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
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Sitter Profile Image: Kathleen N.
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Sitter Profile Image: Kathleen N.
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1. Kathleen N.

Star Sitter
Reliable & accommodating pet sitter
Portage Park, Chicago, IL, 60641
2.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
111 reviews
38 repeat clients
from
$20
per visit

Kathleen was an awesome friend for our kitten while we were out of town! We needed a last minute person to come by our place for a couple of visits while we made a quick trip out of town and Kathleen did an amazing job at coming by and making sure our little cat was taken care of and getting some very much needed attention. She provided thoughtful and thorough descriptions of each visit and sent us many pictures of our very happy kitty! We will definitely be using Kathleen again in the future!

Sitter Profile Image: Jocelyn M.
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Sitter Profile Image: Jocelyn M.
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2. Jocelyn M.

Star Sitter
I am a dog and cat purr-son :)
Avondale, Chicago, IL, 60618
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
10 repeat clients
from
$20
per visit

Jocelyn was great and very easy to work with. Only feedback would be to provide more pictures - we miss our fur babies quite a bit while away

Sitter Profile Image: Morgan D.
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Sitter Profile Image: Morgan D.
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3. Morgan D.

Star Sitter
Walker/Drop in Visits (Oak Park)
Oak Park, IL, 60302
3.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
10 repeat clients
from
$20
per visit

Omg she is the best !!! I needed a dog walker last minute and she immediately responded and even came the day before I had to leave for a trip to meet my dog and to make sure she knew where his food was etc…. My dog can be sometimes a bit tricky to take care of , but she made sure to spoil him all the time ❤️definitely recommend her !!!!

Sitter Profile Image: Coleen T.
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Sitter Profile Image: Coleen T.
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4. Coleen T.

Star Sitter
Reliable Carer for Your Fur Babies
Chicago, IL, 60634
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
48 reviews
17 repeat clients
from
$26
per visit

Coleen was an amazing communicator, and sent great photos of my cat Zora during our trip. I could tell she was happy in the photos, and it felt so good knowing she was in loving hands :)

Sitter Profile Image: Janine G.
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Sitter Profile Image: Janine G.
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5. Janine G.

Your Dog's Other Best Friend
Portage Park, Chicago, IL, 60630
2.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
61 reviews
21 repeat clients
from
$20
per visit

Janine is wonderful. She loves dogs and loves to spend time with mine. She is incredibly fun and reliable and trust worthy. Thanks, Janine. I can’t wait until next time !

Sitter Profile Image: Amanda D.
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Sitter Profile Image: Amanda D.
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6. Amanda D.

Star Sitter
Will care for your pet as my own!
Chicago, IL, 60639
3.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
164 reviews
54 repeat clients
from
$22
per visit

Amanda was amazing! They did an excellent job caring for our very particular pet, completely blowing away our expectations. We needed help on short notice and Amanda couldn’t have been more accommodating! I couldn’t be happier with how Amanda went above and beyond to make sure Romeo was taken care of and happy. From the initial meet-and-greet to the daily updates and pictures, Amanda was professional, attentive, and genuinely caring towards Romeo— ensuring us that he was in the right hands while we were away. I would highly recommend Amanda to anyone looking for a reliable and trustworthy cat sitter!

Sitter Profile Image: Camille S.
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Sitter Profile Image: Camille S.
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7. Camille S.

Big Yard, House, and Lots of Love.
Belmont Cragin, Chicago, IL, 60634
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
93 reviews
37 repeat clients
from
$20
per visit

Camille was very communicative, which left me feeling comfortable that my special needs pups would be well taken care of in my absence! Will definitely book Camille again.

Sitter Profile Image: Haley B.
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Sitter Profile Image: Haley B.
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8. Haley B.

Star Sitter
Pawsitively Reliable Dog Walker
Elmwood Park, IL, 60707
1.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
10 repeat clients
from
$19
per visit

Haley was so great with my dog! I've never used rover or any service to care for my dog so I was a bit anxious but once I met Haley at our meet and greet and saw how she interacted with my dog, my nerves were calmed. He is a hyper boy and doesn't realize he's 80 pounds and can be a bit of a handful but she handled him beautifully. She gave great updates after the visits and took some of the best photos of my dog. She was very responsive throughout the whole process and I will definitely use her again!

Sitter Profile Image: Robin P.
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Sitter Profile Image: Robin P.
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9. Robin P.

Rover 101
Star Sitter
Animal Lover Supreme. Spoil Rotten
River Forest, IL, 60305
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
246 reviews
113 repeat clients
from
$25
per visit

Robin was so loving and sweet to my very needy cat, as well as professional. During this odd time, she made sure we were comfortable and checked in regarding the current pandemic, which calmed any concerns that we had. Robin always left detailed report cards, followed the instructions to the T, and even watered our very thirsty plants. Very happy to have Robin as our cat sitter! Highly recommend.

Sitter Profile Image: Kelly W.
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Sitter Profile Image: Kelly W.
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10. Kelly W.

Star Sitter
Looking for a fur-ever friend!
River Grove, IL, 60171
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
157 reviews
40 repeat clients
from
$25
per visit

Our first experience with Kelly and I am definitely happy! She took care of our three dogs, she was precise, kind and efficient! We absolutely recommend her!

Sitter Profile Image: Malcomn F.
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Sitter Profile Image: Malcomn F.
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11. Malcomn F.

Star Sitter
Kind, professional, one of the best
Austin, Chicago, IL, 60651
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
6 repeat clients
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.

Sitter Profile Image: Abby F.
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Sitter Profile Image: Abby F.
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12. Abby F.

Star Sitter
Playful, fun loving, and caring!
Austin, Chicago, IL, 60707
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
52 reviews
21 repeat clients
from
$25
per visit

Abby was great! Very responsive, friendly, and communicative- we got detailed updates for each visit. Thanks for taking such good care of our buddy!

Sitter Profile Image: Fanni M.
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Sitter Profile Image: Fanni M.
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13. Fanni M.

Love dogs, but I only have a cat<\3
Oak park, IL, 60302
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
3 repeat clients
from
$20
per visit

Very communicative and sent great pictures! I felt my dog was in great hands. She when brought in the packages that were left outside. Would definitely will with again.

Sitter Profile Image: Cynthia G.
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Sitter Profile Image: Cynthia G.
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14. Cynthia G.

Star Sitter
Every dog has a piece of my heart♥️
Portage Park, Chicago, IL, 60630
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
7 repeat clients
from
$18
per visit

Cynthia was great watching our Espooky for the past week! She was responsive, sent us multiple messages and photos every day, and we felt very confident that Espooky was in great hands! We got home to a happy and healthy dog who enjoyed his time with Cynthia!

Sitter Profile Image: Nikolas D.
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Sitter Profile Image: Nikolas D.
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15. Nikolas D.

Star Sitter
Your Pet’s New Best Bud!
Oak Park, IL, 60302
2.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$15
per visit

Nikolas would be a great new friend for your pet! As a pet owner himself, he’ll make sure your pets receive all the love and care.

Sitter Profile Image: Rachael P.
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Sitter Profile Image: Rachael P.
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16. Rachael P.

Star Sitter
Can I hang out with your dog?
Elmwood Park, IL, 60707
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
37 reviews
10 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!

Sitter Profile Image: Delize N.
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Sitter Profile Image: Delize N.
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17. Delize N.

Loving People, Love Dogs
Chicago, IL, 60707
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$17
per visit

Deluxe Is Really A Caring Person She Always Been Good With Things As In Taking Care Of People Or Animals. She always insisted on watching dogs even babysitting kids she very patient with the things she do I feel as she will be a great person with loving and being a pet caregiver she gain trust in animals by doing activities or either playing or rubbing the dogs. She just don’t do for the money or rewards she do out of the love and connections with the animals.she a very good person and very responsible.

Sitter Profile Image: Rhianna P.
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Sitter Profile Image: Rhianna P.
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18. Rhianna P.

Star Sitter
Animal lover ready to love on yours
Chicago, IL, 60707
0.7 mi. away
Boarding, House Sitting, Drop-In Visits
5.0 out of 5 stars
19 reviews
4 repeat clients
from
$20
per visit

Rhianna was great! She was flexible and easy to communicate with! She made sure Nitro was well taken care of while we were gone and checked in with me several times throughout the time I was gone.

Sitter Profile Image: Alina M.
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Sitter Profile Image: Alina M.
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19. Alina M.

Your Furry Friend's Best Friend!
Montclare, Chicago, IL, 60707
0.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
3 reviews
from
$20
per visit

I’ve entrusted my beloved dog to Alinka’s care several times now, and each time I've been impressed by her ability not only to look after my furry friend but also to engage with her. Every time I come to pick up my dog, she greets me with joy, which is a clear testament to Alina’s's kindness towards animals. I've witnessed them playing together, and my dog always looks happy and content. I'm confident that my beloved four-legged friend is always safe and comfortable under Alina's care.

Sitter Profile Image: William W.
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Sitter Profile Image: William W.
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20. William W.

Star Sitter
Care you can trust
Montclare, CHICAGO, IL, 60707
0.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
24 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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Rover also offers Pet Sitting & Drop Ins in these neighborhoods:

Rover also offers other services in Montclare:

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 7915 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.

Drop-In Visits