Dog Boarding in Armour Square, Chicago

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Sitter Profile Image: Emily S.
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Sitter Profile Image: Emily S.
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1. Emily S.

Star Sitter
WFH Pup Lover
Near West Side, Chicago, IL, 60607
2.5 mi. away
Boarding, Doggy Day Care
from
$45
per night
5.0 out of 5 stars
15 reviews
4 repeat clients
Profile image

Emily was amazing - accommodating, on time, and so sweet to send photos throughout the day while I was at work. Would 100% book again - thank you Emily!

Availability updated 4 days ago
Sitter Profile Image: Ashley M.
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Sitter Profile Image: Ashley M.
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2. Ashley M.

Rover 101
Star Sitter
WFH, pet loving, porch, parks!
Lower West Side, Chicago, IL, 60608
1.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$53
per night
5.0 out of 5 stars
90 reviews
27 repeat clients
Profile image

Ashley is amazing and was able to take my girls on short notice! They love spending time with Ashley and her daughter Marina and I know they are super well cared for! 🐾💜

Availability updated today
Sitter Profile Image: E K.
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Sitter Profile Image: E K.
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3. E K.

Rover 101
Animal Loving Family
Grand Boulevard, Chicago, IL, 60653
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5.0 out of 5 stars
291 reviews
128 repeat clients
Profile image

Overall great experience. Sitter provided continuous updates with pictures and texts. Also, sitter sought clarity regarding feeding, toys, etc. before proceeding further with care for puppy. Great communication. Will definitely book sitter’s services again.

Availability updated 18 days ago
Sitter Profile Image: Tamara J.
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Sitter Profile Image: Tamara J.
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4. Tamara J.

Star Sitter
Experienced Dog Owner
Grand Boulevard, Chicago, IL, 60653
1.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$46
per night
5.0 out of 5 stars
14 reviews
7 repeat clients
Profile image

Tamara was amazing and graciously sent pics of my puppy when requested. He was happy and well taken care of. She was excellent when the date I entered was incorrect but still agreed to keep my fur baby once it was corrected. I highly recommend Tamara for pet sitting services.

Availability updated yesterday
Sitter Profile Image: Anjana & Harsh N.
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Sitter Profile Image: Anjana & Harsh N.
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5. Anjana & Harsh N.

Star Sitter
Fetch-tastic Fun: Your Dog's Vacay!
Near West Side, Chicago, IL, 60607
2.7 mi. away
Boarding, Dog Walking
from
$50
per night
5.0 out of 5 stars
19 reviews
4 repeat clients
Profile image

Another amazing stay with Anjana and Harsh! Bruno is always so excited to see them and looks so happy and relaxed in the photos they send. Couldn’t recommend them enough!

Availability updated 3 days ago
Sitter Profile Image: Lisette S.
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Sitter Profile Image: Lisette S.
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6. Lisette S.

Star Sitter
For the love of pets!
McKinley Park, Chicago, IL, 60609
2.2 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$30
per night
5.0 out of 5 stars
28 reviews
4 repeat clients
Profile image

Lisette is an amazing sitter 10/10! My toy poodle love her ❤️

Availability updated 50 days ago
Sitter Profile Image: Ann-Marie H.
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Sitter Profile Image: Ann-Marie H.
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7. Ann-Marie H.

Star Sitter
Pet Auntie Extraordinaire
Near South Side, Chicago, IL, 60605
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$55
per night
5.0 out of 5 stars
21 reviews
7 repeat clients
Profile image

Ann-Marie was great with our dog! He has warmed up to her so well and she is so caring with him. We appreciate the occasional update from Ann-Marie, and whenever we ask questions, she replies. She is so amenable to the pick-up and drop-off schedule, especially if our flights get delayed. She has been a great caretaker for him for both weekend getaways and week-long trips, highly recommend to other owners!

Availability updated yesterday
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Nicky V.
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Sitter Profile Image: Nicky V.
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8. Nicky V.

Star Sitter
Your Pet's New Best Friend!
Bridgeport, Chicago, IL, 60608
1.0 mi. away
Boarding, Doggy Day Care
from
$55
per night
5.0 out of 5 stars
25 reviews
6 repeat clients
Profile image

Nicki is the best. Hands down. Our new adopted Airedale has a lot of energy and is still timid with people. All the pictures and videos Nicki sent us during our trip showed that our dog was happy and playing the entire time. We cannot thank Nicki enough for welcoming us into her home with our fur baby. Thanks again Nicki!

Availability updated 3 days ago
Sitter Profile Image: Aubrey & Ben C.
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Sitter Profile Image: Aubrey & Ben C.
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9. Aubrey & Ben C.

Dog lovers with no dog of their own
Near West Side, Chicago, IL, 60607
3.0 mi. away
Boarding
from
$40
per night
4.7 out of 5 stars
7 reviews
1 repeat client
Profile image

Aubrey and Ben watched our puppy for 2 weeks. He unfortunately got really sick while he was there, we don’t know why but they showed a lot of care to help him get better. They helped with feeding him a bland diet and contacting the vet for advice. They were also super flexible with pick up and drop off. Thank you for watching him!

Availability updated 3 days ago
Sitter Profile Image: Andrew T.
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Sitter Profile Image: Andrew T.
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10. Andrew T.

Star Sitter
WFH Couple, Park Nearby
Lower West Side, Chicago, IL, 60608
2.4 mi. away
Boarding
from
$55
per night
4.9 out of 5 stars
118 reviews
53 repeat clients
Profile image

Andrew and his wife took good care of my dog. They were great with sending updates and photos, and made communication very easy. Very friendly and reliable.

Availability updated 2 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Ian P.
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Sitter Profile Image: Ian P.
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11. Ian P.

We enjoy hosting furry friends.
West Town, Chicago, IL, 60622
4.2 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$55
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
Profile image

Ian took great care of Maverick! I loved all the photos he sent. Ian was extremely professional and I would trust him to take care of my dog any time.

Availability updated yesterday
Sitter Profile Image: Melanie S.
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Sitter Profile Image: Melanie S.
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12. Melanie S.

Experienced Dog Owner and Dog Lover
Near North Side, Chicago, IL, 60654
3.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$55
per night
4.9 out of 5 stars
212 reviews
73 repeat clients
Profile image

Our dog was happy and well cared for during his stay. Melanie communicated occasional pictures and comments that were just the right amount.

Availability updated yesterday
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Gillian K.
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Sitter Profile Image: Gillian K.
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13. Gillian K.

Loves long walks and fluffy friends
Bridgeport, Chicago, IL, 60608
1.4 mi. away
Boarding
from
$40
per night
5.0 out of 5 stars
26 reviews
8 repeat clients
Profile image

I was nervous about leaving my 2-year-old golden retriever, Conchita, for two weeks since it was my first time using Rover, but Gillian exceeded all my expectations! My dog is like my child, and Gillian made me feel at ease with daily updates and photos. It was clear that Conchita was happy and well cared for. I’m so glad she was in such good hands, and I wouldn’t hesitate to book Gillian again. Highly recommend her!

Availability updated 26 days ago
Sitter Profile Image: Bola A.
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Sitter Profile Image: Bola A.
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14. Bola A.

Star Sitter
Big time dog lover 😄
Hyde Park, Chicago, IL, 60615
3.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$49
per night
4.9 out of 5 stars
89 reviews
24 repeat clients
Profile image

Bola was fantastic! She sent plenty of pics and videos. We could tell that our baby girl was getting plenty of love and attention. Highly recommend!

Availability updated today
Sitter Profile Image: Nicole K.
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Sitter Profile Image: Nicole K.
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15. Nicole K.

Pet Loving College Student
Bridgeport, Chicago, IL, 60609
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5.0 out of 5 stars
20 reviews
5 repeat clients
Profile image

Nicole was great! We hadn’t had to leave our dog with anyone for awhile, so we wanted to make sure he was staying with someone who would make him feel comfortable. He stayed with Nicole for 3 nights, and she gave us updates (many photos included) throughout the day! We would definitely reach back out to her in the future :)

Availability updated 20 days ago
Sitter Profile Image: Jennifer N.
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Sitter Profile Image: Jennifer N.
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16. Jennifer N.

Star Sitter
Not Just a pet,a family favorite.
Lower West Side, Chicago, IL, 60608
2.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$49
per night
4.9 out of 5 stars
175 reviews
101 repeat clients
Profile image

Jennifer and her husband were great! Helped me out last minute due to a family emergency and watched my dog for 3 days with no problems! Sent me a video every day :) Would bring my dog back here for sure!

Availability updated today
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Stefany & Cameron G.
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Sitter Profile Image: Stefany & Cameron G.
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17. Stefany & Cameron G.

Star Sitter
Pawsitively perfect care with love
West Town, Chicago, IL, 60622
4.5 mi. away
Boarding, Doggy Day Care
from
$55
per night
5.0 out of 5 stars
14 reviews
3 repeat clients
Profile image

Stefany and Cameron were great! Our dog seemed to have an amazing time. There were plenty of updates, pictures and videos, and they took care of everything that was needed!

Availability updated 3 days ago
Sitter Profile Image: Charlotte D.
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Sitter Profile Image: Charlotte D.
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18. Charlotte D.

Star Sitter
Recent grad who adores dogs!!
Near West Side, chicago, IL, 60661
3.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5.0 out of 5 stars
68 reviews
15 repeat clients
Profile image

Charlotte was amazing! She kept us up to speed and updated, including photos, and regular check-ins. I cannot recommend her more. Astro is looking forward to his next stay with Charlotte. Thank you so much for taking such good care of our pup.

Availability updated yesterday
Sitter Profile Image: Katie "Anni" W.
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Sitter Profile Image: Katie "Anni" W.
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19. Katie "Anni" W.

Star Sitter
Need work from home companions!
Near South Side, Chicago, IL, 60616
1.3 mi. away
Boarding, House Sitting, Doggy Day Care
from
$55
per night
5.0 out of 5 stars
49 reviews
17 repeat clients
Profile image

Anni did an amazing job taking care of our fur babies! She was responsive, asked questions, and kept us updated while we were away on our vacation. It was a first time boarding our pets and Anni did a great job easing any concerns we had. Our pets were at ease with her and felt very at home in her space. Would definitely recommend!

Availability updated today
Sitter Profile Image: DEMIN Z.
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Sitter Profile Image: DEMIN Z.
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20. DEMIN Z.

Rover 101
Univ.Staff &Tail Wagging Care
Near South Side, Chicago, IL, 60605
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
4.9 out of 5 stars
47 reviews
9 repeat clients
Profile image

Demin was awesome with Latte. She was responsive with texts and I appreciate the updates she provided. Latte appeared really well taken care of. I would love to have Latte stay with Demin again in the future.

Availability updated today

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