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
Star Sitter
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

Overall great experience. Sitter provided continuous updates with pictures and texts. Also, sitter sought clarity regarding feeding, toys, etc. before proceeding further with care for puppy. Great communication. Will definitely book sitter’s services again.

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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
Star Sitter
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 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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kyle H.
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Sitter Profile Image: Kyle H.
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3. 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
4 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: Makeba L.
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Sitter Profile Image: Makeba L.
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4. Makeba L.

Star Sitter
WFH, Tiny Tail Friends
Kenwood, Chicago, IL, 60615
0.9 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
14 reviews
11 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: Ann-Marie H.
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Sitter Profile Image: Ann-Marie H.
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5. 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
11 reviews
3 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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: MariaJose R.
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Sitter Profile Image: MariaJose R.
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6. 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
13 reviews
2 repeat clients
from
$40
per night

Maria did a very good job taking care of Bubba while I was out of town. I would recommend Maria she not only cares for your pet, but also shows compassion towards their individual needs.

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Sitter Profile Image: Ashley M.
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Sitter Profile Image: Ashley M.
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7. Ashley M.

Rover 101
Star Sitter
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
18 repeat clients
from
$52
per night

Ashley went above & beyond watching my dog, Pippa. She was so attentive, communicative, personable, and a joy to talk to. I would highly suggest her to watch your fur baby! Thank you Ashley!!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Andrew T.
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Sitter Profile Image: Andrew T.
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8. Andrew T.

Star Sitter
WFH Couple, Park Nearby
Lower West Side, Chicago, IL, 60608
4.3 mi. away
Boarding
5.0 out of 5 stars
102 reviews
43 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.

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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.

Star Sitter
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.

Star Sitter
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

I was thoroughly please with Ebonee' s skills as a dog sitter, because she went beyond my expectations. Having her as my pet's sitter allowed me to enjoy my week long vacation. Daily she sent photos, videos, and a description of my pet's day. I was impressed by her knowledge of my dog's behavior. I strongly believe my dog enjoyed his stay and he will visit again. She is very personable individual which is an added bonus. In addition, the she is beyond the 5-star rating. I felt confident and comfortable with Ebonee!!!! Thanks again Ebonee for caring for Luke?

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Willy J.
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Sitter Profile Image: Willy J.
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11. 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
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

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.

Star Sitter
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
47 reviews
12 repeat clients
from
$48
per night

Briana did a great job with my lil guy Maximum. She was attentive and patient with all his energy. This was my 2nd booking with Briana and I’m even more impressed than I was the 1st time. I’m so grateful for her.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jason M.
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Sitter Profile Image: Jason M.
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13. Jason M.

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

Jason has been my reliable walker and boarder for my two large dogs for going on ten years. I have trusted him fully to care for the dogs: walk them mindfully, safeguard them, and understand their behavior. He is also trustworthy with one's home, properly placing leashes where they belong and locking up securely. Based on my experience, I cn only highly recommend Jason.

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Sitter Profile Image: Courtney B.
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Sitter Profile Image: Courtney B.
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14. 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 has been consistently prompt in her communications and treated my Billie so well during her stay! Knowing that she had a playmate and was being kept in good care was a relief for me while I was out of town :)

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Sitter Profile Image: Katie M.
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Sitter Profile Image: Katie M.
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15. Katie M.

Star Sitter
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
161 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.

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Sitter Profile Image: Regan D.
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Sitter Profile Image: Regan D.
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16. Regan D.

Star Sitter
Your friendly neighborhood pet girl
Near North Side, Chicago, IL, 60654
5.5 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!

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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.

Star Sitter
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
235 reviews
85 repeat clients
from
$37
per night

Beverly was a fantastic and enthusiastic person to board my dog with. She met with us a few days before the boarding, so the drop off was seamless. Beverly had my dog for nine days and it was great. She gave frequent and funny updates via the app and shared pictures of my dog living her BEST LIFE from the care and the space that her home provided. My dog was in good hands and I can’t recommend Beverly enough.

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Sitter Profile Image: Rachel W.
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Sitter Profile Image: Rachel W.
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18. Rachel W.

Star Sitter
Dog Walker for 5 Years
Near South Side, Chicago, IL, 60616
2.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
41 reviews
16 repeat clients
from
$65
per night

This was our first time leaving our dog Penny with a sitter, so we were initially nervous about the entire process. Rachel was very communicative and flexible throughout, and totally alleviated our fears. She provided us with daily updates and photos, and Penny clearly loved her time there. Highly recommend and would definitely leave Penny with Rachel again when we need a sitter.

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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19. Tanisha & Darrius T.

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

When we meet Tanisha I knew she was special. Her interview was thorough and professional. Her credentials were obvious. I was only looking for an occassional sitter, and someone i could board Charley with during my vacation. The next couple of months proved that i had made the best decision ever in selecting Tanisha. We have had consistent daycare since January 2017 and i was so at ease boarding Charley for my 6 day vacation in April. I could not have found a more caring and competent person to care for my Charley. She is so committed to quality care. She provides frequent communications including pictures to keep you at ease with the stay. She notices things about Charley's behavior that I may have been curious about and offers training solutions. We will be with Tanisha as long as she will have us. Since Charley and Zuri are now bffs she can never get rid of us.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ashley B.
Verified Background Check
Sitter Profile Image: Ashley B.
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20. Ashley B.

Star Sitter
Open house for Pets
Hyde Park, Chicago, IL, 60615
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
76 reviews
38 repeat clients
from
$75
per night

I’m more thank pleased with care Ashley & family provided my beloved grandpuppy?. Her response time to any of my questions were immediate. She provided me with Chase interacting with her family. I would highly recommend her and I will definitely be a returning 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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