Dog Boarding in Oakland, Chicago
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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“I had a family emergency out of town, answered within 15mins and happily took care of my dog. Super accommodating. Always sent pics and videos. 100% would reboo…” (more)

“Couldn’t have asked for a better sitter for my big baby Maxwell!!!!!!! E and Neil never disappoint with taking care of him! Even out of the country for 7 days I…” (more)
“David did a great job boarding my dog over the holiday break! He was very responsive and accommodating. Would recommend him to anyone who is looking for a profe…” (more)
“I highly recommend Jaclyn and Frank. They made Leela feel at home straight away. They provided us with lots of updates over the weekend and Leela came back happ…” (more)
“Brandon was amazing! It was my first time leaving my dog and I was very nervous about it! But Brandon sent me photos and updates everyday and made my vacay so m…” (more)
“Alison was so great! It was our first time leaving our timid rescue pup and we admittedly anxious too but Alison put us at ease with consistent photos/videos. B…” (more)
“Kimberly was absolutely wonderful! This was our first time leaving our dog with someone, and she took great care to learn her needs, routine, and preferences. W…” (more)
“Susan is the best. She regularly kept us updated and sent photos. She gave us a thorough out brief as to what, if anything is going on with my fur babies. I loo…” (more)
“We were gone a week and they sent daily photos and videos of our pup! Communication was excellent and they took great care of our dog. Would highly recommend.” (more)
“The experience with Monica and Calvin couldn’t have been better. This was the first time boarding June, our dog, and since the first interaction with them we fe…” (more)
“We are so pleased to have found Monica and Steve. My dog had a great time, they kept in touch during Rory's stay, and I felt like she was very comfortable and w…” (more)
“She was great watxhing my baby pup and very kind kept me updated with pics videos her price is great I would recommend her if anyone wamts your baby to feel lov…” (more)
“Ashley is very professional, gives great updates about your pup, and takes the job of caring for your pet seriously! 10/10, would strongly recommend.” (more)
“Evan is an excellent sitter, with a very warm and charming personality, we instantly knew he would be fantastic around our pups! He kept us informed throughout …” (more)
“I cannot say enough great things about Alexa. She looked after our puppy (Crumble) while we went on holiday, she sent updates and pictures very regularly and Cr…” (more)
“Taylor was amazing! Daily updates with pictures where my dog looked so happy and playful. She was very accommodating and also took time out to meet me and my do…” (more)
“Bridget and Nick were great with our 3 year old Saint Bernard Bernie. They are very kind, responsive, and responsible. Would definitely use again!” (more)
“Teddy had a great time! Ryan was very communicative and sent cute pictures and videos of Teddy throughout his stay. Will definitely have them puppy sit Teddy ag…” (more)