House Sitting in Englewood, Chicago

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Sitter Profile Image: Jayden Phoenix (They/Them) P.
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Sitter Profile Image: Jayden Phoenix (They/Them) P.
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1. Jayden Phoenix (They/Them) P.

Star Sitter
Reliable & Inclusive 💛💜🤍🖤
Chicago, IL, 60619
3.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
46 reviews
14 repeat clients
Profile image

Jayden was amazing with our two dogs Lola and Phyllis while on a week long trip. Their communication was great, sent great pictures, and updates, and took care of our house during a week of snow. They shoveled and salted even. Jayden was accommodating to a flight delay as well. Our dogs seemed happy and well taken care of when we got home. Highly recommend Jayden. We will use them again!!

Availability updated today
Sitter Profile Image: Malcomn F.
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Sitter Profile Image: Malcomn F.
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2. Malcomn F.

Star Sitter
Kind, professional, one of the best
Washington Park, Chicago, IL, 60651
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 4.9 stars
33 reviews
14 repeat clients
Profile image

Malcolmn was amazing and made my trip so peaceful. He sent many pictures a day with detailed notes on their day. I really appreciate the job he’s done

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Alexa B.
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Sitter Profile Image: Alexa B.
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3. Alexa B.

200ccs of love and affection = me
Chatham, Chicago, IL, 60619
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
5 reviews
2 repeat clients
Profile image

Alexa did a wonderful job taking care of our dog in our home over a long holiday weekend. She was communicative, made sure Beau got his walks and play time, left our home clean and our dog happy. She followed our instructions on everything and asked questions when she wasn’t sure about something. We hope our dog wasn’t too crazy for her, but we would gladly welcome her back! So grateful we found Alexa.

Availability updated today
Sitter Profile Image: Shakira C.
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Sitter Profile Image: Shakira C.
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4. Shakira C.

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

This is the second time I’ve asked Shakira to watch my Doberman, Laila and could not be more pleased. My dog can be super energetic and Shakira does a great job with her. I’ve even received compliments from my neighbors of how good she is when I’m away. Shakira is very responsive , detail oriented and sends daily updates and photos. HIGHLY recommend!

Availability updated 18 days ago
Sitter Profile Image: Nicole R.
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Sitter Profile Image: Nicole R.
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5. Nicole R.

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

This our first time hiring someone to take care of our dogs, usually we leave them with family. This time the entire family was on a trip so we opted for Rover and feel very blessed to have found Nicole. Nicole is very detail-oriented, communicated perfectly and even sent videos twice a day. We decided to leave the dogs at home instead of sending them to an unknown environment. And she not only walked them. She sat with them and gave them attention. This all became very crucial because it was very hard for me to leave my dogs this time around. One of my dogs had a bit of an eye irritation and she did a great job keeping track of his progress and keeping me updated. We are very grateful for Nicole and will definitely ask for her services again in the future.

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Cristian S.
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Sitter Profile Image: Cristian S.
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6. Cristian S.

Any Size, Any Breed, Count On Me
South Lawndale, Chicago, IL, IL, 60623
6.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$65
per night
5 out of 4.9 stars
43 reviews
19 repeat clients
Profile image

Could LITERALLY not have asked for a better person to watch my sol, I’m always able to leave with peace of mind when booking Cristian! Sol would rate 10/10

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

Rover 101
Pet passionate care😊🫶
Chicago, IL, 60616
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
22 reviews
2 repeat clients
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 Memorial Day Weekend
Sitter Profile Image: Jade T.
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Sitter Profile Image: Jade T.
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8. Jade T.

Star Sitter
Highly experienced animal caregiver
Lower West Side, Chicago, IL, 60608
5.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
20 reviews
3 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 7 days ago
Sitter Profile Image: Brianna S.
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Sitter Profile Image: Brianna S.
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9. Brianna S.

Lover of All Things Furry!
McKinley Park, Chicago, IL, 60609
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 4.8 stars
19 reviews
7 repeat clients
Profile image

Brianna was such an amazing sitter! She took great care of my two cats while I was out of town for a week, and sent multiple daily photo updates, making it clear she is a true animal lover. I highly recommend using her services, thank you so much Brianna!

Availability updated 6 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Daniela M.
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Sitter Profile Image: Daniela M.
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10. Daniela M.

Different country, same love 🐾🐾
Avalon Park, Chicago, IL, 60619
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$38
per night
5 out of 4.9 stars
19 reviews
6 repeat clients
Profile image

Daniela did a great job. She was very loving to my dogs and I appreciated that she spent so much time with them. She also left my house very clean! She really had a bond with them and I can tell she really loves animals.

Availability updated 8 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
3.4 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

They were AWESOME! Immediately we hit it off talking about our mutual interests. My dog gets a bit hyper but Levi was able to demonstrate techniques to calm him down and quickly. Once I left they sent me regular updates and I never had to worry about whether or not my kitten and dog were in good hands. I really appreciate the time and effort they put into making sure I was updated. I’ve never used Rover but I definitely will again. I also will definitely be using Levi. Thank you so much for everything!

Availability updated 10 days ago
Sitter Profile Image: Tamara C.
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Sitter Profile Image: Tamara C.
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12. Tamara C.

Animals will always be my life
Chicago, IL, 60620
2.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 4.9 stars
14 reviews
5 repeat clients
Profile image

Tamara was an excellent pet sitter. She showed up for the meet & greet before our scheduled time. Big plus for us! She was communicative during the time we were away & we hope use her again the future.

Availability updated 6 days ago
Sitter Profile Image: Otis B.
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Sitter Profile Image: Otis B.
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13. Otis B.

Dog's Best Friend
Chicago, IL, 60616
3.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 4.6 stars
75 reviews
32 repeat clients
Profile image

Otis was WONDERFUL. We couldn't have higher praise for him. We originally had another Rover scheduled for boarding, and she canceled on us 3 hours before we were supposed to head to the airport. Otis helped us last minute and arrived right on time to save us. Our Bernese Mountain Dog puppy is a highly energetic handful, and Otis kept her entertained and stimulated the entire weekend. Our dogs loved hanging out with him, and he was great about sending us picture updates throughout the day. The house was also in even better condition than when we left it. Otis was the best dog sitter and house guest, and we would 100% always book him if we could.

Availability updated 3 days ago
Sitter Profile Image: Kexin J.
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Sitter Profile Image: Kexin J.
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14. Kexin J.

Star Sitter
Your pet’s new best friend! 🐱🐶
Bridgeport, Chicago, IL, 60608
4.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 4.9 stars
29 reviews
7 repeat clients
Profile image

Kexin was great! Her communication was perfect, with pics and updates daily of both pups. She took a genuine interest in our dogs and asked questions ahead of time to make sure she had all of the right information to give them great care. We came home to happy dogs. I’d be happy to book Kexin again!

Availability updated yesterday
Sitter Profile Image: Sophie R.
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Sitter Profile Image: Sophie R.
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15. Sophie R.

I only sit from one home at a time
Chicago, IL, 60642
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
2 reviews

We have 2 medically difficult cats and Sophie has been a godsend! She sends pictures frequently, follows all needs and doesn’t mind when we send her things in detailed notes. We hate being away from our babies but feel fine when Sophie has them!

Availability updated 2 days ago
Sitter Profile Image: Margo K.
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Sitter Profile Image: Margo K.
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16. Margo K.

Animal lover living in Bridgeport!
Bridgeport, Chicago, IL, 60608
4.5 mi. away
House Sitting, Drop-In Visits
from
$32
per night
5 out of 4.4 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 7 days ago
Sitter Profile Image: Samantha E.
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Sitter Profile Image: Samantha E.
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17. Samantha E.

RoverGO
Star Sitter
Professional Pet Sitter & Pup Lover
Hyde Park, chicago, IL, 60615
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 4.9 stars
82 reviews
47 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 today
Sitter Profile Image: Jillian A.
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Sitter Profile Image: Jillian A.
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18. Jillian A.

Your Go-To Gal for Pet Care!
New City, Chicago, IL, 60609
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$80
per night
5 out of 5.0 stars
48 reviews
27 repeat clients
Profile image

Jillian did an amazing job house sitting our dog! She was super responsive, sent lots of photo updates, and even handled an unexpected bird getting into the house. She also asked great questions to learn what our dog likes to do for fun and also helped our dog eat his food

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Shiri B.
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Sitter Profile Image: Shiri B.
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19. Shiri B.

Kind and practical pet lover
Englewood, Chicago, IL, 60621
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5 out of 4.8 stars
18 reviews
3 repeat clients
Profile image

Shiri was awesome to accept a relatively last minute booking at a good rate, and was communicative and professional throughout her stay. I returned to my home exactly how I had left it for her which I appreciated as well. She was understanding and kind when problems arose which meant a lot for me given my dog is of old age and caring for him can be quite involved. Thanks Shiri!

Availability updated 5 months ago
Sitter Profile Image: Jacky & Leo V.
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Sitter Profile Image: Jacky & Leo V.
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20. Jacky & Leo V.

A dog is also a girls best friend!
West Englewood, Chicago, IL, 60636
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$80
per night
5 out of 5.0 stars
30 reviews
9 repeat clients
Profile image

Jacky was wonderful! So quick and easy to communicate and set up a meet and greet with. We needed dog sitting for a weekend. Our dogs are reactive to people and after explaining this to Jacky, she was up for seeing if it will work. My dogs took to her very quickly!! We got updates and pictures, including how well they were acclimating to her! We can’t thank her enough and will definitely be booking her services again!

Availability updated 14 days ago

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