Dog Boarding In Near West Side Chicago

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Top rated Near West Side dog boarders

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: Yeju K.
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Yeju K.
Star Sitter
from
$50
per night
5.0 out of 5 stars
23 reviews
3 repeat clients
15 years of experience
Loop, Chicago, IL, 60601

Yeju was great!! She gave an update each day with pictures and took my pup on plenty of walks. She even baked some dog treats to share when picking up. 10/10 would book again!

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Trevor M.
Sitter Profile Image: Ashley M.
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Ashley M.
Star Sitter
from
$52
per night
5.0 out of 5 stars
163 reviews
60 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60608

Ashley was amazing!! She watched our mini dachshund Ellie for a week and did an incredible job. We got adorable photo updates daily and enjoyed our vacation so much more knowing Ellie was in good hands. Definitely recommend!

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Indra S.
Sitter Profile Image: Mariana S.
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Mariana S.
from
SEK 250
per night
5.0 out of 5 stars
1 review
5 years of experience
Lake View, Chicago, 60657

Det funkade jättebra och hundarna hade kul tillsammans.

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Magnus G.
Sitter Profile Image: Marieclaire M.
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Marieclaire M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
38 reviews
18 repeat clients
5 years of experience
Near West Side, Chicago, IL, 60606

Kylo loves Marieclaire! She is so sweet with him and he instantly was able to bond with her and Kai. She also was accommodating when we had a last minute change in plans which really saved us! Would definitely use her to watch Kylo again and recommend her to watch your fur baby.

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Kailani M.
Sitter Profile Image: Fortino V.
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Fortino V.
from
$41
per night
5.0 out of 5 stars
5 reviews
5 years of experience
West Town, Chicago, IL, 60642

About: I was always the pet sitting friend with now 5 years of my own! My kiddos are trained, loving, and friendly :) As a remote worker, I offer constant care, attention, and stimulation. My location is prime for parks and dog runs while being easy to get to! Structure is the most important aspect of care! Weekdays have mornings consisting of a neighborhood walk and afternoons for play. Any break I have in work, I’m able to provide stimulation or take additional potty breaks. On weekends, your pet can join mine for field trips to new parks or the lake! Care is specific to each 4 paws walking through the dog so please forward me any details to know! My objective is to make my home their vacation :)

Sitter Profile Image: Nathan D.
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Nathan D.
Star Sitter
from
$57
per night
5.0 out of 5 stars
122 reviews
41 repeat clients
22 years of experience
Near North Side, Chicago, IL, 60654

Nathan was phenomenal! This was my first time using Rover and he went above and beyond to make me and my pup feel as comfortable and cared for as possible! Constant communication, pictures, and updates! Even when I wasn’t responding. Getting to see my pup enjoying Nathan was awesome and I truly appreciate the level of care and compassion he put into the entire weekend. Not only did he do a great job with beaux, he also went out of his way to help me get beaux to him, as well as dealing with my poor planning on the original booking and sticking him with Beaux for an extra couple of hours on the back end when he truly did not have to do either of those things! At any point Nathan could have called my emergency contact and been done with the whole thing but he stuck it out with me and beaux and truly made this an awesome experience! 5 stars isn’t enough! Thank you for everything my friend!

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Chase A.
Sitter Profile Image: Omar C.
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Omar C.
Star Sitter
from
$49
per night
4.9 out of 5 stars
45 reviews
18 repeat clients
16 years of experience
Near West Side, Chicago, IL, 60661

Omar has kept our dog, Mika, twice now and she always has a great stay! Mika always loves playing with Omar’s dog, and we always appreciate Omar sending photos of the dogs playing or snuggling. Omar is very responsive and flexible when travel plans are up in the air as well. We’d highly recommend Omar for others looking for dog sitters and will be requesting Omar’s services again for Mika’s next stay.

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Katie H.
Sitter Profile Image: Lech S.
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Lech S.
Star Sitter
from
$49
per night
4.9 out of 5 stars
83 reviews
31 repeat clients
10 years of experience
West Town, Chicago, IL, 60647

Mack seemed to have a great time playing with Rizzo, and we really appreciated the pic and video updates of how things were going while we were gone!

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Randy & Amy O.
Sitter Profile Image: Katie M.
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Katie M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
340 reviews
95 repeat clients
15 years of experience
Near North Side, Chicago, IL, 60610

Katie was great! Chloe seemed like she had a fun time with her. Katie sent lots of pictures! We also were really grateful for how accommodating Katie was - our flight was delayed and she was so nice about us having to switch around pickup plans.

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Maggie S.
Sitter Profile Image: Angel V.
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Angel V.
Star Sitter
from
$45
per night
5.0 out of 5 stars
93 reviews
27 repeat clients
15 years of experience
Humboldt Park, Chicago, IL, 60624

Angel has been nothing but incredible. I have brought my dog to him 3 times now and every time it is a smooth drop off/pick-up process. He treats my dog incredibly well and will continue to use Angel moving forward.

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Joshua G.
Sitter Profile Image: E K.
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E K.
from
$45
per night
5.0 out of 5 stars
349 reviews
166 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

Another great stay at Elizabeth's house for our energetic puppy. When we brought him home he was sad and whiney because he wanted to go back he had so much fun. We love this family and their care that they give Oliver. If you are on the fence about using Rover....search no further and give Elizabeth and her sweet family a try. You will not be disappointed with their exceptional care of your furry friend!

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Crystal S.
Sitter Profile Image: Chad P.
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Chad P.
Star Sitter
from
$45
per night
5.0 out of 5 stars
48 reviews
10 repeat clients
25 years of experience
Lincoln Park, Chicago, IL, 60614

It was so great to have our pup stay with Chad for the second time! Chad is so easy to communicate with and clearly takes such good care of our boy - all the love and play time for him we could hope for while we’re away! We will definitely look to rely on Chad and his wife as our regular pup sitters whenever possible!

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Kristen and Daniel
Sitter Profile Image: Rafael G.
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Rafael G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
26 reviews
7 repeat clients
10 years of experience
Near West Side, Chicago, IL, 60612

Rafael took great care of our dog. He was open to a "pre-meet" which set a supportive tone for the rest of the time our dog stayed with him. He provided regular updates (photos and videos), and showed great care. I would highly recommend Rafael.

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Paul F.
Sitter Profile Image: Christina L.
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Christina L.
Star Sitter
from
$55
per night
5.0 out of 5 stars
54 reviews
19 repeat clients
15 years of experience
West Town, Chicago, IL, 60622

Christina is amazing with my baby girl Cocoa!! As soon as we turn the corner, Cocoa cant contain her excitement to reach Christina’s home. I get a bunch of updates and cuddly pics while I’m away (they’re great but I get fomo!!!) lol

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Marlene S.
Sitter Profile Image: Adam & Keit W.
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Adam & Keit W.
Star Sitter
from
$55
per night
5.0 out of 5 stars
82 reviews
30 repeat clients
10 years of experience
North Center, Chicago, IL, 60618

Tilly stayed with Adam for a whole week and truly appreciated the services! I had some moving start and end times due to a last minute change to flying and Adam was very accommodating. She is happy to see him and makes me enjoy my trip much more knowing she seems very content and happy while I am away!

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Haylee H.
Sitter Profile Image: Cecile S.
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Cecile S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
24 reviews
8 repeat clients
5 years of experience
Near North Side, Chicago, IL, 60654

Cecile and Michael were great with Lucy! They were extremely accommodating to meet me and Lucy prior to booking and were great to provide updates during Lucy’s stay with them!

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Nuriya C.
Sitter Profile Image: Samantha M.
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Samantha M.
Star Sitter
from
$55
per night
5.0 out of 5 stars
20 reviews
4 repeat clients
10 years of experience
West Town, Chicago, IL, 60642

Samantha is awesome!! Hazel clearly loved her stay with Samantha (and of course, her sweet pup Rosie). Samantha provided multiple updates (and very cute photos), and I felt very comfortable leaving Hazel at someone else's place overnight for the first time. She's great with dogs, very flexible, and knows how to handle high-energy dogs. Will definitely be booking with Samantha again, and I know Hazel will be excited to go back and spend time with her new friends!

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Kelsey A.
Sitter Profile Image: Shihuan Z.
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Shihuan Z.
from
$58
per night
5.0 out of 5 stars
9 reviews
1 repeat client
8 years of experience
Near West Side, Chicago, IL, 60607

About: One-on-one home care from a border collie mom — from puppies to seniors. Hi! I’m a border collie mom and a longtime Rover user myself, so I truly understand how much trust it takes to leave your dog in someone else’s care. I rescued and raised my dog Poppy from about three months old — she’s almost six now. At the same time, I also cared for my other rescued border collie, Lincoln, from adulthood through his senior years (ages 6 to 14). Through Poppy and Lincoln, I’ve experienced the full journey of dog care, from energetic puppies to gentle seniors, and learned how different each life stage’s needs truly are. 🐾 One client at a time, always I take only one client at a time, so your dog receives my full attention. Poppy and I are a team — she’s a friendly, well-balanced 6-year-old who enjoys gentle play without being overly excitable, offering healthy social time while I focus on individual care and supervision. 🏡 A calm, flexible daily routine I have a hybrid job and work from home most of the week. And I live just 5 minutes from a dog park and also have a dog run in my building, so outdoor time is always convenient. Your dog will receive at least two 30-minute walks daily, with plenty of chances to release energy and relax. 📸 Thoughtful updates, real communication You’ll receive daily updates with photos and a brief summary of walks, mood, and routines — not just a quick “doing great” message. If you’d like, I’m also happy to FaceTime, because I know how much you miss your pup. We can adjust update frequency to whatever makes you feel most comfortable. 🛋️ A true home environment Your dog is welcome to roam freely in my apartment — on furniture and even on the bed if that’s what they’re used to. I respect each dog’s habits and routines. Crates are never required, but you’re welcome to bring one, and I also have a large crate available if needed. I’m best suited for dogs who enjoy calm, one-on-one care and a balanced mix of attention, activity, and downtime. My goal is simple: for your dog to feel safe, comfortable, and genuinely cared for — just as I’d want for my own. Caring for dogs has always been a big part of my daily life. I have a border collie myself and spend around two hours each day walking and playing with her — she keeps me active and joyful! I live just two minutes away from a dog park, so your loved one will have plenty of outdoor time, exercise, and fun. You can count on me to give them the same love, care, and attention I give my own. ❤️ I live in an apartment with a dog park just two minutes away, so there will be plenty of playtime and walks every day. Your dog will also get to play and socialize with my own friendly border collie. If your dog is older, no worries, I had an 14 years old senior before and understand that every dog has their own pace and needs. I’ll always adjust to make sure your pup feels comfortable, loved, and cared for.

Sitter Profile Image: Amy C.
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Amy C.
from
$60
per night
5.0 out of 5 stars
19 reviews
11 repeat clients
15 years of experience
Loop, South Loop, IL, 60605

I can’t say enough good things about Amy! As a traveling pet parent, she was a dream. A ton of communication and photos, and I could tell how much my dog loved her, her boyfriend, and animals. Would 100% request her again.

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Elizabeth H.
Sitter Profile Image: Che Maria B.
Verified Enhanced Background Check
Che Maria B.
from
$45
per night
5.0 out of 5 stars
4 reviews
10 years of experience
West Town, Chicago, IL, 60642

Che did a great job watching our dog Evie over a long weekend. She was responsive, sent updates, and very easy to work with. Definitely plan to book again with her!

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Matt L.
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Near West Side dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

They did a great job! Cannoli looked like she had a blast with the other dogs there, and I loved seeing updates on instagram

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Kayla F.
Boarding
5.0 out of 5 stars

Kristina was great with nova! she gave updates daily and answered our messages quickly. She was sweet and caring, nova was having trouble eating and she made the effort to get her to eat! Thank you again

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Daisha M.
Boarding
5.0 out of 5 stars

Grace was great! She went above and beyond with my dogs temporary medial issue, and also reassured me daily with updates and photos. Saint came home happy & healthy after a long stay, which is all I can ask for. I’d highly recommend her to friends & family.

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Jojo G.
Boarding
5.0 out of 5 stars

Coconut loves staying with Meredith and John!! We love all of the photos we get and he always comes back extra happy. Thanks so much for taking great care of him!

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Arthur C.
Boarding
5.0 out of 5 stars

Steven is an incredibly passionate and responsible dog sitter. He really makes an effort to get to know your pets. I had a great experience leaving my two pups with him!

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Kadie K.
Boarding
5.0 out of 5 stars

As always, Ashley is so wonderful and one of our most trusted sitters for our dog Rue! Could not recommend her enough!

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Maya H.
Boarding
5.0 out of 5 stars

Iwona is absolutely phenomenal. She must have taken care of our dog more than 30 times. He is always excited to go.

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Alex H.
Boarding
5.0 out of 5 stars

Nicki and Pratt are the best Dogsitters! They sent so many updates and I could tell they absolutely loved hanging with Rebel. I really appreciated the thorough communication and they definitely made me feel at ease as an owner. Would highly recommend them.

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Mindy G.
Boarding
5.0 out of 5 stars

Anthony is a great person and a great host. He communicates well and is down to earth. Not only did he care for my dog but he also relieved my separation anxiety. I cannot express my gratitude for his service enough. would highly recommend when he’s available (i’ll be using him again)

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John J.
Boarding
5.0 out of 5 stars

Trey did a great job caring for our dogs while we were away. He shared regular updates and was super flexible to our schedule.

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Christy N.
Boarding
5.0 out of 5 stars

Such a lovely sitter. Our pup came back from an overnight stay very happy. We received frequent photos and messages to let us know she was settling in and having a wonderful time.

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Tessa J.
Boarding
5.0 out of 5 stars

Samantha was fantastic she sent us tons of updates and we could tell Stella was very happy and well taken care of

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Jessica B.
Boarding
5.0 out of 5 stars

It’s always so nerve wrecking when we find a new sitter for our two fur babies, needless to say, Jordyn and her boyfriend eased our worries and took exceptional care of them. She sent pictures throughout the day and they seemed very at home. She even monitored a slight skin irritation that our boy Frankie was having! We really appreciated everything that they did for the doggies. Will definitely be reaching back out to book further boarding with this sitter.

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Jada D.
Boarding
5.0 out of 5 stars

Alison is our trusted dog sitter. We have used her many times throughout the past 3 years. Leo loves her and I know he’s well cared for. She has become our first choice, even over friends, just due to her reliability, care for Leo, consistent updates and flexibility. Cannot recommend her enough!

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karen c.
Boarding
5.0 out of 5 stars

I wish I could gatekeep these two but that would be a disservice to everyone. The kindest, most thoughtful, and detail oriented humans that you could ever leave your dog with. There is no one better to assure that your dog is kept loved, safe and prioritized.

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Maura J A.
Boarding
5.0 out of 5 stars

Claire was so amazing with our 1 year old pup, Poppy! She gave her so much exercise- ran with her multiple miles a day AND took her to the dog park! She went above and beyond what was expected. She gave regular updates which really put us at ease while we were on vacation. We didn’t worry about Poppy once! 12/10 would recommend Claire.

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Melissa M.
Boarding
5.0 out of 5 stars

Anni is the absolute BEST! She cared for our 6month old golden Alfred and exceeded our expectations in every way. She knew we were nervous leaving him since he had been super sick a week prior, but her constant communication, support and overall knowledge of dogs made us feel relieved and comfortable :) The best part was receiving the daily photos of Alfred and seeing how happy he was with her! Can’t recommend this sitter enough. Thanks Anni!!

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Brooke M.
Boarding
5.0 out of 5 stars

Caitlin did an amazing job of my dog Eska staying with her. She was able to meet some special needs of my dog and made sure that she was well taken care of. I could easily tell Eska was very happy in her care. I’ll definitely be using her services again!

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Spencer
Boarding
5.0 out of 5 stars

Cassidy and her partner were so attentive and loving to our Leia. She sent us so many photos and updates through out the weekend they were great!

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sean b.
Boarding
5.0 out of 5 stars

Andrea was wonderful! She took amazing care of Kobe, sent daily updates/photos and was so patient with him (he’s a very anxious dog). Such a great pet sitting experience and gave me peace of mind while away. Highly recommend.

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Jennifer B.
Boarding
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Dog Boarding FAQs

Frequently asked questions about Rover

If you’re searching for a Near West Side dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

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 Near West Side.

Rover makes it easy to find Near West 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.