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 was great! Super fast response to messages. She sent us updates and Waski pictures often. Waski had a great time playing at parks, walking, and lounging on the deck.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Andrew T.
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Sitter Profile Image: Andrew T.
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2. 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

Leo had a great time staying with Andrew and his wife! They took him on a ton of walks around the park and made sure he got his energy out. Will definitely use them again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Tania B.
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Sitter Profile Image: Tania B.
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3. 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

I LOVE my new dog sitter Tania! ? So, we did our meet and greet about a month before his actual stay. She was very nice and Cooper liked her too! I decided to book her that day! She kept Cooper the following month and she did everything right! There wasn’t an enormous amount of pictures and videos sent to me but just enough sent for me to know that he was doing good and was safe! That’s all I really needed to know! I would definitely book with her again! She has such a sweet, calming, aura!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jennifer N.
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Sitter Profile Image: Jennifer N.
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4. 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
105 reviews
62 repeat clients
from
$50
per night

Nico always enjoys himself with Jen! I receive videos of his play and rest throughout each day and he rests well when he returns. The price is also reasonable. I recommend Jen for boarding services!

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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

Our third time using Gillian’s pet sitting services and it was fantastic as usual! My dog is always so happy to come here, and Gillian does such a great job keeping us posted with silly photos. This time around my dog decided to hurt her paw days before my trip, but Gillian put my mind at ease with following her new medication routine and giving me updates on how her paw was doing.

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

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

Jason is a great dog walker and boarder. I have been going to him for about 7 months now and he has always been very flexible and friendly. My dog loves spending time with him and the other dogs in his care.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Briana V.
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Sitter Profile Image: Briana V.
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7. 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

Another visit with a Great sitter! I’m so impressed with how much love and patience Briana has with my little guy Max. She was nonstop with updates and pictures which really eased my nerves. I will definitely book with Briana again and 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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8. 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: 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
158 reviews
54 repeat clients
from
$45
per night

Katie and Java did a good job sending photos and updates. Katie is pleasant to work with and was flexible in allowing me to pick up my dog a day early. Thank you Katie !

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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 :)

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Fatimah A.
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Sitter Profile Image: Fatimah A.
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11. 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

Dommies loves Fatimah and Shea! He always has a great time and comes back in a great mood! Fatimah is so responsive and caring! Will definitely be back.

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Sitter Profile Image: Regan D.
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Sitter Profile Image: Regan D.
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12. 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: E K.
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Sitter Profile Image: E K.
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13. 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

Liz and her family were so good to Tyson. He loved staying there, and they really welcomed him into their family. He's the kind of dog who thrives off of attention and love, and they gave him plenty of both. I also got great updates and pictures which really made me feel like he was in good hands. I will definitely book with them again, if possible!

Confirmed availability: Memorial Day Weekend
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, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
40 reviews
16 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: Ruben M.
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Sitter Profile Image: Ruben M.
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15. 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
76 reviews
31 repeat clients
from
$50
per night

Ruben took such great care of Winston! He sent tons of pictures and updates daily and made sure Winston was taken care of. We’ll definitely be booking with Ruben again in the future!

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

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Sitter Profile Image: Sasha Z.
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Sitter Profile Image: Sasha Z.
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17. 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 did such a great job watching Leilani over the weekend for me! She sends long and detailed updates with pictures which was so nice and I didn’t have to worry about my baby once! Thank you so much again Sasha

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Melanie S.
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Sitter Profile Image: Melanie S.
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18. 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: Austin C.
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Sitter Profile Image: Austin C.
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19. Austin C.

Loving Care for Every Tail
Near North Side, Chicago, IL, 60654
2.8 mi. away
Boarding, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$40
per night

Austin took wonderful care of our dog - she clearly had a wonderful time staying with him and Austin was very communicative throughout her stay. We would definitely trust Austin with our dog again in the future!

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Sitter Profile Image: Abigail R.
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Sitter Profile Image: Abigail R.
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20. Abigail R.

WFH Professional; Avid Pet Lover
Near North Side, Chicago, IL, 60611
3.5 mi. away
Boarding
5.0 out of 5 stars
25 reviews
6 repeat clients
from
$55
per night

Abigail was great with my baby! She quickly became in tune with his quirks and made him feel right at home. I loved getting videos from them!

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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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