House Sitting In Lower West Side Chicago

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Sitter Profile Image: Alison F.
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Sitter Profile Image: Alison F.
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1. Alison F.

Star Sitter
Your animal's new best friend!
Near North Side, Chicago, IL, 60611
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$57
per night
5 out of 5.0 stars
24 reviews
6 repeat clients
Profile image

We were glad to have Alison sit Wrigley in our home for a few days - Alison is communicative, responsible and tidy! Photos throughout the visit verified Wrigley felt super comfortable and we’d be glad to have Alison back again!

Availability updated today
Sitter Profile Image: Emily P.
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Sitter Profile Image: Emily P.
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2. Emily P.

Star Sitter
Love animals of all personalities
Chicago, IL
4.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
20 reviews
7 repeat clients
Profile image

Emily cared for our senior lady Maria during vacation, and we are so thankful for her excellent work! Maria has some dietary needs/gets twice a day medications, and she is not easy to pill, but Emily made sure she got her meds everyday. She took great care of our home while we were away too. Communication was excellent, we got lots of great updates on our girl. Will be booking again when we need help!

Availability updated 23 days ago
Sitter Profile Image: Luis S.
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Sitter Profile Image: Luis S.
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3. Luis S.

Star Sitter
Furry Friends Welcome!
Near North Side, Chicago, IL, 60610
3.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$65
per night
5 out of 5.0 stars
34 reviews
7 repeat clients
Profile image

I would recommend Luis to any pet owner! Luis is professional and you can tell that he loves animals. He will care for your pet as if it his own. Luis kept my wife and I updated every day that we were away with pictures and videos and you could tell that our pets were in good hands. Our dogs don't trust just anyone and they were very comfortable around Luis. We felt that our home was safe and in good hands as well with his house sitting. Would 100% book again in the future. Thanks for all your help Luis!

Availability updated today
Sitter Profile Image: Emily N.
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Sitter Profile Image: Emily N.
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4. Emily N.

Star Sitter
Experience with multiple sized dogs
Chicago, IL, 60605
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
182 reviews
53 repeat clients
Profile image

Emily is one of the most patient and kind souls I have ever met. She asked questions and took care of an accident my doggie had with no problems. I appreciate her and would recommend her to anyone. Thanks rover for connecting me to a patient animal lover to watch my doggie at the house overnight.

Availability updated 3 days ago
Sitter Profile Image: Ana A.
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Sitter Profile Image: Ana A.
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5. Ana A.

Star Sitter
Shelter Volunteer & Animal Lover
Near West Side, Chicago, IL, 60608
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
8 reviews
5 repeat clients

Ana was so lovely and caring of our little pet! No complaints at all, we would have her watch our dog again without a doubt!

Availability updated today
Sitter Profile Image: Anna O.
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Sitter Profile Image: Anna O.
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6. Anna O.

Like you never left: care & safety♥
Chicago, IL, 60616
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
4 reviews

Jack and Anya took amazing care of my home and my little crew - a German Shepherd and two very spoiled kitties. From day one, they were super communicative, sending daily updates and the cutest photos, which honestly made being away so much easier. I came home to a clean space and, more importantly, to relaxed, happy animals - clearly well-loved and well looked after. They went above and beyond, and I’m really grateful. Maine would be waiting for you to visit again - I think the pets already miss you!

Availability updated 8 days ago
Sitter Profile Image: Zachary S.
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Sitter Profile Image: Zachary S.
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7. Zachary S.

Star Sitter
Recent grad and animal lover
Lower West Side, Chicago, IL, 60608
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
16 reviews
3 repeat clients
Profile image

Wow! It doesn’t get better than Zach! His energy is so calming, compassionate, and so caring / considerate to both of our very-different dogs. He stayed in our home so that our pups could stick with their routines - Zach sent us daily updates with photos, followed all of our daily (kinda crazy) care instructions, and kept our babies company basically 24/7 which was the most ideal for our situation. We came home to the happiest and healthiest dogs (and cat who ignored him the whole time but was clearly well cared for) and a perfectly clean home! If Zach is available for booking, grab the chance to commit a sit with him! He is an absolute gem ✨🐾❣️

Availability updated 12 days ago
Sitter Profile Image: Heather B.
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Sitter Profile Image: Heather B.
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8. Heather B.

Canine "auntie" for Hire
West Town, chicago, IL, 60612
3.1 mi. away
House Sitting, Dog Walking
from
$70
per night
5 out of 5.0 stars
8 reviews
6 repeat clients
Profile image

Heather was a wonderful dog sitter. She answered the call for my last minute need for someone to stay with our senior pet who was also in a recovery cone! She was so great with Linus - kind, thoughtful, caring. She asked smart, specific questions at our meet&greet. She probably took better care of him than I do (treats, brushing, etc). Highly recommend!!!

Availability updated 2 days ago
Sitter Profile Image: Deven S.
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Sitter Profile Image: Deven S.
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9. Deven S.

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

Deven looked after my three pets - 2 are on medication so they need extra attention, including my cat that needs an asthma inhaler twice a day. Deven did a good job looking after my fur babies. I was happy with his attention to my animals and care. He responds to text messages timely and sends photos of the pets. Great experience.

Availability updated 19 days ago
Sitter Profile Image: Brianna S.
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Sitter Profile Image: Brianna S.
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10. Brianna S.

Lover of All Things Furry!
McKinley Park, Chicago, IL, 60609
1.6 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

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 4 days ago
Sitter Profile Image: Otis B.
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Sitter Profile Image: Otis B.
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11. Otis B.

Dog's Best Friend
Chicago, IL, 60616
2.6 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 today
Sitter Profile Image: molly m.
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Sitter Profile Image: molly m.
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12. molly m.

I will love them like my own!
Loop, Chicago, IL, 60607
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 4.9 stars
223 reviews
61 repeat clients
Profile image

Molly is super responsible and has great communication. Anyone would be happy to have her taking care of their pet or their home. We will be calling her again in the future.

Availability updated 2 days ago
Sitter Profile Image: Paige S.
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Sitter Profile Image: Paige S.
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13. Paige S.

Your pet, My pet 💞
Near West Side, Chicago, IL, 60612
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 4.9 stars
74 reviews
51 repeat clients
Profile image

Paige was great with boss. Provided constant feedback with me while we were gone and made sure boss didnt feel lonely while we were gone.Great sitter and would recommend

Availability updated yesterday
Sitter Profile Image: Nicole R.
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Sitter Profile Image: Nicole R.
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14. Nicole R.

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

Nicole was wonderful! She messaged me everyday on how my dog and cat were doing with pictures or videos. She stayed for like 10 days in our home with them so we are very grateful!

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

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

Marlena came and stayed with Winnie for the second time and again it seems like Winnie really enjoyed her weekend! It gives us such peace of mind to know that Winnie is having playtime, walks, and snuggles while we are away. Thanks so much for taking care of our little lady again!

Availability updated 6 days ago
Sitter Profile Image: Jade T.
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Sitter Profile Image: Jade T.
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16. Jade T.

Star Sitter
Highly experienced animal caregiver
Lower West Side, Chicago, IL, 60608
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
22 reviews
3 repeat clients
Profile image

Jade was outstanding! they provided us with the peace of mind we needed to enjoy our time away. they were both responsive and proactive in communication, which showed they genuinely cared. should we ever need their services again Jade will certainly be out first choice!

Availability updated 2 days ago
Sitter Profile Image: Samantha L.
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Sitter Profile Image: Samantha L.
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17. Samantha L.

Star Sitter
Devoted Pet Sitter 🐾
Near West Side, Chicago, IL, 60607
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$65
per night
5 out of 5.0 stars
18 reviews
6 repeat clients
Profile image

Ya know when you find an amazing hidden gem restaurant and it's so good you don't even want to tell people about it? Thays Samantha. She's outstanding and took SUCH great care of our two dogs as well as our home. One of our dogs is blind and takes a lot of meds, and the other is veryyy old so requires being carried a lot, and she handled everything perfectly. She went above and beyond as a in home sitter as well, washing all the bedding from the guest room too, which we would have happily done when we got home. We even came home to a very nice note. My partner who was very weary about Rover and leaving the dogs in general, has been raving about her since we got home. I selfishly don't want to write this review because I dont want her to be booked the next time we need her!

Availability updated 17 days ago
Sitter Profile Image: Arsema N.
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Sitter Profile Image: Arsema N.
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18. Arsema N.

ten paws down for your babies
Chicago, IL, 60608
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
11 reviews
2 repeat clients
Profile image

Arsema was amazing with our two dogs for a very last minute request. We have a high maintenance reactive pup and she was amazing with them! Will definitely use her services again!

Availability updated 2 days ago
Sitter Profile Image: Kexin J.
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Sitter Profile Image: Kexin J.
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19. Kexin J.

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

Kexin was incredible with my 2 cats! She sent photos every day, played with them so much, and fed them well. When I came back, the cats expected a lot of playtime from me! Couldn’t be happier, would definitely recommend her to a friend.

Availability updated 4 days ago
Confirmed availability for 4th of July Weekend
Sitter Profile Image: Allison J.
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Sitter Profile Image: Allison J.
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20. Allison J.

Star Sitter
Previous Veterinary Technician
Chicago, IL, 60608
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$85
per night
5 out of 5.0 stars
68 reviews
27 repeat clients
Profile image

Allison is a fantastic sitter! She stayed overnight with our lab-shepherd mix, Luna, while we were out of town for a wedding. She was communicative throughout the process, sending regular text and photo updates, and she did a great job taking care of our rather grumpy old dog.

Availability updated 19 days ago

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  2. 2. Meet & Greet

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    It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.

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