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

Ashley watched my baby while I was at work all day. He’s older now, has separation anxiety, can’t be left alone and has a grade 5 murmur so low stress is so important. He seemed to be having the best time with her!! I literally never leave him with anyone outside family anymore so this was a big step for us and I couldn’t have asked for any better.

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 took great care of Cookie and went above and beyond to keep her happy while we were gone for 10 days! She got her food, treats and even a new coat! We will definitely board Cookie with Tania again and highly recommend her as a dog sitter!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Andrew T.
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Sitter Profile Image: Andrew T.
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3. 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
103 reviews
43 repeat clients
from
$45
per night

This was the best Rover experience so far! Andrew and his wife were amazing watching over Rogan for a week. They were so responsive / communicative, sent multiple pictures a day and took him on multiple walks a day. Will be using them again!

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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!

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Sitter Profile Image: Ann-Marie H.
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Sitter Profile Image: Ann-Marie H.
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5. 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 was great with our dog! He has warmed up to her so well and she is so caring with him. We appreciate the occasional update from Ann-Marie, and whenever we ask questions, she replies. She is so amenable to the pick-up and drop-off schedule, especially if our flights get delayed. She has been a great caretaker for him for both weekend getaways and week-long trips, highly recommend to other owners!

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Sitter Profile Image: Katie M.
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Sitter Profile Image: Katie M.
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6. 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
165 reviews
56 repeat clients
from
$45
per night

Katie was a great sitter. She frequently updated and let me know how my dog was. He seemed every happy at her place. Her dog is always very friendly and got along just fine with mine. Thanks again :)

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Sitter Profile Image: Melanie S.
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Sitter Profile Image: Melanie S.
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7. 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

Melanie was great with Ronan, walked him plenty, kept him entertained and in good health, received updates everyday for the week she had him. Awesome job!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jason M.
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Sitter Profile Image: Jason M.
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8. 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 hired by multiple locals to take care of their beloved furry friend, and everyone always has good things to say regarding the service provided. Jason’s professionalism and passion for dogs were evident. Jason is not just a dog walker; he is a true animal lover. He takes the time to get to know a dog's personality, preferences, and any special needs the dog might have. This personalized approach makes his customers feel confident that their dog is in good hands. One of the things I appreciate the most about Jason is his reliability. It's clear that they take their job seriously and genuinely enjoy spending time with the dogs they care for.

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Sitter Profile Image: Regan D.
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Sitter Profile Image: Regan D.
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9. 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

Regan and Adam are always so kind and proactive when it comes to communication. I appreciate their frequent updates with photos and know that Hootie always comes home happy. Would recommend!

Sitter Profile Image: Dion F.
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Sitter Profile Image: Dion F.
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10. 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: Briana V.
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Sitter Profile Image: Briana V.
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11. 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
48 reviews
13 repeat clients
from
$48
per night

Thank you Briana for making Blanca feel at home away from home. She made sure I knew my girl was ok and happy. I highly recommend her and I’ll be using her fing forward.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Nate N.
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Sitter Profile Image: Nate N.
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12. 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 so amazing with my pup! He gave me daily updates and made sure my dog was right at home. When my dog unexpectedly got sick he notified me and knew how to handle it and gave him some rice. 10/10 recommend will definitely rebook with him!

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Sitter Profile Image: Rachel W.
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Sitter Profile Image: Rachel W.
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13. 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

Our dog had a great time! We got lots of pictures and updates. They live close to a dog park and he got a lot of exercise. Flexible and friendly.

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Sitter Profile Image: Samantha L.
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Sitter Profile Image: Samantha L.
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14. Samantha L.

Devoted College Pet Sitter 🐾
Near West Side, Chicago, IL, 60607
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
3 repeat clients
from
$60
per night

Sam is AMAZING!!!! She took good care of my special girl while I was on vacation. She was great to work with and very caring. I was able to enjoy my vacation knowing my dog was in good hands. I’ll definitely be using her again.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Fatimah A.
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Sitter Profile Image: Fatimah A.
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15. 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 so great with Penny! She kept me updated with lots of pics and videos while I was out of town. I know Penny was sad to come home ?

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Sitter Profile Image: Daniel A.
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Sitter Profile Image: Daniel A.
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16. 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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17. 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
83 reviews
37 repeat clients
from
$50
per night

We LOVE Ruben!! Our puppy can definitely be a handful but somehow Ruben was able to make her feel comfortable enough in his home to not bark and to snuggle! We love knowing that our puppy was in safe hands and got to enjoy playing with Ruben’s dogs as well! We will definitely be calling Ruben for all future boardings! In addition to Ruben being awesome, his mom made us the sweetest card and sent Aya home with 2 new toys!

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Sitter Profile Image: Joanna K.
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Sitter Profile Image: Joanna K.
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18. 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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19. 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: 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

  • Trusted pet sitters & walkers
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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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