Pet Setting & Drop Ins In Lower West Side Chicago

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

Available this weekend
1. Caroline

Caring and responsible dog lover

West Town, Chicago, IL, 60622

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

About: Hi there! My name is Caroline and I am a transplant from Philadelphia where my own family dog still lives. I started taking care of him when we got... (more)

2. Ashleigh

Dog loving student in Chi

Near South Side, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"Our dog Babs had emergency surgery over the Christmas holiday, and we needed someone last minute to look after her while at work and give her some medicine d... (more)"

3. Madelynn

Patient, Energic, Dog Caretaker

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Madelynn is dependable and trustworthy. She has walked dogs for me and several of my neighbors for three years and is great with pups of all sizes, ages and ... (more)"

4. Annina

* Outdoor Loving and Active *

North Lawndale, Chicago, IL, 60623

Drop-In Visits, Dog Walking

17 repeat clients

"Annina was wonderful! She was patient with Gracie, figured out her behavioral quirks and adjusted to her needs accordingly. I had specific windows of time ... (more)"

5. Penelope

Loving dogs more than anything

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

16 repeat clients

"Penelope is fantastic!! She took excellent care of our pets. Her communication was great and no reasonable request was denied. We strongly recommend her serv... (more)"

6. Mia

Best Care for Your Best Friend

Loop, Chicago, IL, 60605

Drop-In Visits, Dog Walking

2 repeat clients

"Mia was so wonderful to work with. This was our first time using Rover and had to find someone very last minute. Mia was quick to respond and great at commun... (more)"

7. Dalit

I already love your dog :)

Near North Side, Chicago, IL, 60610

Drop-In Visits, Dog Walking

1 repeat client

"My dog Doodles had a great time with Dalit, think they explored more of Chicago than I have yet! Very friendly and quick to respond, plus received plenty of ... (more)"

8. Deepan

Compassionate care from experience.

Lower West Side, Chicago, IL, 60623

House Sitting, Drop-In Visits, Dog Walking

"Their calmness has impacted my dogs who ha e picked up on the unlimited qualities they have. My dog is usually slow to warm up to people, but with Deepan it ... (more)"

Available this weekend
9. Eleanor

Because it really is my pleasure :)

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Eleanor is a responsible and conscientious animal lover! She takes her work seriously and is committed to making your life easy by taking good care of your p... (more)"

10. Cherise

Furever Friends Pet Sitting

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Cherise allowed us to enjoy our vacation without having to worry about our cat. She was always available to communicate with and sent us pictures during each... (more)"

Available this weekend
11. Robert

All furry friends welcome!

Near North Side, Chicago , IL, 60654

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

10 repeat clients

"Robert was amazing, and at such short notice. Pudding was walked, fed and taken care of when I had to be out of town for a quick meeting at the last minute. ... (more)"

12. Sidney

Experienced & Active Dog Enthusiast

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"For as long as I've known her, Sidney has loved dogs, and can tell you anything and everything about them. She is kind, caring and empathic, and treats every... (more)"

13. Maria

I'm a professional dog whisperer :)

South Lawndale, Chicago, IL, 60623

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Maria is a phenomenal dog sitter. She specializes in presumably big dogs, always keeping her composure no matter what the situation. Dogs always feel a certa... (more)"

14. Madison

Pup Loving Student

Loop, Mount Pleasant, SC, 29466

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Madison was great! Very communicative and sent me photo updates of my cat each day which I appreciated immensely. I would use her services again! (more)"

15. Maddi

Lifelong dog owner and lover :)

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

About: I have owned many different dogs throughout my lifetime, including a Jack Russell Terrier, a Golden Retriever, and a Lab-Hound mix. I feel comforta... (more)

16. Netiya

Caring for others is my passion.

Bridgeport, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Netiya was amazing!!! We had to book a cat sitter last minute and Netiya was both very responsive and flexible! She sent us photos of our cat while we were a... (more)"

17. Maia

Cubby Loves Puppies

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"To say your pet is in good hands with Maia is an understatement. She is an extremely capable and reliable pet sitter. She's caring and very experienced with ... (more)"

18. Payal

West Town Pet Sitter

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Payal is the type person who pours her heart into everything she does. She has compassion for people and pets. As a veterinarian and chief of staff, I trust... (more)"

19. Samantha

My friends call me a Dog Whisperer.

Near West Side, Chicago, IL, 60607

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

6 repeat clients

About: Ever since I was a child, I have had a passion for dogs and animals of all sorts. Growing up in the Philippines, my relatives found it strange to h... (more)

20. Catherine

Patient & trustworthy animal lover!

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Catherine has been an animal lover since I've known her. She volunteered at a dog rescue shelter while away at college and continues to volunteer with a Chic... (more)"

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Learn About Premier

Pet parents in Lower West Side, Chicago, IL love dog sitters on Rover.com. 7,915 owners have reviewed sitters in Chicago, giving them an average rating of 4.9/5. 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.

Rover.com is the simple, savvy way to find and book Lower West Side, Chicago drop in pet sitting. It's easy to find the perfect pet sitter. Many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a free background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Lower West Side, Chicago . When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

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 Lower West Side, 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: