Dog Boarding in Montclare, Chicago

Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
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Sitter Profile Image: Andrea C.
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Sitter Profile Image: Andrea C.
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1.

Andrea C.

Everything you need under one woof!
Belmont Cragin, Chicago, IL, 60634
Boarding, Drop-In Visits, Doggy Day Care
5.0
3 reviews
1 repeat client
from
$50
per night

Andrea was my first sitter on Rover. It couldn't be better. After meeting her and her family I went very calmly on my vacation. Athena would stay with her again without a doubt.

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Sitter Profile Image: Natalia L.
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Sitter Profile Image: Natalia L.
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2.

Natalia L.

I have a warm heart for cold noses
Elmwood park, IL, 60707
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
5 reviews
from
$55
per night

I cannot put in words how greatful I am to have found Natalia. I've never been away from my Riggs for more than a few hours and I was so nervous to be hours away. From the moment we met Natalia, Riggs immediately warmed up to her. The first update validated that he was in good hands. He made new friends, got to go on long walkies, and got lots of cuddles. Thank you!!

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Sitter Profile Image: Rhianna P.
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Sitter Profile Image: Rhianna P.
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3.

Rhianna P.

Animal lover ready to love on yours
Dunning, Chicago, IL, 60707
Boarding, House Sitting, Drop-In Visits
5.0
8 reviews
1 repeat client
from
$35
per night

Highly recommend Rhianna! I could tell that my pup would have a great time and that he would be well taken care of. Great communication and care and tons of play. Will definitely be coming back Thank you ??

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Sitter Profile Image: Camera W.
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Sitter Profile Image: Camera W.
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4.

Camera W.

I love every animal as my own!
Dunning, Chicago, IL, 60634
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
40 reviews
11 repeat clients
from
$45
per night

Camera is amazing! I can’t recommend her enough!! This was our first experience boarding our pup and she was so accommodating and walked us through everything. Camera was great with Sophie and kept us updated with so many pictures and videos. It was so nice seeing her have so much fun with Camera and other dog friends. She’s amazing with animals and her care and love for them definitely shows. We will definitely have her watch Sophie again anytime!

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Sitter Profile Image: Anthony A.
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Sitter Profile Image: Anthony A.
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5.

Anthony A.

RoverGO
Your Dogs 2nd home!
Belmont Cragin, Chicago, IL, 60641
Boarding, House Sitting, Doggy Day Care, Dog Walking
5.0
55 reviews
13 repeat clients
from
$41
per night

Absolutely will be booking Anthony again! They treated my dogs like family and kept me updated on their stay the entire time. Anthony is professional and very caring. My dogs loved their time in his care.

Sitter Profile Image: Cindy R.
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Sitter Profile Image: Cindy R.
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6.

Cindy R.

Experienced pet sitter
Jefferson Park, Chicago, IL, 60630
Boarding
5.0
8 reviews
1 repeat client
from
$45
per night

Cindy is amazing!! Highly recommend her. This was our first time sending our kitty away so we were a bit nervous; Cindy was great at communicating with us and send us updates every day. We are super grateful for her service and will be definitely booking her again.

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Sitter Profile Image: Natalia J.
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Sitter Profile Image: Natalia J.
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7.

Natalia J.

Pawsitive Vibes only ☮️
Austin, Chicago, IL, 60707
Boarding, Doggy Day Care
5.0
7 reviews
2 repeat clients
from
$31
per night

Natalia and her husband were amazing. We were nervous because it was the first time boarding Bailey with her and she had other dogs but she kept us updated the entire time and sent photos and made us feel really at ease. We could see that she cares deeply and made sure we felt at ease. I’d definitely board with her again

Sitter Profile Image: Diana Z.
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Sitter Profile Image: Diana Z.
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8.

Diana Z.

Rover 101
Loving Sitter Home FT, Fenced Yard
Montclare, Chicago, IL, 60634
Boarding, Doggy Day Care, Dog Walking
5.0
56 reviews
21 repeat clients
from
$60
per night

Diana is AMAZING! She was able to help us with a last second, overnight stay for our West Highland White Terrier. She's super punctual and was a great caregiver for our pup.

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Sitter Profile Image: Armando R.
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Sitter Profile Image: Armando R.
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9.

Armando R.

Pups of all ages welcome
Irving Park, Chicago, IL, 60641
Boarding, Doggy Day Care
5.0
1 review
1 repeat client
from
$60
per night

Wonderful care to my furry doggies. I’m very happy with the service.

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Sitter Profile Image: Ivonne A.
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Sitter Profile Image: Ivonne A.
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10.

Ivonne A.

PETS ARE MY FURRY CHILDREN
Portage Park, Chicago, IL, 60634
Boarding, Doggy Day Care
5.0
21 reviews
5 repeat clients
from
$30
per night

Ivonne and her family took such great care of my dog Indie! Ivonne updated me regularly about how Indie was doing. I felt like Indie was treated as a part of their family. I would recommend Ivonne as a dog sitter!

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Sitter Profile Image: Landree M.
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Sitter Profile Image: Landree M.
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11.

Landree M.

Your dogs new home away from home!
Logan Square, Chicago, IL, 60647
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
24 reviews
12 repeat clients
from
$55
per night

She was incredible,flexible when I got stuck in the airport,constantly was in communication with me,sending me videos and pictures,my dog was happy given attention,was hesitant because I’m super protective of my dog but she put those doubts to rest,landree I would recommend to anyone and hope of I’m ever forced to leave town again she can stay with my Niko .

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Sitter Profile Image: Vicky D.
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Sitter Profile Image: Vicky D.
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12.

Vicky D.

On a mission to pet all the dogs💕
Norridge, IL, 60706
Boarding
5.0
5 reviews
4 repeat clients
from
$85
per night

I was really nervous leaving my dog with a sitter however after meeting Vicky I was ok leaving my dog with her. Vicky has a calming soul, which you will notice if you ever meet her. I knew my dog was in good hands. Pictures and videos were sent to me regularly which was much appreciated.

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Sitter Profile Image: Joe G.
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Sitter Profile Image: Joe G.
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13.

Joe G.

Certified Dog Trainer/Animal Lover
Norwood Park, Chicago, IL, 60656
Boarding, Doggy Day Care
2 reviews
from
$50
per night

Highly recommend Joe! He has taken care of my dog Gracie a number of times now, and we could not be happier. Joe took the time to come and meet Gracie, took her for a walk just so she could familiarize with him and start to feel comfortable around him. Which made me feel so much better. He was so kind and good to her! There was even one time where Gracie had to take medicine and we needed Joe to watch her. He had no problem giving her her medicine, and even have her a bath so she could feel better. He took such good care of her. Updated us and send pictures daily! Again I highly recommend Joe!

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Sitter Profile Image: Sarah & Walter M.
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Sitter Profile Image: Sarah & Walter M.
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14.

Sarah & Walter M.

Dog lovers, WFH
North Center, Chicago, IL, 60618
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
19 reviews
13 repeat clients
from
$70
per night

Sarah and Walter were great watching our ACD mix for 9 days! It’s the longest our dog has been away, and we knew it would be hard on her, but Sarah and Walter were kind and patient, helping her come out of her shell ❤️

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Sitter Profile Image: Lauren S.
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Sitter Profile Image: Lauren S.
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15.

Lauren S.

Dog Loving Retired Mom
North Center, Chicago, IL, 60657
Boarding, Drop-In Visits, Doggy Day Care
5.0
50 reviews
9 repeat clients
from
$60
per night

Lauren took great care of our pup while we were on vacation. She communicated regularly and sent a few pictures of the activities they were doing together. Even though he can be a handful at times, all went well. We would recommend and will book again.

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Sitter Profile Image: Brenda & Milo M.
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Sitter Profile Image: Brenda & Milo M.
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16.

Brenda & Milo M.

Dog lovers with experience!
Avondale, Chicago, IL, 60618
Boarding, Doggy Day Care
5.0
28 reviews
7 repeat clients
from
$65
per night

Munni had such a great time with Brenda, Milo and Boozer. I could tell my pup was so comfortable with them and they treated with her so well. They went above and beyond with communicating to me and sending me the best pics. Brenda and Milo definitely made this a stress free experience and I’m very appreciate of that. They will definitely be my number 1 sitter for Munni.

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Sitter Profile Image: Abaigael C.
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Sitter Profile Image: Abaigael C.
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17.

Abaigael C.

Dog Loving Family Dog Loving Pup!
Forest Glen, Chicago, IL, 60646
Boarding, Drop-In Visits, Dog Walking
5.0
5 reviews
from
$55
per night

Abaigael was absolutely amazing. She took great care of our little furry son for the 4 days we were out of town. Could tell he had a blast! She kept us updated and sent lots of photos and even videos. Her dog Flame is very friendly and playful, Benji has made a new friend. We will for sure be coming back to Abaigael in the future!

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Sitter Profile Image: Shruti M.
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Sitter Profile Image: Shruti M.
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18.

Shruti M.

Don’t worry, be pawsitive
Avondale, Chicago, IL, 60618
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
6 reviews
2 repeat clients
from
$50
per night

Shruti is an amazing sitter! Dependable, communicative and sends lots of photos! Our dog feels right at home with her dog, Bailey.

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Sitter Profile Image: Serenity G.
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Sitter Profile Image: Serenity G.
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19.

Serenity G.

Mom and Daughter Care
Belmont Cragin, Chicago, IL, 60634
Boarding
5.0
29 reviews
19 repeat clients
from
$35
per night

Serenity did a great job with my Mello for the weekend. She sent a video update to show she was having a good time which I really appreciated. My dog was in good spirits when I picked her up so I can only assume she enjoyed herself!

Sitter Profile Image: Camille S.
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Sitter Profile Image: Camille S.
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20.

Camille S.

Big Yard, House, and Lots of Love.
Belmont Cragin, Chicago, IL, 60634
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
79 reviews
34 repeat clients
from
$45
per night

Our dog could not have had a better stay with Camille and her family. He was treated like one of their own. I’m so happy we booked his stay with her.

Search Map

Dog owners in Montclare, Chicago, IL love booking dog boarding with sitters on Rover.com. Over 7,915 pet owners have reviewed dog sitters in Chicago, giving them an average rating of 4.9/5 stars. Booking dog boarding can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book dog boarding with Rover? Check out our average dog boarding rates to get an idea before reaching out and starting a conversation with a dog sitter near you in Montclare.

Rover.com is the simple, savvy way to find and book Montclare dog boarding. It's easy to find the perfect dog sitter. Many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book dog boarding on Rover, your dog will enjoy a loving staycation in their sitter's home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter in Montclare, Chicago, IL has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 75,000 sitters who've listed their services on Rover. When you book Montclare dog boarding on Rover, your dog gets the loving care they deserve, and you get peace of mind.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. 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:

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