Dog Boarding in Chicago

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Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ashley M.
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Sitter Profile Image: Ashley M.
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1. Ashley M.

Rover 101
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 went above & beyond watching my dog, Pippa. She was so attentive, communicative, personable, and a joy to talk to. I would highly suggest her to watch your fur baby! Thank you Ashley!!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Tania B.
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Sitter Profile Image: Tania B.
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2. Tania B.

Rover 101
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 great with my little guy! He is an anxious pup and he seemed to do really well with her. She communicated throughout his stay, sent lots of pics, and was very accommodating. I will definitely be using her again!

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.

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

I would highly recommend Andrew to sit your fur-baby! Him and his wife watched my dog Ramsey for 2 nights, initially I had booked for one night but due to a flight issue we had to extend her stay and he was willing to accommodate last minute changes. We received photo and video updates multiple times throughout the day and I found it very thoughtful to show how she was doing. I would definitely book Andrew again! :)

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Sitter Profile Image: Ann-Marie H.
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Sitter Profile Image: Ann-Marie H.
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4. 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
11 reviews
3 repeat clients
from
$50
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: Gillian K.
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Sitter Profile Image: Gillian K.
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5. Gillian K.

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

I was very anxious to leave my pup but they put my worries to rest providing regular updates and pictures, very responsive, made sure my pup was comfortable and cared for while I was away. My pup can be a very picky eater and they went out of their way to make sure she was eating. Thankful for their care and would book with them again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jennifer N.
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Sitter Profile Image: Jennifer N.
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6. Jennifer N.

Not Just a pet,a family favorite.
Lower West Side, Chicago, IL, 60608
1.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
107 reviews
62 repeat clients
from
$50
per night

My dog was taken care of really well. Jennifer and her family sent daily videos and sent care updates. Will definitely go to them for future care.

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

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

Jason is a very knowledgeable dog owner and from what we have noticed has maintained clients for decades, we trust Jason 100% with our senior dog Hannah who is very particular about who she socializes with. Jason is aware of this and knows to keep her away from other dogs as she can be reactive sometimes. Jason absolutely loves dogs and is familiar with all the ones in our neighborhood, to have Jason as a friend and neighbor is to know all the four-legged friends that hang along with him and that’s not a bad way to live <3

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Briana V.
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Sitter Profile Image: Briana V.
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8. Briana V.

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
46 reviews
12 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.

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Sitter Profile Image: Katie M.
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Sitter Profile Image: Katie M.
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9. Katie M.

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
160 reviews
54 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 :)

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: E K.
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Sitter Profile Image: E K.
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10. E K.

Rover 101
Animal Loving Family
Grand Boulevard, Chicago, IL, 60653
3.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
245 reviews
106 repeat clients
from
$45
per night

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 would get updates!!A++++++ highly recommend. Communication was amazing!

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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 :)

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Georgia M.
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Sitter Profile Image: Georgia M.
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12. Georgia M.

Love to pet sit and going for walks
Near North Side, Chicago, IL, 60610
3.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
8 reviews
4 repeat clients
from
$35
per night

Georgia was great! She was flexible, able to accommodate a last minute request and was very communicative. She sent some cute pictures of my pup and I could tell she had a good time! Would definitely feel great having her watch my pup again. Thanks Georgia!

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
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
191 reviews
73 repeat clients
from
$55
per night

Fatimah was our first Rover boarding experience and she was great. She sent frequent pictures and video and our dog Violet clearly had a great time. Highly recommend!

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Sitter Profile Image: Rachel W.
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Sitter Profile Image: Rachel W.
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14. Rachel W.

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
41 reviews
16 repeat clients
from
$65
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: Joanna K.
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Sitter Profile Image: Joanna K.
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15. Joanna K.

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
12 reviews
3 repeat clients
from
$40
per night

Joanna was a great dog sitter! Very quick response time to any questions and was thorough in her prep for Waski. She provided tons of updates and pictures which was awesome. Waski looked like he had a great time! We would definitely recommend her!

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

Nurture, Bond and Train!
Near West Side, Chicago, IL, 60612
2.3 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
13 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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Melanie S.
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Sitter Profile Image: Melanie S.
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17. 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
157 reviews
60 repeat clients
from
$55
per night

Melanie was great! Penny has very bad separation anxiety and Melanie was more than accommodating to her needs. She kept me updated on how Penny was doing and gave her lots of love!

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Sitter Profile Image: Regan D.
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Sitter Profile Image: Regan D.
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18. Regan D.

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

Amazing care!! Couldn’t recommend Regan and Adam more. I’ll definitely be using them again. Daily photos, accommodating pick up/drop off and great people.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Daniel A.
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Sitter Profile Image: Daniel A.
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19. 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 was amazing! He gave me lots of updates and helped my pup feel right at home. We would definitely leave Stella with him and Benji again

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Sitter Profile Image: Ruben M.
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Sitter Profile Image: Ruben M.
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20. Ruben M.

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
79 reviews
33 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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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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