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
45 reviews
19 repeat clients
from
$52
per night
Profile image

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!!!

Sitter Profile Image: Gillian K.
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Sitter Profile Image: Gillian K.
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2. 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
Profile image

Oliver had a great first stay with Gillian. She was super responsive and kept us updated with pictures throughout the week. Would definitely recommend Gillian and will not hesitate leaving Oliver with her again.

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Sitter Profile Image: Tania B.
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Sitter Profile Image: Tania B.
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3. 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
Profile image

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: Jason M.
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Sitter Profile Image: Jason M.
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4. Jason M.

Experienced Professional
Lower West Side, Chicago, IL, 60608
0.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
12 reviews
from
$50
per night

Jason is such a great dog walker! He's been walking my dog, Louie, for two years. Louie gets so excited anytime my phone rings because he thinks it's Jason! He takes him for long walks with a group of other dogs, and they often go to play in the dog park. I can tell that Jason loves Louie (and all dogs!) and always trust that Louie will be well cared for with him.

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
104 reviews
44 repeat clients
from
$45
per night
Profile image

Andrew and his wife took good care of my dog. They were great with sending updates and photos, and made communication very easy. Very friendly and reliable.

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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
172 reviews
58 repeat clients
from
$45
per night
Profile image

Katie was amazing and took great care of my pups needs and provided updates during a longer stay. Java was very welcoming as well, and we look forward to booking next time with them.

Sitter Profile Image: Ann-Marie H.
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Sitter Profile Image: Ann-Marie H.
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7. 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
Profile image

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: 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
159 reviews
64 repeat clients
from
$55
per night
Profile image

Melanie was my first Rover and walked me through the entire process. She snugged my lap dog and took pictures over the weekend so I knew she was being taken care of. Would recommend and hire again! Thank you Melanie.

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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
51 reviews
13 repeat clients
from
$48
per night
Profile image

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: 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
Profile image

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: Nate N.
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Sitter Profile Image: Nate N.
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11. 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
17 reviews
5 repeat clients
from
$50
per night
Profile image

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: Jennifer N.
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Sitter Profile Image: Jennifer N.
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12. 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
109 reviews
66 repeat clients
from
$49
per night
Profile image

I boarded him for a while during the holidays and she always sent me updates about him. They were in depth updates which made me feel better for example she told me he was constipated once. She also always sent a videos of him which was really nice. She also gave him a bath and washed his toys which I truly appreciated. She has been the best rover experience I have had so far!

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Sitter Profile Image: Regan D.
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Sitter Profile Image: Regan D.
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13. 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
Profile image

Regan and her boyfriend were great with Penny! They sent me lots of photo updates and Penny got plenty of time with them at home / watching Sunday football. Penny enjoyed her stay and I felt very comfortable that she was in good hands.

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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.

Star Sitter
Dog walker for 7 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
42 reviews
18 repeat clients
from
$60
per night
Profile image

Rachel was an excellent sitter. She sent many pictures of my dog & took him to the dog park to socialize. Great communication skills & was available for drop off and pickup time when needed. I recommend Rachel to others looking for a reliable sitter.

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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.

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
18 reviews
3 repeat clients
from
$40
per night
Profile image

I recently entrusted my beloved furry companion, Binny, into the capable hands of Joanna for a three-day getaway, and I can confidently say it was an experience that exceeded all expectations. From the moment I dropped Binny off to the heartfelt reunion upon pickup, every aspect of the service provided by Joanna reflected a profound dedication to the well-being and happiness of Binny. Throughout Binny's stay, I received regular updates and photos, allowing me to stay connected and witness firsthand the joy and comfort Binny was experiencing. Whether it was leisurely strolls in the park, engaging playtime activities, or cozy snuggles, it was evident that Binny was not just receiving care but genuine affection and companionship. Beyond the exceptional standard of care, what truly sets Joanna apart is her genuine passion for animals. It's clear that she view pet sitting not merely as a job but as a calling—an opportunity to enrich the lives of furry companions and their owners alike. This passion shines through in every interaction and gesture, creating an atmosphere of trust and mutual appreciation — to anyone seeking a dog sitter who goes above and beyond in ensuring the happiness and welfare of their furry family members. With Joanna, you can rest assured that your beloved pet will receive the love, care, and attention they deserve, allowing you to enjoy peace of mind during your time away.

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Sitter Profile Image: Samantha L.
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Sitter Profile Image: Samantha L.
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16. 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
7 reviews
3 repeat clients
from
$60
per night
Profile image

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: E K.
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Sitter Profile Image: E K.
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17. E K.

Rover 101
Star Sitter
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
247 reviews
107 repeat clients
from
$45
per night
Profile image

E has a lovely home and yard well-suited to caring for dogs. E kept us updated on Kodi's status throughout our vacation, setting our minds at ease. Thanks!

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Sitter Profile Image: Yaneris A.
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Sitter Profile Image: Yaneris A.
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18. Yaneris A.

Happy walks for happy pups!
Lower West Side, Chicago, IL, 60608
0.8 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$29
per night
Profile image

Yanerys was an excellent sitter for Mora. Her and her dog Arya are really welcoming and give Mora a place like home. Yanerys gave walks, food and played with Mora all time. You can see in Yanerys a real dog lover person! We definitely continue booking with Yanerys for future day sittings or boarding. :)

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
6 repeat clients
from
$45
per night
Profile image

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

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Sitter Profile Image: Jeff U.
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Sitter Profile Image: Jeff U.
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20. Jeff U.

Star Sitter
Clean and Honest Walker Man
West Town, Chicago, IL, 60622
3.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
32 reviews
13 repeat clients
from
$40
per night
Profile image

I left my 75 lazy boi with Jeff for almost a week and they had an amazing time! I received daily updates with photos and it was obvious that my dog was being well cared for and paid much attention. I will absolutely contact Jeff again next time I leave town!

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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.

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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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