Pet Setting & Drop Ins in Roseland, Chicago

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

1. Katie

the dog stay-cation expert!

Alsip, IL, 60803

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

"Katie is awesome and is so good with dogs! She is kind and caring and so patient. Katie is a true dog lover. The enthusiasm she has for dogs always shows and... (more)"

2. Breana

Dogs are my favorite people.

Hyde Park, Chicago, IL, 60615

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

1 repeat client

"Breana was a great cat sitter. She sent daily rover cards and made sure my cats had fresh food and water. She also played with them a bit. Definitely will bo... (more)"

3. Myra

Must Love Dogs!

Alsip, IL, 60803

Dog Boarding, Drop-In Visits

"Myra was great. She's very nice and professional. My dog, Layla, can be a bit shy and she warmed up to Myra right away. Myra sent pictures so I knew Layla wa... (more)"

4. Emma

PhD in dog walking & cat cuddling

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Emma was incredibly accommodating; offered to come over for a meet and greet so I could show her around, and we could chat through the stay. She worked with ... (more)"

5. Stephen

Walking, Bordering/Sitting Training

Beverly, Chicago, IL, 60643

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

7 repeat clients

"I really appreciated Stephen's updates about our Frank and the photos he sent! He did more than just let Frank out to use the bathroom- he bonded with him! I... (more)"

6. Lynn

I will treat your dogs like family!

Oak Lawn, IL, 60453

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

21 repeat clients

"Lynn took care of my little guys just this weekend when we had to go out of town this past weekend. One of my boys is a rescue and fearful and Lynn knew just... (more)"

7. Megan

Pets are my life! I love them!

Chicago Lawn, Chicago, IL, 60629

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I have owned dogs my whole life. I got my first dog as a Christmas present when I was in third grade. Ever since then, I have been taking care of m... (more)

8. Bridget

Compassionate animal lover

Morgan Park, Chicago, IL, 60655

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

" Bridget is one of the most loving and compassionate people I've ever met! She always puts others before herself.... Selfless! She must have acquired t... (more)"

9. Noreen

Loving and fun dog sitter!!

Beverly, Chicago, IL, 60643

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

16 repeat clients

"I always leave my dog with Noreen. She treats him like he is one of her own. Lots of love and hugs! Total homey environment . Most of all, he loves it there! (more)"

10. Myk'La

Energetic, artsy, happy and caring

Chatham, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

"Myk'La is a awesome person and some one i'd highly recommended for the Dog Caregiver position.She posess a high spirit personality along with an outgoing and... (more)"

11. Colleen

Treating your fur babies as family

Ashburn, Chicago , IL, 60652

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

"In addition to her extreme love of animals, Colleen has spent a number of years working as a Vet Tech. She is my go-to person if I ever have a concern about... (more)"

12. Kimberly

Your dog is my dog!

Roseland, Chicago, IL, 60619

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

1 repeat client

"Kimberly was first responsible for dog sitting my fur baby Sascha during a 2 week honeymoon period. She did an excellent job. My dog (Yorkie) is very parti... (more)"

13. Tyler Morgan

Energetic and very friendly.

Avalon Park, chicago, IL, 60619

Drop-In Visits, Dog Walking

"My daughter has always had a passion for Aminals as early as the age 2 years old she owns dogs of her own , Tyler can't even watch the commercials of animals... (more)"

14. Erin

Dog Lover and Best Friend...

Evergreen Park , IL, 60805

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

About: I have been a dog sitter for the past five years but I have operated mostly by word of mouth. I have sat dogs in my own home, as well as, in the cl... (more)

15. Angeli

Professional and Caring Pet Care

Chatham, Chicago, IL, 60620

Drop-In Visits, Dog Walking

"Angeli has cared and continues to care for my two dogs on numerous occasions. She was referred to me initially by a local politician friend. I was called to ... (more)"

16. Keeshina

PETS ARE HUMANS IN DIFF.FORMS ❤THEM

Grand Crossing, Chicago, IL, 60619

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

About: Hi , My name is Keeshina As a kid Me & my sisters Loves any pet we come in contact with!! My sis has 2 pits 2 cats ...my other a Lil tea cup! I ha... (more)

17. Jillian

Teacher and animal lover

Evergreen Park , IL, 60805

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

"I highly recommend Jillian as a responsible, fostering, and loving individual who will watch over your fur creature with the best care possible. She has the ... (more)"

18. Kristofer

Your family is my family

Roseland, Chicago , IL, 60628

House Sitting, Drop-In Visits, Dog Walking

"I am the parent of a 6 year old Shih Tzu which I have had since he was 3 months old. Kris has been very instrumental in it's care from day 1. Kris has helped... (more)"

19. Jacqueline

Ready to Serve Your Dog in Love!

Washington Heights, Chicago, IL, 60643

House Sitting, Drop-In Visits, Dog Walking

About: I LOVE DOGS! My childhood has exposed me to dogs resulting in my love for them. I play and talk with dogs all the time. My jobs working with young ... (more)

20. Shestin

Experienced Dog Sitter

Washington Heights, Normal, WA, 98443

House Sitting, Drop-In Visits, Dog Walking

About: I am an experienced pet sitter and would love to care your fur babies! I love and enjoy animals of all shapes and sizes. I have experience working ... (more)

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

When it comes to pet care and pet sitting, pet owners in Roseland, Chicago, IL trust their pets with sitters on Rover.com. Over 7,915 pet owners have reviewed pet sitters in Chicago, giving them an average rating of 4.9/5. Pet sitting doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a pet sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a pet sitter and pet care on Rover? Check out our average pet sitting rates to get an idea before you begin a conversation with a sitter who seems like a great match.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Roseland pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Roseland, Chicago who meets your and your pet's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. 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 Roseland, 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: