House Sitting In Armour Square

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Top rated Armour Square house sitters

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Brianna J.
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Brianna J.
Star Sitter
from
$60
per night
5.0 out of 5 stars
59 reviews
20 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

Bre was fantastic watching our Cat! He has some medical that require extra effort/ needs and Bre followed directions and was very communicative in times of doubt. She also took great care of our house. We will hire her again and highly recommend her to watch your pets!

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Megan B.
Sitter Profile Image: Linda D.
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Linda D.
from
$50
per night
5.0 out of 5 stars
5 reviews
3 repeat clients
15 years of experience
Loop, Chicago, IL, 60607

Linda was great with our pooch. Good communication too.

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Rodney D.
Sitter Profile Image: Nicole R.
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Nicole R.
Star Sitter
from
$50
per night
4.9 out of 5 stars
48 reviews
19 repeat clients
3 years of experience
Bridgeport, Chicago, IL, 60616

Nicole R. spent 4 days with Sunny and Sunny LOVED her! My house was spotless when I returned and I will definitely book her in the future. (Am working on that happening really soon.). I definitely would recommend her.

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Dawn K.
Sitter Profile Image: Gianni B.
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Gianni B.
from
$55
per night
5.0 out of 5 stars
24 reviews
2 repeat clients
10 years of experience
Near West Side, Chicago, IL, 60612

Couldn’t have asked for a better sitter to care for our pups in our absence. We loved the thorough updates, pictures, and especially Gianni taking such great care of a sudden pup injury. We were able to enjoy our trip to the fullest knowing our babies were in good hands.

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Bethany W.
Sitter Profile Image: Patricia F.
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Patricia F.
from
$40
per night
4.8 out of 5 stars
66 reviews
21 repeat clients
9 years of experience
Brighton Park, Chicago, IL, 60632

Patricia was absolutely a star for us. Bucket loved having her here and was sad when she left. We will absolutely use Patricia again and appreciate everything she did for Bucket. The care was immaculate and much appreciated!

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Hillary S.
Sitter Profile Image: Annie X.
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Annie X.
from
$65
per night
4.9 out of 5 stars
149 reviews
110 repeat clients
8 years of experience
Armour Square, Chicago, IL, 60616

Annie has been a great sitter for my little girl. Always responsive and easy to deal with. You won't regret having Annie to take care of your furbabies

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Tracey Z.
Sitter Profile Image: Jade T.
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Jade T.
Star Sitter
from
$70
per night
5.0 out of 5 stars
45 reviews
13 repeat clients
11 years of experience
Lower West Side, Chicago, IL, 60608

Jade was great while we were gone for a long weekend! She took wonderful care of our dogs, and it was clear how happy and relaxed the pups were when we returned home. We especially appreciated the regular updates and photos—she gave us total peace of mind while we were away. Highly recommend Jade!

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Brandon H.
Sitter Profile Image: Jessica S.
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Jessica S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
37 reviews
13 repeat clients
5 years of experience
Near West Side, Chicago, IL, 60607

Took amazing care of our dogs while we were away for 10 days! She kept us up to date regularly and took some of the best pictures. She also got them comfortable with short outdoor walks which we plan to keep up now that we’re back. Would highly recommend her for your pet care needs !

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Lawrence L.
Sitter Profile Image: Emily N.
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Emily N.
Star Sitter
from
$65
per night
5.0 out of 5 stars
214 reviews
61 repeat clients
10 years of experience
Chicago, IL, 60605

Emily was an amazing house sitter!! I received daily pictures and updates about Snoopy! I felt so comfortable being able to leave him home with someone.

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Precious B.
Sitter Profile Image: Connie C.
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Connie C.
from
$45
per night
5.0 out of 5 stars
19 reviews
6 repeat clients
15 years of experience
Chicago, IL, 60616

Connie is fantastic! Excellent communication and took great care of my pets (cat and senior pit bull). My animals absolutely adore her and have already requested that she stays with them again :)

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Sherry G.
Sitter Profile Image: Omar C.
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Omar C.
Star Sitter
from
$55
per night
4.9 out of 5 stars
50 reviews
19 repeat clients
16 years of experience
Near West Side, Chicago, IL, 60661

I appreciate that Omar took the time to meet with me beforehand so my dog could get comfortable with him, that actually makes a big difference. He followed all the instructions I provided. My place was left exactly how I left it which shows he respects my space, and that’s always a plus. I’m booking him again soon!

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Daritza H.
Sitter Profile Image: Elizabeth D.
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Elizabeth D.
from
$45
per night
5.0 out of 5 stars
30 reviews
8 repeat clients
20 years of experience
Douglas, Chicago, IL, 60609

Elizabeth is always so great with my dog! I really appreciate the consistent pictures and updates while I’m gone, it really puts my mind at ease. This is my second time having her house sit and both times have been amazing!

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Kennedy C.
Sitter Profile Image: Mairead M.
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Mairead M.
from
$50
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
5 years of experience
Lower West Side, Chicago, IL, 60616

Mairead is awesome! She’s very communicative and this is my second time booking with her. She’s very very responsible and takes her job seriously. I’m very grateful to lean on her when I need to be out of town.

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Agnes R.
Sitter Profile Image: Alyssa G.
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Alyssa G.
Star Sitter
from
$70
per night
5.0 out of 5 stars
19 reviews
7 repeat clients
7 years of experience
Chicago, IL, 60616

Alyssa was available for a last minute overnight, which was super appreciated. She made me feel comfortable that my dog was in good hands, and sent lots of cute pics. Will definitely ask Alyssa to watch my dog again in the future.

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Madison L.
Sitter Profile Image: Angela E.
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Angela E.
from
$60
per night
5.0 out of 5 stars
45 reviews
3 repeat clients
5 years of experience
Chicago, IL, 60616

About: Up until recently I had a large reactive dog. She was my best friend and taught me not only patience, but also taught me so much about dogs. I wfh and am looking to add a little something to my schedule. I would love to give your dog the exercise it needs while you’re at work. I am willing to work with reactive dogs in case by case basis. I am also a dog walking volunteer at CACC. I wfh and have flexibility in my schedule. I am available afternoons and evenings m-f and can work something out on weekends if it was needed. I would take care of your animals at your home based on instructions you give me for you pet. I respect you as an owner and your pet and do not want to give overstep and boundaries

Sitter Profile Image: Vladimir C.
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Vladimir C.
from
$64
per night
5.0 out of 5 stars
81 reviews
27 repeat clients
11 years of experience
Near North Side, Chicago, IL, 60601

Vlad house sat for our 80 lbs 5yo pit bull and two cats. He sent us photos in the morning, afternoon and evening so we could see what they had been up to and were reassured the pets were doing well during our long trip. Vlad took our dog on many long walks so Dexter was very tired by the time we got home. ? I think Dexter missed Vlad when he left. Vlad was also there when we got home so we knew the pets weren’t left alone for long during the transition time, which is when Dexter usually destroys pillows ?. Vlad is absolutely fabulous!! We have already booked him again!!

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Samantha A.
Sitter Profile Image: Pablo V.
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Pablo V.
Star Sitter
from
$70
per night
5.0 out of 5 stars
359 reviews
122 repeat clients
20 years of experience
Chicago, IL, 60610

Pablo did an amazing job caring for our Great Dane, Hugo, at our home while we were on vacation for 4 days. We got photos regularly, and we came home to a very happy dog! We would rebook with Pablo again without question.

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Jordan H.
Sitter Profile Image: Gabriela M.
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Gabriela M.
Star Sitter
from
$63
per night
5.0 out of 5 stars
11 reviews
6 repeat clients
3 years of experience
Chicago, IL, 60605

Gabriela is great. Sent me pictures, followed all the instructions, very punctual and responsible. I have no complaints and would definitely ask her to take care of Babushka again if I am in need of dog sitter.

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Peirong S.
Sitter Profile Image: Allison J.
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Allison J.
Star Sitter
from
$85
per night
5.0 out of 5 stars
75 reviews
32 repeat clients
11 years of experience
Chicago, IL, 60608

Allison is awesome. This was our second time having her watch our two pups so she knew their routine, was great with communication and keeping us updated with messages and pics while we were gone. Once again left the house cleaner than when we left. She’s great- thanks again Allison!

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Jamie S.
Sitter Profile Image: Beatrice D.
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Beatrice D.
from
$50
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
2 years of experience
Bridgeport, Chicago, IL, 60608

About: I have lived with my best friend’s 3-year-old dog for the past couple of years and love to take care of him anytime she’s away - I have always wanted a dog of my own so I take my dog aunt duties very seriously. I also helped my parents raise their puppy, who is now 1 years old and by far the favorite child. I’m currently a student on summer break, so I will have plenty of flexibility to work with your schedule and time needs. Since I am not otherwise employed I am able to give your dog my full undivided attention. I live on the second story of a spacious Chicago three-flat with two dog-loving roommates and a small 14lb playful dog who loves to cuddle.

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Armour Square pet parents share their Rover experiences

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5.0 out of 5 stars

Ashley is a fantastic sitter! She took such good care of my girl Lana. When I got home she was calm and looked happy, which means she enjoyed her time with Ashley.

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Rocio M.
House Sitting
5.0 out of 5 stars

Emily was great with our anxious, cranky little girl. She sent updates and pictures that made me feel so much better about being away. She was wonderful and we can’t wait to have her back!

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Anisah M.
House Sitting
5.0 out of 5 stars

Nothing but glowing things to say. I felt confident that Penny was in good hands from the jump when I saw how Bri interacted with her during out meet and greet. Penny is a high energy young dog and Bri sent plenty of updates while I was away. She took my notes about Penny's care and ran with them giving Penny enrichment, practicing commands on walks, and in the end I had cute photos of a tired pup! Would definitely recommend.

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Kelcie B.
House Sitting
5.0 out of 5 stars

Agata and Calvin did an amazing Job by taking care of our girls. The minute we met the girls seemed very comfortable around them. It is easy to see the love they have for dogs. Pictures on the park during their stay where amazing. 100% recommend and I will definitely trust my dogs with them over and over.. 😃😃

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Josue Alejandro P.
House Sitting
5.0 out of 5 stars

Jade did a wonderful job. She clearly really cared about my dogs and sent plenty of updates. My apartment was incredibly clean after she left. Would hire again in a heartbeat.

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John L.
House Sitting
5.0 out of 5 stars

Tori was on time for the sitting and Lexi loved her. She send me a picture so I could see how content Lexi was, which I really appreciated. I would definitely rebook with her in the near future.

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Ann M.
House Sitting
5.0 out of 5 stars

We have two senior felines each preferring to be the center of the universe. Both boys seem to enjoy her company. Since they are the center of our universe that makes me very happy.

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Mary & Stephen B.
House Sitting
5.0 out of 5 stars

Our dog Heidi is quite anxious and can’t be left alone for long periods of time. Lourdes was able to accommodate this, and gave both me and my wife the gift of a night out without having to worry about the wellbeing of the dog. Thank you Lourdes! Hoping to work with you again in the future.

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Dakota T.
House Sitting
5.0 out of 5 stars

Samantha is amazing!! She is very conscientious and caring. I know Duffy is well taken care of and loved when I’m away. It’s always a pleasure communicating with Samantha and setting up her visits. I highly recommend Samantha!!

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Kim M.
House Sitting
5.0 out of 5 stars

Gabriela is great. Sent me pictures, followed all the instructions, very punctual and responsible. I have no complaints and would definitely ask her to take care of Babushka again if I am in need of dog sitter.

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Peirong S.
House Sitting
5.0 out of 5 stars

Caroline took great care of my kitten and apartment. She was very responsive over text. Will definitely hire her again!

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Sarah C.
House Sitting
5.0 out of 5 stars

Isabel was fantastic! She stayed at my place to watch my dog and kept me in the loop all weekend by sending updates and being super responsive. She was very respectful of my place and kept it spotless. Definitely recommend!!

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Colleen H.
House Sitting
5.0 out of 5 stars

Emily did an amazing job house sitting and watching our 2 kitties! She was so accommodating to our cats’ needs, catering to both a sassy adult and crazy kitten. She even dealt with some chaos at the place because of our contractors, and was super flexible and responsive to everything. I’d highly recommend Emily.

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Claire B.
House Sitting
5.0 out of 5 stars

Took amazing care of our dogs while we were away for 10 days! She kept us up to date regularly and took some of the best pictures. She also got them comfortable with short outdoor walks which we plan to keep up now that we’re back. Would highly recommend her for your pet care needs !

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Lawrence L.
House Sitting
5.0 out of 5 stars

Annie truly went above and beyond this past week, & I can’t express enough good things about her as a person & caregiver!!! She took such amazing care of my pups & it was abundantly clear they were very loved & cared for every single moment I was gone. I’ve honestly never felt so at ease leaving them with someone (including my own family & friends)! She treats your dog(s) like they’re her own, with boundless love, patience, & consistency, & it made the whole experience completely stress-free for me. She is also just a genuinely kind & wonderful person — I’d be friends with her outside of Rover in a heartbeat! I would absolutely recommend her to anyone, especially if you’re someone who gets anxious about leaving your pets with other individuals for a variety of reasons. She’s the kind of person you can fully trust, is a lovely person to interact with, & means everything wholeheartedly. Thank you for everything, Annie!!!

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Maura K.
House Sitting
5.0 out of 5 stars

Mairead is fantastic! She was patient and loving with our pets and took amazing care of our home while we were out. Wholeheartedly recommend!!

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Ben F.
House Sitting
5.0 out of 5 stars

Nicole was communicative, send lots of pictures and videos and left the house very clean when we arrived back home. We’d definitely book with her again!

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Cavya & Greg S.
House Sitting
5.0 out of 5 stars

Symone was the best! She took such great care of our pup Molly, even if it did take a minute for her to warm up. She provided excellent updates and followed our instructions to the T. She took great care of our home and was SUPER flexible when we were experiencing flight delays. She stayed longer than previously agreed to make sure Molly wasn’t home alone for too long. We would certainly have her take care of our dog again!

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Hallie D.
House Sitting
5.0 out of 5 stars

Callie was great with my dogs. She sent a lot of pics and communicated with me the whole time. I can tell they had fun hanging out with her!

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Lyndsey l.
House Sitting
5.0 out of 5 stars

Donatella was so great with our frenchie, Leo! She gave us so many photo updates and we could tell Leo was very happy and well taken care of. She was very responsible. Highly recommend! Definitely plan to have her watch Leo again

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Madeleine J.
House Sitting
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

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

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

House Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Armour Square house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, house sitters on Rover respond in under an hour.

Experience can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available in Armour Square.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Armour Square house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.