Dog Boarding Woodlawn

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Over 492
pet parents in Woodlawn have booked dog boarding

Woodlawn, Find top rated dog boarding

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: Kamiah & Casius D.
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Kamiah & Casius D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
36 reviews
24 repeat clients
3 years of experience
Woodlawn, Chicago, IL, 60637

Kamiah & Casius were great with my fur baby. It was my first time using a service like this and I was so nervous. Kamiah was understanding of my nerves answered all my questions. She sent daily photos and videos. She was understandable with my travel delays and when I picked my dog up she was smiling and continued to do so for the rest of the evening. There were no stress signals or behaviors from my dog and she was right back into her routine at home. Thank you for taking such great care of Macci!! Will definitely use again

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Jada J.
Sitter Profile Image: Brandon E.
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Brandon E.
from
$42
per night
5.0 out of 5 stars
23 reviews
12 repeat clients
35 years of experience
South Shore, Chicago, IL, 60649

"Brandon has watched my dog, Cookie, three times now, and each time has been fantastic. He consistently provides excellent care, ensuring Cookie is happy and well-taken care of. I couldn't ask for a better dog sitter and highly recommend Brandon for his reliable and professional service!"

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

My pup had a wonderful stay over the boarding period! Lizzie and her family are lovely and super friendly! They truly care about the animals they receive. My pup is extra exciting when he sees Lizzie.

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Sabrina L.
Sitter Profile Image: Bola A.
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Bola A.
from
$54
per night
4.9 out of 5 stars
179 reviews
64 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60637

I had the pleasure of having Bola watch my dogs, Lady, Jasmine, and Vixen, after putting in a last-minute request. My dogs weren’t comfortable in their previous environment, and Bola went above and beyond to accommodate us. She was incredibly welcoming, nurturing, and made my dogs feel right at home. When they came back to the hotel for our last night, they were actually upset with me and didn’t even want me to love on them—clearly, they adored Bola! I would absolutely recommend her to anyone looking for someone to care for their fur babies. Thank you, Bola, for being so amazing!

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Terynie V.
Sitter Profile Image: Tonisa J.
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Tonisa J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
81 reviews
37 repeat clients
15 years of experience
Calumet Heights, chicago, IL, 60617

I felt completely comfortable with my Bella’s care. Tonisa gave updates and pictures. Bella was well taken care of. She will definitely be back!

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Nicole E.
Sitter Profile Image: Dwight C.
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Dwight C.
Star Sitter
from
$30
per night
5.0 out of 5 stars
225 reviews
92 repeat clients
10 years of experience
Woodlawn, Chicago, IL, 60637

Dwight did a really good job making me feel comfortable about Gigis stay. She's a skittish dog and he took the time to let her warm up and get adjusted. The recaps and pics he sent were very detailed. I will definitely be rebooking!

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Lisa G.
Sitter Profile Image: Dominique F.
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Dominique F.
from
$43
per night
4.6 out of 5 stars
73 reviews
39 repeat clients
16 years of experience
South Shore, Chicago, IL, 60637

Dominique was AB-SO-LUTE-LY Fabulous!!! She treated my babies like her very own (even calling them by their "cutesy" baby names when she scratched them under their cheeks and behind the ears). She created a safe, loving and clean space for them... allowing them to thrive. Truth be told, I'm kind of jealous that they "took to her" so quickly and didn't miss me more (our first time separated in 11 years). Knowing Dominique was taking such great care of them, made the stressful time I was going through easier to manage. My babies came back, calm,well feldand clean!!! 👍 I will definitely seek out Ms. Dominique again for any and all future pet needs.

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Melody K.
Sitter Profile Image: Cassandra B.
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Cassandra B.
from
$40
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
11 years of experience
Kenwood, Chicago, IL, 60615

Cassandra took great care of my dog Ace during his 4-day stay. I can tell he had a good time hanging out with her dog, Chewy. Cassandra was a pleasure to work with and I hope to use her services again for future boarding.

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Joseph G.
Sitter Profile Image: Ania Z.
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Ania Z.
Star Sitter
from
$60
per night
5.0 out of 5 stars
137 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: Daphnay S.
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Daphnay S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
26 reviews
12 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: Chelsea G.
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Chelsea G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
40 reviews
13 repeat clients
20 years of experience
Douglas, Chicago, IL, 60653

Chelsea was phenomenal!! 5 out of 5 stars doesn’t even begin to cover it. So easy to communicate with, we received more pictures then we knew what to do with, and she was consistently taking the dogs on walks, to the beach, and out for treats. Couldn’t be more thankful. If we are ever in Chicago again we will be using her services!!

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Tony & Victoria B.
Sitter Profile Image: Tamya O.
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Tamya O.
from
$40
per night
5.0 out of 5 stars
3 reviews
4 years of experience
Woodlawn, Chicago, IL, 60637

I am impressed by how seriously Tamya is taking this job. She gave me a long list of information about Ivy to complete, so that she can get to know her well before the job starts. Tamya also posts photos of Ivy often, so I can see that she is doing well. I highly recommend her.

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Lin P.
Sitter Profile Image: Ra'eesa S.
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Ra'eesa S.
from
$45
per night
5.0 out of 5 stars
24 reviews
8 repeat clients
3 years of experience
Woodlawn, Chicago, IL, 60637

Ra'eesa was so good to our pup. I felt like she treated him as her own and I loved that! Provided videos and pictures the entire stay, which made me feel so comfortable being that its my kids and I first pup. After the stay I told Ra'eesa Snowy will be back anytime we need a sitter ? Thanks you!

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Danielle S.
Sitter Profile Image: Tanisha & Darrius T.
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Tanisha & Darrius T.
Star Sitter
from
$52
per night
5.0 out of 5 stars
149 reviews
39 repeat clients
16 years of experience
Ashburn, CHICAGO, IL, 60652

Our last rodeo with Tanisha & Darrius was great per usual. They’re always so welcoming & attentive, making my fur baby feel so comfortable. We’ll truly miss them as they take some time away to refocus on their family. & looking forward to when they’re back to accepting intakes for boarding again. 💕

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Frances Rose S.
Sitter Profile Image: Kyla G.
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Kyla G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
68 reviews
29 repeat clients
20 years of experience
West Elsdon, Chicago, IL, 60632

Kyla tood great care of Winston. From the pictures, he had access to a good size yard that help release his puppy energy and need to play/explore. I received regular updates with photos. She was also very good with questions. She is also very experienced with dogs, especially high-energy puppies. I will definitely use her again.

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Thong L.
Sitter Profile Image: Shani M.
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Shani M.
Star Sitter
from
$42
per night
5.0 out of 5 stars
14 reviews
9 repeat clients
15 years of experience
Roseland, Chicago, IL, 60628

Shani (and her kiddos☺️) LOVED on my pup while I was away. Shani was an excellent communicator and sent update photos and videos, too. I really appreciated such good communication and how well Lady was taken care of. When you see your dog smiling in the update photos, you know it’s real. I’ll be looking to book Shani for my next trip away.

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Sabra F.
Sitter Profile Image: Ebonee A.
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Ebonee A.
from
$50
per night
5.0 out of 5 stars
48 reviews
22 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60615

We were so lucky to find Ebonee for an extended stay for our dog London. She was incredibly thorough and flexible - we had an intro zoom call (which I LOVED), and she kept us updated with pictures and videos and was understanding of our flight issues returning home. London had a blast and came back to us in great spirits. Thanks for your care, Ebonee!

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Lauren A.
Sitter Profile Image: Cheyanne H.
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Cheyanne H.
Star Sitter
from
$35
per night
5.0 out of 5 stars
23 reviews
18 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: Manuel P.
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Manuel P.
from
$38
per night
4.9 out of 5 stars
48 reviews
15 repeat clients
8 years of experience
West Lawn, Chicago, IL, 60629

Genuinely the most kind hearted and understanding person I have ever met in my life. Was so patient and flexible during the most chaotic move I have ever experienced.

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Giorgia K.
Sitter Profile Image: Quirtina C.
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Quirtina C.
from
$38
per night
16 years of experience
Woodlawn, Chicago, IL, 60637

About: Hi! I’m Quirtina, a lifelong dog lover and dog mom to Biggie, my sweet 5-year-old Cockapoo. I grew up with two dogs, and Biggie is my second personal dog, so I know how much trust it takes to leave your pup in someone else’s care. I also regularly dog sit for friends, and I always aim to make pets feel safe, comfortable, and loved. I’m active and love long walks around Hyde Park, so I’m happy to help with exercise, playtime, cuddles, and keeping your dog’s routine consistent. I have experience with puppies, senior dogs, and administering medications. I’ll pay close attention to your instructions and your dog’s personality, and I’m always glad to send updates and photos for peace of mind. I’m a full time MBA student, so I have plenty of time to care for your pup! I am home most of the time during the day and evening. I live in a secured gated home, with a gated area for quick bathroom breaks outside of regular walks. Your pup will be in safe hands!

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The median cost per night for dog boarding in Woodlawn is $50

Dog parents share their Rover experiences - Woodlawn

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5.0 out of 5 stars

Just got home to Ms Kinzie and it seems like she had an absolute blast! I had a very hectic flight back home with many cancellations involved and Tamya and her partner were incredibly accommodating! Though I couldn’t be there for pickup, they made sure everything was ready to go and were super flexible with scheduling so that my friend would be able to come pick her up on my behalf!

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Jane V.
Boarding
5.0 out of 5 stars

I appreciate Dominique’s responsiveness and flexibility for a last minute stay. It was my first time using a sitter. The communication was excellent, so I felt very comfortable leaving my pup. She went out of her way to make me and the dog comfortable. My dog did well during the stay, and he is picky. Thanks again!

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Melanie T.
Boarding
5.0 out of 5 stars

Tonisa took such great care of Harley on such short notice; she was truly a lifesaver. She took extra special care of him when he made it know how much he doesn’t like fireworks and we were so appreciative.

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Candace H.
Boarding
5.0 out of 5 stars

Danielle took wonderful care of my senior pup while we were away! She was patient and attentive to his needs. Pictures were appreciated as well. I highly recommend Danielle for your pet sitting needs.

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Corbin B.
Boarding
5.0 out of 5 stars

Kamiah & Casius took great care of my puppy. Kamiah was very communicative during booking and made me feel at ease. She sent photos and videos everyday. Will be rebooking!

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Ebony S.
Boarding
5.0 out of 5 stars

I highly recommend her. She was so great with my dog Snoopy and I can’t wait to use her again. Thank you so much for everything.

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Iesha H.
Boarding
5.0 out of 5 stars

Phenomenal care, the best we’ve ever had. Liz is a great person with a great family. Can’t say enough about how great it was with regular pix and texts. She will be our go to!!

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Elliot C.
Boarding
5.0 out of 5 stars

Daniela watched our THREE little dogs for us. We are very grateful for her care and attention to our little babies!

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Matthew O.
Boarding
5.0 out of 5 stars

Could not be more grateful for the help and he was very accommodating. Will be booking with him in the future very soon.

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Essica W.
Boarding
5.0 out of 5 stars

Cassandra and Chewy were great! Cassandra kept me updated throughout the stay and sent tons of photos. She was very responsive and made me feel completely at ease knowing my dog was in good hands. I would definitely book with her again and highly recommend her to anyone looking for a reliable and caring sitter.

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Asantua W.
Boarding
5.0 out of 5 stars

Morgan took really great care of my Reba. She communicated well and sent pictures. I would like to use Morgan again and again

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Sabrina M.
Boarding
5.0 out of 5 stars

Tiffany was so patient and communicative with our senior pup. We appreciated her updates and her willingness to work with his quirks :)

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Megan D.
Boarding
5.0 out of 5 stars

Amazing experience. She was responsive, super friendly, and our dog loved it so much that when I started walking when I picked her up it stopped and pulled because Monica was being left behind!! Will be for sure our top pick for sitting. Thanks so much!

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Alice B.
Boarding
5.0 out of 5 stars

As a first-time Rover user, I'll admit I was a little hesitant to leave Ace with someone new — but Jane completely put those worries to rest. She was incredible with him from the start, keeping me updated with tons of photos and plenty of communication throughout. Ace got long walks and trips to the dog park, so I knew he was getting the interaction and exercise he needed. I couldn't have asked for a better first experience, and I'll absolutely be booking with Jane again!

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Erick B.
Boarding
5.0 out of 5 stars

Spencer took excellent care of my senior dog! He was accommodating and understanding of Mikey’s various quirks and health concerns, administered medications as instructed and sent frequent updates and cute pictures throughout the weekend. It was my first time using Rover and I couldn’t have asked for a better experience. Highly recommend!!

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Emma C.
Boarding
5.0 out of 5 stars

Tamara did an amazing job watching my pups!! She was so kind, welcoming, and sent updates and pictures throughout! The girls had so much fun!!! Thank you so much!😊

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Nicole M.
Boarding
5.0 out of 5 stars

My dog absolutely adores Dwight! The way he sprints to the gate when I drop him off tells all. Dwight is the best of the best and is my go to recommendation to all my friends. So happy I found a sitter that isn’t too far from where I live. 10/10.

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Diahann W.
Boarding
5.0 out of 5 stars

This is our 3rd or 4th time with Ashley providing care for our dog Brich. Never have any issues. She is very attentive and always providing updates. We really appreciate her!

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Britnee W.
Boarding
5.0 out of 5 stars

We couldn't have asked for a better sitter for our Nina! Agustina took care of her for 10 days, and from the very first moment, it was clear that Nina was in the most loving and capable hands. Agustina sent us regular updates with photos and videos, which gave us total peace of mind while we were away. When we picked Nina up, she was happy, well-fed, and clearly had the time of her life. You can tell Agustina genuinely loves animals. We will absolutely be booking with her again. Thank you so much, Agustina!

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Julia S.
Boarding
5.0 out of 5 stars

Ebonee was very attentive and knowledgeable about dog behaviors. She kept us informed daily. She sent lots of pictures. I’m very happy with the service she provided and would book her again.

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Sabrina S.
Boarding
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Sitters in Woodlawn average 10
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