House Sitting In Near West Side Chicago

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Sitter Profile Image: Allison C.
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Sitter Profile Image: Allison C.
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1. Allison C.

Star Sitter
Lover of cats, dogs & adventures
West Town, Chicago, IL, 60622
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
77 reviews
30 repeat clients
Profile image

Allison is great! She’s super reliable and flexible with her schedule to dog sit. She was very accommodating when I needed a last minute walk for my dog as well!

Availability updated today
Sitter Profile Image: Morgan L.
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Sitter Profile Image: Morgan L.
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2. Morgan L.

Super caring animal lover!
Chicago, IL, 60611
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
22 reviews
4 repeat clients
Profile image

Morgan took great care of our puppy! She was easy to communicate with and sent us pictures of our dog while we were away. I will definitely be asking her back next time we need a dog sitter. Couldn’t recommend more!

Availability updated today
Sitter Profile Image: Deven S.
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Sitter Profile Image: Deven S.
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3. Deven S.

Star Sitter
Nothing better than a happy dog! :)
Near West Side, Chicago, IL, 60608
1.0 mi. away
Boarding, House Sitting, Drop-In Visits
from
$50
per night
5 out of 4.9 stars
66 reviews
17 repeat clients
Profile image

Deven is great! He took care of Lilith for more than 3 weeks and kept us updated regularly. He sent photos and FaceTimed us, took her on walks and got her pup cups. Made our time away from our baby better and less worrisome. We definitely recommend Deven! He even stayed late on the last day cause my flight was delayed and I needed him to take care of Lilith a bit more.

Availability updated 8 days ago
Sitter Profile Image: Alyssa G.
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Sitter Profile Image: Alyssa G.
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4. Alyssa G.

I'll be the best part of their day
Near South Side, Chicago, IL, 60616
2.2 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 is literally a godsend. I get really anxious about leaving my two pups (a puppy and a senior), but Alyssa was so communicative and thorough that I felt comfortable every day of our 2-week vacation. Alyssa is responsible, always on-time, and organized. Our house looked exactly as we left it! And obviously, she clearly loves pets and ours love her. Highly recommend!!!

Availability updated 11 days ago
Sitter Profile Image: Klara J.
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Sitter Profile Image: Klara J.
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5. Klara J.

Life long animal lover!
Near North Side, Chicago, IL, 60610
2.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$63
per night
5 out of 4.6 stars
55 reviews
15 repeat clients
Profile image

Klara is the best! In addition to being the perfect calm and loving companion for my elderly lab who needs several meds per day and has extreme separation anxiety, she FedEx’d my passport to my hotel when I lost my license at the airport. Definitely went above and beyond — so grateful for her!

Availability updated today
Sitter Profile Image: Luis S.
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Sitter Profile Image: Luis S.
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6. Luis S.

Furry Friends Welcome!
Chicago, IL, 60610
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$65
per night
5 out of 5.0 stars
27 reviews
3 repeat clients
Profile image

Luis was amazing to work with! He took time to get to know my dog and her schedule and kept me updated during the service! Also he takes some really great pet pictures! Will absolutely be booking again!

Availability updated yesterday
Confirmed availability for Easter Weekend
Sitter Profile Image: Lindsay J.
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Sitter Profile Image: Lindsay J.
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7. Lindsay J.

Star Sitter
Cat mom and animal lover
Chicago, IL, 60642
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$68
per night
5 out of 5.0 stars
63 reviews
14 repeat clients
Profile image

Lindsay was a rock star sitter to my pup. She was responsive, confirmed she arrived, sent timely updates and pics! When I first met her she immediately took notes and was focused on taking in the details to do a good job. I’ll hire her again when the need arrives.

Availability updated today
Confirmed availability for Easter Weekend
Sitter Profile Image: Maya A.
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Sitter Profile Image: Maya A.
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8. Maya A.

I love dogs and they love me back!
Logan Square, Chicago, IL, 60622
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
9 reviews
Profile image

Maya is the best! Maya took care of my sweet prince for the first time over the weekend and everything was perfect! All instructions were followed and they kept in constant contact with me. Wonderful dog sitter! I trust Maya with my dog 100% and will be having them dog-sit my dog from now on whenever I have to leave town. Maya is the best!

Availability updated 2 days ago
Sitter Profile Image: Jade T.
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Sitter Profile Image: Jade T.
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9. Jade T.

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

For a first time Rover user, I was a bit nervous to have someone stay at my home as well as look after my little buddy. With in the first 5 minutes of speaking with Jade, my nerves were completely gone. She is kind, soft spoken and professional. My condo was perfect when I returned and my boy blue (who struggles with anxiety) was happy and wondering where his new friend went! Thank you, Jade. I will be going with her again!

Availability updated today
Sitter Profile Image: Morgan M.
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Sitter Profile Image: Morgan M.
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10. Morgan M.

Energetic dog sitter!
Near North Side, Chicago, IL, 60610
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$55
per night
5 out of 4.9 stars
43 reviews
16 repeat clients
Profile image

Morgan was great!! She stayed at our apt to watch our senior pitbull for 9 days and it went super smoothly! She was communicative when figuring out the dates & details. Our dog took right to her cuddling up and we got photo updates often. Apartment was left in great condition, too. Definitely recommend!

Availability updated 9 days ago
Sitter Profile Image: Emily N.
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Sitter Profile Image: Emily N.
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11. Emily N.

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

Emily was great! We had never had someone house/pet sit before so were a little nervous, but we felt totally at ease leaving Emily in our home with our pups. She sent daily updates and pics which were very appreciated. Thank you Emily!

Availability updated 7 days ago
Sitter Profile Image: Araceli G.
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Sitter Profile Image: Araceli G.
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12. Araceli G.

caring & responsible pet sitter
West Town, Chicago, IL, 60622
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 4.7 stars
41 reviews
8 repeat clients
Profile image

Araceli is the best!! My dog was recovering from an injury and needed to be watched closely and given medicine while we were gone and she went above and beyond to make sure he was resting and healing and that I felt reassured while being away. She even picked up more medicine when needed. She was responsive and flexible as our travel plans changed. Araceli will take the absolute best care of your pet! She makes a stressful situation much less. Can’t recommend her enough!!

Availability updated 3 days ago
Sitter Profile Image: Pablo V.
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Sitter Profile Image: Pablo V.
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13. Pablo V.

Rover 101
Star Sitter
Fun walks
Chicago, IL, 60661
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5 out of 5.0 stars
300 reviews
112 repeat clients
Profile image

We left our pup with Pablo for another long weekend and once again we are so happy with Pablo. Ajax just adores him and our house is kept in such great condition when he’s out. We get plenty of updates with pictures throughout the day and Ajax is plenty tired when we see him! We’ll definitely be calling Pablo on our next trip.

Availability updated yesterday
Sitter Profile Image: Audrey A.
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Sitter Profile Image: Audrey A.
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14. Audrey A.

Star Sitter
Chihuahua Mom’s.
West Town, Chicago, IL, 60622
1.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$80
per night
5 out of 5.0 stars
70 reviews
10 repeat clients
Profile image

Thank you for taking care of Reggieeeeee

Availability updated today
Confirmed availability for Easter Weekend
Sitter Profile Image: Erin B.
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Sitter Profile Image: Erin B.
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15. Erin B.

Weekend Dog Walker & Sitter
Near West Side, Chicago, IL, 60607
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5 out of 5.0 stars
10 reviews
3 repeat clients
Profile image

Erin was great! She came over to meet us and Arro prior to her stay. She sent pictures and communicated throughout the weekend. Will definitely book with her again!

Availability updated 3 days ago
Sitter Profile Image: Sarah M.
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Sitter Profile Image: Sarah M.
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16. Sarah M.

Star Sitter
We’ll have fun in the paw-ffice!
Chicago, IL, 60612
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$57
per night
5 out of 4.9 stars
48 reviews
14 repeat clients
Profile image

Sarah is always a delight. She is so good with our crew. Our dog and I were outside in the yard when he heard her open her car door and he excitedly barked his hellos with his tail wagging ‘til she walked into our yard. That’s a pretty great indication of how beloved she is to our family.

Availability updated 19 days ago
Sitter Profile Image: Cami K.
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Sitter Profile Image: Cami K.
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17. Cami K.

They Will Love Their Pet-sitter!
Near West Side, Chicago, IL, 60607
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
3 reviews

Zonkers goes zonkers when he sees Cami at the door! He has so much fun with her and I can stop worrying about Zonkers living in an apartment and never getting any exercise. No matter the Chicago weather, Cami and Zonkers hit the streets. Zonkers is in good hands while getting his exercise and gets plenty of pets along the way. He is always ready for a good nap when he returns!

Availability updated yesterday
Confirmed availability for Easter Weekend
Sitter Profile Image: Rachelle S.
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Sitter Profile Image: Rachelle S.
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18. Rachelle S.

Your Pet’s Vacation Destination
West Town, Chicago, IL, 60642
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 4.8 stars
28 reviews
6 repeat clients
Profile image

Rachelle was sooo sweet and took such great care of Koda when I was away for a week. She sent photos and updates each day including on long walks that Koda loved. Koda even enjoyed her company and started sleeping on the bed with her at night (which she doesn’t tend to do!) so I know Koda loved hanging out with her too!

Availability updated 6 days ago
Confirmed availability for Easter Weekend
Sitter Profile Image: Lizbeth R.
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Sitter Profile Image: Lizbeth R.
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19. Lizbeth R.

No job too big, no pet too small
Chicago, IL, 60612
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
17 reviews
5 repeat clients
Profile image

Felt like I didn’t have to worry. They were in good hands, and it was easy traveling knowing Liz was taking care.

Availability updated yesterday
Sitter Profile Image: Marlena H.
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Sitter Profile Image: Marlena H.
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20. Marlena H.

Shelter-animal trained pet sitter
Near West Side, Chicago, IL, 60607
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
44 reviews
15 repeat clients
Profile image

Marlena was great! We really had a hard time looking for someone that Paco likes and they clicked almost immediately. I will definitely require her service again.

Availability updated today

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