House Sitting in Armour Square, 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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What size are your dogs (lbs)?

Search Results

Sitter Profile Image: Emily N.
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Sitter Profile Image: Emily N.
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1. Emily N.

Experience with multiple sized dogs
Bridgeport, Chicago, IL, 60616
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
114 reviews
36 repeat clients
from
$55
per night

I was very nervous as a first time Rover user and so happy I found Emily! She asked detailed questions about my dogs care and habits during our initial meet and greet which put me at ease, sent photo updates during her stay where he seemed very happy / comfortable with her and came home to a clean place. Would definitely book again!

Sitter Profile Image: Lindsay J.
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Sitter Profile Image: Lindsay J.
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2. Lindsay J.

Cat mom and animal lover
Chicago, IL, 60642
4.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
43 reviews
9 repeat clients
from
$66
per night

Lindsay was great we needed a very last minute sitter, and she was able to make a miracle happen. Our dog has separation anxiety, and he was completely at ease when we came home. We will definitely be using Lindsay again to watch our dog.

Sitter Profile Image: Saniah I.
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Sitter Profile Image: Saniah I.
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3. Saniah I.

Saniah: Your pets, my love!
Chicago, IL, 60605
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
4 repeat clients
from
$50
per night

Saniah is great! She was on time and clearly showed that she cares for animals, asking about our dog’s favorite toys and treats. I felt entirely comfortable leaving our dog with her in our home and we will be using her again!

Sitter Profile Image: Otis B.
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Sitter Profile Image: Otis B.
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4. Otis B.

Dog's Best Friend
Near West Side, Chicago, IL, 60612
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
53 reviews
24 repeat clients
from
$65
per night

Otis was WONDERFUL. We couldn't have higher praise for him. We originally had another Rover scheduled for boarding, and she canceled on us 3 hours before we were supposed to head to the airport. Otis helped us last minute and arrived right on time to save us. Our Bernese Mountain Dog puppy is a highly energetic handful, and Otis kept her entertained and stimulated the entire weekend. Our dogs loved hanging out with him, and he was great about sending us picture updates throughout the day. The house was also in even better condition than when we left it. Otis was the best dog sitter and house guest, and we would 100% always book him if we could.

Sitter Profile Image: Munder S.
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Sitter Profile Image: Munder S.
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5. Munder S.

Your pet needs some me time too
West Town, Chicago, IL, 60642
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
125 reviews
46 repeat clients
from
$66
per night

Munder did a great job watching our dog for a couple of nights! He followed all our instructions, sent us lots and lots of cute pictures, and left our apartment as clean as he found it. Along with that, he did a great job communicating with us while we were out of town. I would definitely recommend him to anyone looking for a dog sitter!!

Sitter Profile Image: Crystal R.
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Sitter Profile Image: Crystal R.
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6. Crystal R.

My home is where your pet is.
Chicago, IL, 60653
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
89 reviews
39 repeat clients
from
$65
per night

Crystal did an absolutely wonderful job taking care of our senior dog. She went above and beyond to make sure our Ollie was happy and well taken care of. She sent pictures and updates daily. We plan to use her services again, and highly recommend her!!

Sitter Profile Image: Dalila E.
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Sitter Profile Image: Dalila E.
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7. Dalila E.

Rover 101
PET SPECIALIST
Chicago, IL, 60616
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
193 reviews
85 repeat clients
from
$75
per night

Dalila was excellent with my cat. She send regular updates and very good with communicating. I came back to a happy cat. I will Def be using her services again.

Sitter Profile Image: Jasmine P.
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Sitter Profile Image: Jasmine P.
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8. Jasmine P.

Rover 101
Beloved dog & cat whisperer, is me!
Chicago, IL, 60615
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
61 reviews
21 repeat clients
from
$75
per night

Jasmine took excellent care of Zoey while we were out of town for nearly a week. Despite Zoey's nervousness and the challenges it posed initially, Jasmine exercised a lot of patience and willingness to try different things to allow Zoey to feel more safe. And after the first night, Zoey warmed up significantly! Jasmine kept us updated throughout the trip, whether it was the challenges on the first day or the big successes in the days that followed! We really appreciated Jasmine's skills, knowledge, and commitment to taking care of Zoey.

Sitter Profile Image: Araceli G.
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Sitter Profile Image: Araceli G.
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9. Araceli G.

caring & responsible pet sitter
Near West Side, Chicago, IL, 60607
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
25 reviews
7 repeat clients
from
$50
per night

Araceli was fantastic. She took such great care of Sophie while my wife and I were out of town Araceli provided us with daily updates and texted us with any questions she had. Araceli stayed at our house and when we returned everything was as clean or cleaner then we left it. I would highly recommend Araceli.

Sitter Profile Image: Marlena H.
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Sitter Profile Image: Marlena H.
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10. Marlena H.

Shelter-animal trained pet sitter
Near West Side, Chicago, IL, 60607
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
8 repeat clients
from
$50
per night

I could tell our pup had such a nice time with Marlena. She was punctual, asked good questions, and was quick to respond both when booking and during the stay. And she sent some sweet photos of our camera-shy dog. Would be glad to have her sit again!

Sitter Profile Image: Amanda B.
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Sitter Profile Image: Amanda B.
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11. Amanda B.

Headline incomplete
Loop, Chicago, IL, 60605
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
4 repeat clients
from
$35
per night

Needed someone for an overnight stay and Amanda was a great help! Noche seemed comfortable and well taken care of. Will definitely request her services again!

Sitter Profile Image: Elizabeth D.
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Sitter Profile Image: Elizabeth D.
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12. Elizabeth D.

Does your pet need a new friend?
Douglas, Chicago, IL, 60609
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
5 repeat clients
from
$33
per night

Elizabeth was so great! We were able to meet before the house sitting and went over the specifics of my dog. She gave me daily updates and let me know he was doing well which I really appreciated!! I would definitely book again ?

Sitter Profile Image: Johnathan W.
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Sitter Profile Image: Johnathan W.
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13. Johnathan W.

A friend that cares
Loop, Chicago, IL, 60642
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
30 reviews
15 repeat clients
from
$88
per night

Jonathan took such good care of our dog while we were away! They went on long walks and our dog looked super happy in every picture he sent. Jonathan sent descriptive updates and communicated as needed. We never worried about our pup while we were away. Thanks, Jonathan!

Sitter Profile Image: Annie X.
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Sitter Profile Image: Annie X.
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14. Annie X.

Rover 101
Your 1st kitty/doggy visit FREE ✔
Armour Square, Chicago, IL, 60616
0.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
126 reviews
97 repeat clients
from
$65
per night

Annie watched our French Bulldog, Fiona, for 7 days. It was also a holiday weekend which is a big deal. She did a great job with Fiona! She would send pictures and Fiona looked like she was in her element at home. I felt so comfortable with Annie taking care of Fiona that I didn't feel the need to check in constantly (which is a big thing for me). She also left the apartment just as clean as we had left it! She was great!

Sitter Profile Image: Nicole C.
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Sitter Profile Image: Nicole C.
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15. Nicole C.

Responsible, reliable, WFH 🧘🏻‍♀️
Near South Side, Chicago, IL, 60616
0.4 mi. away
Boarding, House Sitting
5.0 out of 5 stars
15 reviews
1 repeat client
from
$72
per night

Nicole is awesome. She stayed with our pups over 6 days in our home. She followed all our instructions and treated the pups like her own. She catered to their individual personalities and needs. Awesome communication and lots of photos. Nicole continued caring for the dogs even though she got sick that weekend. She left our place spotless. Highly recommend!

Sitter Profile Image: Ashleigh H.
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Sitter Profile Image: Ashleigh H.
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16. Ashleigh H.

Sloop couple saving for a wedding
Near South Side, Chicago, IL, 60605
1.4 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
5 reviews
2 repeat clients
from
$30
per night

Ashleigh was great with my pups! I have two dachshunds - one is very energetic and the other has separation anxiety. She made sure to take them on lots of walks and give them lots of snuggles. Normally when I'm gone, they don't eat and I come home to two overly-clingy dogs. This time, they were well-fed and didn't really seem to care that I was home. She also sent lots of updates so I always knew how they were doing. Not only were my dogs happy, I also came home to a spotless house. I will definitely book Ashleigh again!

Sitter Profile Image: Chijioke E.
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Sitter Profile Image: Chijioke E.
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17. Chijioke E.

Convenient, Empathetic Care!
Chicago, IL, 60616
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 repeat client
from
$50
per night

Chijioke is one of the most caring and empathetic caregivers I have ever met. My cat easily fell in love and felt safe around them for cuddles and play times. They took extra care to make sure she and her litter space were clean. As well as training her on what are her dedicated spaces versus where she's not allowed like in the bathroom tub lol They have been super helpful in guiding me on how to be a better pet parent every time we meet. Very grateful to have them as my and my cat's best friend!

Sitter Profile Image: Sateela H.
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Sitter Profile Image: Sateela H.
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18. Sateela H.

Passionate Pet Enthusiast
Chicago, IL, 60616
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night

Sateela was an amazing dog sitter. She helped Cash feel at home. She sent pictures and gave several unsolicited updates throughout Cash’s stay. We’re looking forward to using her services again.

Sitter Profile Image: Andres R.
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Sitter Profile Image: Andres R.
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19. Andres R.

I care for your pets as my own!
Chicago, IL, 60616
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
2 repeat clients
from
$60
per night

I believe that Andres has what it takes and more to love and care for pets. He grew up with three pit bulls and even rescued his current husky 8 years ago. Andres has trained her to be friendly to other dogs and people, and he makes sure that she is active and healthy. As an out of state college student he still makes sure that his husky is up to date with the vet, and he made sure that she was left in good hands with his family, especially with his younger brother who he taught how to properly care for his husky. Andres is one of my good nursing school friends at UW-Madison and I have seen how caring and patient he is with not only people, but with animals too as he carries over those traits to provide the best care and compassion to all living things.

Sitter Profile Image: Madison H.
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Sitter Profile Image: Madison H.
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20. Madison H.

No ruff days around here
Chicago, IL, 60616
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
1 repeat client
from
$45
per night

Madison watched our dog Sophie while we were travelling for our honeymoon. She was friendly and played with her all day and sent lots of pictures. We'll book her again the next time we're travelling and can't leave the dog with a friend.

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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