Dog Boarding Woodlawn
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 299 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.
“I can’t thank Bola enough for the outstanding care she provided for my dog during our 8-day trip! From the moment I reached out, she was incredibly responsive and attentive to all my questions and concerns. I loved receiving daily updates, complete with photos, which gave me peace of mind while I was away. When I picked my dog up, I was impressed by the detailed report Bola provided, highlighting daily activities, meals, and any unique moments. It's clear she genuinely cares about the well-being of the dogs in her care. I highly recommend Bola to anyone looking for a compassionate and reliable dog sitter. I will definitely be using her services again in the future!”
“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”
“Teddy is our 150lb Bullmastiff and EK and her family welcomed him like the rest of the tiny tots that are looked after daily. She is trustworthy and reliable. We hadn't been on a real vacation in 2yrs we had no issues or worries while gone.”
“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!!”
“Tonisha is very kind, flexible, responsive. I missed my drop off window and she was very gracious. She shared daily photos and asked about Langston’s behaviors to ensure he was safe i.e.going on walks, etc. If possible, we hope to work with her again.”
“Dominique is great with my girl Pip !!! My dog recognizes her block in the neighborhood as we walk by and even stops to smell the entrance with excitement each time we pass by. Dominique is quick to respond, sends lots of updates with pictures, and I come home to a happy tired dog after being away!!”
“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.”
“Dwight was great! He looked after my two pups while I was away on a family vacation. I could tell that he took the time to get to know both of them and treated them like extended family. He sent picture updates and was flexible with the drop off time. Next time I have to go out of town, I’m def booking with Dwight!”
“Nemo took to Kathleen right away. She kept him busy with walking and playing with her children. She is a dog lover! He is as in good hands. Sent several pics too. Would definitely ask her to sit again.”
“Shani responded quickly to take a last minute long term booking. She was very communicative & hands on with Malcolm. Felt very comfortable leaving my baby while out of the country.”
“Manuel is the best. He’s looked after my little corgi Kit twice now and has done an excellent job. I can’t recommend him enough! Your pup will always be in good hands with Manuel. Thanks so much!!”
“My dog Buddy had the best of time with Janet. I would highly recommend Janet. Buddy was almost sad returning home. I received pictures during the stay which I really loved. Thank you Janet for making my dog feel at home and loved!”
“Ashley and husband are very kind!! Took very good care of my dog Ali while I was gone on vacation! Would def recommend and use sitter services again!! Thank you”
“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.”
“Ashley did a wonderful job watching Fara while we traveled. We appreciated all the photos and updates, and it seemed like Fara really bonded with Ashley and her daughter.”
“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.”
“Tim took excellent care of my four month old puppy while I was on a trip. He was very accommodating, easy to communicate with and sent frequent updates and photos while I was gone. I would definitely book with Tim again!”
“Tamara was absolutely amazing!! She took such great care of Ollie. She was super attentive, patient, and thoughtful throughout his stay. I loved getting the daily photo updates; it really gave me peace of mind while I was away. She accepted my booking on very short notice, which I truly appreciated. I would highly recommend her to anyone looking for a caring and reliable sitter!”
“Ania watched our dog Elliot for a weekend. During this time she was communicative and provided us with lots of pictures! He got comfortable fast with her and came back to us a happy dog!”
“Kyla was the first stranger I’ve ever trusted to keep my Dylan and I am so glad I chose her! She took great care of him while I was away and he warmed up to her instantly. I am very appreciative and will be booking again in the future.”
The median cost per night for dog boarding in Woodlawn is $50
Dog parents share their Rover experiences - Woodlawn
Ari stayed overnight, and I couldn’t have asked for a better experience! She was incredibly flexible with scheduling, which made everything so easy. Throughout Ari’s stay, she kept me updated with messages and adorable pictures, giving me complete peace of mind. It was clear that Ari was well cared for and treated like family. I highly recommend her to anyone looking for a reliable, caring, and communicative dog boarder. We’ll definitely be booking with her again!
Kamiah and Casius were very caring. It was Teddy’s first time to be left with someone he did not know and it was for ten days. They took very good care of him and were understanding when he cried at bedtime. I highly recommend them and will definitely use them again!!!
If you want complete peace of mind, book Twanna W. immediately! She recently cared for my senior golden retriever pit mix, H'Raka, for four days and treated him like royalty. She made sure he got plenty of exercise, kept me updated with photos and videos, and followed through with my request and bought him his own bed to make sure he was comfortable. H'Raka loved romping with her two boys and came home incredibly happy. Twanna’s generosity and attentiveness are unmatched. I am so grateful for her and will definitely use her services again!
I was nervous to board my dog but Brandon provided a lot of comfort. He responded to my messages as well as sent me videos with updates. The drop off and pickup service was easy. He was flexible, great customer service, and took great care of dash! Thanks, Brandon!
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!
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!!
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your dogs like family
1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for dog boarding - Woodlawn
Select a filter and find qualifying sitters offering dog boarding.Sitters in Woodlawn average 10 repeat dog boarding clients
Connect anywhere with the Rover app
