Dog Boarding In Near South Side Chicago

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Top rated Near South Side dog boarders

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Sitter Profile Image: Ania Z.
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Ania Z.
Star Sitter
from
$60
per night
5.0 out of 5 stars
132 reviews
6 repeat clients
1 year of experience
Near South Side, Chicago, IL, 60605

Ania is amazing! She’s checked in with pix and videos daily. My pup came home so happy and content. I’ll definitely be checking her schedule the next time I need a sitter. 10/10 ☺️

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Davinelle D.
Sitter Profile Image: Ksenia D.
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Ksenia D.
Star Sitter
from
$46
per night
5.0 out of 5 stars
26 reviews
7 repeat clients
4 years of experience
Near North Side, Chicago, IL, 60611

This was our first time using Rover, and she made the experience so easy and stress-free. She watched our dachshund puppy, Winnie, and was incredibly responsive throughout the stay. We really appreciated the updates and pictures she sent so we always knew how Winnie was doing. She was truly a lifesaver, and we felt completely comfortable trusting her with our puppy. We would absolutely book with her again!

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Jacob G.
Sitter Profile Image: Hua “Katrina” F.
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Hua “Katrina” F.
Star Sitter
from
$55
per night
5.0 out of 5 stars
181 reviews
47 repeat clients
11 years of experience
Near South Side, Chicago, IL, 60605

My high energy pup has been in a deep slumber ever since we got home, which tells me she had a blast. And Katrina made me a magnet with the cutest picture of Luna, I love it so much. Thank you!! Truly the best. 😁

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Cortesha H.
Sitter Profile Image: Ashley M.
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Ashley M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
188 reviews
67 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60608

Ashley is AMAZING with our dog Rue! She sends such sweet photos and updates, she’s flexible and responsive - we always know Rue is in great hands when we’re out of town.

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Maya H.
Sitter Profile Image: Ann V.
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Ann V.
Star Sitter
from
$65
per night
5.0 out of 5 stars
128 reviews
26 repeat clients
2 years of experience
Near South Side, Chicago, IL, 60605

Bronx (and I!) love Ann! She always takes great care of him and loves him like her own. Always super attentive and sends the cutest pictures. Thank you!!

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Czarina H.
Sitter Profile Image: songen f.
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songen f.
Star Sitter
from
$55
per night
5.0 out of 5 stars
14 reviews
8 repeat clients
11 years of experience
Loop, Chicago, IL, 60605

Crystal (Songen) is very professional and reliable. We received pictures, videos and updates throughout the visit of lots of playtime and cuddles which we very much appreciated!

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Tirzah W.
Sitter Profile Image: Cheyanne H.
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Cheyanne H.
from
$35
per night
5.0 out of 5 stars
19 reviews
14 repeat clients
10 years of experience
Near South Side, Chicago, IL, 60616

Cheyanne was amazing. She had great communication and my dog can be timid and not eat much at dog sitters but she didn't have that problem with her. Best sitter! Thank you

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Nicole M.
Sitter Profile Image: Timothy B.
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Timothy B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
20 reviews
5 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60616

Timothy was a wonderful sitter ! He shared updates and photos regularly and gave my dog extra food because I didn’t pack enough. He was also very gracious to let me extend my booking on short notice due to travel delays. Highly recommend Timothy and hope we can book with him again !

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Michelle C.
Sitter Profile Image: Ann-Marie H.
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Ann-Marie H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
24 reviews
10 repeat clients
4 years of experience
Near South Side, Chicago, IL, 60605

Ann-Marie took great care of my fur baby while I was out of town. She sent pictures throughout the stay, maintained communication, and was flexible when we pushed our return to a later time. I would definitely recommend her and look forward to hiring her again in the future.

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Era L.
Sitter Profile Image: Mia L.
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Mia L.
Star Sitter
from
$46
per night
5.0 out of 5 stars
27 reviews
11 repeat clients
10 years of experience
Near North Side, Chicago, IL, 60611

Outstanding host for our two fur babies! Anytime we find a sitter as caring and keen to detail as Mia was to our dogs, we cling on! She’s reliable and she goes the extra mile to make sure the dogs are comfortable and well taken care of. This was a last minute booking because their other sitter was unavailable, however, we feel so lucky to have found her, she adores our dogs and it shows in the interaction between them through the daily photos. We will definitely be booking her again!

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Jada D.
Sitter Profile Image: Andrea B.
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Andrea B.
Star Sitter
from
$53
per night
5.0 out of 5 stars
15 reviews
3 repeat clients
15 years of experience
Loop, Chicago, IL, 60607

Andrea did a great job watching my dog for the weeks my dog is a rescue and can sometimes be a bit anxious. He did wonderful in Andrea’s home. I would definitely feel comfortable using Andrea in the future.

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Diane C.
Sitter Profile Image: Jenna M.
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Jenna M.
from
$53
per night
5.0 out of 5 stars
93 reviews
22 repeat clients
8 years of experience
Near North Side, Chicago, IL, 60654

Jenna is absolutely the best with my pups, as always. They’re usually excited to see me, but whenever I pick them up from Jenna’s, I can tell they almost wish they had a few more days with her! I couldn’t ask for a better host.

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J.T. A.
Sitter Profile Image: Katie M.
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Katie M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
360 reviews
98 repeat clients
15 years of experience
Near North Side, Chicago, IL, 60610

Katie was great! Chloe seemed like she had a fun time with her. Katie sent lots of pictures! We also were really grateful for how accommodating Katie was - our flight was delayed and she was so nice about us having to switch around pickup plans.

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Maggie S.
Sitter Profile Image: E K.
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E K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
372 reviews
175 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

Elizabeth and her loving family took great care of my puppy and my cat! I am totally relaxed during my travel to know that my pets were in good hands! Besides, my pets got to socialize with others so it is absolutely way better than leaving them at a boarding facility!

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Sabrina L.
Sitter Profile Image: Daphnay S.
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Daphnay S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
24 reviews
10 repeat clients
14 years of experience
Douglas, Chicago, IL, 60653

OMG she was wonderful. Her space was nice and clean she checked in everyday with me I was running late she assured me it was ok my dog went on play dates and much more. I would definitely be using her every time.

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Tiffany S.
Sitter Profile Image: Sara T.
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Sara T.
from
$40
per night
5.0 out of 5 stars
3 reviews
20 years of experience
Lower West Side, Chicago, IL, 60608

I had a great experience with Sara. She communicated well and was really easy going. She sent pictures and videos. And our dog Boomer seemed to have a great time! I would happily book again!

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Carly R.
Sitter Profile Image: Nathan D.
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Nathan D.
Star Sitter
from
$57
per night
5.0 out of 5 stars
188 reviews
69 repeat clients
22 years of experience
Near North Side, Chicago, IL, 60654

Nathan was amazing! I was sorry worried about leaving Ollie bear for the first time but he was so responsive and sent tons of pictures! I felt so good knowing Ollie was so well taken care of.

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Kristi J.
Sitter Profile Image: Chelsea G.
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Chelsea G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
38 reviews
12 repeat clients
20 years of experience
Douglas, Chicago, IL, 60653

Chelsea was a wonderful sitter! My dog was well cared for and had a blast. I will book with her again !

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Michelle C.
Sitter Profile Image: Julia L.
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Julia L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
63 reviews
16 repeat clients
20 years of experience
Lake View, Chicago, IL, 60613

Julia has been wonderful with our dog Clare. Clare seems to have a great time and we appreciate all the pictures and updates! We’ve worked with Julia twice now and will definitely be sending Clare back. Thank you!

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Christi O.
Sitter Profile Image: Fortino V.
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Fortino V.
Star Sitter
from
$41
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
5 years of experience
West Town, Chicago, IL, 60642

Fortino was amazing! My dog is pretty high energy and I could tell he was having a great time. Fortino sent regular updates and he took my dog on lots of fun excursions with his own dog. He was very communicative and I could tell he paid close attention to details of my dog’s comfort, personality, etc. He even gave my dog a sweater that previously belonged to his dog but was too small, which was very sweet. Will definitely board with him again.

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Andrea S.
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Near South Side dog parents share their Rover experiences

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5.0 out of 5 stars

I had a great experience and felt completely at ease leaving my dog in Fareed’s care while I was on vacation. He did an excellent job, provided regular updates with messages and photos, and made sure I always knew how my dog was doing. It was clear that my dog was well cared for, happy, and getting lots of attention. I really appreciated the communication and peace of mind he provided. I would definitely book with him again and highly recommend.

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Jasmine J.
Boarding
5.0 out of 5 stars

Ksenia took wonderful care of our dog. We could tell she really cares deeply for the dogs she watches!

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Lexi C.
Boarding
5.0 out of 5 stars

Jerrilyn and David were fantastic sitters for our pup! They kept us updated regularly with an abundance of photos, and it was clear our Moose was having a blast with all the company. Moose can't wait for another visit :)

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Audrey P.
Boarding
5.0 out of 5 stars

Anthony was communicative, professional, gave us periodic updates & easy to work with. I would highly recommend.

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Ryan D.
Boarding
5.0 out of 5 stars

Rachel and JJ were fabulous with Pippa. I had pictures of her having a wonderful time under their loving care. She will definitely go visit them again.

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Theo R.
Boarding
5.0 out of 5 stars

Leo is always so calm and happy after staying with Tyrese and his family. Tyrese is the best- very communicative and accommodating. Thanks for another great stay!

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Briana M.
Boarding
5.0 out of 5 stars

Theo is clearly at home with Dani and her Bruno, his best bud. Long walks and beach visits are highlights and Theo comes home happy and tired. Dani loves her dogs and it shows in the special attention and intuitiveness she gives them and has.

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Carol W.
Boarding
5.0 out of 5 stars

I had a great experience with Sara. She communicated well and was really easy going. She sent pictures and videos. And our dog Boomer seemed to have a great time! I would happily book again!

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Carly R.
Boarding
5.0 out of 5 stars

Kseniia was amazing! I left my dog for almost 2 weeks and Kseniia sent daily pics and videos and made sure to update me about any changes with my dog. Super flexible with pickup and drop off times as well.

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Marc R.
Boarding
5.0 out of 5 stars

Cheyanne was absolutely amazing. Our dog enjoyed his time there, and Cheyanne was beyond flexible as we were traveling through the area.

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Nancy W.
Boarding
5.0 out of 5 stars

Eloise had a great time with Steven and we appreciate Steven taking such great care of our girl. Thank you, Steven!

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Sooah K.
Boarding
5.0 out of 5 stars

Sabrina (and her roommate) were very responsive and accommodating! Billie seemed to have a great time and I felt comfortable and knowing she was in good hands. Would recommend Sabrina!

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Zoe W.
Boarding
5.0 out of 5 stars

Great job with my little pup! Sent daily pictures/videos and was very flexible with pick up/drop off times as our travel times changed.

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Jess R.
Boarding
5.0 out of 5 stars

Megan was amazing! She was very communicative, took so many adorable pictures, and Albus was happy and tired when I returned.

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Addie W.
Boarding
5.0 out of 5 stars

Another great stay for our Frenchie! Hua is amazing and takes good care of our pup. Will always use her when we travel

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Michelle T.
Boarding
5.0 out of 5 stars

Jenna was a great dog sitter to work with! She was able to accommodate my request for dog sitting and a meet & greet less than a week before my work trip. She took such great care of Olive and provided updates throughout Olive’s stay. I will definitely rebook in the future!

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Kathleen W.
Boarding
5.0 out of 5 stars

Demetra was so amazing with ladybird!! Usually she’s nervous as first but she was relaxed and cuddly all day. My flight was also a bit delayed on the way home and she was so cool and flexible about drop off time. She’s amazing!!

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Hannah L.
Boarding
5.0 out of 5 stars

I can’t say enough good things about Lauren, Stephen and Buster! They are the best and always make my Louis feel so comfortable!

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Annelise N.
Boarding
5.0 out of 5 stars

Poppy’s stay with Kirstin was great! I received lots of cute photos of their daily adventures while I was away!

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Jacquelien H.
Boarding
5.0 out of 5 stars

Luxi was very easy to work with! She was both kind and flexible despite my own schedule being a little bit variable. Costello came back to me very happy and well cared for. I really appreciated her help and would definitely book her again :)

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Marissa H.
Boarding
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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Dog Boarding FAQs

Frequently asked questions about Rover

Typically, dog boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!

Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Near South Side.

Rover makes it easy to find Near South Side dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.