, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"Sundas recently watched our two cats while we were away for the Christmas holiday. She arranged to meet with us before we left to discuss the particulars. Sh... (more)"

Experience exceptional service and a personalized match

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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: