Dog Boarding in Montclare, Chicago

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

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House Sitting
Drop-In Visits
Doggy Day Care
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Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Corey & Robert D.
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Sitter Profile Image: Corey & Robert D.
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1. Corey & Robert D.

Rover 101
Let Us Spoil Your Fur Baby! 🐾
Portage Park, Chicago, IL, 60630
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
21 reviews
4 repeat clients
from
$59
per night

Corey and Robert were amazing!!! We could not recommend them highly enough. They made our anxious little dog feel right at home and part of the family. We can’t wait to book with them again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ruben M.
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Sitter Profile Image: Ruben M.
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2. Ruben M.

Star Sitter
Loving care when you're not there.
Humboldt Park, Chicago, IL, 60651
4.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
80 reviews
34 repeat clients
from
$50
per night

Ruben is ACE APPROVED! My spotted friend can have accidents in new environments or nervous pee. Nope nothing - he had all the potty breaks he needed and clearly was well cared for. Ruben’s place is the equivalent of the coveted middle school overnight gym sleepover except all the kids have four legs. Every tail wagger wants to go! Ace even kept staring at the front door when we left. That’s how you know he had a good time and made awesome friends.

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Sitter Profile Image: Cierra R.
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Sitter Profile Image: Cierra R.
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3. Cierra R.

Fenced yard with dog companion!
Dunning, Chicago, IL, 60634
2.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
34 reviews
11 repeat clients
from
$45
per night

We were extremely happy with Cierra for our 10 day trip watching our little baby. They were communicative throughout the stay and sent pictures where Bella looked very happy. We will definitely use them again when we travel!

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Sitter Profile Image: Jenny Y.
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Sitter Profile Image: Jenny Y.
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4. Jenny Y.

Star Sitter
Down to earth, genuine person, WFH
River Forest, IL, 60305
3.2 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
45 reviews
11 repeat clients
from
$50
per night

Jenny was amazing with my pup hazel. She provided frequent updates, sent lots of pictures, & made me feel extremely comfortable with her watching hazel. My girl was a little anxious since she hasn’t been watched by a sitter in quite some time but Jenny made her feel right at home. I can’t recommend Jenny enough & will definitely continue to use her in the future for my pup!

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Sitter Profile Image: Andrea C.
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Sitter Profile Image: Andrea C.
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5. Andrea C.

Everything you need under one woof!
Belmont Cragin, Chicago, IL, 60634
0.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
15 reviews
4 repeat clients
from
$50
per night

Andrea and her husband took such good care of our dogs when we were out of the country. They went above and beyond to make us feel comfortable and sent multiple videos and photos per day. Andrea treated our dogs as if they were her own and we knew they were in good hands. We are so appreciative of Andrea and her husband! 10/10 recommend!

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Sitter Profile Image: Angel V.
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Sitter Profile Image: Angel V.
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6. Angel V.

Star Sitter
Work from home, always available!
Logan Square, Chicago, IL, 60647
4.4 mi. away
Boarding
5.0 out of 5 stars
21 reviews
6 repeat clients
from
$41
per night

Coalie loved her time with Angel! Angel sent daily pictures and videos of her playtime and walks and was quick to respond when I would check in.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Brian M.
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Sitter Profile Image: Brian M.
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7. Brian M.

Rover 101
Star Sitter
Having fun with dogs for 15 years!
Portage Park, Chicago, IL, 60630
3.0 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
19 reviews
3 repeat clients
from
$45
per night

Brian did a great job taking care of our senior dog on short notice. He kept us informed with pictures and helped us confirm our precious dog was in great caring hands. Thanks Brian!

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Sitter Profile Image: Janet & Jacopo D.
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Sitter Profile Image: Janet & Jacopo D.
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8. Janet & Jacopo D.

Star Sitter
Wild Hearts are in our soul !!!
Portage Park, Chicago, IL, 60634
2.4 mi. away
Boarding
5.0 out of 5 stars
15 reviews
5 repeat clients
from
$48
per night

The best review I can give is from my dog. He came home after 7 days and was happy and relaxed. Janet and Jacopo were great communicators and took care of our pup just like he was their own.

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Sitter Profile Image: Marcy B.
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Sitter Profile Image: Marcy B.
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9. Marcy B.

Star Sitter
Must Love Dogs
Portage Park, CHICAGO, IL, 60634
2.3 mi. away
Boarding
5.0 out of 5 stars
20 reviews
7 repeat clients
from
$55
per night

Marcy (and family) did a great job watching our border collie Sunny. Lots of pics and updates which are always nice to get while out of town.

Sitter Profile Image: Adolfo M.
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Sitter Profile Image: Adolfo M.
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10. Adolfo M.

Star Sitter
Dog loving family, Work from home.
Austin, Chicago, IL, 60639
1.7 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
87 reviews
41 repeat clients
from
$40
per night

Adolfo was great with our 19 month puppy. He was taken out multiple times and able to play in a fenced in area with the other dogs boarding there. Willy had great fun and Adolfo sent many pictures.

Sitter Profile Image: Conor M.
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Sitter Profile Image: Conor M.
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11. Conor M.

Rover 101
Star Sitter
Experienced Pet owner
Norwood Park, Chicago, IL, 60631
4.9 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
22 reviews
13 repeat clients
from
$45
per night

Conor is great. Our dog is always happy when he arrives at Conor's house and it's really his home away from home. Conor has been flexible and understanding when it comes to drop offs and pick ups. He's great to work with 👍

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Sitter Profile Image: Elodio V.
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Sitter Profile Image: Elodio V.
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12. Elodio V.

Rover 101
Verified dog handler,5yr experience
Dunning, Chicago, IL, 60634
1.5 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
5 repeat clients
from
$52
per night

This was my first time using Rover. Elodio did a meet and greet with myself and my pup. Communication was great!! Him and his fiancé (and Bunny) took very good care of my Babygirl. I got updates & pictures ?. Highly recommend & will be asking them to dogs it again in the future.

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Sitter Profile Image: Shirley M.
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Sitter Profile Image: Shirley M.
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13. Shirley M.

Rover 101
Star Sitter
Perfect pet vacay spot!
Westchester, IL, 60154
6.8 mi. away
Boarding
5.0 out of 5 stars
17 reviews
4 repeat clients
from
$40
per night

Great communication. Very friendly and wonderful with the pets (cat and dog). Felt very comfortable they were well taken care of during our week long vacation.

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Sitter Profile Image: Camille S.
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Sitter Profile Image: Camille S.
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14. 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
91 reviews
37 repeat clients
from
$45
per night

Camille was great with our dog Rex! Very friendly and accommodating, took care of him for 5 days, sent daily updates with photos, spoiled him with long walks, treats and even bough him Christmas gifts! Great experience and Rex seemed happy and very well taken care of. Would definitely recommend Camille!

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Sitter Profile Image: Angelica C.
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Sitter Profile Image: Angelica C.
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15. Angelica C.

Star Sitter
Dogs are just furry little kids!
Melrose Park, IL, 60160
3.2 mi. away
Boarding
5.0 out of 5 stars
62 reviews
29 repeat clients
from
$40
per night

Angel did a great job with my baby and sent lots of pictures which I appreciated! I also like that she generally keeps smaller dogs around my pup’s size.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ian T.
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Sitter Profile Image: Ian T.
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16. Ian T.

Big House-Fenced Yard-by Riverwalk
Avondale, Chicago, IL, 60618
5.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
11 reviews
1 repeat client
from
$45
per night

Wow! What a great 1st time experience! Ian was nothing short of great to our pup Maverick! Genuinely so caring and attentive! Sent the cutest photos and videos and loved on our golden doodle so well. Highly recommend. Communicative and so responsive 10/10 experience. Thanks Ian.

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Sitter Profile Image: Brie B.
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Sitter Profile Image: Brie B.
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17. Brie B.

Star Sitter
Lifelong Dog Lover ♥
Dunning, Chicago, IL, 60634
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
27 reviews
6 repeat clients
from
$65
per night

Took great care of my large size dog. Brie made me feel at ease with daily updates and seemed like my pup was enjoying hanging out with Brie and rest of the pack! Will be rebooking with Brie for my future needs.

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Sitter Profile Image: Jose R.
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Sitter Profile Image: Jose R.
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18. Jose R.

Rover 101
Star Sitter
Chicago Guy for Chicago Pets
Belmont Cragin, Chicago, IL, 60641
2.7 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
314 reviews
100 repeat clients
from
$60
per night

We love Jose! He is always accommodating and super patient with our senior dog. I love getting photos and updates on a regular basis when we’re away, and even though Hank is always excited to see us when we’re back, I can tell that he’s had a good time.

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Sitter Profile Image: Lorraine C.
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Sitter Profile Image: Lorraine C.
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19. Lorraine C.

Rover 101
Star Sitter
Coop's Doggie Scoop!
Berwyn, IL, 60402
4.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
63 reviews
24 repeat clients
from
$42
per night

My dog Pippin's stay with Lorraine was excellent! She was great at communicating and sent lots of pictures which were fun to see. Pippin was very comfortable in her home and enjoyed the walks and lots of ball retrieving :) I highly recommend Lorraine!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Anita L.
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Sitter Profile Image: Anita L.
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20. Anita L.

Quiet, calm home. Love all pets! :)
Dunning, Chicago, IL, 60634
1.5 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
20 reviews
7 repeat clients
from
$39
per night

Anita did a great job looking after Gilbert! I appreciate that she sent lots of updates. He seemed to have a really good time with her, and was sad to leave!

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Dog owners in Montclare, Chicago, IL love booking dog boarding with sitters on Rover.com. Over 7915 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.

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