House Sitting in Oak Park

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Sitter Profile Image: Erin S.
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Sitter Profile Image: Erin S.
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1. Erin S.

Star Sitter
I love caring for dogs, let’s talk!
Oak Park, IL, 60302
0.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5.0 out of 5 stars
17 reviews
5 repeat clients
Profile image

erin really saved the day and took my booking on short notice! she was super accommodating and got along w my pups even with their quirks and medication needs. will definitely reach out if I need her again!!

Availability updated 4 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Naylah S.
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Sitter Profile Image: Naylah S.
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2. Naylah S.

Star Sitter
Missing My Dog!
Oak Park, IL, 60302
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5.0 out of 5 stars
22 reviews
7 repeat clients
Profile image

Nyla’s was so great caring for my newly adopted dog for a night. He had just had his heartworm treatment and she followed all the instructions completely. Very communicative and cute photos. I hope she’ll come back in the future!

Availability updated 5 months ago
Sitter Profile Image: Coleen T.
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Sitter Profile Image: Coleen T.
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3. Coleen T.

Star Sitter
Reliable Carer for Your Fur Babies
Chicago, IL, 60634
4.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5.0 out of 5 stars
99 reviews
27 repeat clients
Profile image

Coleen did a wonderful job watching Ollie while we were out of town for a few days. We received frequent updates and upfront information related to time spent with our pup. Coleen was very professional and responsive, we will request to book again soon! Thanks Coleen!

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

Star Sitter
Kind, professional, one of the best
Austin, Chicago, IL, 60651
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5.0 out of 5 stars
31 reviews
11 repeat clients
Profile image

Malcomn was the best Rover we ever had. Would hire him back in an instance. He was respectful, responsive, communicative and took exceptional care of our puppy and cat for a long weekend. He sent great descriptions and photos every day. He sets the bar high for Rovers!

Availability updated yesterday
Sitter Profile Image: Kashmir K.
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Sitter Profile Image: Kashmir K.
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5. Kashmir K.

Star Sitter
reactive & special needs specialist
Chicago, IL, 60622
4.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
Profile image

Kash was amazing! Was always available for updates on our girls during our trip away. Did everything we could’ve asked for and went above and beyond. Would definitely recommend to anyone and will be booking again.

Availability updated 4 days ago
Sitter Profile Image: Diane B.
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Sitter Profile Image: Diane B.
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6. Diane B.

Star Sitter
Aunt Diane and the Frying Pan
River Forest, IL, 60305
2.0 mi. away
House Sitting, Drop-In Visits
from
$60
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
Profile image

Diane was such a blessing. She has a really sweet and caring demeanor and we knew right away she was the right sitter to watch our fur babies. In our week long trip she took great care of our home and 2 dogs and kept in touch throughout our trip. We feel relieved to have found her and will definitely rebook with her. Thank you Diane!!

Availability updated 10 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Cheryl L.
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Sitter Profile Image: Cheryl L.
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7. Cheryl L.

Fun-loving music teacher loves pets
Logan Square, Chicago, IL, 60647
4.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$59
per night
5.0 out of 5 stars
80 reviews
27 repeat clients
Profile image

Cheryl helped us out and watched the dogs last minute. We have older dogs, including one who requires medication. As always, we came home to happy, healthy dogs!

Availability updated yesterday
Sitter Profile Image: Karolly Z.
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Sitter Profile Image: Karolly Z.
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8. Karolly Z.

Star Sitter
Whiskers and Wags: My Heart's Furr
Oak Park, IL, 60302
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$84
per night
5.0 out of 5 stars
34 reviews
11 repeat clients
Profile image

Karolly took wonderful care of our dogs while we were gone! Her communication was super and they were very comfortable and happy when we came home. They may already be looking forward to the next time we go out of town, as long as she stays with them! 💕🐾

Availability updated today
Sitter Profile Image: Destiny T.
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Sitter Profile Image: Destiny T.
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9. Destiny T.

Star Sitter
Always paw-sitive vibes :)
Logan Square, Chicago, IL, 60647
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$68
per night
5.0 out of 5 stars
16 reviews
4 repeat clients
Profile image

Destiny was absolutely amazing! We got multiple pictures of our pup throughout the weekend and shared updates each and every day. We will most definitely be asking her to dog sit again.

Availability updated 15 days ago
Sitter Profile Image: Aaron P.
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Sitter Profile Image: Aaron P.
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10. Aaron P.

Dog loving Med Student Always Home!
Oak Park, IL, 60302
0.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5.0 out of 5 stars
46 reviews
17 repeat clients
Profile image

Aaron & Jessica were sitting our dogs Harold & Finn for six nights in our home! They stopped by to meet us ahead of our trip, communicated well leading up to and throughout our trip. The dogs were happy and the house spotless when we returned home. We would definitely work with Aaron & Jessica again and would highly recommend them!

Availability updated yesterday
Sitter Profile Image: Robin P.
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Sitter Profile Image: Robin P.
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11. Robin P.

Rover 101
Star Sitter
Animal Lover Supreme. Spoil Rotten
Oak Park, IL, 60302
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5.0 out of 5 stars
321 reviews
123 repeat clients
Profile image

Robin was amazing!!! From the point she arrived to when she left, we felt that our boys were under the best care. Her communication via text and pictures keep us in the loop during our entire trip and made us feel very secure. If you are looking for a top notch dog sitter, you have found her in Robin. We highly recommend her to stay and play with you dog.

Availability updated 10 days ago
Sitter Profile Image: Annie L.
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Sitter Profile Image: Annie L.
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12. Annie L.

Star Sitter
The sitter who listens to you
Forest Park, IL, 60130
1.4 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5.0 out of 5 stars
83 reviews
18 repeat clients
Profile image

Annie gave me daily photo updates and left me a picture she drew of Kiku, my floofy cat, after she left which was fun! My place looked better than how I left it when I got back. Kiku seemed happy to have a friend while I was gone and she got lots of quality time and attention with Annie staying at my place.

Availability updated 17 days ago
Sitter Profile Image: April S.
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Sitter Profile Image: April S.
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13. April S.

Home full time - loves animals
Elmwood Park, IL, 60707
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5.0 out of 5 stars
48 reviews
15 repeat clients
Profile image

April came and stayed with our new rescue, Willow. We were apprehensive because we have never left her before and she is still crate training. April is responsive, prompt, caring, and has a strong attention to detail. Our house was left in immaculate condition and Willow is happy to see us. I would highly recommend April and we’re so glad we found her.

Availability updated 3 days ago
Sitter Profile Image: Kirsten L.
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Sitter Profile Image: Kirsten L.
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14. Kirsten L.

Experienced Pet Caretaker
Forest Park, IL, 60130
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
Profile image

Very friendly and did a great job!

Availability updated 20 days ago
Sitter Profile Image: Sarah L.
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Sitter Profile Image: Sarah L.
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15. Sarah L.

All the best care!
Oak Park, IL, 60304
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5.0 out of 5 stars
24 reviews
5 repeat clients
Profile image

Sarah was amazing from the beginning! She was friendly, responsive, and great with all of the boys! She made me feel comfortable having her with them! Would recommend her to anyone, and will use her in the future!

Availability updated 5 days ago
Sitter Profile Image: Jamie Q.
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Sitter Profile Image: Jamie Q.
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16. Jamie Q.

Star Sitter
Former zookeeper!
Forest Park, IL, 60130
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5.0 out of 5 stars
43 reviews
12 repeat clients
Profile image

Jamie did a great job with our pups while we were away! 😊Our dogs warmed to her quickly and she took excellent care of our home. Will definitely use her again!

Availability updated 4 days ago
Sitter Profile Image: Will W.
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Sitter Profile Image: Will W.
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17. Will W.

Have a dog, Will, will travel
Oak Park, IL, 60304
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
33 reviews
13 repeat clients
Profile image

Will is great! My dogs are very anxious and one is special needs. He was able to administer 3 different medications with ease. He rolled with it and took excellent care. He was communicative throughout. I came home to a perfectly clean house and, more importantly, very happy and very relaxed pets. I know they were in good hands. We already have our next stay booked with Will! I would highly recommend booking with him!

Availability updated 61 days ago
Sitter Profile Image: Julie H.
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Sitter Profile Image: Julie H.
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18. Julie H.

Med student/whisker whisperer
forest park, IL, 60130
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5.0 out of 5 stars
6 reviews
2 repeat clients

About: Hi there! My name is Julie and I’m a third year medical student and a mom to a 3-year-old cat named Theo. Ever since I had my first pet hamster at the age of 7, I’ve loved hanging out with and taking care of our furry friends. I spent my childhood volunteering in animal shelters and taking care of my aunt’s dog. During my time in medical school, I adopted my cat Theo, who has been the best companion to sit alongside while studying. I have experience in dog walking and dog/cat/house sitting for various friends and clients in the Forest Park/Oak Park area and would love to branch out and meet new furry friends! As a pet parent myself, I understand how anxious it can be to be away from your pets, so I always make sure to send ample and detailed updates with photos while I am with them. I look forward to meeting you and your furry friends 💕 I’m currently taking the year off for research and my schedule allows for broad availability. I’m super flexible and happy to work around your schedule! I have a passion for taking care of others, whether they be people or animals! Safety and comfort of your pet will always come first.

Availability updated 3 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Lydia S.
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Sitter Profile Image: Lydia S.
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19. Lydia S.

Local mom - reliable and kind
Oak Park, IL, 60304
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$78
per night
4 reviews

Lydia is fantastic! She is not only a kind and caring person, but she is great with animals. My dog can be "particular", but she always loves when Lydia comes to take care of her. And Lydia always respects my specific instructions (e.g., my dog cannot be off leash even in a fenced backyard), unlike other dog walker/caretakers I have had in the past.

Availability updated today
Sitter Profile Image: Max B.
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Sitter Profile Image: Max B.
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20. Max B.

I'm a simple man. I see dog, I pet!
Oak Park, IL, 60302
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
5.0 out of 5 stars
6 reviews
Profile image

Great sitter. Very friendly. Seems like my pup had a great time. Max is a pro dog sitter. Will book with him again. He asked good questions about dog related things that I forgot about

Availability updated today
Confirmed availability for Presidents' Day Weekend

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