Dog Boarding In Near South Side Chicago

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Top rated Near South Side dog boarders

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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

Ksenia took great care of Lola while we were out of town! We were new to Rover and a bit anxious about the process but Ksenia made the process smooth and comfortable. We are grateful for the care and attention she gave Lola, so much so that we have already rebooked for another stay soon. Thanks again, Ksenia!

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Christian W.
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

Katrina did an excellent job caring for my dog Boo! This was my first time using this site as well as letting anyone outside of friends and family keep him and Katrina made this experience as calm and easy going as possible. She is extremely detailed with care and patient with animals which really stuck out for me and made me comfortable. I also really loved the updates and photo's she provided throughout the day while Boo was in her care. He looked so happy and well kept. I would definitely recommend her services to anyone and will be using her again :)

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Indigo B.
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.
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

We’ve used Jenna a couple of times and have been very happy. She is very professional. Our dog Steve really loves her and we trust his opinion 😉

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Natasha L.
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

Tim is a great guy who is amazing with animals. He provided pictures and updates every day. My dog did not even want to leave. He obviously provided great care and was very flexible with my schedule for pick up and drop off. I really appreciate his dedication and genuine love of animals.

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Daniel G.
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 was fantastic! She is very sweet and communicated with me with photos and letting me know how our toy poodle Bolt was doing over the 5-6 days. She gave him a lot of attention (as he has separation anxiety) and he seemed right at home from day one, playing, eating well, shopping together, enjoying his walks, cuddling, watching TV, etc. I can tell Bolt had a great time! I’m very thankful that he is healthy and was very well taken care of. I will definitely book again very soon! This is the best dog sitting experience I have had so far over the last 6 years!

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Iskra S.
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: 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

E.K. was a miracle send. I was in a pinch where my original sitter cancelled last minute (days before I had to leave on a two week trip); all the while I was going through some family issues, and finding a back up for boarding my baby was so stressful. E.K. stepped in to help when needed, and all was as smooth as I could’ve hoped for. She even helped transport him. Definitely took a weight off of my shoulders and very glad I found her. Would definitely use her again.

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Aldo 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 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! 🐾💜

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Angie S.
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 great with my (sometimes rude & high energy) young pup. He sent pictures every day & was flexible when my travel plans got wonky. Would love to use him again in the future!

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Meaghan W.
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

Mia has been wonderful. She is reliable, kind, and clearly cares deeply about the dogs she works with. Her communication is excellent; she keeps us updated, responds quickly, and sends thoughtful notes, which gives us a lot of peace of mind. We also really appreciate the level of care she provides. She is attentive to our dog’s needs, patient, and responsible, and it’s clear our dog feels comfortable and happy with her. Mia goes above and beyond by being punctual, trustworthy, and genuinely invested in making sure each walk is safe, enjoyable, and positive. We’re very grateful to have found her.

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Mariana S.
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

We have a 14 year old dog who’s regular sitter could not commit to our 3 week Australia trip so I was nervous to find someone new for an older dog. Cheyanne is amazing, she has experience with older dogs and special needs, my dog was so happy with her and even found a “boyfriend” during her long stay. I did not hesitate to book her again for another long trip, our baby ran out of food but Cheyanne went to the store to buy her more “fresh pet” and even gave her a bath! Our dog loves being a high rise dog and Cheyanne spoils her just like we do.

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Gina M.
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: 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: 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

Buddy loves going to stay with Ann! The peace of mind we have dropping Buddy off with Ann is amazing. So much better than a normal boarding experience.

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Alec F.
Sitter Profile Image: Katie M.
Verified Enhanced Background Check
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 phenomenal. She provided excellent care to our poodle. She was extremely responsive over text. Our dog came back very happy and tired from all the excitement she had while staying with Katie. Would happily book again.

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Trey M.
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: Julia L.
Verified Enhanced Background Check
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 was absolutely amazing! She took my girl Luna on a last minute notice, and treated my dog like her own. She sent me several updates and made sure my dog was having a great stay. She also gifted Luna with a ball which was really nice. So thankful to have found a great sitter. Thank you julia!

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Karoline A.
Sitter Profile Image: Ania Z.
Verified Enhanced Background Check
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.
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Near South Side dog parents share their Rover experiences

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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

Milo was with Ksenia for a week and she did great!! She consistently shared updates, pictures, and videos. Milo came back home relaxed and it seemed like he had a great time!! Will definitely book again in the future. 😊 thank you for taking care of my pup!

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Kenadee G.
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
5.0 out of 5 stars

Stevie was a lifesaver when the Rover sitter I had originally scheduled canceled. On top of that, when my return flight was canceled, he was incredibly accommodating and was able to keep Mango for an extra day. He truly went above and beyond to make sure Mango was comfortable and well cared for. He even bought her treats and bones, which was such a thoughtful touch. I had complete peace of mind knowing she was in great hands. I highly recommend Stevie to anyone looking for a reliable, caring, and flexible pet sitter.

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Sebastian S.
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

If you’re searching for a Near South Side dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

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.

Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.