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.

Confirmed Holiday Availability
1. Tosha

Loving, Patient, and Experienced!

Norridge , IL, 60706

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Tosha was absolutely wonderful! I needed her last minute for 2 drop-ins on a Sunday. She made time to come and meet my dog first, gave me full details of her... (more)"

Available this weekend
2. Jonathan

Safe, Reliable Dog Walking

Oak Park, IL, 60302

Drop-In Visits, Dog Walking

4 repeat clients

"This was my first time using the app and having someone with my girl without my presence. Though we did a meet and greet beforehand, which went well, Lady di... (more)"

3. Will

These Dog Days have just started!

Austin, Chicago, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

"We've had Will sit for our two dogs- they're spoiled and huge, lol. We know he grew up with dogs, may be that's why he's always done a great job with our 2 s... (more)"

Confirmed Christmas Availability
4. Robin

Animal Lover Supreme. Spoil Rotten

Austin, Chicago, IL, 60707

House Sitting, Drop-In Visits, Dog Walking

7 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)"

5. Marisol

Allow Me To Love Your Pups!

Oak Park, IL, 60301

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

"Marisol is a wonderful and caring dog walker, always on time and has very flexible hours. She is very much an animal lover and very kind, responsible. Little... (more)"

Confirmed Holiday Availability
6. Noemi

Hands to Paws

Portage Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"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)"

Confirmed New Years Availability
7. Cheryl

Take Time Out to Stay And Play!

Oak Park, IL, 60302

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

66 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)"

Confirmed Holiday Availability
8. Linette

Insured loving home w/Lrg yard

Humboldt Park, Chicago, IL, 60651

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Linnette is great with my dog! She’s very reliable and professional and I would recommend her to anyone. My dog is excited to hear that Ms Linette is coming ... (more)"

9. Dylan

Dog-loving freelancer on the go

Oak Park, IL, 60304

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

6 repeat clients

About: I have over 10 years' experience as a dog walker and pet sitter, and have had a number of loyal clients over the years that can attest to my energy... (more)

10. Ariel

Caretaker for your furry friend(s)!

Forest Park, IL, 60130

House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

"Ariel is wonderful with my dog! I have a 70 pound pit mix that likes to pull and, while she looks tiny, she manages to control and hold onto Kobe quite easil... (more)"

Confirmed New Years Availability
11. Nancy

I'll jog with your dog

Jefferson Park, Chicago, IL, 60630

House Sitting, Drop-In Visits, Dog Walking

"Nancy Simpson has been my personal dog walker for over 5 years She is one of the most dog loving and caring individuals I have ever met and my dogs 3 of them... (more)"

12. 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)"

Confirmed Holiday Availability
13. Gladys

I wan to love your Dog!

Hermosa, Chicago, IL, 60639

House Sitting, Drop-In Visits, Dog Walking

"I know Gladys will be a great sitter, she loves dogs and cats, I know this because I have a little dog, her name is Uma, Uma gets really excited when Gladys ... (more)"

Confirmed Holiday Availability
14. Bere

Love meeting new Friends!

Belmont Cragin, Chicago, IL, 60639

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

11 repeat clients

"She did a great job checking in on my cat!! I will book her again. (more)"

15. David

Treated like a family member!

Oak Park, IL, 60302

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Anyone would be super happy with David as their dog walker/sitter. He loves all animals and always loves to stop and say hello to any dog (or cat) that cros... (more)"

Confirmed New Years Availability
16. Alexis

Large park nearby

Belmont Cragin, Chicago, IL, 60639

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

13 repeat clients

"Alexis did a great job with my dog, Burt. He was happy and healthy when I came home, and I got a few updates while we were gone. The whole experience was a p... (more)"

17. Yuliya

Rescuing animals is my passion

Harwood Heights, IL, 60706

Drop-In Visits, Doggy Day Care, Dog Walking

About: Hey there! My name is Yuliya, I'm 25 years old, and I live with my fiance and our pets in the Northwest suburbs right outside of Chicago. I'm very ... (more)

18. 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)"

19. Matt

Your best friend needs a new buddy!

Dunning, Chicago, IL, 60634

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

"Matt is a responsible indiviual that loves helping animals in whatever way he can. Matt loves all animals and would be great at being a dog sitter or for th... (more)"

Confirmed Holiday Availability
20. 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)"

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: