House Sitting Armour Square

Find a loving house sitter to watch over your pets and your home.

End
Search

Over 162
pet parents in Armour Square have booked house sitting

Armour Square, Find top rated house sitting

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

1 / 1
Sitter Profile Image: Emily N.
Verified Background Check
Emily N.
Star Sitter
from
$68
per night
5.0 out of 5 stars
• 243 reviews
66 repeat clients
10 years of experience
Chicago, IL, 60605

“Emily has stayed in my home with my dogs many times now and she has always done an amazing job. Extremely trustworthy, clean, and my dogs are always well taken care of.”

Profile image
Ali M.
Sitter Profile Image: Annie X.
Verified Enhanced Background Check
Annie X.
from
$75
per night
4.9 out of 5 stars
• 159 reviews
114 repeat clients
8 years of experience
Armour Square, Chicago, IL, 60616

“Amazing!!! Annie is great with out shy dog and went out above to build trust with our dog. Annie was very good about communicating with us. We will definitely be using Annie as a pet sitter again!”

Profile image
Angelina L.
Sitter Profile Image: Jorie S.
Verified Enhanced Background Check
Jorie S.
from
$70
per night
5.0 out of 5 stars
• 19 reviews
8 repeat clients
15 years of experience
Chicago, IL, 60605

“Jorie was an amazing sitter !! I received detailed updates every day while I was gone and she did a fantastic job following my senior dogs medicine and feeding routine. I will definitely be booking again 😊”

Profile image
Alex I.
Sitter Profile Image: Samantha E.
Verified Background Check
Samantha E.
from
$40
per night
5.0 out of 5 stars
• 144 reviews
62 repeat clients
13 years of experience
Loop, Chicago, IL, 60602

“Sam did an amazing job watching my dog Josie. Josie is blind and requires help getting around and she can be a little stubborn. Sam was very patient with her and made sure she was very well taken care of. I will definitely book Sam again in the future.”

Profile image
Irina L.
Sitter Profile Image: Suzanne H.
Verified Background Check
Suzanne H.
from
$70
per night
5.0 out of 5 stars
• 20 reviews
5 repeat clients
15 years of experience
Lower West Side, Chicago, IL, 60608

“Suzanne did an excellent job taking care of our pup Lucy! She had great communication throughout the weekend and we came home to our house exactly how we left it! I would highly recommend her for any service!”

Profile image
Jennifer C.
Sitter Profile Image: Elizabeth D.
Verified Enhanced Background Check
Elizabeth D.
from
$45
per night
5.0 out of 5 stars
• 32 reviews
9 repeat clients
20 years of experience
Chicago, IL, 60609

“They were AWESOME! Immediately we hit it off talking about our mutual interests. My dog gets a bit hyper but Levi was able to demonstrate techniques to calm him down and quickly. Once I left they sent me regular updates and I never had to worry about whether or not my kitten and dog were in good hands. I really appreciate the time and effort they put into making sure I was updated. I’ve never used Rover but I definitely will again. I also will definitely be using Levi. Thank you so much for everything!”

Profile image
Alexis H.
Sitter Profile Image: Eliana B.
Verified Enhanced Background Check
Eliana B.
from
$55
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
3 years of experience
Lower West Side, Chicago, IL, 60608

“Eliana was absolutely amazing. My partner and I have a disabled fur baby with a number of special needs, and Eliana was incredibly diligent, asked all the right questions, followed our instructions closely, and took such great care of Miss Bean and our home. We came home to a happy, healthy pup and couldn’t have been more appreciative. I will absolutely be reaching back out for future travel plans. She was a dream to have stay with our fur baby!”

Profile image
William R.
Sitter Profile Image: Emily P.
Verified Enhanced Background Check
Emily P.
from
$65
per night
5.0 out of 5 stars
• 33 reviews
12 repeat clients
5 years of experience
Chicago, IL

“Emily agreed to pet sit my two cats at my apartment with such short notice and over a holiday. She was beyond respectful and on top of things. She sent pictures and videos of my cats throughout my trip and made me feel totally fine leaving them with her. I was nervous to leave my cats over thanksgiving break and had never done rover before. I kept telling my parents how amazing I felt with Emily there! I will totally be calling her again.”

Profile image
Lauren J.
Sitter Profile Image: Faith M.
Verified Enhanced Background Check
Faith M.
from
$60
per night
5.0 out of 5 stars
• 23 reviews
9 repeat clients
10 years of experience
Chicago, IL, 60622

“Faith showed up for every drop in and took my babies for walks. She kept an extra close eye on Neville because he’d just had a tooth extracted and was on a soft diet with pain meds. Faith patiently soaked his kibble and proportioned his wet food to go with it and I’m so grateful for that. She was great with my fur children.”

Profile image
Marissa G.
Sitter Profile Image: Hunter S.
Verified Enhanced Background Check
Hunter S.
from
$45
per night
5.0 out of 5 stars
• 80 reviews
18 repeat clients
11 years of experience
Chicago, IL, 60608

“Hunter was so amazing! When we arrived back home it was as if we never left. He provided daily updates and our girls were so happy when we got home. Plus he picked up all the poop in the yard which I appreciate so much!! Thank you so much Hunter!”

Profile image
Lexy D.
Sitter Profile Image: Jozelin R.
Verified Background Check
Jozelin R.
from
$37
per night
5.0 out of 5 stars
• 38 reviews
19 repeat clients
15 years of experience
Bridgeport, Chicago, IL, 60616

“Jozelin took great care of our dog, Derby. She was communicative and responsive and sent us great photos of Derby while we were on vacation. I would recommend booking Jozelin to care for your pets!”

Profile image
Kaylyn T.
Sitter Profile Image: Christina D.
Verified Enhanced Background Check
Christina D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 15 reviews
5 repeat clients
13 years of experience
Oakland, Chicago, IL, 60653

“Christina took excellent care of our apartment, Casey cat, and Rowdy (a recently adopted 5-month old kitten we were nervous about leaving.) We got plenty of reports and pictures, and the cats were very mellow when we got home.”

Profile image
Kathleen T.
Sitter Profile Image: Andres G.
Verified Enhanced Background Check
Andres G.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 47 reviews
16 repeat clients
5 years of experience
Lower West Side, Chicago, IL, 60608

“Xena loved her time with Andres. I was regularly updated with pictures and always felt like Xena was well cared for. I came home to a happy pup all thanks to Andres. Highly recommend.”

Profile image
Oswaldo A.
Sitter Profile Image: Connie C.
Verified Enhanced Background Check
Connie C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 26 reviews
7 repeat clients
15 years of experience
Loop, Chicago, IL, 60611

“Connie was wonderful! She was very upfront and communicative leading up to our booking which made us feel more and more comfortable as we got closer to our trip. She sent us the perfect amount of updates and our dog Ralph, who is your classic dramatic and clingy dachshund, warmed up to her very quickly. She kept our place very clean and would be happy to book her again/recommend her to our community!”

Profile image
Jessica K.
Sitter Profile Image: Jessica S.
Verified Background Check
Jessica S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 41 reviews
15 repeat clients
5 years of experience
Near West Side, Chicago, IL, 60607

“Jessica was so communicative, clean and kind!! She has a calm energy that our golden retriever was drawn to immediately. We received lots of updates and pictures while we were away and came home to a very clean apartment. Our dog seemed very satisfied with all the walks and playtime which he needed. Definitely recommend! 😊”

Profile image
Rebecca M.
Sitter Profile Image: Natalie Z.
Verified Enhanced Background Check
Natalie Z.
from
$40
per night
2 years of experience
Chicago, IL, 60608

About: I am trained as a Certified Veterinary Technician that has given me the skills and knowledge to provide safe, attentive care. I’m better equipped to recognize potential health concerns, handle unexpected situations, and know when a pet may need veterinary attention. I truly love caring for animals and meeting new pets, taking the time to learn their unique personalities and needs. I’m patient, attentive, and dedicated to making every pet feel safe, comfortable, and loved while in my care. I currently work part-time at a veterinary clinic four days a week. Your pet must be okay with being alone during normal work hours, but otherwise I can provide plenty of companionship, care, and attention. I do not offer boarding in my home, but I am happy to provide house sitting in your home. I will treat your home with the same respect and care I would my own, leaving everything just as I found it.

Sitter Profile Image: Danielle G.
Verified Enhanced Background Check
Danielle G.
from
$28
per night
5.0 out of 5 stars
• 3 reviews
25 years of experience
Bridgeport, Chicago, IL, 60616

“Danielle was amazing with my dogs! She was very patient, caring, and attentive to their needs. She kept me updated throughout their stay and sent plenty of pictures, which gave me great peace of mind. It was clear they were happy and well cared for. I highly recommend Danielle and will definitely use her again!”

Profile image
Jerónimo Á.
Sitter Profile Image: Allison J.
Verified Background Check
Allison J.
from
$85
per night
5.0 out of 5 stars
• 82 reviews
34 repeat clients
13 years of experience
Chicago, IL, 60608

“Allison was fantastic! This is the first time we’ve used Rover for in-house sitting and Allison put our minds at ease right away at our meet & greet. We love that she has extensive experience as a vet tech and felt comfortable leaving both of our dogs (one that can be pretty anxious and take a bit to warm up) in her care. She was flexible, communicative and kept us updated with texts and photos during her stay. Also left the house super clean. Looking forward to booking again!”

Profile image
Jamie S.
Sitter Profile Image: Natasha N.
Verified Enhanced Background Check
Natasha N.
from
$30
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
3 years of experience
Chicago, IL, 60605

“Very considerate and caring with my fur babies. She followed instructions well and made sure they got their specified treats and supplements.”

Profile image
Ana A.
Sitter Profile Image: Elizabeth C.
Verified Background Check
Elizabeth C.
from
$75
per night
5.0 out of 5 stars
• 59 reviews
22 repeat clients
10 years of experience
Loop, Chicago, IL, 60601

“Elizabeth was SO amazing!! I am so picky about who I choose to have watch my dogs since they’re like my babies, and she gave me so much peace of mind. She was super responsive, updated me lots throughout the day, and sent me a ton of pictures and videos! I would highly, highly recommend Elizabeth and I will absolutely be booking her again in the future!”

Profile image
Kayla G.
1 / 1
View more

The median cost per night for house sitting in Armour Square is $50

Pet parents share their Rover experiences - Armour Square

1 / 1
5.0 out of 5 stars

Elizabeth is very communicative, reliable and responsive! She made herself available to come for a quick paid meet and greet before the weekend so us and our dog could meet her before we left which made us much more comfortable. Elizabeth sent photo updates each day and made sure we knew they were doing well. We knew our home and dog were well taken care of when we returned! We will definitely rebook Elizabeth in the future and would recommend her to our friends and family.

Profile image
Justine B.
House Sitting
5.0 out of 5 stars

Bella is GREAT! Socks absolutely loves her and she kept us updated with lots of photos while we were away for just a little over a week, and she took such great care of her. Bella was also really respectful of our home and left everything super clean and tidy. Just an all-around lovely person and we’d happily have her look after Socks again! Thank you!!

Profile image
Anita W.
House Sitting
5.0 out of 5 stars

Wamy did a great job with my particular pup Bear! She house sat for 3-4 days and was patient and attentive to Bear's needs and preferences. Would happily book again!

Profile image
Sindhu S.
House Sitting
5.0 out of 5 stars

Samantha did a great job watching our elder lab mix and providing pictures and updates. She's also a responsive and good communicator, which is super helpful! Definitely would recommend her!

Profile image
Kate B.
House Sitting
5.0 out of 5 stars

Elissa did an amazing job watching Sebastian for 4 days while I was on vacation. She sent me regular updates and my home was spotless. Thank you, Elissa!!

Profile image
Audrey W.
House Sitting
5.0 out of 5 stars

Claire was great. She covered all the details for our cat including daily meds and overall anxiety support. She also sent us daily pictures and gave great updates. Thank you so much! Highly recommend

Profile image
Patrick P.
House Sitting
5.0 out of 5 stars

Annie has house sat for us several times. Hawthorne, our 16 year old tuxedo cat is always in great spirits when we return. We already look forward to our next trip and know our boy is in good hands.

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

Natasha did a great job with my girls, and was very flexible with a schedule change! She sent regular photo updates and my skittish cat even warmed up to her. Would definitely hire again!

Profile image
Amanda S.
House Sitting
5.0 out of 5 stars

Super sweet, communication was great and she provided me with lots of pictures of my baby during her daily walks and during playtime. Would definitely book again!!!

Profile image
Jackie H.
House Sitting
5.0 out of 5 stars

Carla was so great to work with! Communication was quick and she sent lots of photos while we were away. One of my dogs was on a temporary special diet and meds and she took care of everything. We will be booking with her again soon!

Profile image
Karli J.
House Sitting
5.0 out of 5 stars

McKaylee was amazing with Otto! We just moved, so he's still getting used to our new apartment, and she was incredibly patient with him. She took such great care of him and we could tell he was in good hands. We'll definitely be booking her again and we're super grateful for everything she did!

Profile image
Kathya P.
House Sitting
5.0 out of 5 stars

This was our very first experience having an overnight pet sitter, and naturally, my husband and I were a little nervous about leaving our cats and our home in someone else’s care. Looking back, booking Christina D. was truly one of the best decisions we could have made. From our very first communication, Christina made us feel comfortable and confident. She is incredibly reliable, extremely friendly, easy to reach, and an excellent communicator. After speaking with her and then meeting her in person, we immediately felt that she was someone we could trust. She has such a wonderful way with animals, and it was obvious that their comfort and well-being were genuinely important to her. What impressed us just as much was Christina’s professionalism and attention to detail. She followed all of my instructions to a T, which was especially important to me because our cats have their own routines and schedules. I never had to wonder whether something had been forgotten or overlooked. Christina paid attention to every detail and respected exactly how we wanted our cats cared for. Her customer service is absolutely impeccable. She is attentive, responsible, considerate, and very clean and respectful of our home. Having someone stay overnight in your home requires a completely different level of trust, and Christina exceeded our expectations in every way. Most importantly, she gave us something that is priceless when traveling: peace of mind. For the first time, we were able to truly relax and enjoy our trip without worrying about rushing home, disrupting our cats’ routine, or constantly thinking about whether they were comfortable and being properly cared for. They were able to remain in their own home, follow their normal schedule, and receive the attention and companionship they needed. In fact, our experience was so positive that we have already booked Christina for our next trip! Knowing that we have someone this dependable to care for our cats has completely changed the way we feel about traveling. Instead of feeling stressed or guilty about leaving, my husband and I can now look forward to our trips and enjoy ourselves to the fullest, knowing that our cats and our home are in excellent hands. We could not be happier with Christina and would recommend her wholeheartedly to anyone looking for a trustworthy, caring, professional, and truly exceptional overnight pet sitter. We feel incredibly fortunate to have found her!

Profile image
Irina C.
House Sitting
5.0 out of 5 stars

We had such a great experience with Zhanna! She took amazing care of our pup and gave us so much peace of mind while we were away. She was reliable, communicative, and clearly genuinely cared about making sure our dog was happy and comfortable. We got regular updates and pictures, which made being away so much easier!

Profile image
Kayla B.
House Sitting
5.0 out of 5 stars

Took great care of Ash and Lila on short notice allowing both of us to go on a short trip to see family. I was able to sleep well knowing Jessica was looking after them.

Profile image
Lawrence L.
House Sitting
5.0 out of 5 stars

Emily was fantastic - we had her stay at our place with our dog while we were out of town. She gave regular updates and took wonderful care of our home. Would absolutely book her again and recommend her to others.

Profile image
Sarah K.
House Sitting
5.0 out of 5 stars

Annie is the ABSOLUTE best! She takes such good care of Goose while I’m gone and is so communicative, sending plenty of updates and photos everyday. So appreciative of your help!

Profile image
Olivia G.
House Sitting
5.0 out of 5 stars

Allison was absolutely wonderful with our French bulldog and two cats. As protective pet parents, this was our first time leaving all three of them in someone else’s care, so naturally we were a little apprehensive. Allison immediately put us at ease by offering two consultation visits before our trip so she could thoroughly understand our pets’ individual needs, routines, personalities, and home environment. That level of preparation and genuine care meant a lot to us. Throughout our vacation, Allison was incredibly attentive and responsive. She arrived early and kept us updated with multiple messages and plenty of photos, which gave us so much peace of mind while we were away. It was clear that she wasn’t simply checking in on our pets, but genuinely caring for them and making sure they were happy and comfortable. She even went above and beyond by offering thoughtful advice for our continued care of the pets, which we really appreciated. You can tell Allison truly loves animals and takes the responsibility of caring for them seriously. She also left the house tidy and in great shape. It was such a small gesture, but after coming home from a long trip, walking into a clean and tidy home made a bigger difference than she probably realized. We came home to three happy, well-cared-for pets and felt completely comfortable knowing they were in Allison’s hands. She helped make our vacation so much more enjoyable because we never had to worry about how things were going at home. We would absolutely recommend Allison and will definitely be using her services again. Thank you, Allison, for taking such wonderful care of our babies and allowing us to have such a relaxing vacation. We truly couldn’t have done it without you!

Profile image
Danny R.
House Sitting
5.0 out of 5 stars

Meg took great care of my dog for an extended weekend. She was super communicative all weekend which made me feel like my dog was in great hands!

Profile image
Krista M.
House Sitting
5.0 out of 5 stars

Clancy and Alice were amazing!! They made sure the pups were well taken care of and provided regular updates and pictures! We already plan to have them come again for a longer stay.

Profile image
Farnel M.
House Sitting
5.0 out of 5 stars

Stephanie was an amazing sitter. She spent a lot of time with our two cats, giving Fern her inhaler and playing with Oscar who has endless energy. She went above and beyond.

Profile image
Leigh C.
House Sitting
1 / 1
Find pet care near you

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 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.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for house sitting - Armour Square

Select a filter and find qualifying sitters offering house sitting.

Sitters in Armour Square average 4
repeat house sitting clients

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge