Dog Boarding in Grand Boulevard, 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
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Sitter Profile Image: E K.
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Sitter Profile Image: E K.
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1. E K.

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

Elizabeth and her family were amazing with Penny! I got plenty of photos and updates and Elizabeth even sent us home with some dental treats. I would trust Elizabeth with Penny again without a doubt.

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

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

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.

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Sitter Profile Image: Courtney B.
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Sitter Profile Image: Courtney B.
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3. Courtney B.

Your Dog's Favorite Sitter
Grand Boulevard, CHICAGO, IL, 60653
0.2 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
17 reviews
5 repeat clients
from
$39
per night

Courtney was just wonderful! We left over the holidays and she kept up great communication with updates and lots of photos. She followed all our instructions to a tee and our boy was all smiles when we picked him up. Definitely recommend a stay with Courtney, she's the best!

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Sitter Profile Image: Xue G.
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Sitter Profile Image: Xue G.
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4. Xue G.

Pawsitively Reliable Pet Sitter!
Near South Side, Chicago, IL, 60605
3.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
21 reviews
7 repeat clients
from
$60
per night

Absolutely amazing host! We found Xue the last minute to take care of our labradoodle. Xue truly loves animals and our dog had a great time with her. Xue sent daily updates to us and we can see that our dog really enjoyed her time with Xue as Xue played with her and brought her to the dog park, which our previous hosts on Rover did not do. After we came back, our dog is happy as always. We are glad that Xue brought us back to Rover. Highly recommended!

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Sitter Profile Image: Ashley M.
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Sitter Profile Image: Ashley M.
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5. Ashley M.

Rover 101
WFH, pet loving, porch, parks!
Lower West Side, Chicago, IL, 60608
3.7 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
43 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!

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Sitter Profile Image: Andrew T.
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Sitter Profile Image: Andrew T.
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6. Andrew T.

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

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!

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Sitter Profile Image: Makeba L.
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Sitter Profile Image: Makeba L.
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7. Makeba L.

WFH, Tiny Tail Friends
Kenwood, Chicago, IL, 60615
0.9 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
13 reviews
10 repeat clients
from
$47
per night

Makeba was amazing! I had to book for boarding SO last minute because of a sitter cancellation but she was very accommodating with schedules and pet care and was also very quick in responding and had awesome communication. She was able to take my dog out on frequent walks and pee breaks and always sent me pictures to update on how he was doing which made me feel reassured he's having a good time. My dog loved staying with her, I would recommend to family and friends.

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Sitter Profile Image: Gillian K.
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Sitter Profile Image: Gillian K.
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8. Gillian K.

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

Walter LOVED being with Gillian and Dillon. They took amazing care of him and were amazing updates though out the whole time I was gone. Walter came back happy, healthy and tired!!! We can’t wait to go back!

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Sitter Profile Image: Yanely O.
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Sitter Profile Image: Yanely O.
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9. Yanely O.

All animals are equal!
Bridgeport, Chicago, IL, 60608
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
4 repeat clients
from
$50
per night

She took very good care of my dogs, and they seem to enjoy themselves. She was very accommodating and helpful.

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Sitter Profile Image: Kyle H.
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Sitter Profile Image: Kyle H.
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10. Kyle H.

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

Kyle and Ben were great! Our dog loves them and seems to have had a great time with their dogs and cats. Kyle and Ben board many dogs in our neighborhood and everyone has great things to say about them. It was relief to know our dog was in a home environment with nice, trustworthy people.

Sitter Profile Image: Ebonee A.
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Sitter Profile Image: Ebonee A.
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11. Ebonee A.

12 + years of Vet-Tech experience!
Hyde Park, Chicago, IL, 60615
2.1 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
30 reviews
14 repeat clients
from
$50
per night

Sparky had a great stay with Ebonee. He got a lot of walks and seemed to feel right at home. Ebonee took a lot of pictures for us, which made us feel comfortable. Would definitely recommend Ebonee and would use her again.

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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
4.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
101 reviews
61 repeat clients
from
$45
per night

Jennifer is great! Very convenient to book, even last minute. Fast response times and plenty of pictures and videos throughout the stay. Daisy always looks like she's having a great time. Highly recommend!

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Sitter Profile Image: Briana V.
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Sitter Profile Image: Briana V.
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13. Briana V.

Always home, 24/7 attention & care!
South Lawndale, Chicago, IL, 60623
5.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
46 reviews
11 repeat clients
from
$48
per night

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.

Sitter Profile Image: Viola R.
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Sitter Profile Image: Viola R.
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14. Viola R.

A dogs best friend
Hyde Park, Chicago, IL, 60615
1.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
4 repeat clients
from
$30
per night

Viola did a fantastic job on taking care of my Zoë. She sent updates and pictures of everything that she had been doing for Zoë. I saw how comfortable she made Zoë feel being in her care. I will definitely have Viola to take care of Zoë again whenever Viola is available.

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Sitter Profile Image: Willy J.
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Sitter Profile Image: Willy J.
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15. Willy J.

Reliable Dog Lover at your Service
Douglas, Chicago, IL, 60653
1.0 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
16 reviews
3 repeat clients
from
$46
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

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

Pet Auntie Extraordinaire
Near South Side, Chicago, IL, 60605
3.4 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
2 repeat clients
from
$50
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.

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Sitter Profile Image: Katie M.
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Sitter Profile Image: Katie M.
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17. Katie M.

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

I felt super comfortable leaving Kira with Katie and Java for a weekend trip. She was really responsive and sent pictures of the doggos having a great time together. Kira came back to me relaxed and tired from a great weekend. I'll definitely book her again for future trips.

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Sitter Profile Image: Regan D.
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Sitter Profile Image: Regan D.
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18. Regan D.

Your friendly neighborhood pet girl
Near North Side, Chicago, IL, 60654
5.5 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
34 reviews
13 repeat clients
from
$45
per night

I had a sudden need to board Ozzie for 4 days and feel very lucky and grateful to have found Regan. Regan was attentive to Ozzie's needs, exceptionally responsive and great with sharing frequent updates including photos. I can confidently say that Regan is amount the best sitters I've encountered through Rover. Thank you, Regan!

Sitter Profile Image: Marissa W.
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Sitter Profile Image: Marissa W.
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19. Marissa W.

Loving Mamabear
Bridgeport, Chicago, IL, 60608
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
20 reviews
5 repeat clients
from
$45
per night

Marissa took great care of my husky! I highly recommend her! My husky loved her so much. She took lots of pictures and video to make me feel at ease. Marissa took my husky on many walks and let my husky feel at home. She even bought her a toy which I thought was so generous. Thank you so much Marissa I will be a returning customer!

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Sitter Profile Image: Rachel W.
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Sitter Profile Image: Rachel W.
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20. Rachel W.

Dog Walker for 5 Years
Near South Side, Chicago, IL, 60616
2.9 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

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!

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Dog lovers in Grand Boulevard, Chicago, IL love dog sitters on Rover.com. Over 7915 pet owners have reviewed dog sitters on Rover in Chicago, giving them an average rating of 4.9/5 stars. No matter what your price range is, you might be surprised to learn how affordable dog boarding in Chicago can be when you book with Rover. Wondering how much it might cost to book dog boarding? Check out our average dog boarding rates to get an idea before contacting a dog sitter near you.

Rover.com is the simple, savvy way to find and book Grand Boulevard dog 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 premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter in Grand Boulevard, Chicago, IL has the option to complete a free 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 the more than 75,000 sitters who've listed their services on Rover. When you book Grand Boulevard dog boarding on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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