House Sitting in Portage Park, Chicago

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Damarius G.
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Sitter Profile Image: Damarius G.
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1. Damarius G.

Dogs are just furry children.
Edgewater, Chicago, IL, 60660
5.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 reviews
7 repeat clients
from
$45
per night

Damarius was great - our Reggie had a great time hanging with him while we were out. Damarius was responsive, provided regular updates, and was very knowledgeable about puppy care. We look forward to booking him to spend time with Reggie again!

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Sitter Profile Image: Coleen T.
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Sitter Profile Image: Coleen T.
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2. Coleen T.

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

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!

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Sitter Profile Image: Cheryl L.
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Sitter Profile Image: Cheryl L.
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3. Cheryl L.

Star Sitter
Fun-loving music teacher loves pets
Logan Square, Chicago, IL, 60647
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
58 reviews
24 repeat clients
from
$65
per night

Cheryl was amazing! She arrived on time, my dogs loved her immediately, and she was organized and ready to help! We adore Cheryl and would definitely use her again!

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Sitter Profile Image: Sarah M.
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Sitter Profile Image: Sarah M.
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4. Sarah M.

Star Sitter
We’ll have fun in the paw-ffice!
Chicago, IL, 60651
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
35 reviews
12 repeat clients
from
$57
per night

Sarah came through at the last minute and was able to watch our senior dog at our house. She was great, checked in daily and left our house just as it was before she came.

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Sitter Profile Image: Megan W.
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Sitter Profile Image: Megan W.
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5. Megan W.

Star Sitter
Megan W. Of Chicago area
Irving Park, Chicago, IL, 60641
1.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
57 reviews
16 repeat clients
from
$65
per night

She did a great job and obviously handled our nervous/leash aggressive dog super well! She was really communicative and met all of (our and) Annie's numerous needs!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: ray r.
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Sitter Profile Image: ray r.
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6. ray r.

Handled all from frogs to horses
Norridge, IL, 60706
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
1 repeat client
from
$50
per night

Thank you, Ray. We appreciate you and will call upon you again. Ray is dependable and our dogs are well cared for under his supervision. Highly recommend!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: AnneMarie P.
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Sitter Profile Image: AnneMarie P.
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7. AnneMarie P.

Star Sitter
Animal Lover 🫶🏼
North Center, Chicago, IL, 60618
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
69 reviews
29 repeat clients
from
$98
per night

Annemarie was so wonderful staying with my puppy who suffers from separation anxiety. She gave him all the snuggle he needed and lots of walks. Also came back to a super clean house! Loved the daily updates too - would highly recommend!

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Sitter Profile Image: Malcomn F.
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Sitter Profile Image: Malcomn F.
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8. Malcomn F.

Star Sitter
Kind, professional, one of the best
Austin, Chicago, IL, 60651
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
5 repeat clients
from
$40
per night

Malcolmn did a terrific job taking care of our two big dogs in our home. He kept us well-informed about their activities and left the place super tidy. Highly recommend Malcolmn!

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Sitter Profile Image: Mary L.
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Sitter Profile Image: Mary L.
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9. Mary L.

Star Sitter
Your caring, dependable dog buddy
Chicago, IL, 60631
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
31 reviews
10 repeat clients
from
$69
per night

Mary was great! She kept everyone safe and cared for and prioritized walks for our greyhound who adores walks. The house was clean and how we had left it! It was such a relief to have her proactive communication throughout. Mary also managed to get our somewhat cranky older cat to consistently take her meds for the week we were gone. Would love to work with Mary again!

Sitter Profile Image: Aleia O.
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Sitter Profile Image: Aleia O.
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10. Aleia O.

Star Sitter
Snuggles and cuddles
Chicago, IL, 60630
1.2 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
23 reviews
9 repeat clients
from
$65
per night

Aleia was fantastic with our pups and communicated regularly with updates. It was comforting to know they were in good hands while we were away.

Sitter Profile Image: Adam S.
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Sitter Profile Image: Adam S.
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11. Adam S.

Amateur Dog Whisperer
Albany Park, Chicago, IL, 60625
2.9 mi. away
Boarding, House Sitting
5.0 out of 5 stars
22 reviews
8 repeat clients
from
$50
per night

Adam stayed with my pooch this weekend and and did a superb job. Harry was well cared for plus Adam kept me updated (with texts/photos) which was very nice. I'll definitely use Adam again!

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Sitter Profile Image: Laetizia B.
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Sitter Profile Image: Laetizia B.
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12. Laetizia B.

Your pets’ new best friend ❤️
Irving Park, Chicago, IL, 60641
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
27 reviews
11 repeat clients
from
$60
per night

Laetizia was so wonderful with our dog, Nile, while we were gone for our wedding weekend! It was so nice to have complete peace of mind knowing he was in good hands. She was affectionate with him, took him for long walks, sent us plenty of updates and cute pics, and kept our house nice and clean. She was flexible and patient with both us and him as well :) will definitely book her again.

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Sitter Profile Image: Heather K.
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Sitter Profile Image: Heather K.
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13. Heather K.

Fur babies welcome!
Chicago, IL, 60618
2.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
29 reviews
17 repeat clients
from
$65
per night

Heather is absolutely lovely and took such great care of our cat and our apartment, while we were away on holiday. She was very responsive and kept in touch every day with updates, photos and videos. She was also fantastic when we had some unforeseen maintenance issues come up in the apartment and handled everything so well - giving us no opportunity to stress about any of it! I cannot recommend her enough. We will definitely be working with her again, next time we're out of town.

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Sitter Profile Image: Hannah L.
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Sitter Profile Image: Hannah L.
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14. Hannah L.

Fur momma to 3 corgis!
Irving Park, Chicago, IL, 60618
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
1 repeat client
from
$40
per night

Hannah is really good at taking care of fur babies. Her communication is on point, she is very prompt and very caring. Very highly recommended.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Samuel J.
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Sitter Profile Image: Samuel J.
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15. Samuel J.

Grew up in a house full of animals!
Chicago, IL, 60618
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$49
per night

Samuel watched our two dogs for a long weekend while we were out of town. His professionalism and commutation were perfect. We came home to a clean space and happy pups! Will definitely be booking him again.

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Sitter Profile Image: YeJi A.
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Sitter Profile Image: YeJi A.
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16. YeJi A.

Your fur baby's 2nd favorite person
Avondale, Chicago, IL, 60618
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$30
per night

Yeji loves animals to the extent that she and her partner have even taken care of stray cats from the alley and gotten one of them adopted. She is very sweet and playful with her cats and I'm confident that she will be an excellent petsitter adhering to the owner and the pet's needs!

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Sitter Profile Image: Vesryn G.
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Sitter Profile Image: Vesryn G.
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17. Vesryn G.

Rover 101
Giving your best bud the best care!
Chicago, IL, 60646
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
31 reviews
7 repeat clients
from
$80
per night

Vesryn is great. She took care of our dog and bird while we were on vacation and stayed in our place. We got daily updates and photos and felt so taken care of. Will for sure book her more times for sure.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Katie M.
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Sitter Profile Image: Katie M.
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18. Katie M.

Star Sitter
I just love animals :)
Portage Park, Chicago, IL, 60641
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
48 reviews
19 repeat clients
from
$87
per night

Katie is stellar!! She came over to watch our pup for the evening and he loved her. He is usually very anxious and when we got home he was super relaxed and was clearly kept very comfortable and cared for. Will definitely be rebooking in the future!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Emerald G.
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Sitter Profile Image: Emerald G.
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19. Emerald G.

Star Sitter
Local woman loves cats
Irving Park, Chicago, IL, 60641
1.2 mi. away
Boarding, House Sitting, Drop-In Visits
5.0 out of 5 stars
28 reviews
11 repeat clients
from
$90
per night

Emerald has been a dedicated cat owner for many years, and she's also a fantastic sitter to my cat and the many cats of her other friends. Emerald is a communicative sitter and she always sends great pictures that really capture my cat's personality.

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Sitter Profile Image: Jamie C.
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Sitter Profile Image: Jamie C.
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20. Jamie C.

Experienced Animal Lover 💕
Portage Park, Chicago, IL, 60630
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 repeat client
from
$30
per night

About: I’ve grown up with many different types of pets, including cats, rabbits, Guinea pigs, lizards, frogs, fish, bird, turtle, etc. and always had a connection with animals. In college I was a part of a student-run organization, training service dogs for people with mobility disabilities. I worked with dogs on basic skills and behaviors, along with more advanced and specific service commands. After college I fostered several dogs in my own home and also frequently dog-sat and cat-sat for friends, coworkers, and others by word of mouth. I was even asked to be a dog handler for 2 weddings. Overall I am a patient, knowledgeable, and caring animal lover that will give your fur-baby the love and care it needs while you are away. I’m currently working part-time and have a very flexible weekday schedule to give your pet the love and attention it deserves. On weekends I may have a plan or 2, but overall should be flexible to make pet care the main priority. I am flexible to care for your pet in their own home environment and will follow any specific instructions while being respectful of your home and belongings. I may be open to boarding or bringing your pet to my home if preferred, but I have a cat and would need to discuss temperament and proper pet introductions beforehand.

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The next time you head out of town and need someone to take care of your pet - and your home - turn to Rover for your house sitting needs. It's easy to find a loving pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover - it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy house sitters for your pets--and avoid the kennel.

Want to learn more? Check out reviews from pet owners who have used Rover.

House Sitting