House Sitting in Washington Park, Chicago

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Top rated Washington Park house sitters

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Sitter Profile Image: Jayden Phoenix (They/Them) P.
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Jayden Phoenix (They/Them) P.
Star Sitter
from
$60
per night
5 out of 5.0 stars
48 reviews
15 repeat clients
8 years of experience
Chicago, IL, 60619

Jayden was absolutely phenomenal! Our dog Calypso is very skittish with new people, and in the past, sitters have struggled to get her outside for potty breaks because she was too scared. Jayden was able to take Callie out a mere four hours after we left. Callie warmed up to them very quickly and snuggled a bunch, which is no small feat on Jayden's part. Jayden was very communicative and sent multiple updates a day, including photos and videos. They were quick to respond to messages, and they left our home spotless. I would love to book with them again for future trips!

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Kaitlyn B.
Sitter Profile Image: Malcomn F.
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Malcomn F.
Star Sitter
from
$60
per night
5 out of 4.9 stars
35 reviews
15 repeat clients
8 years of experience
Washington Park, Chicago, IL, 60651

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

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Xxtra B.
Sitter Profile Image: Alexa B.
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Alexa B.
from
$50
per night
5 out of 5.0 stars
5 reviews
2 repeat clients
3 years of experience
Chatham, Chicago, IL, 60619

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.

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Desiré F.
Sitter Profile Image: Jordan W.
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Jordan W.
from
$50
per night
5 out of 5.0 stars
16 reviews
2 repeat clients
4 years of experience
Chicago, IL, 60605

Jordan was absolutely amazing - great energy, reliable, and lovely to work with overall. She stayed at our house and took care of our sweet (and stubborn) girl River while we were on vacation. We received daily updates and we felt super comfortable and reassured that River was in great hands. I could not recommend her enough and definitely plan to hire Jordan again!

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Sladja R.
Sitter Profile Image: Nicole R.
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Nicole R.
Star Sitter
from
$50
per night
5 out of 5.0 stars
21 reviews
10 repeat clients
3 years of experience
Bridgeport, Chicago, IL, 60616

Nicole was superb: friendly, prompt, communicative, and most of all, really great with our two puppies. They got more walks with her than they have in a very long time! She sent videos, photos, and updates each day, which we really appreciated. Will absolutely book her again.

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David D.
Sitter Profile Image: Shakira C.
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Shakira C.
from
$75
per night
5 out of 5.0 stars
43 reviews
9 repeat clients
25 years of experience
South Shore, Chicago, IL, 60649

Shakira is the absolute best and just a amazing lady! This was my first time hes I g him with a stranger. Both she and Benzo fell in love with each other and he was looking sad when she left. She took good care of my boy and kept me updated on his activities during the day. Couldn’t ask for a better experience or sitter for my puppy. Do not hesitate ti book her if she’s available; you won’t regret it I promise. She is a dog whisperer!!?

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Wendy W.
Sitter Profile Image: Danielle B.
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Danielle B.
Star Sitter
from
$100
per night
5 out of 5.0 stars
70 reviews
21 repeat clients
16 years of experience
Hyde Park, Chicago, IL, 60615

Danielle was absolutely wonderful! She was on time and extremely communicative during her stay with my pup. He was well taken care of and I could tell through his photos that he was having the best time. I will definitely be leveraging her again to watch my pup.

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Amanda V.
Sitter Profile Image: Otis B.
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Otis B.
from
$65
per night
5 out of 4.6 stars
75 reviews
32 repeat clients
6 years of experience
Chicago, IL, 60616

Otis was incredible! He sent many updates, pictures, and kept our apartment so clean it was if no one stayed here! Our dog certainly isn’t the easiest to watch, but we felt comfortable the entire time due to how communicative Otis was. He is well experienced, and someone I recommend to anyone looking for a dog sitter!

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Ben N.
Sitter Profile Image: Emily L.
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Emily L.
Star Sitter
from
$60
per night
5 out of 5.0 stars
22 reviews
3 repeat clients
1 year of experience
Chicago, IL, 60616

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.

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Todd B.
Sitter Profile Image: Elizabeth D.
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Elizabeth D.
from
$45
per night
5 out of 5.0 stars
29 reviews
7 repeat clients
20 years of experience
Douglas, Chicago, IL, 60609

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 ?

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Kennedy C.
Sitter Profile Image: Samantha E.
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Samantha E.
Star Sitter
from
$40
per night
5 out of 4.9 stars
88 reviews
50 repeat clients
13 years of experience
Hyde Park, chicago, IL, 60615

Samantha was great! She really saved us when we were put in a bind by a last minute cancellation by another sitter. She sent us daily updates and pictures of our pups, and endured their puppy energy. We came home to a clean house and happy puppies. We would definitely book Samantha again!

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Dani B.
Sitter Profile Image: Brianna S.
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Brianna S.
from
$50
per night
5 out of 4.8 stars
20 reviews
8 repeat clients
4 years of experience
McKinley Park, Chicago, IL, 60609

We’ve got one special needs dog and two elderly cats that need very specific diets and medications. We’ve also got one more dog and cat! Brianna came in at the last minute for us to take care of everyone and after getting home it’s clear how much love everyone got from her thank you so much for taking such great care of everyone and sitting for us.

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Alston R.
Sitter Profile Image: Abi S.
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Abi S.
Star Sitter
from
$60
per night
5 out of 5.0 stars
54 reviews
14 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60615

Abi was great with our pups! They were calm and happy when we got back from our trip, and the house was in great shape. Looking forward to the next time.

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Cynthia H.
Sitter Profile Image: Daniela M.
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Daniela M.
from
$38
per night
5 out of 4.9 stars
21 reviews
6 repeat clients
4 years of experience
Avalon Park, Chicago, IL, 60619

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.

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Wendy Y.
Sitter Profile Image: Jillian A.
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Jillian A.
from
$80
per night
5 out of 5.0 stars
49 reviews
27 repeat clients
15 years of experience
New City, Chicago, IL, 60609

Jillian did a great job house sitting with Luna. She kept in great communication during our seven days absence. We would not hesitate to use Jillian again soon.

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Bruce S.
Sitter Profile Image: Mikel N.
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Mikel N.
from
$30
per night
5 years of experience
Grand Boulevard, Chicago, IL, 60615

About: I've always taken care of dogs since I was seven. At one point I even had three dogs and a cat all at the same time. It was kind of hectic but I loved them all equally. I've always been responsible and the sole care giver of all the pets in the house. Feeding and walking the dogs were always my responsibility and they still are 12 years later. I am currently taking a semester off from college so my schedule is mostly free. Any time after 12 PM I am free to take care of your pets. After I start the summer semester my schedule might change though. I will diligent and detail oriented with the instructions you give me and follow any tiype of special care or requirements that your furry baby needs.

Sitter Profile Image: Jonah S.
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Jonah S.
from
$60
per night
5 out of 5.0 stars
4 reviews
2 repeat clients
7 years of experience
Hyde Park, Chicago, IL, 60615

Jonah dog sat Cinnamon and he did a great job with her! I appreciate the daily updates while I was away and that he kept my place tidy. Thank you, Jonah! I will be calling Jonah again in the future.

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Clarice R.
Sitter Profile Image: Viola R.
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Viola R.
from
$40
per night
5 out of 5.0 stars
11 reviews
5 repeat clients
1 year of experience
Hyde Park, Chicago, IL, 60615

Viola made us feel so comfortable and at ease with her care for Champ AND our home. She is an inherent pet lover and nurturer and she makes sure she goes above and beyond to make both you and your pet feel safe. She even cleaned up the apartment before leaving without us even asking! We will definitely be asking her back to watch our “son”.

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India M.
Sitter Profile Image: Daniel K.
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Daniel K.
from
$55
per night
5 out of 5.0 stars
11 reviews
2 repeat clients
16 years of experience
Chicago, IL, 60615

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.

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Anatolia E.
Sitter Profile Image: Qadira M.
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Qadira M.
from
$47
per night
14 years of experience
Grand Boulevard, Chicago, IL, 60615

About: With 10 years of experience in childcare, I’ve also cared for pets as part of the families I’ve worked with, as well as through pet sitting and house sitting. From feeding, walking, and playtime to providing companionship and ensuring pets feel safe and loved, I treat every animal like part of the family. Whether it’s keeping up with an energetic pup, a shy cat or making sure a home and its furry residents are well cared for, I bring reliability, warmth, and attention to detail to every job! Pet care fits naturally into my routine through pet sitting, house sitting, and drop-in visits. I can provide overnight care when families travel, schedule walks and check-ins during my free time, and offer evening or weekend care when needed. Since I have a background in childcare, I’m also experienced in caring for pets alongside families, making it an easy and natural part of my work. Whether it’s daily walks, feeding, or providing companionship, I love ensuring pets feel safe, loved, and well cared for. When caring for pets in a client’s home, I follow their routine to keep pets comfortable and stress-free. I ensure they’re fed on schedule, have fresh water, and get plenty of exercise through walks or playtime. I also provide companionship, whether it’s cuddles, enrichment activities, or simply keeping them company. For pets with special needs, I follow any medication or care instructions carefully. I maintain a clean environment by tidying up after meals, accidents, or shedding. If I’m house sitting, I also take care of basic home tasks like bringing in mail and keeping the space secure. My goal is to make sure pets feel safe, happy, and well cared for while their owners are away.

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Loving house sitters in your neighborhood

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Sitter Profile Image: Jayden Phoenix (They/Them) P.
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Sitter Profile Image: Jayden Phoenix (They/Them) P.
Verified Background Check

1. Jayden Phoenix (They/Them) P.

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

Jayden was absolutely phenomenal! Our dog Calypso is very skittish with new people, and in the past, sitters have struggled to get her outside for potty breaks because she was too scared. Jayden was able to take Callie out a mere four hours after we left. Callie warmed up to them very quickly and snuggled a bunch, which is no small feat on Jayden's part. Jayden was very communicative and sent multiple updates a day, including photos and videos. They were quick to respond to messages, and they left our home spotless. I would love to book with them again for future trips!

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
0.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 4.9 stars
35 reviews
15 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 5 days ago
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
3.2 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 14 days ago
Sitter Profile Image: Jordan W.
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Sitter Profile Image: Jordan W.
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4. Jordan W.

Looking to Make Lots of Fur Friends
Chicago, IL, 60605
5.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
16 reviews
2 repeat clients
Profile image

Jordan was absolutely amazing - great energy, reliable, and lovely to work with overall. She stayed at our house and took care of our sweet (and stubborn) girl River while we were on vacation. We received daily updates and we felt super comfortable and reassured that River was in great hands. I could not recommend her enough and definitely plan to hire Jordan again!

Availability updated 4 days ago
Confirmed availability for Juneteenth Weekend
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
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
21 reviews
10 repeat clients
Profile image

Nicole was superb: friendly, prompt, communicative, and most of all, really great with our two puppies. They got more walks with her than they have in a very long time! She sent videos, photos, and updates each day, which we really appreciated. Will absolutely book her again.

Availability updated yesterday
Sitter Profile Image: Shakira C.
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Sitter Profile Image: Shakira C.
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6. Shakira C.

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

Shakira is the absolute best and just a amazing lady! This was my first time hes I g him with a stranger. Both she and Benzo fell in love with each other and he was looking sad when she left. She took good care of my boy and kept me updated on his activities during the day. Couldn’t ask for a better experience or sitter for my puppy. Do not hesitate ti book her if she’s available; you won’t regret it I promise. She is a dog whisperer!!?

Availability updated 47 days ago
Sitter Profile Image: Danielle B.
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Sitter Profile Image: Danielle B.
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7. Danielle B.

Star Sitter
I'll care for them all big or small
Hyde Park, Chicago, IL, 60615
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$100
per night
5 out of 5.0 stars
70 reviews
21 repeat clients
Profile image

Danielle was absolutely wonderful! She was on time and extremely communicative during her stay with my pup. He was well taken care of and I could tell through his photos that he was having the best time. I will definitely be leveraging her again to watch my pup.

Availability updated today
Sitter Profile Image: Otis B.
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Sitter Profile Image: Otis B.
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8. Otis B.

Dog's Best Friend
Chicago, IL, 60616
2.8 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 incredible! He sent many updates, pictures, and kept our apartment so clean it was if no one stayed here! Our dog certainly isn’t the easiest to watch, but we felt comfortable the entire time due to how communicative Otis was. He is well experienced, and someone I recommend to anyone looking for a dog sitter!

Availability updated yesterday
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Emily L.
Verified Enhanced Background Check
Sitter Profile Image: Emily L.
Verified Enhanced Background Check

9. Emily L.

Rover 101
Star Sitter
Pet passionate care😊🫶
Chicago, IL, 60616
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
22 reviews
3 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 2 days ago
Sitter Profile Image: Elizabeth D.
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Sitter Profile Image: Elizabeth D.
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10. Elizabeth D.

Does your pet need a new friend?
Douglas, Chicago, IL, 60609
2.2 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 today
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Samantha E.
Verified Background Check
Sitter Profile Image: Samantha E.
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11. Samantha E.

RoverGO
Star Sitter
Professional Pet Sitter & Pup Lover
Hyde Park, chicago, IL, 60615
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 4.9 stars
88 reviews
50 repeat clients
Profile image

Samantha was great! She really saved us when we were put in a bind by a last minute cancellation by another sitter. She sent us daily updates and pictures of our pups, and endured their puppy energy. We came home to a clean house and happy puppies. We would definitely book Samantha again!

Availability updated 10 days ago
Sitter Profile Image: Brianna S.
Verified Enhanced Background Check
Sitter Profile Image: Brianna S.
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12. Brianna S.

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

We’ve got one special needs dog and two elderly cats that need very specific diets and medications. We’ve also got one more dog and cat! Brianna came in at the last minute for us to take care of everyone and after getting home it’s clear how much love everyone got from her thank you so much for taking such great care of everyone and sitting for us.

Availability updated 35 days ago
Sitter Profile Image: Abi S.
Verified Enhanced Background Check
Sitter Profile Image: Abi S.
Verified Enhanced Background Check

13. Abi S.

Star Sitter
I’ll keep up with your pup!
Hyde Park, Chicago, IL, 60615
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
54 reviews
14 repeat clients
Profile image

Abi was great with our pups! They were calm and happy when we got back from our trip, and the house was in great shape. Looking forward to the next time.

Availability updated 4 days ago
Sitter Profile Image: Daniela M.
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Sitter Profile Image: Daniela M.
Verified Enhanced Background Check

14. 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
21 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 yesterday
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Jillian A.
Verified Enhanced Background Check
Sitter Profile Image: Jillian A.
Verified Enhanced Background Check

15. Jillian A.

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

Jillian did a great job house sitting with Luna. She kept in great communication during our seven days absence. We would not hesitate to use Jillian again soon.

Availability updated today
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Mikel N.
Verified Enhanced Background Check
Sitter Profile Image: Mikel N.
Verified Enhanced Background Check

16. Mikel N.

If I were reincarnated I'd be a dog
Grand Boulevard, Chicago, IL, 60615
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
2 reviews

Mikel is a very responsible adult. She shows up to work on time and stays on task while working her shift. She is kind and respectful towards others. She listens well and takes direction. She makes sure to ask what tasks she needs to work on if she completes what has been assigned to her. It is a delight to supervise Mikel.

Availability updated 6 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Jonah S.
Verified Background Check
Sitter Profile Image: Jonah S.
Verified Background Check

17. Jonah S.

Around HP - flexible schedule
Hyde Park, Chicago, IL, 60615
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
4 reviews
2 repeat clients
Profile image

Jonah dog sat Cinnamon and he did a great job with her! I appreciate the daily updates while I was away and that he kept my place tidy. Thank you, Jonah! I will be calling Jonah again in the future.

Availability updated 25 days ago
Sitter Profile Image: Viola R.
Verified Enhanced Background Check
Sitter Profile Image: Viola R.
Verified Enhanced Background Check

18. Viola R.

A dogs best friend
Hyde Park, Chicago, IL, 60615
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
11 reviews
5 repeat clients
Profile image

Viola made us feel so comfortable and at ease with her care for Champ AND our home. She is an inherent pet lover and nurturer and she makes sure she goes above and beyond to make both you and your pet feel safe. She even cleaned up the apartment before leaving without us even asking! We will definitely be asking her back to watch our “son”.

Availability updated over 1 year ago
Sitter Profile Image: Daniel K.
Verified Enhanced Background Check
Sitter Profile Image: Daniel K.
Verified Enhanced Background Check

19. Daniel K.

Pet Care Professional at a Discount
Chicago, IL, 60615
0.9 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 71 days ago
Sitter Profile Image: Qadira M.
Verified Enhanced Background Check
Sitter Profile Image: Qadira M.
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20. Qadira M.

Reliable & Caring Pet Care!
Grand Boulevard, Chicago, IL, 60615
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$47
per night
3 reviews

Qadira walks our dog, Marvel. He loves her so much. I wish I could show a video of how he reacts to her. She has always been extremely professional. You can trust her and your dog will love her!

Availability updated yesterday

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