Dog Boarding in Armour Square, 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
Dog Walking
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Confirmed availability: Easter Weekend
Sitter Profile Image: Sophie R.
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Sitter Profile Image: Sophie R.
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1. Sophie R.

South Loop Based Pet Lover!
Loop, Chicago, IL, 60605
2.0 mi. away
Boarding, House Sitting, Drop-In Visits
5.0 out of 5 stars
50 reviews
16 repeat clients
from
$50
per night

Sophie was wonderful and would highly recommend! She stayed at our home to watch our dog & cat and it was such a relief coming home knowing they were taken care of. Will definitely use her again in the future.

Confirmed availability: Easter Weekend
Sitter Profile Image: Kielyn J.
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Sitter Profile Image: Kielyn J.
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2. Kielyn J.

Your dog’s new guncle 🦄
Loop, Chicago, IL, 60605
2.1 mi. away
Boarding
5.0 out of 5 stars
5 reviews
1 repeat client
from
$70
per night

Kielyn was amazing with our Stella! He sent us pictures and updates throughout the weekend and made her feel comfortable. She typically is very anxious and will lose weight when we leave her, but not this time! We will definitely be booking with him again 😊

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Sitter Profile Image: Tania B.
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Sitter Profile Image: Tania B.
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3. Tania B.

Rover 101
Home of The Kikster Scissorpaws.
McKinley Park, Chicago, IL, 60609
2.6 mi. away
Boarding
5.0 out of 5 stars
32 reviews
9 repeat clients
from
$50
per night

My dog has special needs and can be a lot to handle at times…Tania made me feel at ease while I was traveling and took such great care of Flash. I appreciate her patience and would recommend her to everyone I know.

Confirmed availability: Easter Weekend
Sitter Profile Image: Ashley M.
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Sitter Profile Image: Ashley M.
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4. Ashley M.

Rover 101
WFH, pet loving, porch, parks!
Lower West Side, Chicago, IL, 60608
1.7 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
40 reviews
16 repeat clients
from
$52
per night

Ashley watched my baby while I was at work all day. He’s older now, has separation anxiety, can’t be left alone and has a grade 5 murmur so low stress is so important. He seemed to be having the best time with her!! I literally never leave him with anyone outside family anymore so this was a big step for us and I couldn’t have asked for any better.

Confirmed availability: Easter Weekend
Sitter Profile Image: Joye E.
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Sitter Profile Image: Joye E.
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5. Joye E.

Passionate about Pets.
Near South Side, Chicago, IL, 60605
1.8 mi. away
Boarding, House Sitting
5.0 out of 5 stars
28 reviews
10 repeat clients
from
$60
per night

Joye has watched Cliff 3 times and she is flexible, dependable and compassionate. For my most recent sit, I had to extend the time and drop off Cliff 3 days earlier and leave him an extra day because I was tending to a sick family member. Joye easily accommodated and was flexible as my dates changed. And, as always, she is amazing with Cliff. He is often sad when he comes back home because he misses her❤️

Confirmed availability: Easter Weekend
Sitter Profile Image: Rachel W.
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Sitter Profile Image: Rachel W.
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6. Rachel W.

Dog Walker for 5 Years
Near South Side, Chicago, IL, 60616
1.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
37 reviews
16 repeat clients
from
$55
per night

Rachel was an excellent sitter. She sent many pictures of my dog & took him to the dog park to socialize. Great communication skills & was available for drop off and pickup time when needed. I recommend Rachel to others looking for a reliable sitter.

Confirmed availability: Easter Weekend
Sitter Profile Image: Ann-Marie H.
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Sitter Profile Image: Ann-Marie H.
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7. Ann-Marie H.

Pet Auntie Extraordinaire
Near South Side, Chicago, IL, 60605
1.5 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$50
per night

This was the first time booking a pet sitter for my dog. Misti is very shy dog but since the first day she felt comfortable and happy with Ann-Marie. Good communication and constant updates. I will definitely leave my dog with her again!

Confirmed availability: Easter Weekend
Sitter Profile Image: Erica T.
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Sitter Profile Image: Erica T.
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8. Erica T.

Bengal cat owner, love all cats
Loop, Chicago, IL, 60606
3.0 mi. away
Boarding
5.0 out of 5 stars
3 reviews
from
$40
per night

Erica is awesome. She dealt with my very picky, fussy Peri who was not having a good time adjusting to the different atmosphere. She was very patience, and therfore Peri felt comfortable enough to explore her surroundings. Pebbles looked to have had the time of her life although she was being a little aggressive with Alo. Erica dealt with it with patience and understanding. I know she had her hands full with these two at the same time. They are very different in personalities and aren't afraid to express it. Overall I swear my kitty's look better than when I dropped them off. Pebbles didn't even want me to take off her leash. Thank you again Erica for everything. You are awesome.

Confirmed availability: Easter Weekend
Sitter Profile Image: Morgan D.
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Sitter Profile Image: Morgan D.
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9. Morgan D.

Doodle lover & big exerciser!
Loop, Chicago, IL, 60601
3.2 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
14 reviews
3 repeat clients
from
$70
per night

I had an excellent experience boarding Maverick with Morgan. She took him on multiple lake side walks and to the dog park during his stay with her. Maverick is a golden doodle and got along really well with Bear and they had several play dates. She took several pictures and videos and updated me all the time. I would definitely recommend her if you are staying in the loop. She’s the best !!!

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Sitter Profile Image: Alexandra S.
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Sitter Profile Image: Alexandra S.
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10. Alexandra S.

Let me make your life easier!🐶🐾
Near West Side, Chicago, IL, 60607
3.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
1 repeat client
from
$70
per night

I have known Alexandra since we were kids. She is very responsible, honest, and hard-working. In the years that I have known her, Alex has had two dogs of her own and has always treated them with respect, kindness, and love. Additionally, I have seen Alex interact with my own dog and she was always sweet, friendly, and playful with him (he passed a few years ago). I firmly believe that Alex will provide safe, loving care and great customer service.

Confirmed availability: Easter Weekend
Sitter Profile Image: Andrew T.
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Sitter Profile Image: Andrew T.
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11. Andrew T.

WFH Couple, Park Nearby
Lower West Side, Chicago, IL, 60608
2.4 mi. away
Boarding
5.0 out of 5 stars
95 reviews
38 repeat clients
from
$45
per night

Hands down the best sitters we’ve ever had! We were going through a tough time and Andrew and his wife were able to help us in a dire time of need. They were kind, they were understanding and they took great care of our Ali. You can tell they are an educated on how to manage and train a dog. I was given some amazing tips and I was also sent adorable pictures of Ali each day! I highly recommend to anyone who loves their puppy as much as we do! Not to mention, they have Ali a bath! Total rockstars! Thanks again!

Confirmed availability: Easter Weekend
Sitter Profile Image: Jake W.
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Sitter Profile Image: Jake W.
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12. Jake W.

Pets are humans too!
Near North Side, Chicago, IL, 60611
3.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
30 reviews
12 repeat clients
from
$60
per night

I highly recommend Jake as a sitter! He’s been great with my dog Houna and I can tell she loves going there. She gets to play with other dogs and always comes home happy!

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Sitter Profile Image: Bethany G.
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Sitter Profile Image: Bethany G.
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13. Bethany G.

Responsible and friendly dog sitter
Lower West Side, Chicago, IL, 60616
1.3 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
1 review
from
$45
per night

Bethany is great. She me pictures of my pup all throughout his stay. She is very active and let me know what my pup is doing all the time. I’m so grateful my pup and I got to know her. She is ver kind and sweet.

Confirmed availability: Easter Weekend
Sitter Profile Image: Catherine G.
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Sitter Profile Image: Catherine G.
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14. Catherine G.

Reliable & Trustworthy Pet Lover!
Lincoln Park, Chicago, IL, 60614
5.2 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
6 repeat clients
from
$60
per night

My dog can be very timid but warmed up to Catherine instantly. She did a great job taking care of her over a long weekend! I would definitely recommend her to anyone looking for some help.

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Sitter Profile Image: Dion F.
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Sitter Profile Image: Dion F.
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15. Dion F.

Your baby’s favorite hotel 🐕🦴
Near West Side, Chicago, IL, 60661
2.8 mi. away
Boarding
5.0 out of 5 stars
6 reviews
from
$50
per night

It’s always a little nerve wracking when you’re away from your pup for an extended period, but Dion was great with Brix! He was patient, kind, communicative and gave him plenty of long walks which we appreciate. Will be utilizing Dion in the future when needed :)

Confirmed availability: Easter Weekend
Sitter Profile Image: David R.
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Sitter Profile Image: David R.
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16. David R.

Stay at Home Lawyer + Dog Dad
Loop, Chicago, IL, 60605
1.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
150 reviews
50 repeat clients
from
$67
per night

David treated our dog like a princess! He was attentive to her needs, loved on her and made her feel safe! We were able to have a fun weekend in Chicago knowing Ellie was having a great time too! Thank you so much David!

Confirmed availability: Easter Weekend
Sitter Profile Image: Jamie & Ritz W.
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Sitter Profile Image: Jamie & Ritz W.
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17. Jamie & Ritz W.

WFH dog parents, pet friendly home
Near South Side, Chicago, IL, 60605
1.8 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
28 reviews
11 repeat clients
from
$65
per night

Jamie and Ritz were fantastic! This was the first time they watched my pup and they were very good at keeping me updated on how he was doing and sending me lots of pics! Very accommodating and responsive with all communications. Highly recommend!

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Sitter Profile Image: Emily D.
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Sitter Profile Image: Emily D.
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18. Emily D.

All dogs welcome here!
West Town, Chicago, IL, 60622
4.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
18 reviews
2 repeat clients
from
$65
per night

Emily was amazing with our Bernese Mountain Dog, Bernie!! You could tell that he had a great time and Emily sent pictures daily with updates. We felt so at ease leaving him with her and will definitely be booking with her again!

Confirmed availability: Easter Weekend
Sitter Profile Image: Shivani P.
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Sitter Profile Image: Shivani P.
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19. Shivani P.

Animal lover! Pet owner for 15+ yr!
Near West Side, Chicago, IL, 60607
2.6 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
28 reviews
5 repeat clients
from
$90
per night

She was awesome! Her place was perfect for my dog. She was super sweet and always responsive. She sent me pics and videos of her daily and even cooked some rice and egg for her when her stomach was upset. I would book her over and over again! Thank you so much!

Confirmed availability: Easter Weekend
Sitter Profile Image: Abigail R.
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Sitter Profile Image: Abigail R.
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20. Abigail R.

WFH Professional; Avid Pet Lover
Near North Side, Chicago, IL, 60611
3.9 mi. away
Boarding
5.0 out of 5 stars
22 reviews
6 repeat clients
from
$55
per night

As a first time rover-user and high maintenance dog mom, I was blown away by Abigail’s professionalism and quality dog care. She cared for my doodle as if it were her own, and she really put both my pup and I at ease. We will definitely be reaching out to Abigail in the future!!

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In Armour Square, Chicago, IL, dog lovers trust Rover.com for their dog boarding needs. Over 7915 pet owners have reviewed dog sitters in Chicago, giving them an average rating of 4.9/5 stars. Booking dog boarding in Armour Square can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book dog boarding in Chicago on Rover? Check out our average dog boarding rates to get an idea before reaching out and beginning a conversation with a sitter.

Rover.com offers the perfect alternative to dog kennels and traditional dog sitting. The next time you head out of town and need someone to take care of your dog, turn to Rover for your dog boarding needs. It's easy to find a loving Armour Square dog sitter on Rover who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at their sitter's home. Search from hundreds of dog sitters in Armour Square, Chicago, IL, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. With Rover, pet boarding is guilt-free, cashless, and convenient. That way, you can hit the road happy knowing your dog's in loving hands while you're away.

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