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.

Calendar Recently Updated
1. Chris

Here to care when you're not there

Lake View, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

"Chris did a great job looking after my two cats. She spent time learning their routine, and was great about keeping me informed and sending pictures. Will ... (more)"

2. Annie

Large or Small - I Love 'em All!

Edgewater, Chicago, IL, 60660

Drop-In Visits, Dog Walking

"Annie is the best! This is the second time that we have used her and would definitley use her again. We were away for about a month, which is the longest tim... (more)"

Calendar Recently Updated
3. Amanda

Home Full Time, Loves Long Walks!

Edgewater, Chicago, IL, 60660

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

"Amanda was great! This was our first time using Rover.com and she helped us ease into the process. She was very thorough with her notes/comments and sent sev... (more)"

Calendar Recently Updated
4. Kristin

Huge animal lover with large heart!

Lincoln Square, Chicago, IL, 60625

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

"Kristin does a great job. I always come home to a happy, relaxed dog. She sends great pictures which makes me feel less guilty for being a work! I'm very gra... (more)"

Calendar Recently Updated
5. Lanette

Hotel Del Dog!

Rogers Park, Chicago, IL, 60626

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

"My kitty needs special care for her condition and age and I was happy to find someone willing to help me out with all of her needs. Lanette did a great job. ... (more)"

Calendar Recently Updated
6. Yelyzaveta

Grad ALL PETS overnight sitter!

Lincoln Square, CHICAGO, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

"Yelyzaveta was awesome with our two kitties! She made sure to give them both plenty of play and affection while we were gone and made sure that they were wel... (more)"

Calendar Recently Updated
7. Chas

DOG'S BEST FRIEND -WEEK-DAY SITTING

Lake View, Chicago, IL, 60657

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

"Chas is our dog walker and like an Olympic all around . He’s flexible , gave our doggy extra TLC when he was recuperating from surgery. He’s walked him in t... (more)"

Calendar Recently Updated
8. Leah

Loving pet care is here!

Edgewater, Chicago, IL, 60640

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

"Leah took great care of my cat! She was very friendly and communicative throughout the whole process. (more)"

Calendar Recently Updated
9. Chloe

Professional dog + cat admirer

Uptown, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

"Chloe was awesome through this entire process. My poor kitty was sick the first day she came by. Chloe cleaned up his mess like a champ, let me know it was h... (more)"

Calendar Recently Updated
10. Mikayla

Experienced pet owner

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

"Mikayla was great and I will definitely hire her again!! She was very easy to communicate with right from the start and flexible with setting up a meet & gre... (more)"

Calendar Recently Updated
11. Debbie

Cat Care is my specialty!

North Center, Chicago, IL, 60618

Drop-In Visits, Dog Walking

"Debbie was awesome with my 2 cats while I was away. She updated me on how they were doing and sent photos. She was always super friendly and easy to get a ho... (more)"

Calendar Recently Updated
12. Caroline

Keeping up with dogs at any speed

Lincoln Square, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

"Caroline is absolutely top notch. She is caring, prompt and reliable. I have absolute confidence in her, she treated my home and pet the utmost respect. (more)"

Calendar Recently Updated
13. Morgan

Available 7 Days A Week!!

North Center, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

About: I am a huge dog lover! Due to strict rules at my apartment, I have two dogs, who live with my mom unfortunately! I spend time with them when I can!... (more)

Calendar Recently Updated
14. Emily

Your fur babies are my own!

North Center, Chicago, IL, 60618

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

"I highly recommend Emily for drop-in cat visits! She is a personable pet-lover who is also very responsive to all forms of communications. She always made su... (more)"

Calendar Recently Updated
15. Gwenna

Any activity for your dog!

Edgewater, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

"Gwenna is doing a great job training my pup to walk on leash and with basic behaviors. She even provided a whole list of what she is working on and how she t... (more)"

16. Aaron

I treat all pets as my own.

Lake View, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

"Aaron has been our trusted housesitter and pet sitter since 2015. He has not only provided loving care for our pets, but has gone the extra mile when our pe... (more)"

Confirmed availability
This weekend
17. Mary

I can't take my cat for walks!

North Center, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

"First time using Rover and Mary. Loved the card with pictures and overview of the visit. Mary was also super helpful in the process prior to the visit and a ... (more)"

Confirmed availability
This weekend
18. Lauren

Runner with dog handling expertise

Uptown, Chicago, IL, 60640

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

About: I am a dog lover without a dog. As a triathlete, I enjoy staying active, which includes lots of runs and walkies (with my roommate's Yorkie). I hav... (more)

Calendar Recently Updated
19. Melanie

Looking for pups to love on!

Uptown, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

"Melanie was absolutely fantastic!! She asked great questions on our meet and greet, and took stellar care of Steve. She spent at least 30 minutes with the li... (more)"

Calendar Recently Updated
20. Emily

Trustworthy, energetic, dog lover!

Lake View, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

"Emily is so wonderful with my dog, Minnie! When Minnie was adopted, she was very timid around new people and had significant separation anxiety. Emily was, a... (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: