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. Anna

Experienced Dog Walker

Lake View, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

"Anna is our preferred dog walker in Chicago -- so much so that we asked her to stay in our home with our dog while we were gone for the weekend. Our dog love... (more)"

Available this weekend
2. Julia

Work from home & LOVE Dogs!

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

"Julia is a great dog walker. She is reliable, trustworthy, and my dog loves her. She always arrives on time and give my dog an extra long walk. I would recom... (more)"

3. Meg

A dog's best friend :)

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

"Meg is a true animal lover. She would do anything for her family's golden retriever, Joie, and her cat, Ella. Meg is very responsible and I would trust her t... (more)"

4. Kelly

Fun and Active Dog Lover!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

"Kelly has been walking my dog, Misty for years and we use her to dog sit when we go out of town. she is very responsible and I would recommend her to watch o... (more)"

5. Amber

Amber in Albany Park

North Side, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

About: (more)

6. Autumn

Vet Assistant in Training

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits

14 repeat clients

"Autumn has been a great help with our puppy. Jasper loves her. (more)"

7. Jessica

Thorough loving care

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

10 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)"

8. Victoria

Home Full Time & Walk/Jog w Dog!

Rogers Park, Chicago, IL, 60626

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

"Victora is such a trustworthy dog sitter. I've witness the emmense love she has for her own dog Angelina as well as her interactions with dogs. She is beyond... (more)"

9. Alexandria

Pup Adventures with Alex

North Side, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

About: **Cannot host//Accepts all pets** I'm Alex, 22 years old, California native turned Chicagoan and I have an incredibly large love for our four le... (more)

10. Cam

PT fitness admin w/ open schedule

Lincoln Square, Chicago, IL, 60625

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

About: I simply love dogs and will always be willing to do whatever it is they want and/or need. Whether it's going on constant runs, playing in the park,... (more)

11. Chloe

Professional dog + cat admirer

Uptown, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

30 repeat clients

"Chloe was great with my old grumpy cat! I was amazing already at the meet and greet, as my normally anti social cat never hid from her! She obviously gives o... (more)"

12. Natalie

Can be called at a moment's notice.

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

"Natalie is one of the biggest dog lovers that I know. She is always saying hi to and petting any dog she sees walking down the street. She has a big heart fo... (more)"

13. Christina

Dog lover with a felixable schedule

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

"Christina is truly in her element around dogs - she grew up with them and possesses the skills necessary to be an amazing dog walker. She is also professiona... (more)"

14. Erik

I'll do the best for your dog

West Ridge, Chicago, IL, 60659

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

"I am Erik's cousin and he has taken care of my pit bull multiple times. The dog always enjoys his presence and he has never had issues with my dog and walks ... (more)"

15. Erin

Dog Loving College Student

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

About: I have grown up with dogs all my life and in the past year cared for dogs, cats, birds, bunnies, and even chickens. I love taking dogs for walks an... (more)

16. Jillian

Available for running/park outings.

Lake View, Chicago, IL, 60613

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

About: I've had dogs most of my life and have dog/house sat multiple times in the past. I have experience with a wide range of dogs from Yorkies to Great ... (more)

17. Haley

Dogs are my favorite animal!

Edgewater, Chicago, IL, 60640

House Sitting, Drop-In Visits

1 repeat client

"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)"

Available this weekend
18. Alexandra

Aspiring Animal Advocate

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Alexandra knows the breed (Italian Greyhound) very well and it showed!! Dita had a great time and I really appreciate Alexandra's flexibility and communicati... (more)"

19. Christina

I like Big Mutts and I cannot lie!

Edgewater, Chicago, IL, 60660

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

5 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)

20. Jazmyn

Anytime, Anywhere, Active

Lake View, Chicago, IL, 60613

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

About: I am on summer break available 24/7. I can do anything with your pup, including walk for miles or clip nails. I have raised dogs my whole life and ... (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: