Dog Boarding in East Side, Chicago, IL
Drop off your dog at a sitter’s home or dog boarding center in the morning and pick them up in the evening.

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Top rated East Side dog boarders

“Katherine did such an amazing job with my pups! They were absolutely loved and cared for. They had such a blast. I almost don’t want to leave this review because I wanna keep her services a hidden gem. She’s the best sitter we’ve had so far!”


“Emily watched my senior dog, Chloe for 4 days while I was out of town. Chloe is on a ton of meds and is a very anxious girl so I get nervous when I have to leave her. Emily was super communicative and sent lots of pics. She followed directions very well and Chloe seemed to really like her! I highly recommend booking Emily.”


“This is perhaps my third or fourth time using Jesus for my dog Rex and I have been extremely satisfied. Animals generally show when they are happy being around certain people and Rex happily jumps to attention when he sees Jesus and his beautiful family. This stay was 6 days and I was really happy to receive pictures and see how happy Rex was spending time with this Sitter. If you are seeking the peace of mind that I have when leaving my dog with a Sitter then this is certainly the place you want to leave your pet. Jesus is clearly one of the Top Rated Sitters on this site.”



“Definitely would recommend Liz and her family!!!! My last minute sitter to my week long sitter. Always sending updates and taking extra care of my 8 yr old Pittie Maxwell. Maxwell also gives a 5+ review!!!!”


“Bola took great care of my pup child. Rhea received lots of love and was definitely spoiled. (I can tell) lol Bola was responsive and sent updates and videos of Rhea. Rhea really likes Bryce and I hope they become long-term pup friends. I would definitely book again without giving it a second thought.”



“I recently boarded my Pomeranian named Chloe with Linde. Chloe had a wonderful time. I was sent daily pictures and messages. Chloe was well taken care of and Linde is a very nice lady. I will board with her again if the need arises.”


“Toya was awesome! She sent me pictures and updates and made me feel so comfortable. Stone loves being with her. I’m definitely trusting her with my fur-baby whenever I leave again.”


“We had a lot of events the last 3 weeks and they have been very accommodating to our families needs. We know when Fuchi is there he is cared for and has lots of fun. He gets to have extra love and fun with his extended family.”


“Kamiah and Casius were great sitters for Bailey. For me, it was a very last minute booking and Kamiah was incredibly accommodating to make it work. She was also very quick to contact us on the first day when Bailey wasn't eating (but everything was fine, as this is how Bailey always is at a new place), and Bailey looked very happy in the photos and videos we got each day. Also, Kamiah's pick-up and drop-off were prompt and efficient. I definitely plan to use them again!”


“Tonisa was great!! We did a meet and greet first. She was accommodating of any special needs and took care of Rocky like her own! Great with pictures and videos too! Rocky will be back to see Ava, his new friend.”



“My dog is very picky about people, and has no problem being physically or verbally upset when she doesn’t like someone. Therefore, it was very telling that Nas went easily with Beverly upon handing her the leash on her second visit. Beverly is very professional and caring with my dog. She comes highly recommended from a very, very.... very picky puppy and (more reasonable) owner.”



“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!”


“Tashea and Dushan did an amazing job watching my 2 month old American Bully. I was nervous because it was my first time away from her, but they kept me updated with pictures and videos and she looked super happy in every single one. I highly recommend them for dog boarding.”


“Maren was very easy to work with, had an easy time with my puppy, and was flexible/accommodating with my schedule as I ran into some flight delays before I could pick the puppy back up”


“Christine is a great dog sitter. Love that she has a fenced yard for the dogs to run around in. Christine sent photos daily and advised how my fur baby was doing. Highly recommend Christine and would use her again in the future.”

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Katherine C.Star Sitter

“Katherine did such an amazing job with my pups! They were absolutely loved and cared for. They had such a blast. I almost don’t want to leave this review because I wanna keep her services a hidden gem. She’s the best sitter we’ve had so far!”


Emily S.Star Sitter

“Emily watched my senior dog, Chloe for 4 days while I was out of town. Chloe is on a ton of meds and is a very anxious girl so I get nervous when I have to leave her. Emily was super communicative and sent lots of pics. She followed directions very well and Chloe seemed to really like her! I highly recommend booking Emily.”


Jesus D.Star Sitter

“This is perhaps my third or fourth time using Jesus for my dog Rex and I have been extremely satisfied. Animals generally show when they are happy being around certain people and Rex happily jumps to attention when he sees Jesus and his beautiful family. This stay was 6 days and I was really happy to receive pictures and see how happy Rex was spending time with this Sitter. If you are seeking the peace of mind that I have when leaving my dog with a Sitter then this is certainly the place you want to leave your pet. Jesus is clearly one of the Top Rated Sitters on this site.”




E K.


“Definitely would recommend Liz and her family!!!! My last minute sitter to my week long sitter. Always sending updates and taking extra care of my 8 yr old Pittie Maxwell. Maxwell also gives a 5+ review!!!!”




Candace C.Star Sitter

“Great as always. Candance always stays in touch with pictures and texts. Max is always well taken care of . I needed an extra day and she was able to accommodate”


Bola A.Star Sitter

“Bola took great care of my pup child. Rhea received lots of love and was definitely spoiled. (I can tell) lol Bola was responsive and sent updates and videos of Rhea. Rhea really likes Bryce and I hope they become long-term pup friends. I would definitely book again without giving it a second thought.”




Linde L.Star Sitter

“I recently boarded my Pomeranian named Chloe with Linde. Chloe had a wonderful time. I was sent daily pictures and messages. Chloe was well taken care of and Linde is a very nice lady. I will board with her again if the need arises.”


Tamara J.Star Sitter

“I've left my dog with Tamara 3 times, including an overnight. She's wonderful. She knows how to make my dog comfortable & my dog comes home happy.”


Toya S.

“Toya was awesome! She sent me pictures and updates and made me feel so comfortable. Stone loves being with her. I’m definitely trusting her with my fur-baby whenever I leave again.”


Ricardo & Cristina D.
Star Sitter


“We had a lot of events the last 3 weeks and they have been very accommodating to our families needs. We know when Fuchi is there he is cared for and has lots of fun. He gets to have extra love and fun with his extended family.”


Kamiah & Casius D.Star Sitter

“Kamiah and Casius were great sitters for Bailey. For me, it was a very last minute booking and Kamiah was incredibly accommodating to make it work. She was also very quick to contact us on the first day when Bailey wasn't eating (but everything was fine, as this is how Bailey always is at a new place), and Bailey looked very happy in the photos and videos we got each day. Also, Kamiah's pick-up and drop-off were prompt and efficient. I definitely plan to use them again!”


Tonisa J.


“Tonisa was great!! We did a meet and greet first. She was accommodating of any special needs and took care of Rocky like her own! Great with pictures and videos too! Rocky will be back to see Ava, his new friend.”




Beverly B.Star Sitter

“My dog is very picky about people, and has no problem being physically or verbally upset when she doesn’t like someone. Therefore, it was very telling that Nas went easily with Beverly upon handing her the leash on her second visit. Beverly is very professional and caring with my dog. She comes highly recommended from a very, very.... very picky puppy and (more reasonable) owner.”




Dwight C.
Star Sitter


“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!”


Tashea’ & Dushan M.

“Tashea and Dushan did an amazing job watching my 2 month old American Bully. I was nervous because it was my first time away from her, but they kept me updated with pictures and videos and she looked super happy in every single one. I highly recommend them for dog boarding.”


Ashley B.Star Sitter

“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.”


Brandon E.

“Appreciated Brandon taking a last minute request. Philos was well cared for and was very confident when I picked him up. Will definitely be using Brandon again”


Maren W.

“Maren was very easy to work with, had an easy time with my puppy, and was flexible/accommodating with my schedule as I ran into some flight delays before I could pick the puppy back up”


Shani M.

“Shani and her kiddos were amazing dog sitters! We got lots of pictures and videos and know our pup was well loved while we were gone.”


Christine S.

“Christine is a great dog sitter. Love that she has a fenced yard for the dogs to run around in. Christine sent photos daily and advised how my fur baby was doing. Highly recommend Christine and would use her again in the future.”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. 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
Only Rover provides comprehensive East Side dog boarding options that meet your dog's unique needs. Anxious or special needs dogs who prefer a 1:1 environment are a good fit for in-home dog boarding, while energetic pups who benefit from socialization and activity are a good fit for dog boarding facilities.
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 East Side.
Rover makes it easy to find East 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.
