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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House Sitting
Drop-In Visits
Doggy Day Care
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Confirmed availability: Memorial Day Weekend
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
106 repeat clients
from
$45
per night

Liz and her family were so good to Tyson. He loved staying there, and they really welcomed him into their family. He's the kind of dog who thrives off of attention and love, and they gave him plenty of both. I also got great updates and pictures which really made me feel like he was in good hands. I will definitely book with them again, if possible!

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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 Cookie and went above and beyond to keep her happy while we were gone for 10 days! She got her food, treats and even a new coat! We will definitely board Cookie with Tania again and highly recommend her as a dog sitter!

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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
5.0 out of 5 stars
17 reviews
5 repeat clients
from
$39
per night

Courtney was great with my pup Grayson! I appreciated the pics and updates, which put my mind at ease while I was away for a weekend trip. I definitely look forward to booking again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ashley M.
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Sitter Profile Image: Ashley M.
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4. 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
44 reviews
19 repeat clients
from
$52
per night

Ashley was a wonderful host for Beck. She was super responsive, friendly, and professional. She kept us updated throughout his stay and provided pics as well. We felt very comfortable leaving Beck in her care. Will definitely plan to book again.

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.

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

Andrew and Ana took amazing care of our pup Bruno. They helped with administering medication as he got injured before our visit. They sent updates with pictures, videos, and texts and were very communicative throughout his stay. We felt very comfortable leaving our fur baby in their care.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Makeba L.
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Sitter Profile Image: Makeba L.
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6. 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

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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: MariaJose R.
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Sitter Profile Image: MariaJose R.
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7. MariaJose R.

Law student who loves all pups!
Washington Park, Chicago, IL, 60623
1.1 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
12 reviews
1 repeat client
from
$40
per night

All I can say is WOW!! This is my first time having a dog in decades. I recently adopted a beautiful, loving American Pit Terrier from the Anti Cruelty Society in Chicago. At the last minute, I needed to travel and needed a boarder asap. Thank goodness for Rover and most importantly, MariaJose! The scheduling was seamless. When I dropped my Day-Z off to the care of MariaJose I was relieved by her additional questions, genuine concern and kindness for my dog. The daily photos, videos and check- ins, were the icing on the cake. MariaJose has a TRUE love for our furry friends. Thank you MariaJose, you're AWESOME!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jennifer N.
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Sitter Profile Image: Jennifer N.
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8. 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
105 reviews
62 repeat clients
from
$50
per night

My pups were so well taken care of with Jennifer. Jennifer was attentive and communicative - she sent lots of pictures and videos for my dogs’ weekend stay. Such a wonderful experience and I would recommend Jennifer to anybody!

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Sitter Profile Image: Gillian K.
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Sitter Profile Image: Gillian K.
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9. 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

I was very anxious to leave my pup but they put my worries to rest providing regular updates and pictures, very responsive, made sure my pup was comfortable and cared for while I was away. My pup can be a very picky eater and they went out of their way to make sure she was eating. Thankful for their care and would book with them again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ebonee A.
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Sitter Profile Image: Ebonee A.
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10. 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

My puppy (Beau) had an amazing time with Ebonee. She was very communicative and sent pictures/videos daily. He seemed to be really calm and happy during his stay with Ebonee. ?

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
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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Briana V.
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Sitter Profile Image: Briana V.
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12. 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
12 repeat clients
from
$48
per night

Briana has sat for my dog Kodi a couple times and she is an excellent sitter. She always sends me updates and pictures throughout his stay and he always comes back home happy, healthy and full of energy. I can count on Briana to stick to his feeding and walking schedule as instructed. Kodi looks forward to visiting with Briana and her 2 dogs again in the near future. Thanks again Briana!

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Sitter Profile Image: Ann-Marie H.
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Sitter Profile Image: Ann-Marie H.
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13. 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 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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Rachel W.
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Sitter Profile Image: Rachel W.
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14. 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

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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ra'eesa S.
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Sitter Profile Image: Ra'eesa S.
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15. Ra'eesa S.

Extraordinary pet care! :)
Woodlawn, Chicago, IL, 60637
2.8 mi. away
Boarding
5.0 out of 5 stars
18 reviews
6 repeat clients
from
$45
per night

Ra’eesa was an amazing sitter for our pup. She was attentive and sent pictures and updates while we were gone. Thank you Ra’eesa for taking good care of Clue while we were away!

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Sitter Profile Image: Katie M.
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Sitter Profile Image: Katie M.
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16. 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
158 reviews
54 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.

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Sitter Profile Image: Beverly B.
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Sitter Profile Image: Beverly B.
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17. Beverly B.

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

What this being my first time leaving Remy alone I was terrified. Beverly immediately cleared my fears! She was fantastic with Remy and great with her communication to me! I received pictures with updates and any assistance needed to make Remy's stay the complete! I couldn't wish for a better sitter for my baby, found my go to person!

Sitter Profile Image: Andrew W.
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Sitter Profile Image: Andrew W.
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18. Andrew W.

Rover 101
Devoted Dog Sitter to Furry Friends
Bridgeport, Chicago, IL, 60608
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
39 reviews
8 repeat clients
from
$45
per night

Andrew was great at keeping our hyper and anxious lab mix. He sent picks and updates multiple times of the day. This was the first time we had picked her up from a sitter where she was calm and not skittish. We will definitely book Andrew for our future needs.

Sitter Profile Image: Willy J.
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Sitter Profile Image: Willy J.
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19. 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: Dion F.
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Sitter Profile Image: Dion F.
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20. Dion F.

Your baby’s favorite hotel 🐕🦴
Near West Side, Chicago, IL, 60661
4.9 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 :)

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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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