Dog Walking in Grand Boulevard, Chicago

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Loving dog walkers in your neighborhood

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Sitter Profile Image: Abi S.
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Sitter Profile Image: Abi S.
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1. Abi S.

Star Sitter
I’ll keep up with your pup!
Hyde Park, Chicago, IL, 60615
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
5.0 out of 5 stars
26 reviews
12 repeat clients
Profile image

No complaints! Still managed to get our dogs walked even with a broken finger! Loved the daily pics and updates. Was always on time. Would love to work with her again.

Availability updated today
Sitter Profile Image: Brittany W.
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Sitter Profile Image: Brittany W.
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2. Brittany W.

Attentive, patient & open-minded!
Near South Side, Chicago, IL, 60605
3.4 mi. away
Doggy Day Care, Dog Walking
from
$18
per walk
5.0 out of 5 stars
2 reviews
1 repeat client

Brittany has always had a love for dogs and it shows! I have two dogs, one over 90 lbs and another over 45 lbs and she gets along with them splendidly. Brittany has played with them and taken them out on walks in the past with no issue. I'm happy to trust her with my furry family members.

Availability updated over 1 year ago
Sitter Profile Image: Shawn D.
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Sitter Profile Image: Shawn D.
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3. Shawn D.

Dogs are the Best!
Near South Side, Chicago, IL, 60605
3.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per walk
5.0 out of 5 stars
24 reviews
11 repeat clients
Profile image

Shawn was very easy to work with. Was able to schedule a day of walk without issue. Shawn was very easy to communicate with prior to and during the walk. Will definitely consider Shawn in the future when we need services for Apollo!

Availability updated 29 days ago
Sitter Profile Image: Niko F.
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Sitter Profile Image: Niko F.
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4. Niko F.

Star Sitter
Ensuring your pets safety/happiness
Lower West Side, Chicago, IL, 60616
3.5 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per walk
5.0 out of 5 stars
80 reviews
31 repeat clients
Profile image

Niko has dropped in on our two cats and walked our puppy quite a few times now and they've been great experiences! It's nice to know that we don't have to stress about our pets' care when we book Niko. He's always on time and gives us thorough updates on the great care that he gives to our pets. 😸🐶

Availability updated today
Sitter Profile Image: Kristen K.
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Sitter Profile Image: Kristen K.
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5. Kristen K.

A daily dose of love for your pup!
Hyde Park, Chicago, IL, 60637
2.0 mi. away
Drop-In Visits, Dog Walking
from
$18
per walk
5.0 out of 5 stars
19 reviews
12 repeat clients
Profile image

Kristen was great! So caring with my pups and totally made me feel comfortable as a first-time user of Rover.

Availability updated 16 days ago
Sitter Profile Image: Maddison C.
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Sitter Profile Image: Maddison C.
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6. Maddison C.

I love dogs
Kenwood, Chicago, IL, 60615
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$10
per walk
5.0 out of 5 stars
2 reviews

Maddison is a amazing and absolutely incredible dog and cat sitter she loves dogs and cat interact with a cats she is very energetic and very caring about animals

Availability updated yesterday
Sitter Profile Image: Emma H.
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Sitter Profile Image: Emma H.
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7. Emma H.

Star Sitter
Future Dr. Emma, DVM ☺️
Chicago, IL, 60615
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$22
per walk
5.0 out of 5 stars
42 reviews
13 repeat clients
Profile image

Emma is truly fantastic. We love how much she genuinely cares for our dogs and enjoys spending time with them. Our pups instantly took to her and appear happy to see her. We've trusted her with both walks and overnight stays and she's been professional, timely, and responsive. She always sends pics and pertinent information, she keeps us in the loop about even small details. Emma really is the best!

Availability updated 25 days ago
Sitter Profile Image: Dee M.
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Sitter Profile Image: Dee M.
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8. Dee M.

Hyde Park Dog Lover
Grand Boulevard, Chicago, IL, 60653
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
5.0 out of 5 stars
4 reviews
1 repeat client

Dee is THE best doggie caretaker I’ve ever encountered! She truly loves dogs and is responsible and fun. My dog has a Fitbark so I can track her steps and I know she will get her exercise when she is with Dee. I cannot express enough how much I appreciate Dee & the genuine loving care she gives my little girl, Déjà. Highest recommendations from us!

Availability updated 6 days ago
Sitter Profile Image: Jabari R.
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Sitter Profile Image: Jabari R.
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9. Jabari R.

Former face to face fundraiser
Chicago, IL, 60615
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$16
per walk
5.0 out of 5 stars
8 reviews
2 repeat clients
Profile image

He was great with Bruno and food about communicating and being flexible with my schedule.

Availability updated yesterday
Sitter Profile Image: Samantha E.
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Sitter Profile Image: Samantha E.
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10. Samantha E.

RoverGO
Professional Pet Sitter & Pup Lover
chicago, IL, 60615
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
5.0 out of 5 stars
61 reviews
36 repeat clients
Profile image

Samantha was awesome and took great care of our puppy, Layla. Looking forward to having her help us for any dog walking needs in the future!

Availability updated 15 days ago
Sitter Profile Image: Elizabeth D.
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Sitter Profile Image: Elizabeth D.
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11. Elizabeth D.

Does your pet need a new friend?
Douglas, Chicago, IL, 60609
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per walk
5.0 out of 5 stars
26 reviews
6 repeat clients

Elizabeth has watched my cat several times. She is excellent and extremely knowledgeable about animal care, and her prices are great. I will always use her if she's available!

Availability updated 7 days ago
Sitter Profile Image: Roman H.
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Sitter Profile Image: Roman H.
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12. Roman H.

Animal Lover and Cat Owner
Kenwood, Chicago, IL, 60615
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per walk
5.0 out of 5 stars
4 reviews
Profile image

Saturn is nice and tired from that walk. Thanks!

Availability updated yesterday
Sitter Profile Image: Talla A.
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Sitter Profile Image: Talla A.
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13. Talla A.

I love spoiling dogs
Douglas, Chicago, IL, 60616
2.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per walk
5.0 out of 5 stars
24 reviews
8 repeat clients

Talla is an exceptional care taker for dogs. She took care of both my puppies several times and I will always be looking for her when I leave town without my puppies. So that I can leave it with her.

Availability updated 46 days ago
Sitter Profile Image: Jos G.
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Sitter Profile Image: Jos G.
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14. Jos G.

Compassionate care for your pet!
Hyde Park, Chicago, IL, 60615
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$18
per walk
3 reviews

Jos is the most caring person I know, especially when it comes to pets. She goes above and beyond for her pets by making sure they have plenty of toys to keep them entertained, that they get good exercise via walks (for dogs) and play. She loves her pets with her whole heart and is happy to cuddle them. Jos also feeds her pets timely and consistently and is extremely organized.

Availability updated 7 days ago
Sitter Profile Image: Carli S.
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Sitter Profile Image: Carli S.
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15. Carli S.

An experienced dog lover
Douglas, Chicago, IL, 60620
2.0 mi. away
Drop-In Visits, Dog Walking
from
$21
per walk
5.0 out of 5 stars
38 reviews
14 repeat clients
Profile image

Did amazing with my puppy and gave helpful tips based on their walk. Loved that she played games with my girl and she show cases her years of experience working with dogs! Highly recommend!

Availability updated 67 days ago
Sitter Profile Image: Heather T.
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Sitter Profile Image: Heather T.
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16. Heather T.

Specialized in senior pets!
Chicago, IL, 60616
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per walk
1 review

Heather has been an amazing sitter for my cat Blu. They get along so well! Heather is super friendly and always makes time to play with Blu. She makes sure Blu is fed and does regular check-ins throughout the day to see how she's doing while I'm away. It's a huge relief knowing Blu is in good hands when I travel. I highly recommend Heather if you're looking for a reliable and caring cat sitter.

Availability updated 19 days ago
Sitter Profile Image: Masheika S.
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Sitter Profile Image: Masheika S.
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17. Masheika S.

Rover 101
All around animal lover 💜🐾
Chicago, IL, 60653
0.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per walk
5.0 out of 5 stars
63 reviews
21 repeat clients

Masheika has been an incredible pet sitter, and I highly recommend her without reservation! I have a pet bunny who I rescued a year ago and was extra anxious and fearful because of past trauma. Bunnies are already anxious animals, but he was especially so. Masheika has watched him multiple times while I was out of town, and every time I have gotten back, he seems so content and well-adjusted. This is markedly different than when I have had a friend watch him, and he was jumpy and upset when I returned. Masheika has also texted to check in and has always gone above and beyond! She is gentle and kind and has a calming presence, and she can do wonders with any anxious pets, and I can not recommend her work enough!

Availability updated 12 days ago
Sitter Profile Image: Morgan P.
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Sitter Profile Image: Morgan P.
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18. Morgan P.

Who doesn't love a furry pal!!
Grand Boulevard, Chicago, IL, 60653
0.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$16
per walk
5.0 out of 5 stars
18 reviews
3 repeat clients
Profile image

Morgan does a great job with my pup. Very professional and my dog loves her.

Availability updated 26 days ago
Sitter Profile Image: Toni B.
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Sitter Profile Image: Toni B.
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19. Toni B.

There for your pet, there for you !
Chicago, IL, 60653
0.5 mi. away
Drop-In Visits, Dog Walking
from
$17
per walk
5.0 out of 5 stars
10 reviews
1 repeat client
Profile image

Toni was so easy to work with and professional from start to finish. Her communication style is thorough but to the point. This was my first time using Rover, so she easily guided me through the processes by asking me the necessary information. My initial communications with Toni put me more at ease with leaving my pup, and after our in-person meeting I no longer had concerns with leaving him for the day. I loved getting several photos and thorough reports of the walks. I’d definitely hire her again!!

Availability updated 50 days ago
Sitter Profile Image: Samira C.
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Sitter Profile Image: Samira C.
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20. Samira C.

Full time teacher and animal lover
Chicago, IL, 60653
0.1 mi. away
Drop-In Visits, Dog Walking
from
$22
per walk
5.0 out of 5 stars
15 reviews
5 repeat clients
Profile image

Samira was amazing with Harlem. She communicated effectively, followed all of my instructions and ensured that he was happy in general. I would highly recommend Samira to anyone looking for a thoughtful caretaker for their pup

Availability updated 46 days ago

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  2. 2. Meet & Greet

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  3. 3. Book & Pay

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Why Choose Rover?

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  • Reservation protection

    It doesn’t happen often, but if your dog walker has to cancel, we’ll work with you to find a new walker.

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