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Sitter Profile Image: Emily S.
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Sitter Profile Image: Emily S.
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1. Emily S.

WFH Pup Lover
Near West Side, Chicago, IL, 60607
1.9 mi. away
from
$45
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
Profile image

Emily was so wonderful with my 5 y/o lab mix! She was super easy to communicate with, and Frankie loved staying with her - she didn't want to leave. We'll definitely be asking Emily to watch Frankie again soon.

Availability updated 9 days ago
Sitter Profile Image: Hayden W.
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Sitter Profile Image: Hayden W.
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2. Hayden W.

Cozy care for your dog 🩷 🐾
Near North Side, Chicago, IL, 60610
0.3 mi. away
from
$55
per night
5.0 out of 5 stars
9 reviews
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Hayden was amazing. Iris had an amazing weekend with her and went on many walks and play dates. She sent lots of pics and updates. I can tell Hayden is a real dog lover and treated my dog with the utmost care and affection, as if she was her own. We can’t wait to book another stay with Hayden.

Availability updated today
Sitter Profile Image: Melanie S.
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Sitter Profile Image: Melanie S.
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3. Melanie S.

Star Sitter
Experienced Dog Owner and Dog Lover
Near North Side, Chicago, IL, 60654
0.6 mi. away
from
$55
per night
5.0 out of 5 stars
198 reviews
71 repeat clients
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Mel is wonderful! She took great care of Ollie and sent regular updates. I felt like I was sending my dog on a pampered vacation when I dropped her off with Mel.

Availability updated today
Sitter Profile Image: Anjana & Harsh N.
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Sitter Profile Image: Anjana & Harsh N.
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4. Anjana & Harsh N.

Fetch-tastic Fun: Your Dog's Vacay!
Near West Side, Chicago, IL, 60607
1.6 mi. away
from
$50
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
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Anjana and Harsh were so great with Rebel. We had a couple of meet and greets before the first stay. I could tell they really are just lovely dog people. They kept me updated every moment of Rebel’s stay and sent such cute photos. I felt very comfortable with them and will def use them for a future booking. ⭐️⭐️⭐️⭐️⭐️

Availability updated 21 days ago
Sitter Profile Image: Katie M.
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Sitter Profile Image: Katie M.
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5. Katie M.

Star Sitter
Long time animal lover
Near North Side, Chicago, IL, 60610
0.7 mi. away
from
$50
per night
5.0 out of 5 stars
243 reviews
74 repeat clients
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Katie was phenomenal. She provided excellent care to our poodle. She was extremely responsive over text. Our dog came back very happy and tired from all the excitement she had while staying with Katie. Would happily book again.

Availability updated today
Sitter Profile Image: John & Ryan K.
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Sitter Profile Image: John & Ryan K.
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6. John & Ryan K.

Star Sitter
Active and caring dog dads
Lake View, Chicago, IL, 60657
3.2 mi. away
from
$60
per night
5.0 out of 5 stars
25 reviews
6 repeat clients
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John and Ryan were great caretakers for my very old and needy pup. They managed medications for her, in addition to everything else one normally does for our furry friends. Somehow, they even had her snuggling with their big beautiful dog - something my rather aloof and demanding girl has never done before! Their care and surroundings must be absolutely magical! Thank you so much!!

Availability updated 17 days ago
Sitter Profile Image: Corina T.
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Sitter Profile Image: Corina T.
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7. Corina T.

Rover 101
Star Sitter
Running & Loving fur Paws!
Lake View, Chicago, IL, 60657
2.6 mi. away
from
$45
per night
5.0 out of 5 stars
242 reviews
106 repeat clients
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Corina was amazing! She was sending updates every day without fail with lots of videos! My little Archie is so tired from all the fun he had! I really loved that he got tons of park time and he got to play with other dogs!! 10/10 would recommend!

Availability updated 7 days ago
Sitter Profile Image: Haley B.
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Sitter Profile Image: Haley B.
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8. Haley B.

Trusted, loving care for your dog
Near North Side, Chicago, IL, 60610
0.6 mi. away
from
$50
per night
5.0 out of 5 stars
11 reviews
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Haley was amazing! She was very communicative and sent PLENTY of pics and updates of my Violette. HIGHLY recommend booking her.

Availability updated 5 days ago
Sitter Profile Image: Charlotte D.
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Sitter Profile Image: Charlotte D.
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9. Charlotte D.

Star Sitter
Recent grad who adores dogs!!
Near West Side, chicago, IL, 60661
0.9 mi. away
from
$47
per night
5.0 out of 5 stars
52 reviews
11 repeat clients
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Charlotte, I loved, being able to count on you once again! I really like her and I always feel very comfortable when Lucy is with her. Thank you again, always for sending photos and messages. Thank you

Availability updated 2 days ago
Sitter Profile Image: Stefany & Cameron G.
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Sitter Profile Image: Stefany & Cameron G.
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10. Stefany & Cameron G.

Star Sitter
Pawsitively perfect care with love
West Town, Chicago, IL, 60622
1.9 mi. away
from
$55
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
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Stefany and Cameron took exceptional care of my baby, Roo! They’re some of the best Rover hosts I’ve ever worked with — so communicative and took noticeably extra care of her, even sharing their dog Miel’s treats and paw ointment. They were so attentive and were also able to accommodate a last minute booking. I’m so lucky to have found them and hope to book with them again in the future. 100% recommend them to anyone! Also, their dog Miel is very sweet. Roo is anxious / shy around other dogs but they were playing like sisters by the end of the weekend 🥹 top quality care!

Availability updated today
Sitter Profile Image: Ashley M.
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Sitter Profile Image: Ashley M.
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11. Ashley M.

Rover 101
Star Sitter
WFH, pet loving, porch, parks!
Lower West Side, Chicago, IL, 60608
3.1 mi. away
from
$52
per night
5.0 out of 5 stars
74 reviews
25 repeat clients
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Ashley and her daughter were wonderful! Very communicative and they took great care of my baby. Very much a relief knowing he was in their hands. I will be using them again!

Availability updated today
Sitter Profile Image: Yahret O.
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Sitter Profile Image: Yahret O.
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12. Yahret O.

Star Sitter
Your fur baby needs thier steps?
Logan Square, Chicago, IL, 60647
2.9 mi. away
from
$45
per night
5.0 out of 5 stars
59 reviews
24 repeat clients
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Seriously incredible! Yahret set the sweetest updates of her entire family loving Luna so much. I can’t tell you how nice it was to know she was in such amazing care. Can’t wait to book again!

Availability updated yesterday
Sitter Profile Image: Beth C.
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Sitter Profile Image: Beth C.
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13. Beth C.

Dogs love vacation too 💛
West Town, Chicago, IL, 60622
2.0 mi. away
from
$60
per night
5.0 out of 5 stars
21 reviews
10 repeat clients
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Beth was amazing! She sent us lots of photos and videos of our pup looking very happy and tired after days in the park with Beth's dog, Kevin. We look forward to using Beth to board Korra again.

Availability updated 2 days ago
Sitter Profile Image: Lindsay B.
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Sitter Profile Image: Lindsay B.
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14. Lindsay B.

Star Sitter
Dog lover/enthusiast of all breeds!
West Town, Chicago, IL, 60642
1.9 mi. away
from
$50
per night
5.0 out of 5 stars
13 reviews
3 repeat clients
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Lindsay was awesome and I would absolutely recommend her. She was a great communicator from the start when making arrangements to providing great updates throughout my dog’s stay. It was very comforting to know that my dog was in good hands!

Availability updated 3 days ago
Sitter Profile Image: Christina L.
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Sitter Profile Image: Christina L.
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15. Christina L.

Star Sitter
Your pet’s home away from home!
West Town, Chicago, IL, 60622
1.7 mi. away
from
$50
per night
5.0 out of 5 stars
24 reviews
7 repeat clients
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Christina was phenomenal! She gave regular updates and checked in when Lola had an upset stomach, but what says it all is how comfortable and relaxed Lola was when I picked her up! You can just tell when your pup is in good hands, you know? We will definitely use Christina again!

Availability updated 5 days ago
Sitter Profile Image: Laura M.
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Sitter Profile Image: Laura M.
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16. Laura M.

Rover 101
Star Sitter
Your Trustworthy Sitter.
West Town, Chicago, IL, 60622
3.1 mi. away
from
$45
per night
5.0 out of 5 stars
130 reviews
59 repeat clients
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Laura looked after our 10 year old shih tzu, Lloyd, for a week and was great!! She took great care of him, and kept us updated with photos and texts. She is super sweet, and I heartily recommend her. Thanks, Laura!

Availability updated 7 days ago
Sitter Profile Image: Ruben M.
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Sitter Profile Image: Ruben M.
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17. Ruben M.

Star Sitter
Loving care when you're not there.
Humboldt Park, Chicago, IL, 60651
5.0 mi. away
from
$50
per night
5.0 out of 5 stars
153 reviews
62 repeat clients
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Ruben is great with our dog. Whenever we need a dog sitter, we are always comfortable with leaving Kodak with Ruben. He takes very good care of our furry animal. Kodak is always excited to see Ruben and have play dates with the other dogs.

Availability updated today
Sitter Profile Image: Chad P.
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Sitter Profile Image: Chad P.
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18. Chad P.

Star Sitter
Ill CARE 4 YOUR PET LIKE ITS MY OWN
Lincoln Park, Chicago, IL, 60614
2.8 mi. away
from
$35
per night
5.0 out of 5 stars
12 reviews
3 repeat clients
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Chad and his wife were amazing. He was super communicative and sent lots of fun videos and pictures. He was truly excited to watch my dogs and it showed in the care he gave them. He was super flexible too, I accidentally booked the stay for one less day than I needed and he was more than happy to book the extra day with me. I’ll use Chad again for sure!

Availability updated today
Sitter Profile Image: Chas K.
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Sitter Profile Image: Chas K.
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19. Chas K.

Star Sitter
DOG'S BEST FRIEND -WEEK-DAY SITTING
Lincoln Park, Chicago, IL, 60614
2.1 mi. away
from
$50
per night
5.0 out of 5 stars
100 reviews
52 repeat clients
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Chas was a really thoughtful host for my high energy Australian cattle dog. He asked good questions about her care, sent daily updates, and was overall very approachable, friendly, and professional. I'll definitely be recruiting his help again in the future.

Availability updated 2 days ago
Sitter Profile Image: Gus M.
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Sitter Profile Image: Gus M.
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20. Gus M.

Walking, hiking, and dog lover
Lake View, Chicago, IL, 60657
3.2 mi. away
from
$50
per night
5.0 out of 5 stars
28 reviews
7 repeat clients
Profile image

Gus was great with our older dog Lucy and we cannot recommend him enough. We were nervous about finding a new dog sitter, especially when we were going to be out of the country, but felt good about Gus right away - it was very clear that he cared. He was super responsive all throughout the process from setting up a meet and greet to keeping us updated while we were on our trip. Lucy seemed well cared for the entire time and came home happy. We will definitely book with Gus again.

Availability updated 7 days ago

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