Dog Boarding Woodlawn
Find a loving dog sitter to watch your dog overnight at your sitter's home.

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.
“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”

“"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!"”


“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.”
“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!”

“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!”

“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.”

“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.”

“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 ☺️”

“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.”

“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!!”


“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.”

“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!”

“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. 💕”

“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.”

“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.”


“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!”

“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”

“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.”


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!
The median cost per night for dog boarding in Woodlawn is $50
Dog parents share their Rover experiences - Woodlawn
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!

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!

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.

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!

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!!

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