House Sitting in Englewood, 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
Dog Walking
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Sitter Profile Image: Danielle B.
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Sitter Profile Image: Danielle B.
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1. Danielle B.

I'll care for them all big or small
Chicago, IL, 60615
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 reviews
4 repeat clients
from
$65
per night
Profile image

Danielle did great house sitting for our two pets. She was able to connect with our new rescue, getting her to eat and not isolate herself. This was very helpful for our new rescue to get out of her shell a bit. Hoping to work with Danielle more in the future.

Sitter Profile Image: Emily N.
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Sitter Profile Image: Emily N.
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2. Emily N.

Star Sitter
Experience with multiple sized dogs
Bridgeport, Chicago, IL, 60616
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
124 reviews
37 repeat clients
from
$55
per night
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Emily was, as usual, an AMAZING dog sitter for Finn for the week we were gone. She is kind, attentive, and professional. She plays with Finn and sends detailed updates. She was very flexible and updated us via WhatsApp because we were out of the country. We will always come to her first if we need a sitter for Finn!

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

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

4. Otis B.

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

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: Jasmine P.
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Sitter Profile Image: Jasmine P.
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5. Jasmine P.

Rover 101
Star Sitter
Beloved dog & cat whisperer, is me!
Chicago, IL, 60615
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
64 reviews
21 repeat clients
from
$75
per night
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Jasmine was amazing yet again with my dobie, Storm. I had some last minute emergency changes to my trip and her flexibility and understanding really put me at ease during a stressful time, I'm so grateful for her support! Super communicative, Jasmine took great care of my girl and my place too. Also, Storm is reactive to other dogs and I trust Jasmine to know how to deal with that. Highly recommend.

Sitter Profile Image: Belicia K.
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Sitter Profile Image: Belicia K.
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6. Belicia K.

Star Sitter
Cats and dogs are my sunshine!
Englewood, Chicago, IL, 60621
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
7 repeat clients
from
$50
per night
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Belicia took wonderful care of Anya while we were away for 8 days. She fed and walked her and sent us numerous photos and updates. Anya fell sick during her stay and Belicia took great care of her. We would love to work with her again!

Sitter Profile Image: Shakira C.
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Sitter Profile Image: Shakira C.
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7. Shakira C.

RoverGO
Rover 101
Star Sitter
Your Pup is My Pup
South Shore, Chicago, IL, 60649
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
7 repeat clients
from
$75
per night
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Shakira is the absolute best and just a amazing lady! This was my first time hes I g him with a stranger. Both she and Benzo fell in love with each other and he was looking sad when she left. She took good care of my boy and kept me updated on his activities during the day. Couldn’t ask for a better experience or sitter for my puppy. Do not hesitate ti book her if she’s available; you won’t regret it I promise. She is a dog whisperer!!?

Sitter Profile Image: Sarah S.
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Sitter Profile Image: Sarah S.
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8. Sarah S.

Rover 101
Experienced Animal Care
Bridgeport, Chicago, IL, 60609
3.5 mi. away
House Sitting
5.0 out of 5 stars
57 reviews
12 repeat clients
from
$60
per night
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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: Connie C.
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Sitter Profile Image: Connie C.
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9. Connie C.

Responsible, attentive animal lover
Chicago, IL, 60611
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
4 repeat clients
from
$50
per night
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Connie was communicative and easily bonded with our dogs! She also sent pictures of them! I felt comfortable leaving my dogs with her and knew they were in good hands. Thank you for taking care of our dogs! Came back to happy puppies!

Sitter Profile Image: Samantha E.
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Sitter Profile Image: Samantha E.
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10. Samantha E.

RoverGO
Professional Pet Sitter & Pup Lover
chicago, IL, 60615
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
56 reviews
33 repeat clients
from
$35
per night
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Samantha is amazing. She took care of my two Frenchies for 8 days in my home. She took over new training techniques for the puppy with no problem (with very little notice I might add). She took amazing care of my babes and left my apartment just as I’d left it. Love her!

Sitter Profile Image: Taylor C.
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Sitter Profile Image: Taylor C.
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11. Taylor C.

Energetic dog lover looking to help
Hyde Park, Chicago, IL, 60615
2.4 mi. away
Boarding, House Sitting, Doggy Day Care
5.0 out of 5 stars
22 reviews
8 repeat clients
from
$30
per night
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Taylor was a great dog sitter for GiGi! She sent photos and made sure she was well taken care of. I would highly recommend Taylor for any pet sitting services!

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
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
26 reviews
6 repeat clients
from
$75
per night
Profile image

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: Janette V.
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Sitter Profile Image: Janette V.
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13. Janette V.

People call me Snow White lol
Chicago, IL, 60609
4.1 mi. away
Boarding, House Sitting, Drop-In Visits
5.0 out of 5 stars
14 reviews
4 repeat clients
from
$65
per night
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Janette is so incredibly patient with our senior pup. She takes him on multiple walks outside and even uses our stroller so he can take breaks when he is tired. We are so lucky to have connected with her and highly recommend her services.

Sitter Profile Image: Shiri B.
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Sitter Profile Image: Shiri B.
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14. Shiri B.

Kind and practical pet lover
Englewood, Chicago, IL, 60621
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
2 repeat clients
from
$70
per night
Profile image

Shiri was a wonderful house sitter who took loving care of our two large dogs, our home, and sent lots of photos of our fur babies. Would happily book with Shiri 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, IL, 60629
2.9 mi. away
Boarding, House Sitting, Doggy Day Care
5.0 out of 5 stars
23 reviews
5 repeat clients
from
$50
per night
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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: Sofia P.
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Sitter Profile Image: Sofia P.
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16. Sofia P.

Animal lover + pet enthusiast!!
Chicago, IL, 60615
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$35
per night

Sofia has always been an incredible pet sitter. She has watched my families’ dogs for three years, and she is incredibly affectionate and patient with my two dogs. One of my dogs is elderly and suffers with epileptic seizures, but I know I can always rely on Sofia to administer medication and give both my dogs the care and attention they need. I would recommend her to anyone in need of reliable pet care.

Sitter Profile Image: Yesenia C.
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Sitter Profile Image: Yesenia C.
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17. Yesenia C.

Dog mom w/professional experience
West Englewood, Chicago, IL, 60636
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$45
per night

About: Experience working professionally with animals for over 10 years now. Signed up for Rover to earn extra income doing something I love while being able to stay home with my little one. CPR-certified. I'm currently home full-time. Open availability for boarding, doggy daycare, dog walking or drop-in visits. Fully dedicated to my pet sitting/grooming business. Your pups will never be left unattended. Boarding: I have a spacious 3 bedroom apartment where your pet has free range (unless non-social). Also a fenced in yard for potty breaks and outside play. A private suite is available for non-social pups. If you're pup is non-social we would just do individual walks instead of backyard potty breaks. Bedding and toys provided.

Sitter Profile Image: Khia S.
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Sitter Profile Image: Khia S.
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18. Khia S.

Rover 101
Just a caring, animal loving girl!
Chicago, IL, 60629
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
from
$30
per night

Khia is one of the most responsible pet caregivers I know! She’s the only person I trust to watch my pup Rocco. He’s a five year old Lhasa Apso, and she’s been his primary caregiver since he was two! She cares for animals as if they were her own, and she’s extremely diligent to ensure the health, safety, and happiness of any animal she comes into contact with. I highly recommend her for this position!

Sitter Profile Image: Grace T.
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Sitter Profile Image: Grace T.
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19. Grace T.

Full time student & pet lover!
Woodlawn, Chicago, IL, 60637
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
1 repeat client
from
$30
per night

Grace is an exceptional pet caregiver whom I recommend to anyone seeking a responsible and loving care for their furry friends. Grace has a unique ability to create a connection with any pet. I witnessed Grace's care firsthand when she helped me pet-sit a friend's cat. Not only did she ensure the cat's basic needs were met, but she also made time to play with the cat and give her lots of attention. Grace's responsible nature and genuine love for animals make her a great choice for anyone in need of a trustworthy pet caregiver.

Sitter Profile Image: Nataya J.
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Sitter Profile Image: Nataya J.
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20. Nataya J.

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

Nataya was wonderful. She took great care of both my cat and dog. She sent daily pictures and videos and was extremely responsive to all of my questions. My pets are my children and she treated them as if they were hers! I would definitely book her in the future.

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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