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

This was Chase's second time with Ashley and it was just as good as the first! She is very attentive and sends plenty of pictures. She put a medicated foam in his itchy spots twice per day. And chase got plenty of play time and attention. Highly recommend booking with Ashley!

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

Such a great experience with Andrew and his lovely wife. My Poppy was well taken care of, and I received lots of picture updates. Andrew is very communicative and easy to work with. So great that I’m bringing her back tomorrow! Thank you!!!

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

Tania is the best! Our little guy is always so anxious, but he seems to do really well when staying with her. She is a great communicator and always sends lots of photos.

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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.

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!

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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
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!

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: Jennifer N.
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Sitter Profile Image: Jennifer N.
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7. 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

You can tell they really care about your dog, and treat them like a family member. We will definitely be using their service again in the future!

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

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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: E K.
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Sitter Profile Image: E K.
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9. 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

Elizabeth and her husband were very accommodating to my Staffordshire Maxwell. I received numerous pictures and updates for his stay! The only thing my dog enjoys is human attention. Walks and toys are not his things but he was shown a lot of attention! Very pleased and Maxwell will be back!!!!!! ?

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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.

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: Georgia M.
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Sitter Profile Image: Georgia M.
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11. 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: Katie M.
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Sitter Profile Image: Katie M.
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12. 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 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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Sitter Profile Image: Dion F.
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Sitter Profile Image: Dion F.
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13. 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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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

This was our first time leaving our dog Penny with a sitter, so we were initially nervous about the entire process. Rachel was very communicative and flexible throughout, and totally alleviated our fears. She provided us with daily updates and photos, and Penny clearly loved her time there. Highly recommend and would definitely leave Penny with Rachel again when we need a sitter.

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
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

I only had one prior experience with boarding my 10 months Lunah and I'm glad I found Fatimah and Shae, because they exceed my expectations. I didn't have a bad experience before, but it was far from the same care Fatimah provides. I loved getting updates and pictures throughout the day, as that gave me the peace of mind to enjoy my vacation. Thanks Fatimah for taking such good care of Lunah and Shae for playing with her ;-) I would definitely recommend and use her services again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Melanie S.
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Sitter Profile Image: Melanie S.
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16. 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

This was our first time using Rover. I picked Melanie because she had such amazing reviews and repeat clients. We did a meet and greet with my dog, Nigel, and I knew it was going to be a great fit immediately. She was great at keeping me updated during Nigel’s stay by sending me daily photos. He really seemed to make himself right at home with her. We’ll definitely be using Melanie again in the future!

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Sitter Profile Image: Ruben M.
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Sitter Profile Image: Ruben M.
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17. 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
77 reviews
31 repeat clients
from
$50
per night

Ruben is ACE APPROVED! My spotted friend can have accidents in new environments or nervous pee. Nope nothing - he had all the potty breaks he needed and clearly was well cared for. Ruben’s place is the equivalent of the coveted middle school overnight gym sleepover except all the kids have four legs. Every tail wagger wants to go! Ace even kept staring at the front door when we left. That’s how you know he had a good time and made awesome friends.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Daniel A.
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Sitter Profile Image: Daniel A.
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18. 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
12 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

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Nate N.
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Sitter Profile Image: Nate N.
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19. 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 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: Sasha Z.
Verified Background Check
Sitter Profile Image: Sasha Z.
Verified Background Check

20. 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

RoverProtect

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

  • Trusted pet sitters & walkers
  • 24/7 support
  • The Rover Guarantee
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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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