Dog Boarding in Roseland, Chicago

Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Candace C.
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Sitter Profile Image: Candace C.
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1. Candace C.

We treat your dog like it our own!
Blue Island, IL, 60406
4.4 mi. away
Boarding
5.0 out of 5 stars
67 reviews
30 repeat clients
from
$45
per night

Thank you, thank you, thank you Candace & Steve. They are the best dog sitters! As soon as we dropped off Rocco, he couldn't stop wagging his tail. The day after we picked him up, he looks a little sad... like his missing Pumpkin. Beside missing Rocco in our travels, we are never worried about the care Candace & Steve provide. We so appreciate the pictures and the daily update on how Rocco is doing. If you are looking for a great dog sitter, look no further. Thanks Candace & Steve!

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Sitter Profile Image: Naya & Anthony L.
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Sitter Profile Image: Naya & Anthony L.
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2. Naya & Anthony L.

Star Sitter
Pets are family!
Beverly, Chicago, IL, 60643
2.2 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
9 reviews
6 repeat clients
from
$45
per night

As Always thank you for taking such Amazing care of Kashmir! The pix and videos show how happy and comfortable she is while in your guys care. A++++++

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Tonisa J.
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Sitter Profile Image: Tonisa J.
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3. Tonisa J.

Rover 101
Star Sitter
Your pups second home....
Calumet Heights, chicago, IL, 60617
2.9 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
68 reviews
31 repeat clients
from
$55
per night

Tonisa was great!! We did a meet and greet first. She was accommodating of any special needs and took care of Rocky like her own! Great with pictures and videos too! Rocky will be back to see Ava, his new friend.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Candace L.
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Sitter Profile Image: Candace L.
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4. Candace L.

Star Sitter
We make your pet feel right at home
West Pullman, Chicago, IL, 60643
2.3 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
9 reviews
3 repeat clients
from
$45
per night

This was my second time boarding with Candace and she was great!, her dog and mines get along really well and love to play with each other. She is constant with updates and provides great videos. I definitely recommend her! She’s awesome!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Tanisha & Darrius T.
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Sitter Profile Image: Tanisha & Darrius T.
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5. Tanisha & Darrius T.

Rover 101
Star Sitter
🐾WFH-Comfort means everything ❤️
Ashburn, CHICAGO, IL, 60652
5.2 mi. away
Boarding
5.0 out of 5 stars
120 reviews
33 repeat clients
from
$50
per night

I want to say thank you Tanisha. You have watched over my baby Bruno like he was your own & helped me and Cavin out so much. You kept sending me updates and I’m so glad you got to see Bruno for how gentle he really is. Bruno will be back with you anytime you are available . Thank you thank you thank you . 10stars in my book .

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Sitter Profile Image: Beverly B.
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Sitter Profile Image: Beverly B.
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6. Beverly B.

Star Sitter
Home full-time, individual care
Chatham, Chicago, IL, 60620
2.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
235 reviews
85 repeat clients
from
$37
per night

Beverly was very patient and caring with Stella. Stella requires a lot of attention and Beverly kept abreast with Stella’s high energy and attention demands. I will definitely use her again.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Mia S.
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Sitter Profile Image: Mia S.
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7. Mia S.

Dog lover! WFH/Fenced backyard
Roseland, Chicago, IL, 60628
0.7 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
22 reviews
9 repeat clients
from
$38
per night

My puppy loved hanging out at her home. With my pup being so young; just a baby I thought I would be more worried. I wasn't thanks to Mia. She kept us posted throughout every day via text, pics and video. My furbaby enjoyed herself being there. I really appreciate Mia and her service. Definitely will be booking with her and recommending her for sure!

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Sitter Profile Image: matt M.
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Sitter Profile Image: matt M.
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8. matt M.

Star Sitter
Dog lover with spacious backyard
Evergreen park, IL, 60805
4.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
5 repeat clients
from
$50
per night

It was a pleasure working with Matt! He helped us with Kuma for a few days while on vacation, he took good care of our Kuma and communicated with us daily. He sent us pictures so we could be informed of how Kuma was doing. His home is very inviting and has a huge back yard wich I'm sure Kuma loved! Overall very happy and would highly recommend Matt, we will definitely be booking with him again :)

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Sitter Profile Image: Sandy P.
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Sitter Profile Image: Sandy P.
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9. Sandy P.

Rover 101
Star Sitter
Send Your Doggo to Camp Sandy!
Beverly, Chicago, IL, 60643
2.2 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
63 reviews
24 repeat clients
from
$58
per night

Sandy was great, she was sweet and kind, I could tell Jax was comfortable with her as soon as we arrived. She sent us consistent photo updates which really put me at ease on my trip knowing he was in good hands and having the best time!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Christina & Joshua C.
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Sitter Profile Image: Christina & Joshua C.
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10. Christina & Joshua C.

Dog loving family
Beverly, Chicago, IL, 60643
2.8 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
21 reviews
9 repeat clients
from
$60
per night

Billy enjoys his time spent with Christina and Joshua. They take really good care of him even though he is an escape artist. He enjoys his time with the other dogs.

Sitter Profile Image: Tashea’ & Dushan M.
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Sitter Profile Image: Tashea’ & Dushan M.
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11. Tashea’ & Dushan M.

Star Sitter
14 years of dog care and love!
Auburn Gresham, Chicago, IL, 60620
2.9 mi. away
Boarding, Dog Walking
5.0 out of 5 stars
13 reviews
3 repeat clients
from
$45
per night

Tashea and Dushan did an amazing job watching my 2 month old American Bully. I was nervous because it was my first time away from her, but they kept me updated with pictures and videos and she looked super happy in every single one. I highly recommend them for dog boarding.

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Sitter Profile Image: Eunita W.
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Sitter Profile Image: Eunita W.
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12. Eunita W.

Providing care and cuddles
Pullman, CHICAGO, IL, 60628
1.5 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
2 reviews
2 repeat clients
from
$30
per night

My fur baby Katie usually lays a guilt trip on me when I board her…..Not with Eunita!! When I turned the corner on Eunita’s street, Katie tried to jump out her car seat. 😆 When we got to the door her tail was wagging out of control, she couldn’t wait to get in the door. I couldn’t believe what I was seeing… Katie was so happy which makes me happy. I was kind of jealous 🤨…. Eunita is great and because Katie was so excited just confirms it!!

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Sitter Profile Image: Ricardo & Cristina D.
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Sitter Profile Image: Ricardo & Cristina D.
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13. Ricardo & Cristina D.

Compassionate & playful pet lover
Hegewisch, Chicago, IL, 60633
5.6 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$39
per night

Ricardo & Cristina did a wonderful job taking care of our Milo! They sent us photos every day of him enjoying his walks & interacting with their dog. It allowed us to truly enjoy our Spring break with no worries. Milo was in good hands.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ezell S.
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Sitter Profile Image: Ezell S.
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14. Ezell S.

Your Dogs BEST FRIEND!🐶🐶🐶
Roseland, Chicago, IL, 60628
0.6 mi. away
Boarding
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$35
per night

Took amazing care of our two dogs! I could tell that he has a love for caring for animals!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Iman M.
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Sitter Profile Image: Iman M.
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15. Iman M.

Star Sitter
Dog liver since birth ❤️
Posen, IL, 60469
6.0 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
31 reviews
14 repeat clients
from
$35
per night

Iman has watched Honey several times. This time, I wasn't able to get back from an out of town trip to pick Honey up on the scheduled date. Iman had no problem with watching her an extra day. Iman is caring, reliable, communicative, and my dog loves her!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kendra C.
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Sitter Profile Image: Kendra C.
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16. Kendra C.

Star Sitter
Weekend B&B for PETS
Oak lawn, IL, 60453
5.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
57 reviews
24 repeat clients
from
$50
per night

Kendra was very warm and made me feel very comfortable. She constantly sent pictures and communicated with me throughout the entire time. She assured me that the dogs were doing fine.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kyle H.
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Sitter Profile Image: Kyle H.
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17. Kyle H.

Rover 101
Over a decade of experience!
Hyde Park, Chicago, IL, 60615
6.6 mi. away
Boarding
5.0 out of 5 stars
16 reviews
4 repeat clients
from
$55
per night

My dog has boarded with Kyle a few times and is always sooo happy to see her. She clearly has a way with dogs. I would recommend her and definitely use her again.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Raymond G.
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Sitter Profile Image: Raymond G.
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18. Raymond G.

Rover 101
Star Sitter
Safe & Caring Dog and Cat Lover
Morgan Park, Chicago, IL, 60643
2.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
47 reviews
12 repeat clients
from
$80
per night

Raymond took good care of my dog beyond my expectations. The photos provided were helpful and my dog was doing all the things he normally does.

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Sitter Profile Image: Tania B.
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Sitter Profile Image: Tania B.
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19. Tania B.

Rover 101
Star Sitter
Home of The Kikster Scissorpaws.
McKinley Park, Chicago, IL, 60609
9.0 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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Holly R.
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Sitter Profile Image: Holly R.
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20. Holly R.

Your Pet's Extended (WFH) Family
Woodlawn, Chicago, IL, 60637
4.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
78 reviews
35 repeat clients
from
$60
per night

My dog Sibyl had a fantastic visit at Holly’s House. We are both looking forward to visits even when I am in town. Holly sent photos everyday to let me know that Sibyl was doing great. The IMMENSE yard is key, it’s like a private doggie park. I will be calling Holly again for short day visit and for vacations. Holly’s House is the best!

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Pet parents in Roseland, Chicago, IL love dog sitters on Rover.com. 7915 owners have reviewed sitters in Chicago, giving them an average rating of 4.9/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a night on Rover.com? Check out our average dog boarding rates to get an idea before you start a conversation with a sitter.

Rover.com offers the perfect alternative to dog kennels and traditional dog sitting. The next time you head out of town and need someone to take care of your dog, turn to Rover for your dog boarding needs. It's easy to find a loving Roseland dog sitter on Rover who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at their sitter's home. Search from hundreds of dog sitters in Roseland, Chicago, IL, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. With Rover, pet boarding is guilt-free, cashless, and convenient. That way, you can hit the road happy knowing your dog's in loving hands while you're away.

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