Dog Boarding in Chicago

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Sitter Profile Image: Ashley M.
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Sitter Profile Image: Ashley M.
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1. Ashley M.

Rover 101
Star Sitter
WFH, pet loving, porch, parks!
Lower West Side, Chicago, IL, 60608
0.7 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
44 reviews
19 repeat clients
from
$52
per night

Really appreciate Ashley take care of our dog for a long weekend! Ashley is super considerate and communicative - you can expect to receive regular updates on how your pup is doing and you can tell she goes to great lengths to ensure every pet that stays with her has a great experience. I would absolutely choose Ashley again for boarding!

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Sitter Profile Image: Tania B.
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Sitter Profile Image: Tania B.
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2. Tania B.

Rover 101
Star Sitter
Home of The Kikster Scissorpaws.
McKinley Park, Chicago, IL, 60609
2.2 mi. away
Boarding
5.0 out of 5 stars
34 reviews
9 repeat clients
from
$50
per night

Tania was amazing with our Ginger! She spoiled her snd kept her busy and active. We will definitely be reaching out to her again when we need someone to care for our baby.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jason M.
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Sitter Profile Image: Jason M.
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3. Jason M.

Experienced Professional
Lower West Side, Chicago, IL, 60608
0.6 mi. away
Boarding, Dog Walking
12 reviews
from
$50
per night

Jason is amazing with dogs. He goes above and beyond with care for your dog. He will make sure your doggo will get proper exercise, attention, and care (and of course, lots of love). He even home-makes special dog food each week packed with nutrition for the dogs he cares for (if it’s something you ok with your dog consuming, of course). Jason does not only genuinely care deeply for each dog he cares for, but every dog in Chicago! He’s known in the Pilsen area as the go-to dog walker. The first time I met Jason, he was walking a team of dogs down 18th Street and since then it’s been history. He's been taking care of my Corgi, Squishy since he was 3 months and I can fully trust we will be well cared for in the supervision of Jason!

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Sitter Profile Image: Gillian K.
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Sitter Profile Image: Gillian K.
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4. Gillian K.

Star Sitter
Loves long walks and fluffy friends
Bridgeport, Chicago, IL, 60608
0.8 mi. away
Boarding
5.0 out of 5 stars
18 reviews
7 repeat clients
from
$40
per night

Walter LOVED being with Gillian and Dillon. They took amazing care of him and were amazing updates though out the whole time I was gone. Walter came back happy, healthy and tired!!! We can’t wait to go back!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Andrew T.
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Sitter Profile Image: Andrew T.
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5. Andrew T.

Star Sitter
WFH Couple, Park Nearby
Lower West Side, Chicago, IL, 60608
1.4 mi. away
Boarding
5.0 out of 5 stars
102 reviews
43 repeat clients
from
$45
per night

Andrew and Ana took the best care of Theo! They were very communicative and sent lots of photos. I could tell he was very comfortable there. He had the best time and I will definitely be using them again! They also gave him a cute parting gift of homemade dog treats which he loved.

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Sitter Profile Image: Ann-Marie H.
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Sitter Profile Image: Ann-Marie H.
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6. Ann-Marie H.

Pet Auntie Extraordinaire
Near South Side, Chicago, IL, 60605
1.6 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
3 repeat clients
from
$55
per night

Ann-Marie took great care of my fur baby while I was out of town. She sent pictures throughout the stay, maintained communication, and was flexible when we pushed our return to a later time. I would definitely recommend her and look forward to hiring her again in the future.

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Sitter Profile Image: Katie M.
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Sitter Profile Image: Katie M.
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7. Katie M.

Star Sitter
Long time animal lover
Near North Side, Chicago, IL, 60610
4.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
164 reviews
56 repeat clients
from
$45
per night

I felt super comfortable leaving Kira with Katie and Java for a weekend trip. She was really responsive and sent pictures of the doggos having a great time together. Kira came back to me relaxed and tired from a great weekend. I'll definitely book her again for future trips.

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Sitter Profile Image: Melanie S.
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Sitter Profile Image: Melanie S.
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8. Melanie S.

Experienced Dog Owner and Dog Lover
Near North Side, Chicago, IL, 60654
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
158 reviews
62 repeat clients
from
$55
per night

We have left our pup with Melanie a few times now and she always is so great! Provides us great updates and is very flexible to how we care for Murray. We absolutely will be using her again!

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Sitter Profile Image: Briana V.
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Sitter Profile Image: Briana V.
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9. Briana V.

Star Sitter
Always home, 24/7 attention & care!
South Lawndale, Chicago, IL, 60623
3.5 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
47 reviews
13 repeat clients
from
$48
per night

Briana is attentive, transparent, and honest. My dog randomly started bleeding at her house due to a sudden prostate issue and Briana communicated with me immediately. She even fed him a special diet while I tried to figure out what was going on with him. We eventually had to take him to the emergency ER, but She was awesome during the trouble shooting. If you like working with people who have strong character and a moral compass, Briana is your girl.

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Sitter Profile Image: Regan D.
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Sitter Profile Image: Regan D.
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10. Regan D.

Star Sitter
Your friendly neighborhood pet girl
Near North Side, Chicago, IL, 60654
2.9 mi. away
Boarding, Dog Walking
5.0 out of 5 stars
34 reviews
14 repeat clients
from
$45
per night

I had a sudden need to board Ozzie for 4 days and feel very lucky and grateful to have found Regan. Regan was attentive to Ozzie's needs, exceptionally responsive and great with sharing frequent updates including photos. I can confidently say that Regan is amount the best sitters I've encountered through Rover. Thank you, Regan!

Sitter Profile Image: Dion F.
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Sitter Profile Image: Dion F.
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11. Dion F.

Your baby’s favorite hotel 🐕🦴
Near West Side, Chicago, IL, 60661
2.2 mi. away
Boarding
5.0 out of 5 stars
6 reviews
from
$50
per night

It’s always a little nerve wracking when you’re away from your pup for an extended period, but Dion was great with Brix! He was patient, kind, communicative and gave him plenty of long walks which we appreciate. Will be utilizing Dion in the future when needed :)

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Sitter Profile Image: Rachel W.
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Sitter Profile Image: Rachel W.
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12. Rachel W.

Star Sitter
Dog Walker for 5 Years
Near South Side, Chicago, IL, 60616
1.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
42 reviews
17 repeat clients
from
$60
per night

Rachel was great with my dog, Joey! She had no problem administering his meds and he had a great time. I highly recommended and plan on being a repeat client!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Fatimah A.
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Sitter Profile Image: Fatimah A.
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13. Fatimah A.

Rover 101
Star Sitter
WFH caring & fun dog mom
Near West Side, Chicago, IL, 60612
2.6 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
194 reviews
74 repeat clients
from
$55
per night

Fatimah was great and sent many updates while my pug stayed with her. She also responded very quickly. Seamus looked like he had a lot of fun !

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Nate N.
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Sitter Profile Image: Nate N.
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14. Nate N.

Star Sitter
Nurture, Bond and Train!
Near West Side, Chicago, IL, 60612
2.3 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
15 reviews
4 repeat clients
from
$50
per night

Nate was great with my active almost 10 year old. Took her on multiple walks daily even in the rain and was very communicative sending pictures snd comments regularly. Will leave her with him again and not worry about her at all.

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Sitter Profile Image: Daniel A.
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Sitter Profile Image: Daniel A.
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15. Daniel A.

All Dogs Are Perfect
Near West Side, Chicago, IL, 60607
1.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
13 reviews
6 repeat clients
from
$60
per night

Daniel has been my favorite Rover experience to date! Extremely helpful, communicative and overall just a pleasure to have my little French bulldog (who can definitively be a diva!) stay with. Would highly recommend and will 100% book again. Thank you Daniel!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ruben M.
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Sitter Profile Image: Ruben M.
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16. Ruben M.

Star Sitter
Loving care when you're not there.
Humboldt Park, Chicago, IL, 60651
5.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
81 reviews
37 repeat clients
from
$50
per night

Ruben was amazing! He went above and beyond to make sure Kodak enjoyed his time there and was taken care of. Great communication, he responds quickly & I received pictures & updates throughout the day & evening. Kodak got a long well with his dogs and enjoyed playing with them! When I picked him up Ruben gave me a thank-you bag with a handwritten note (it was so sweet) & a squeaker toy for Kodak. I will definitely be booking with him again in the future!

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Sitter Profile Image: Joanna K.
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Sitter Profile Image: Joanna K.
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17. Joanna K.

Star Sitter
WFH Artist and Lifelong Dog Lover!
Lower West Side, Chicago, IL, 60608
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
15 reviews
3 repeat clients
from
$40
per night

Joanna was very attentive and took great care of our boxer,Lola! She sent pics regularly of walks, activities, playtime at the park and snuggles. My Lola was happy and even has another dog that was boarding the same week to play with. I highly recommend Joanna and will definitely use her again.

Sitter Profile Image: Sasha Z.
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Sitter Profile Image: Sasha Z.
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18. Sasha Z.

Trustworthy & Honest
Near North Side, Chicago, IL, 60563
3.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
17 reviews
5 repeat clients
from
$45
per night

Sasha was the perfect sitter!!! She sent so many pics and updates and was so sweet and understanding when my flight was delayed. Thank you so much Sasha!!! I would 100% bring Yogurt back to stay with Sasha. :)

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: David R.
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Sitter Profile Image: David R.
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19. David R.

Star Sitter
Stay at Home Lawyer + Dog Dad
Loop, Chicago, IL, 60605
1.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
159 reviews
51 repeat clients
from
$67
per night

Our pup had a fantastic time with David and his family. They were loving, kind, and welcoming and made our pup feel right at home. They shared so many pictures and communicated perfectly throughout our pup’s entire stay. Would 100% recommend David to anybody looking for a home away from home for their pup! 🏡❤️

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Barbara M.
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Sitter Profile Image: Barbara M.
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20. Barbara M.

Rover 101
The sitter DogMom &the MegaSaga pup
South Lawndale, Chicago, IL, 60623
3.0 mi. away
Boarding, House Sitting, Doggy Day Care
5.0 out of 5 stars
9 reviews
3 repeat clients
from
$60
per night

A+++++!!!! Barbara and Chewy were absolutely incredible hosts!! We can't say enough about how thoughtful, generous, kind, and communicative that Barbara was during our trip. We were very anxious about leaving our dog (this was our first time using Rover), and she put us at ease, sent frequent updates (including pictures and videos), and was extremely thorough, dedicated, and friendly, and followed our care instructions extremely seriously. Her dog Chewy is a sweetheart who seems to be great as a co-host :) We absolutely recommend Barbara to anyone who is looking for a dog sitter, and we are so grateful to her for this experience!

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Over 80 million pet care services have been booked by our community of loving pet people

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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
  3. 3. 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 sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Chicago Dog Boarding ratings

Overall Rating:
4.9 out of 5 stars

Dog boarders in Chicago are rated on average 4.9 out of 5 stars based on 46,439 reviews.


Rover.com is the simple, savvy way to find and book Chicago pet boarding. It's easy to find the perfect dog sitter - many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book dog boarding on Rover, your dog will enjoy a loving staycation in their sitter's home. You'll get daily photo updates, and every stay booked through Rover also includes the Rover Guarantee, 24/7 support, and a reservation guarantee. Every dog sitter in Chicago, IL has the option to complete a background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of our dog kennel alternatives. When you book Chicago dog boarding on Rover, your dog gets the loving care they deserve, and you get peace of mind.

You'll also be able to relax when it comes to price, because the cost of dog boarding in Chicago, IL is surprisingly reasonable. No matter your budget or lifestyle, there's a dog sitter on Rover to match your wallet. Wondering how much most people pay for Rover dog boarding services? The average dog boarding rates will give you a good sense of what to expect before checking out the individual dog sitters' hourly rates.

If you need to book a great dog sitter on the go, you'll love the Rover dog boarding app. You can browse hundreds of pre-reviewed, trusted dog sitter in minutes from your phone, and rebook your favorite sitter with just a few taps. You'll get photo updates from your dog sitter which can be shared via the Rover dog boarding app in real time, and the app's cashless payment feature allows you to pay your dog sitter easily and securely, without worrying about cash, checks or tips.

In short, when you book Chicago dog boarding on Rover, your dog gets the loving care they deserve, and you get to relax, knowing that your pet is in good hands.

Are you a dog lover who wants to know more about how to turn your passion into profit? There's lots of opportunity to earn money with dog boarding in Chicago, IL. If you're not sure where to start, visit our page about how to become a dog sitter. We're always happy to include new dog sitters in our dog boarding service listings, and the simple application process means you can start your own dog boarding business in no time. We also take the hassle out when it comes to paperwork, because all our Rover dog sitters have access to helpful benefits including the Rover Guarantee and cashless payment feature, so you don't have to worry about getting paid on time. Why not apply today?

Interested in helping out as a sitter? Check out our Chicago dog sitting jobs page.

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