House Sitting in Gage Park, Chicago

Find a loving dog sitter to watch your dog overnight in your home.

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
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Sitter Profile Image: Emily N.
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Sitter Profile Image: Emily N.
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1. Emily N.

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

Emily was great with my senior pup, Bailey! She kept me updated and sent great photos the entire time I was out of town. On top of the great care she took with both Bailey and my place, she was amazingly flexible and able to extend her stay when we had to stay out of town an extra day. Definitely recommend Emily and plan to book again with her!

Sitter Profile Image: Otis B.
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Sitter Profile Image: Otis B.
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2. Otis B.

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

After a seven night stay, we couldn’t be happier! The dogs seemed happy, we got photos / communication every day, and the house was even left clean. We would use again / recommend to anyone!

Sitter Profile Image: Gaby V.
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Sitter Profile Image: Gaby V.
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3. Gaby V.

Rover 101
Star Sitter
Stay at home College Student!
Chicago, IL, 60623
3.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
43 reviews
13 repeat clients
from
$60
per night

Gaby was amazing! Truly an incredible dog sitter, and I’ll be reaching out to her again for her services in the future. She took great care of my three dogs one of which is over 17. They clearly had a great time with her and she sent me frequent updates, pictures and even video clips. They seemed less impressed with me when I came home, which I saw as a testament to how much they enjoyed Gaby‘s company. She also took excellent care of my home. Gaby’s responsiveness and communication did wonders to remove the added stress from a last minute business trip.

Sitter Profile Image: Saniah I.
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Sitter Profile Image: Saniah I.
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4. Saniah I.

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

Arrived in time and take care of my dog perfectly, great communication all the time, definitely recommend her and super happy with the service provided.

Sitter Profile Image: Jasmine V.
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Sitter Profile Image: Jasmine V.
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5. Jasmine V.

Rover 101
Star Sitter
Animal lover! :)
Lower West Side, Chicago, IL, 60608
4.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
6 repeat clients
from
$60
per night

Jasmine kept my dog and cat over a long weekend and stayed in my home. She was polite, kept me updated often with notes and photos, she was prompt in our meeting and left my house spotless. Most importantly - my pets were well cared for and happy when I returned. 100% would book again!

Sitter Profile Image: Jasmine P.
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Sitter Profile Image: Jasmine P.
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6. Jasmine P.

Rover 101
Star Sitter
Beloved dog & cat whisperer, is me!
Chicago, IL, 60615
4.4 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 did an amazing job house sitting with our pup. She clearly communicated the whole week and left the house spotless. Our dog was well taken care of and very relaxed when we returned. She sent updates and was a pleasure to work with. We would love to rebook Jasmine our next trip and highly recommend her!

Sitter Profile Image: Elizabeth D.
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Sitter Profile Image: Elizabeth D.
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7. Elizabeth D.

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

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!

Sitter Profile Image: Callie L.
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Sitter Profile Image: Callie L.
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8. Callie L.

I love caring for animals!!
Near West Side, Chicago, IL, 60607
5.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
5 repeat clients
from
$50
per night

Callie was extremely communicative since day 1 of reaching out to her, we did a meet and greet and the dogs seemed instantly bonded with her and she asked a bunch of questions to really get to know their schedules and personalities. During our stay she provided us with updates and pictures and when we came home the house was spotless and the dogs were so happy. She is an extraordinary caretaker and even more talented artist! I’m so glad we went this route instead of the dog hotel this time around because my dogs are so much happier and healthier because of Callie. Anytime I had a special request she was there to help me out. Thank you so much.

Sitter Profile Image: Belicia K.
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Sitter Profile Image: Belicia K.
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9. Belicia K.

Star Sitter
Cats and dogs are my sunshine!
Englewood, Chicago, IL, 60621
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
7 repeat clients
from
$50
per night

My cat sitter cancelled on me at the last minute. But as it turns out I was meant to find Belicia. She took excellent care of my girl Zuri. Belicia was communicative, kind, and followed all instructions. She sent me messages and photos to absolve any worry and it didn't take long for my anti-social kitty to take to her. Having her care for Zuri was such a peace of mind. When I came back home, I realize that everything worked out as it should have. This is the beginning, as I will be scheduling with Belicia again.

Sitter Profile Image: Nicole C.
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Sitter Profile Image: Nicole C.
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10. Nicole C.

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

Nicole was phenomenal with my big, excitable, very opinionated pitbull - Juniper. I was gone for a full week and it was the first time I’d met Nicole. We did a meet and greet and she asked fantastic questions. She checked in a few days before my trip and arrived right on time the day I flew out. Throughout the week I was comforted by little updates and FANTASTIC pictures of Juni (honestly I don’t know how she did it because I haven’t been able to get a good pic out of Juni in months). She asked good questions throughout the week when needed and was super communicative. I got my times mixed up on the Rover app in regards to when I’d be returning and Nicole stopped by the house outside of the agreed upon times to make sure June got her dinner and a final pee. She also changed my bedsheets and folded my laundry??? Truly above and beyond - Juni (and my home and space) were well taken care of. Cannot recommend Nicole enough!

Sitter Profile Image: Lupe M.
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Sitter Profile Image: Lupe M.
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11. Lupe M.

Star Sitter
Ready to help out while you’re away
Gage Park, Chicago, IL, 60632
0.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
20 reviews
6 repeat clients
from
$90
per night

Lupe was great! Took really good care of my 13 year old dog! Lupe is very communicative and responsive, she’d send lots of pics of Rockie! Also, our apartment was cleaner when we got back than before we left! Thank you again!!

Sitter Profile Image: Barbara M.
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Sitter Profile Image: Barbara M.
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12. Barbara M.

Rover 101
The sitter DogMom &the MegaSaga pup
South Lawndale, Chicago, IL, 60623
3.5 mi. away
Boarding, House Sitting, Doggy Day Care
5.0 out of 5 stars
9 reviews
3 repeat clients
from
$75
per night

Barbara was my neighbor when I lived in Chicago and we met while walking our dogs. We immediately became close friends as well as our pups. She would watch my two dogs all the time and they adored her. Barbara is the kindest person with the most genuine heart. She is one of those rare beings that just glows. She takes excellent care of animals and she gives them all her love. Your pet will be in loving hands if you pet-sit with Barb!

Sitter Profile Image: Sarah S.
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Sitter Profile Image: Sarah S.
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13. Sarah S.

Rover 101
Experienced Animal Care
Bridgeport, Chicago, IL, 60609
3.6 mi. away
House Sitting
5.0 out of 5 stars
57 reviews
12 repeat clients
from
$60
per night

Sarah did a great job with Hazel and Apollo. This was the first time we have left them with a sitter (other than a family member), so we were a bit nervous, but once I asked for some updates and photos, Sarah was good about sending them! She was very prompt with her arrival times and our dogs seemed comfortable with her from the beginning.

Sitter Profile Image: Jacky & Leo V.
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Sitter Profile Image: Jacky & Leo V.
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14. Jacky & Leo V.

A dog is also a girls best friend!
Chicago, IL, 60636
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
26 reviews
8 repeat clients
from
$50
per night

Jacky was wonderful! So quick and easy to communicate and set up a meet and greet with. We needed dog sitting for a weekend. Our dogs are reactive to people and after explaining this to Jacky, she was up for seeing if it will work. My dogs took to her very quickly!! We got updates and pictures, including how well they were acclimating to her! We can’t thank her enough and will definitely be booking her services again!

Sitter Profile Image: Amelia E.
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Sitter Profile Image: Amelia E.
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15. Amelia E.

Your dog's bestfriend 🐶
Chicago Lawn, Chicago, IL, 60629
1.0 mi. away
Boarding, House Sitting, Doggy Day Care
5.0 out of 5 stars
22 reviews
5 repeat clients
from
$45
per night

Amelia stayed at our home while we were on a weeks vacation and getting married out of town. We returned to our dog with good health and joyfulness.

Sitter Profile Image: Shiri B.
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Sitter Profile Image: Shiri B.
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16. Shiri B.

Kind and practical pet lover
Chicago, IL, 60621
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
1 repeat client
from
$50
per night

Shiri was awesome to accept a relatively last minute booking at a good rate, and was communicative and professional throughout her stay. I returned to my home exactly how I had left it for her which I appreciated as well. She was understanding and kind when problems arose which meant a lot for me given my dog is of old age and caring for him can be quite involved. Thanks Shiri!

Sitter Profile Image: Nataya J.
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Sitter Profile Image: Nataya J.
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17. Nataya J.

Loving care when your not there!!
West Englewood, Chicago, IL, 60636
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
17 reviews
6 repeat clients
from
$70
per night

Nataya is always there in a pinch and Inga is always so excited to see her! She gives me updates often and is really flexible when I need it. Really appreciate Nataya as one of our regular sitters!

Sitter Profile Image: Janette V.
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Sitter Profile Image: Janette V.
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18. Janette V.

People call me Snow White lol
Chicago, IL, 60609
2.7 mi. away
Boarding, House Sitting, Drop-In Visits
5.0 out of 5 stars
13 reviews
4 repeat clients
from
$65
per night

Janette is awesome! She spoiled my senior girl Lana during a quick outing I had planned. Janette took her for a pup-accino and back to her house so she could sunbathe and people watch. And Janette always provided updates. Lana was happily exhausted when I got home that day!

Sitter Profile Image: Melina M.
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Sitter Profile Image: Melina M.
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19. Melina M.

Doggies and kitty’s all loved ♥️
Brighton Park, Chicago, IL, 60632
2.0 mi. away
Boarding, House Sitting
5.0 out of 5 stars
1 review
2 repeat clients
from
$40
per night

About: I am loving caring always careful I will send you the most adorable pics. ♥️ I can guarantee that your fur baby will definitely enjoy their stay I work from home so I am always home and free to give lots of love and attention and play time♥️ So I have lots of free time I have a fenced yard and 2 loving dogs and loving cats at home we have a feeding schedule as well as a good sized yard to play in

Sitter Profile Image: Danie R.
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Sitter Profile Image: Danie R.
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20. Danie R.

Because they're family too.
Chicago, IL, 60629
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
8 repeat clients
from
$75
per night

Danie stayed overnight with my dogs when I traveled on business, and she handled everything beautifully. I got home the next evening and the dogs were not stressed, they had been fed dinner, the lights were on and the house was not a mess, it was very nice to come home to dogs that were glad to see me but not stressed out by my absence. Thanks Danie! She even won over my young Border Collie who is suspicious of most people he meets.

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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.

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