Pet Sitting & 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.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

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Sitter Profile Image: Sofia C.
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Sitter Profile Image: Sofia C.
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1.

Sofia C.

Animal lover who is very reliable
Chicago, IL, 60641
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
9 reviews
5 repeat clients
from
$20
per visit

Sofia checked in on Artie for a week when she had kennel cough and couldn’t go to daycare. Sofia was easy to communicate with and punctual about the drop ins. We would definitely book Sofia again in the future!

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Sitter Profile Image: Dorrie Y.
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Sitter Profile Image: Dorrie Y.
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2.

Dorrie Y.

Experienced dog walker, love pets
Chicago, IL, 60641
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
12 reviews
3 repeat clients
from
$17
per visit

Dorrie is a joy to work with and handled my 70 lb Goldendoodle with love and care. I would recommend this Rover.

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Sitter Profile Image: Coleen T.
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Sitter Profile Image: Coleen T.
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3.

Coleen T.

Reliable Carer for Your Fur Babies
Chicago, IL, 60641
House Sitting, Drop-In Visits, Dog Walking
5.0
30 reviews
10 repeat clients
from
$26
per visit

Colleen has provided great care for my dog Avery and has been amazing with communication and flexibility. I feel great peace of mind knowing my fur baby is in good hands!

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Sitter Profile Image: Amanda D.
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Sitter Profile Image: Amanda D.
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4.

Amanda D.

Will care for your pet as my own!
Chicago, IL, 60639
Drop-In Visits, Dog Walking
5.0
121 reviews
42 repeat clients
from
$22
per visit

I appreciate that Amanda took everything I mentioned about Lyla’s care into consideration. My baby hasn’t been feeling 100% but she had a great time with Amanda and I can tell by all the pictures Amanda sent that Lyla trusted her and felt comfortable.

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Sitter Profile Image: Morgan D.
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Sitter Profile Image: Morgan D.
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5.

Morgan D.

WFH Walker/Drop in Visit (Oak Park)
Oak Park, IL, 60302
Drop-In Visits, Dog Walking
5.0
17 reviews
8 repeat clients
from
$20
per visit

Morgan was very friendly and competent. She took our dog on long walks. Would definitely recommend Morgan to anyone.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Katelyn H.
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Sitter Profile Image: Katelyn H.
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6.

Katelyn H.

Flexible schedule. Fur baby lover!
River Forest, IL, 60305
Drop-In Visits, Dog Walking
5.0
2 reviews
1 repeat client
from
$17
per visit

Katelyn provided excellent care for my pup! She was professional and gave my furry girl all the love and attention I could ask for!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Kelly W.
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Sitter Profile Image: Kelly W.
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7.

Kelly W.

Looking for a fur-ever friend!
River Grove, IL, 60171
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
142 reviews
39 repeat clients
from
$25
per visit

Kelly did an excellent job taking care of Hazel. She always came to visit my cat on time and sent me plenty of pics of Hazel while I was away. I would definitely recommend her and I will be requesting her again ?.

Sitter Profile Image: Robin P.
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Sitter Profile Image: Robin P.
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8.

Robin P.

Rover 101
Animal Lover Supreme. Spoil Rotten
Austin, Chicago, IL, 60707
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
217 reviews
107 repeat clients
from
$25
per visit

Robin is a very attentive cat sitter. I was really worried about leaving my cats for the weekend but the fact that she sent photos and spent a significant amount of time at my home each time she visited made me feel very secure. I will definitely be calling Robin and hoping she’s available whenever I go out of town and need someone to watch my cats.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: ray r.
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Sitter Profile Image: ray r.
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9.

ray r.

Handeled all from frogs to horses
Harwood Heights, IL, 60706
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
from
$25
per visit

Ray Rogawski has taken care of both my home and my pets whenever my wife and I have traveled out of town. For more than ten years he has “babysat” our cats, even when we spent up to 10 weeks at a time in Florida for the winter. He is always conscientious and most concerned for the animals’ welfare. When they have required medication, he has been a capable and careful administrator—even of injections like Vetsulin. I also, on occasion, observed him interacting with dogs and pet birds. He has always shown a confidence and care with them that puts them at ease. I am sure he will be an excellent caregiver for any of your clients’ pets. —Ramon R.

Sitter Profile Image: Kim C.
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Sitter Profile Image: Kim C.
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10.

Kim C.

Caring for animals=my super power
Montclare, Chicago, IL, 60707
House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
3 repeat clients
from
$30
per visit

Kim has taken such good care of my dog Ford! Kim is loving, fun, knowledgeable and has been so helpful when it comes to helping us train and teaching me about dog behavior as well. My dog feels super comfortable with Kim even though he can be nervous with others and he always is excited to see them. I always feel safe knowing that Kim is the one caring for him or walking him!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Leslie D.
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Sitter Profile Image: Leslie D.
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11.

Leslie D.

It’s always adventure time!
Chicago, IL, 60639
Drop-In Visits, Doggy Day Care, Dog Walking
1 review
from
$25
per visit

I would recommend Leslie anytime as a responsible and vary loving person with any dog she comes across with . Leslie filled with love and joy and for her it would be a pleasure to take any doggo for a walk . She’s a perfect candidate to be your dog walker .

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Malcomn F.
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Sitter Profile Image: Malcomn F.
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12.

Malcomn F.

Kind, professional, one of the best
Austin, Chicago, IL, 60651
House Sitting, Drop-In Visits, Dog Walking
5.0
3 reviews
1 repeat client
from
$18
per visit

Malcomn is literally a dog whisperer. He is absolutely incredible! My pup has high anxiety and doesn't take well to many people. He ADORED Malcomn upon meeting him. Malcomn is extraordinarily communicative, responsible, conscientious, timely, and not only does he take the most amazing care of your pup - treating them like they are his own - he sends frameworthy pics after every walk, including a detailed summary of the dog's activities. I trust Malcomn to look after my Brody as well (or even better!) than I do. Brody got excited daily to see Malcomn and had the best time. He was ecstatic to spend time with him. Our biggest regret in moving was leaving Malcomn. Don't hesitate to hire him - he is the ABSOLUTE BEST!!! He develops a close relationship with your fur baby and if you invest the time to get to know him, he'll do the same with you. Saying he is one in a million is not enough - he's one in a zillion! I cannot recommend Malcomn highly enough.

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Sitter Profile Image: Abby F.
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Sitter Profile Image: Abby F.
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13.

Abby F.

Playful, fun loving, and caring!
Austin, Chicago, IL, 60707
House Sitting, Drop-In Visits, Dog Walking
5.0
38 reviews
16 repeat clients
from
$25
per visit

Abby has been doing weekly visits for our dog, Trixie for about a month now. Trixie is a rescue who has a lot of anxiety and has had some issues with dog walkers in the past (she would hide and refuse to go outside). However, she loves Abby! Abby took the time to slowly get to know Trixie and didn't push her when she was nervous. She was just what Trixie needed. Abby sends us detailed updates and photos each visit which is greatly appreciated. We are so glad we found Abby and highly recommend her!

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Sitter Profile Image: Nicole M.
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Sitter Profile Image: Nicole M.
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14.

Nicole M.

Have your fur baby stay with us!
Portage Park, Chicago, IL, 60634
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
6 reviews
3 repeat clients
from
$30
per visit

Nicole was great!! She took care of my 2 cats for 4 days while I was out of town. One of my cats is a big jerk to new people and she handled it so well - letting him come to her and explore on his own terms. I moved recently and was out of range of the sitter I’ve been using for years and I am so happy to have found Nicole :)

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Dorothy H.
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Sitter Profile Image: Dorothy H.
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15.

Dorothy H.

Can't wait to bond with your pet!
Forest Park, IL, 60305
House Sitting, Drop-In Visits, Dog Walking
5.0
7 reviews
3 repeat clients
from
$20
per visit

Dorothy was great to work with, we needed someone flexible with pending schedules, dependable, easy communication, and great care for Louie and Marco.

Sitter Profile Image: April S.
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Sitter Profile Image: April S.
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16.

April S.

Home full time - loves animals
Elmwood Park, IL, 60707
House Sitting, Drop-In Visits, Dog Walking
5.0
25 reviews
11 repeat clients
from
$16
per visit

This was our second time having April and she was just as phenomenal as the first time. Foremost, our dog adores her which gives us tremendous peace. Also, her communication is great, she is always timely, sends lots of pictures, and is just a genuinely sweet person all around. She even made sure to leave the TV on for Benny and brought in our mail and packages. We are super grateful for April and hope she will be available in the future for our sweet Benny. Thank you so much, April!

Sitter Profile Image: Rachael P.
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Sitter Profile Image: Rachael P.
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17.

Rachael P.

Can I hang out with your dog?
Elmwood Park, IL, 60707
House Sitting, Drop-In Visits, Dog Walking
5.0
23 reviews
7 repeat clients
from
$22
per visit

So confident and comfortable with my teething pup! Put me and my pup at ease immediately. 5 stars all the way!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Haley B.
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Sitter Profile Image: Haley B.
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18.

Haley B.

pet owner and lover since birth
Elmwood Park, IL, 60707
Drop-In Visits, Dog Walking
5.0
2 reviews
2 repeat clients
from
$16
per visit

About: My family has owned cats and dogs alike since I was born! From Doberman to frenchies I’ve helped raise and train them all! My current baby is 2 and very active so I understand the importance of a good walk/play sesh! I’ve previously had a diabetic cat so familiar with insulin shots and scheduled diets as well! I’m currently transitioning work so looking to add some enjoyable work to my schedule! Will be available most days and nights in the near future! For now available mornings one week and evenings next’! I can help with crating, walking, feeds, and basic commands! Happy to love on your pet and ensure physical and mental stimulation is being met!

Sitter Profile Image: William W.
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Sitter Profile Image: William W.
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19.

William W.

Care you can trust
Montclare, CHICAGO, IL, 60707
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
20 reviews
7 repeat clients
from
$25
per visit

William did a great job with my two dogs. He was very flexible in scheduling and due to me requesting a drop-in visit on such a late notice, we didn't have an opportunity to do a meet & greet. He handled both Sammy, the escape artist, and Penny, the "I don't walk anywhere diva" perfectly, especially for not having met them in advance. I will definitely contact William for help in the future.

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Sitter Profile Image: Liz D.
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Sitter Profile Image: Liz D.
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20.

Liz D.

I'm a Pied Piper!
Dunning, Chicago, IL, 60634
House Sitting, Drop-In Visits, Dog Walking
5.0
171 reviews
51 repeat clients
from
$15
per visit

I’ve used Liz twice and believe she’s taken great care of my cat while I’m gone. I always come back to him happy and with a soft coat from her brushing him. I appreciate that she follows my instructions so well and really takes the time to make sure my cat has everything he needs in between her visits.

Search Map

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:

Drop-In Visits