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 Thanksgiving Availability
1. Alexandra

Aspiring Animal Advocate: Full Time

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

20 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)"

2. Maie

Trustworthy friend for your pup!

Uptown, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"She was fantastic and got along really well with my cat! I will be using again in the future! (more)"

3. Emily

Artist & possible dog whisperer

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

16 repeat clients

"There is not a single human in the world that is more suited than to watch your furry baby than Emily. She is highly trustworthy, caring for all animals, and... (more)"

4. Chloe

Professional dog + cat admirer

Uptown, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

42 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. Karen

Home Full-Time - Love Dogs

Lake View, Chicago, IL, 60613

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

"Your pets are in loving care when Karen C. is in charge. Karen cared for our two dogs when we were on a two week vacation this summer. She kept us updated... (more)"

6. Jamie

College student - Flexible schedule

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Awesome experience. (more)"

7. Kayla

Pet Lover Near Wrigley Field!

Lake View, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Kayla was a great cat sitter and sent me good daily updates including pictures. One of my cats is very shy but did come out after Kayla had visited a few day... (more)"

Confirmed Thanksgiving Availability
8. Leah

Loving pet care is here!

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Leah has watched our spirited golden retriever three times. She is highly dependable, and the dog loves her. The dog and the household is in tip top shape... (more)"

9. Nicole

Dog Loving Yoga Instructor

Lincoln Square, Chicago, IL, 60625

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

4 repeat clients

"Lola always has a great time with Nicole (more)"

Confirmed Thanksgiving Availability
10. Will

Home Full-Time Loves Dogs!

Uptown, Chicago, IL, 60640

Drop-In Visits, Doggy Day Care, Dog Walking

7 repeat clients

"Will was great with Rocky! My timid guy got used to him a lot quicker than most people. Definitely would recommend. (more)"

11. Bella

A best friend for your best friend!

Uptown, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

"Bella is responsible and friendly. She has been available last minute to help me out when something comes up unexpectedly. She's great at letting me know wha... (more)"

12. Elizabeth

Seeking pups in need of snuggles!

Lake View, Chicago, IL, 60657

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

25 repeat clients

"Elizabeth did a great job taking care of my black lab. She was very accepting of our feedback about times to come etc, and our trip got extended a day and s... (more)"

Confirmed Thanksgiving Availability
13. Cait

Experienced, Active Dogsitter

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

"Cait is an amazing sitter because of her experience and love for dogs. She has watched Daisy, our English bulldog, on several different occasions. English bu... (more)"

14. Sarah

Dog Lover with Flexible Schedule

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Sarah is reliable and speedy to answer. I never have to worry about my dog when she's taking care of him. (more)"

15. Meredith

Experienced dog sitter/owner

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"My husband and I have known Meredith for over 10 years, and she was always the first person we asked to watch our dog when we were out of town. We were very ... (more)"

16. Amanda

Passionate, Playful and Flexible!

Lake View, Chicago, IL, 60657

Dog Boarding, Drop-In Visits, Dog Walking

4 repeat clients

"Amanda was very friendly and easy to communicate with. Our dogs warmed up to her quicker than most (one is particularly shy). I would recommend her to anyone! (more)"

17. Chris

Your dog is my new best friend!

Lake View, Chicago, IL, 60657

Drop-In Visits, Dog Walking

15 repeat clients

"Chris is the best! Our pup is always worn out after talking a walk (or run) with him. Chris goes the extra mile by following up on our day later in the eveni... (more)"

18. John

Theatre maker, dog aficionado!

Lake View, Chicago, IL, 60613

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

2 repeat clients

"John is an over all good guy! He's a very social person. John had various animals over the years. When we were out of town John would help care for our dog, ... (more)"

Confirmed Thanksgiving Availability
19. Josephine

Dog sitting/walking, North Center!

North Center, Chicago, IL, 60613

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

"Josephine has been regularly taking care of our pets for the last three years. Our dog Lucy absolutely adores her and our cat who's normally shy with people,... (more)"

Confirmed Thanksgiving Availability
20. Chris

Here to care when you're not there

Lake View, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

"Chris loves animals. I have seen, her many times. interact with them first hand. I've watched her train puppies that were hesitant to train with much success... (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: