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

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!

Sitter Profile Image: Andrew T.
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Sitter Profile Image: Andrew T.
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2. 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

Our dog loved staying with Ana and Andrew! We appreciated the daily updates and easy drop off/pick up. Thanks for sending Emma home with a homemade treat!

Sitter Profile Image: Gillian K.
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Sitter Profile Image: Gillian K.
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3. 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

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.

Sitter Profile Image: Tania B.
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Sitter Profile Image: Tania B.
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4. 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 took great care of my pup for several days, would definitely ask them to sit again! Received regular updates, pics, and videos, making me feel very at ease while being away.

Sitter Profile Image: Katie M.
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Sitter Profile Image: Katie M.
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5. 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
166 reviews
57 repeat clients
from
$45
per night
Profile image

Katie was so sweet and took great care of my dog who stayed with her for Thanksgiving week! I very much appreciated the daily picture updates!❤️

Sitter Profile Image: Ann-Marie H.
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Sitter Profile Image: Ann-Marie H.
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6. 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!

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
159 reviews
63 repeat clients
from
$55
per night
Profile image

The reviews don’t lie- Melanie is the best! She truly cares about all her pups and she did such a great job taking care of mine and keeping me posted throughout my time away. I definitely hope to be able to use her as much as possible!

Sitter Profile Image: Nate N.
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Sitter Profile Image: Nate N.
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8. 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.

Sitter Profile Image: Joanna K.
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Sitter Profile Image: Joanna K.
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9. 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
17 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.

Sitter Profile Image: Regan D.
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Sitter Profile Image: Regan D.
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10. 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 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: Jason M.
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Sitter Profile Image: Jason M.
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11. 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

It's hard to say if Jason loves dogs (his own and those in his care) more or if the dogs love Jason more. Regardless, this is all to say that Jason is a wonderful with dogs. Jason came recommended to me by friends whose dogs have been walked and watched by Jason, and in turn I've recommended him to many more friends. My dog, Doug, loves no one more and always comes home well exercised, well socialized, and just plain happy.

Sitter Profile Image: Dion F.
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Sitter Profile Image: Dion F.
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12. 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 :)

Sitter Profile Image: Samantha L.
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Sitter Profile Image: Samantha L.
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13. 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

Samantha was great with my Shih Tzu and seemed very comfortable with him right off the bat. She was very communicative and flexible. I would definitely reach out to her in the future!

Sitter Profile Image: Ruben M.
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Sitter Profile Image: Ruben M.
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14. 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
88 reviews
38 repeat clients
from
$50
per night
Profile image

Our daycare we normally go to had a bordatella outbreak so we couldn’t use them for the weekend we were celebrating our anniversary. We’re so glad we found Ruben! He was very quick to reply and sent plenty of pictures — which we love. Our dog also requires taking medicine which he was able to do with ease and texted a confirmation with us when he gave it to our dog. He was a great substitute and we’re hoping to have our dog stay with him again soon!

Sitter Profile Image: Olivia S.
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Sitter Profile Image: Olivia S.
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15. Olivia S.

WFH Pet Lover!
Near North Side, Chicago, IL, 60654
3.0 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
4 reviews
1 repeat client
from
$40
per night
Profile image

Olivia was so great with my pup! She was very responsive and took great care of my dog. She sent updates and took him on long walks. I highly recommend booking with Olivia!

Sitter Profile Image: Fatimah A.
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Sitter Profile Image: Fatimah A.
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16. 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
196 reviews
74 repeat clients
from
$55
per night
Profile image

This was my dogs’ first Rover experience and Fatimah was fantastic! She sent me regular photos and updates, which I very much appreciated. Best of all, both my pups really took to her and had a wonderful time! I will definitely book with Fatimah again. Thank you so much, Fatimah, for taking such great care of my dogs!

Sitter Profile Image: Rachel W.
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Sitter Profile Image: Rachel W.
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17. 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 great with my dog, Joey! She had no problem administering his meds and he had a great time. I highly recommended and plan on being a repeat client!

Sitter Profile Image: Briana V.
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Sitter Profile Image: Briana V.
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18. 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
50 reviews
13 repeat clients
from
$48
per night
Profile image

My dog is sometimes picky about food, she hand fed her couple of times and also took very good care by putting eye drops and brushing her daily.

Sitter Profile Image: Jennifer N.
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Sitter Profile Image: Jennifer N.
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19. 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

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!

Sitter Profile Image: Yaneris A.
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Sitter Profile Image: Yaneris A.
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20. 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. :)

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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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