Dog Boarding in Douglas, Chicago

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

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House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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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
2.6 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
44 reviews
19 repeat clients
from
$52
per night

After a quick move to out of state move to Chicago with a vacation already planned, we had to scramble to find somewhere for our dogs go. Our dogs stayed with Ashley for a full week and it was such a relief to know they were well taken care of. We received frequent pictures and updates during the week. One of our dogs is having a hard time adjusting to city life and Ashley was very accommodating and gracious with her. We will definitely be reaching out to Ashley again in the future!

Sitter Profile Image: Tania B.
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Sitter Profile Image: Tania B.
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2. Tania B.

Rover 101
Star Sitter
Home of The Kikster Scissorpaws.
McKinley Park, Chicago, IL, 60609
3.3 mi. away
Boarding
5.0 out of 5 stars
34 reviews
9 repeat clients
from
$50
per night

Tania was amazing with our Ginger! She spoiled her snd kept her busy and active. We will definitely be reaching out to her again when we need someone to care for our baby.

Sitter Profile Image: Ann-Marie H.
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Sitter Profile Image: Ann-Marie H.
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3. Ann-Marie H.

Pet Auntie Extraordinaire
Near South Side, Chicago, IL, 60605
1.9 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
3 repeat clients
from
$55
per night

Ann-Marie took great care of my fur baby while I was out of town. She sent pictures throughout the stay, maintained communication, and was flexible when we pushed our return to a later time. I would definitely recommend her and look forward to hiring her again in the future.

Sitter Profile Image: E K.
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Sitter Profile Image: E K.
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4. E K.

Rover 101
Star Sitter
Animal Loving Family
Grand Boulevard, Chicago, IL, 60653
1.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
247 reviews
106 repeat clients
from
$45
per night

Elizabeth is amazing! My pup stayed with her adorable family for nearly two weeks and I was never worried while I was away. She provided tons of updates and photos - she’s perfect!

Sitter Profile Image: Willy J.
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Sitter Profile Image: Willy J.
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5. Willy J.

Reliable Dog Lover at your Service
Douglas, Chicago, IL, 60653
0.6 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
16 reviews
4 repeat clients
from
$45
per night

Very accommodating, even for a last minute request. Kept me updated on things that could be of concern (my girl refused to eat because she’s dramatic) and sent pics/videos throughout the stay! Would recommend. Thank you again

Sitter Profile Image: Gillian K.
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Sitter Profile Image: Gillian K.
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6. Gillian K.

Star Sitter
Loves long walks and fluffy friends
Bridgeport, Chicago, IL, 60608
2.3 mi. away
Boarding
5.0 out of 5 stars
18 reviews
7 repeat clients
from
$40
per night

My shy dog started pulling on her leash as we approached Gillian's house because she was so excited. My dog was very happy with her visit and will be back!

Sitter Profile Image: Katie M.
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Sitter Profile Image: Katie M.
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7. Katie M.

Star Sitter
Long time animal lover
Near North Side, Chicago, IL, 60610
5.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
164 reviews
56 repeat clients
from
$45
per night

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: Makeba L.
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Sitter Profile Image: Makeba L.
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8. Makeba L.

Star Sitter
WFH, Tiny Tail Friends
Kenwood, Chicago, IL, 60615
2.0 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
15 reviews
11 repeat clients
from
$47
per night

Ms. Makeba was great with my fur baby, she sent pictures everyday and gave me updates while my senior baby was in her care. Thank you so much for taking care of my Chole. I will definitely be calling on you again Ms Makeba.

Sitter Profile Image: Melanie S.
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Sitter Profile Image: Melanie S.
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9. Melanie S.

Experienced Dog Owner and Dog Lover
Near North Side, Chicago, IL, 60654
3.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
158 reviews
62 repeat clients
from
$55
per night

Melanie was great and very friendly with Wally. We got regular updates and pictures. It was only for a weekend but will definitely use her services again in the future.

Sitter Profile Image: Briana V.
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Sitter Profile Image: Briana V.
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10. Briana V.

Star Sitter
Always home, 24/7 attention & care!
South Lawndale, Chicago, IL, 60623
5.0 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
47 reviews
13 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.

Sitter Profile Image: Kyle H.
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Sitter Profile Image: Kyle H.
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11. Kyle H.

Rover 101
Over a decade of experience!
Hyde Park, Chicago, IL, 60615
3.0 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.

Sitter Profile Image: Andrew T.
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Sitter Profile Image: Andrew T.
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12. Andrew T.

Star Sitter
WFH Couple, Park Nearby
Lower West Side, Chicago, IL, 60608
3.3 mi. away
Boarding
5.0 out of 5 stars
102 reviews
43 repeat clients
from
$45
per night

Andrew and Ana took great care of my dog, Lulu, for her first overnight stay. Very pleased with the communication and care. We already booked her next stay! Thank you for making me feel comfortable having her stay with you.

Sitter Profile Image: Cameron H.
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Sitter Profile Image: Cameron H.
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13. Cameron H.

Elevated Cat Care & Dog Boarder
Near North Side, Chicago, IL, 60611
3.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
25 reviews
7 repeat clients
from
$55
per night

Cameron was amazing with Pixie! I could tell they were having fun, she took her to dog parks and on long walks. I appreciated all the updates and info. Cameron really cares about her pets, I look forward to booking her again bedside I know Pixie will be in great care!

Sitter Profile Image: Regan D.
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Sitter Profile Image: Regan D.
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14. Regan D.

Star Sitter
Your friendly neighborhood pet girl
Near North Side, Chicago, IL, 60654
4.0 mi. away
Boarding, Dog Walking
5.0 out of 5 stars
34 reviews
14 repeat clients
from
$45
per night

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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15. Jason M.

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

Jason walked our dog Tucker for 7+ years. He was awesome with him and always went above and beyond. Not to mention, he helped train him out of his leash reactiveness. I would trust Jason with any of my dogs.

Sitter Profile Image: Dion F.
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Sitter Profile Image: Dion F.
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16. Dion F.

Your baby’s favorite hotel 🐕🦴
Near West Side, Chicago, IL, 60661
3.5 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 :)

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 5 Years
Near South Side, Chicago, IL, 60616
1.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
41 reviews
17 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.

Sitter Profile Image: Sasha Z.
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Sitter Profile Image: Sasha Z.
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18. Sasha Z.

Trustworthy & Honest
Near North Side, Chicago, IL, 60563
4.6 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

Sitter Profile Image: Fatimah A.
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Sitter Profile Image: Fatimah A.
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19. Fatimah A.

Rover 101
Star Sitter
WFH caring & fun dog mom
Near West Side, Chicago, IL, 60612
4.5 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
194 reviews
73 repeat clients
from
$55
per night

Fatimah was amazing! It was my first time leaving Ajii, and for two weeks. Fatimah was very patient with all my questions and had put all my worries at ease with all the updates, pictures and videos of Ajii throughout his whole stay. Ajii had the time of his life too!

Sitter Profile Image: Daniel A.
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Sitter Profile Image: Daniel A.
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20. Daniel A.

All Dogs Are Perfect
Near West Side, Chicago, IL, 60607
3.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
13 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

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Dog owners in Douglas, Chicago, IL turn to dog sitters on Rover for their dog boarding needs. Over 7915 pet owners have reviewed dog sitters in Chicago, giving them an average rating of 4.9/5. Dog boarding can be affordable, no matter where you live or what your price range may be. Curious about how much dog boarding costs in Chicago with Rover.com? Check out our average dog boarding rates near you to get an idea before getting a conversation started with a dog sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

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 Douglas 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 Douglas, 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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