Pet Setting & Drop Ins in Montclare, Chicago

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

1. Cheryl

Take Time Out to Stay And Play!

Oak Park, IL, 60302

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

64 repeat clients

"Cheryl was punctual and pleasant. She is clearly a dog-enthusiast and took care of our boy very well. We will certainly ask her to care for him again. (more)"

2. Noemi

Hands to Paws

Portage Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Noemi was quick to respond and act upon a very last minute request to feed/let out my 3 dogs. She was very prompt and thorough in her care. Will def use he... (more)"

3. Ross

Melro Dog and Recreation Berwyn

Berwyn, IL, 60402

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

21 repeat clients

"Very responsive, nice, polite, and a natural with dogs. He takes great pics as well. (more)"

4. Stephanie

Home full time, will play with dogs

Austin, Chicago, IL, 60644

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

"What makes Stephanie great with animals is the love she has for them. She has helped my family’s dog and cared for him in times that we needed a dog sitter. ... (more)"

Available this weekend
5. Kieran

I'll love and pamper your pup!

Albany Park, Chicago, IL, 60625

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

"Kieran has been my roomate since April and she has been nothing but precious towards my dog Cleo. She takes her to the park to play fetch every day and wears... (more)"

6. Juliette

Trustworthy and passionate

Jefferson Park, Chicago, IL, 60646

Drop-In Visits, Dog Walking

4 repeat clients

"What a great, reliable dog sitter! We received many photos and came home to a happy dog! We would love to have Juliette watch our dog again. (more)"

7. Koraima

Super Stoked To Meet Your Dog (:

Portage Park, Chicago, IL, 60641

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

3 repeat clients

"Koraima took great care of my puppy while I was at work. Would definitely request her help again. :) (more)"

8. Veronica

Pet Lover with a big heart.

Humboldt Park, Chicago , IL, 60651

House Sitting, Drop-In Visits, Dog Walking

14 repeat clients

"Veronica did an awesome job watching my cat! It was a long vacation and at the end she came to drop off the key and I could tell my cat really liked her. She... (more)"

9. Beverly

Bev's Pet sitting in Elmwood Park

Elmwood Park, IL, 60707

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

8 repeat clients

"Bev is the best! I will definitely ask her to take care of my pets again. (more)"

10. Briuanna

A smiling styling empowering spirit

oak park, IL, 60302

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Briuanna did a fantastic job with our 1.5 year old dog, Pearl! Pearl has some fear/anxiety issues and is wary of strangers. Briuanna was patient and confiden... (more)"

11. KC

Loving Pet Sitter/Nursing Student

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"KC was great and sent pictures each day. I really appreciated her amazing communication before, during, and after the pet sitting! (more)"

12. Amy

Dogs are like family! We love walks

Portage Park, Chicago, IL, 60641

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

3 repeat clients

"Thank you so much for taking great care of Preston! We came home to a happy relaxed doggie. You're invaluable! Really liked each visit update and the pict... (more)"

13. Annalee

A reliable, fun animal lover!

Hermosa, Chicago, IL, 60639

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Annalee is awesome! Denali loves her! She communicates well with me while I am away. She really cares about the well being of my dog. (more)"

14. Michael

2 dog home with fenced yard

Montclare, Chicago, IL, 60634

Dog Boarding, Drop-In Visits, Dog Walking

2 repeat clients

"Michael is an animal lover! He has a soft spot for dogs, of course, having owned various breeds. He is very gentle, patient, and kind to his current best fri... (more)"

Available this weekend
15. Ginger

Never Alone!

Norwood Park, Chicago, IL, 60656

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

64 repeat clients

"Ginger did a phenomenal job taking care of Milo and Cisco! She spent 2 weeks with them, kept in touch daily, and sent lots of cute pictures of the dogs........ (more)"

16. Anthony

Animal lover here to provide!

Portage Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

"Anthony has been awesome! He's taken great care of my puppy when I was at work. Already planning to use him in the future! :) (more)"

17. Bella

Reliable pet lover available!

Portage Park, Chicago, IL, 60630

Drop-In Visits, Dog Walking

"The Bella I know loves her pets and loves her garden. To me she is the perfect person to be taking your loved pet on a walk in the neighborhood on a gorgeous... (more)"

18. Tosha

Loving, Patient, and Experienced!

Norridge , IL, 60706

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"All five of our animals adore Tosha! (more)"

19. Robin

Animal Lover Supreme. Spoil Rotten

Austin, Chicago, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Robin is one of the biggest animal lovers I have ever known. If any human was to die, they would be Lucky to come back as one of her animals (more)"

20. Sierra

I am caring and in a love for dogs!

Elmwood Park, IL, 60707

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

13 repeat clients

"Sierra did a wonderful job with my elderly dog Zorro. It was great that I could leave him at home & someone was there for him. Thank you Sierra from Zorro & ... (more)"

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Learn About Premier

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 7,915 owners have reviewed sitters in Montclare, Chicago, IL, giving them an average rating of 4.9/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect pet sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average pet sitting rates to get an idea before you start a conversation with a pet sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

Rover.com is the simple, savvy way to find and book Montclare, 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 Montclare, 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 Montclare, 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: