House Sitting in Grand Boulevard, Chicago

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Sitter Profile Image: Emily P.
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Sitter Profile Image: Emily P.
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1. Emily P.

Star Sitter
Love animals of all personalities
Chicago, IL
6.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
16 reviews
6 repeat clients
Profile image

Emily agreed to pet sit my two cats at my apartment with such short notice and over a holiday. She was beyond respectful and on top of things. She sent pictures and videos of my cats throughout my trip and made me feel totally fine leaving them with her. I was nervous to leave my cats over thanksgiving break and had never done rover before. I kept telling my parents how amazing I felt with Emily there! I will totally be calling her again.

Availability updated 7 days ago
Sitter Profile Image: Deven S.
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Sitter Profile Image: Deven S.
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2. Deven S.

Star Sitter
Nothing better than a happy dog! :)
Near West Side, Chicago, IL, 60608
3.8 mi. away
Boarding, House Sitting, Drop-In Visits
from
$50
per night
5 out of 5.0 stars
66 reviews
17 repeat clients
Profile image

Deven is fantastic! He gave me daily updates and photos. This really put me at ease because it was the first time I didn’t rely on my friends for more than 2 days. I felt at ease my dog was in good hands. Thanks Deven!

Availability updated 12 days ago
Sitter Profile Image: Alyssa G.
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Sitter Profile Image: Alyssa G.
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3. Alyssa G.

I'll be the best part of their day
Near South Side, Chicago, IL, 60616
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
12 reviews
3 repeat clients
Profile image

Alyssa was available for a last minute overnight, which was super appreciated. She made me feel comfortable that my dog was in good hands, and sent lots of cute pics. Will definitely ask Alyssa to watch my dog again in the future.

Availability updated 15 days ago
Sitter Profile Image: Jade T.
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Sitter Profile Image: Jade T.
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4. Jade T.

Highly experienced animal caregiver
Lower West Side, Chicago, IL, 60608
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
17 reviews
2 repeat clients
Profile image

Jade was an excellent dog sitter! She was incredibly nice, punctual, and showed genuine care for my dog. I felt completely at ease knowing my pet was in such loving hands. Highly recommend her services!

Availability updated 3 days ago
Sitter Profile Image: Shakira C.
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Sitter Profile Image: Shakira C.
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5. Shakira C.

RoverGO
Rover 101
Your Pup is My Pup
South Shore, Chicago, IL, 60649
4.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
42 reviews
7 repeat clients
Profile image

Shakira was absolutely amazing, not only did she take great care of my lil fur baby but she sent plenty of photos and her communication was great. I will hopefully use Shakira anytime I need a sitter. If your thinking about booking Shakira as a sitter DO IT !!!!!

Availability updated 58 days ago
Sitter Profile Image: Emily N.
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Sitter Profile Image: Emily N.
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6. Emily N.

Star Sitter
Experience with multiple sized dogs
Chicago, IL, 60605
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
173 reviews
49 repeat clients
Profile image

Emily was great with our dog watching him for 4 nights in our home. She came over the week before and was very thorough with questions regarding care for our dog. She was super communicative and sent lots of photos while we were gone!! Would highly recommend!

Availability updated 12 days ago
Sitter Profile Image: Nicole R.
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Sitter Profile Image: Nicole R.
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7. Nicole R.

Star Sitter
Lovable reliable & trustworthy!
Bridgeport, Chicago, IL, 60616
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
16 reviews
8 repeat clients
Profile image

Nicole was wonderful! She messaged me everyday on how my dog and cat were doing with pictures or videos. She stayed for like 10 days in our home with them so we are very grateful!

Availability updated today
Sitter Profile Image: Elizabeth D.
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Sitter Profile Image: Elizabeth D.
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8. 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
$45
per night
5 out of 5.0 stars
29 reviews
7 repeat clients
Profile image

Elizabeth was so great! We were able to meet before the house sitting and went over the specifics of my dog. She gave me daily updates and let me know he was doing well which I really appreciated!! I would definitely book again ?

Availability updated 10 days ago
Sitter Profile Image: Connie C.
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Sitter Profile Image: Connie C.
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9. Connie C.

Star Sitter
Responsible, attentive animal lover
Chicago, IL, 60616
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
13 reviews
4 repeat clients
Profile image

Connie was communicative and easily bonded with our dogs! She also sent pictures of them! I felt comfortable leaving my dogs with her and knew they were in good hands. Thank you for taking care of our dogs! Came back to happy puppies!

Availability updated yesterday
Sitter Profile Image: Emily L.
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Sitter Profile Image: Emily L.
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10. Emily L.

Rover 101
Pet passionate care😊🫶
Chicago, IL, 60616
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
20 reviews
1 repeat client
Profile image

Emily was terrific. She arrived promptly, communicated well, sent us photos and updates about our pup, and was patient with our dog, who takes some time to get used to new people. Highly recommended.

Availability updated today
Confirmed availability for Easter Weekend
Sitter Profile Image: Montserrat J.
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Sitter Profile Image: Montserrat J.
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11. Montserrat J.

Star Sitter
9 years of experience with pets
Brighton Park, Chicago, IL, 60632
4.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
16 reviews
6 repeat clients
Profile image

Montserrat was GREAT! She agreed to come over a few days before our booking to meet our squad, which we really appreciated. During her stay, she sent us many updates with tons of pictures! This was our first time using Roover and we were nervous but she quickly made us feel very comfortable about leaving. I would highly recommend asking Montse to watch your fur babies! I will definitely rebook with Montse for our next vacation.

Availability updated today
Sitter Profile Image: Brianna S.
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Sitter Profile Image: Brianna S.
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12. Brianna S.

Lover of All Things Furry!
McKinley Park, Chicago, IL, 60609
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
19 reviews
7 repeat clients
Profile image

Brianna was great to work with. She watched our home, our dogs, and our cat...we could not have asked for a better experience. She is incredibly responsive, kind, and an absolute pleasure to work with. Thank you Brianna for taking such great care of our furry family.

Availability updated 5 days ago
Confirmed availability for Easter Weekend
Sitter Profile Image: Abi S.
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Sitter Profile Image: Abi S.
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13. 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
$60
per night
5 out of 5.0 stars
46 reviews
13 repeat clients
Profile image

Abi did a wonderful job - dogs and house were in great shape when we returned. Looking forward to having her stay again soon!

Availability updated 25 days ago
Sitter Profile Image: Malayna M.
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Sitter Profile Image: Malayna M.
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14. Malayna M.

Attentive, Active, and Kind!
Chicago, IL, 60616
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
25 reviews
6 repeat clients
Profile image

Malayna was so great with both of our dogs. She sent updates often which we really appreciated. We even came back to a spotless house, which was above and beyond. We’ll definitely be booking with Malayna again.

Availability updated 12 days ago
Sitter Profile Image: Margo K.
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Sitter Profile Image: Margo K.
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15. Margo K.

Animal lover living in Bridgeport!
Bridgeport, Chicago, IL, 60608
2.8 mi. away
House Sitting, Drop-In Visits
from
$32
per night
5 out of 4.5 stars
10 reviews
2 repeat clients
Profile image

Margo did a great job. She was flexible and responsive. She sent lots of pictures and updates of our cats. We returned home after a week-long vacation and the house was in excellent shape. I will definitely use her for house-sitting and drop-in services in the future.

Availability updated 77 days ago
Sitter Profile Image: Daniel K.
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Sitter Profile Image: Daniel K.
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16. Daniel K.

Pet Care Professional at a Discount
Chicago, IL, 60615
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
11 reviews
2 repeat clients
Profile image

Daniel is a prompt communicator, which is great. He took care to put my dog’s booties on when it got really hot outside for walks. I received photos when requested.

Availability updated 12 days ago
Sitter Profile Image: Phaedra H.
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Sitter Profile Image: Phaedra H.
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17. Phaedra H.

Tail waggin’ good walks/petsitting!
Hyde Park, Chicago, IL, 60615
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5 reviews
1 repeat client

Over the last four years, Phaedra has taken care of our dog Bela many, many times. Bela is loving towards humans but terrified of dogs. When Phaedra met Bela, Phaedra listened carefully to our guidance regarding walking with Bela, asked thoughtful questions, and then quickly established a trusting relationship with Bela (and with us!) Phaedra is incredibly responsible, she always shows Bela utmost care, and she is completely trustworthy. Any dog or cat would be genuinely lucky to have Phaedra as a caregiver in any capacity!

Availability updated 55 days ago
Sitter Profile Image: Samantha E.
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Sitter Profile Image: Samantha E.
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18. Samantha E.

RoverGO
Star Sitter
Professional Pet Sitter & Pup Lover
Hyde Park, chicago, IL, 60615
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 5.0 stars
81 reviews
45 repeat clients
Profile image

Sam did an amazing job watching my dog Josie. Josie is blind and requires help getting around and she can be a little stubborn. Sam was very patient with her and made sure she was very well taken care of. I will definitely book Sam again in the future.

Availability updated 2 days ago
Sitter Profile Image: Liz W.
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Sitter Profile Image: Liz W.
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19. Liz W.

Active Pet Sitter, Grad Student
Chicago, IL, 60615
1.2 mi. away
House Sitting, Drop-In Visits
from
$35
per night
5 out of 5.0 stars
26 reviews
4 repeat clients
Profile image

Liz was amazing with Roarie! She made sure she took her meds and also spent lots of quality time playing with her and making her feel loved while I was away.

Availability updated 21 days ago
Sitter Profile Image: Katherine B.
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Sitter Profile Image: Katherine B.
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20. Katherine B.

🐶Who's a good dog? Trick question!
Grand Boulevard, Chicago, IL, 60615
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$80
per night
5 out of 5.0 stars
70 reviews
22 repeat clients
Profile image

Simply amazing. We recieved many updates, and came home to a happy and healthy dog and apartment in great condition. Would happily recommend have watch our dog again.

Availability updated 84 days ago

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