House Sitting in Bridgeport, 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
Which dates do you need?
What size are your dogs (lbs)?

Search Results

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Sitter Profile Image: Otis B.
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Sitter Profile Image: Otis B.
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1.

Otis B.

Dog's Best Friend
Near West Side, Chicago, IL, 60612
House Sitting, Drop-In Visits, Dog Walking
5.0
44 reviews
19 repeat clients
from
$55
per night

Otis did a great job with Bonita, she was happy and healthy after 15 long day away. There was lack of communication but overall I recommend him to take care of your doggy.

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Sitter Profile Image: Faith L.
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Sitter Profile Image: Faith L.
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2.

Faith L.

The best care for your best friend
Chicago, IL, 60608
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
13 reviews
2 repeat clients
from
$67
per night

Faith was so patient with our senior pup who has both a health condition and separation anxiety. We met beforehand for a meet and greet and she asked lots of questions to make sure she understood his personality and quirks. She took him on multiple walks to keep him distracted by what he loves most (sniffing and enjoying fresh air). And she took delicate care of him when he had an upset tummy. It's never easy leaving your fur baby with someone new but Faith made it a positive experience. Happy to have found her : )

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Sitter Profile Image: Lupe M.
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Sitter Profile Image: Lupe M.
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3.

Lupe M.

Ready to help out while you’re away
Gage Park, Chicago, IL, 60632
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
14 reviews
5 repeat clients
from
$90
per night

there aren't enough nice things to say about Lupe. She goes above and beyond is always responsive and takes great photos! I never have to worry knowing she is watching my fur babies! She is amazing!

Sitter Profile Image: Munder S.
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Sitter Profile Image: Munder S.
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4.

Munder S.

Your pet needs some me time too
West Town, Chicago, IL, 60642
House Sitting, Drop-In Visits, Dog Walking
5.0
108 reviews
40 repeat clients
from
$60
per night

Munder was great with my 2 dogs while i was out of town for the night! He left my place spotless and send updates and photos along the way. Quick communion as well! Would recommend and also use again for future sitters!

Sitter Profile Image: Saniah I.
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Sitter Profile Image: Saniah I.
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5.

Saniah I.

Saniah: Your pets, my love!
Chicago, IL, 60605
House Sitting, Drop-In Visits, Dog Walking
5.0
6 reviews
2 repeat clients
from
$45
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!

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

Jasmine P.

Rover 101
Beloved dog whisperer, is me!
Chicago, IL, 60604
House Sitting, Drop-In Visits, Dog Walking
5.0
40 reviews
16 repeat clients
from
$75
per night

Jasmine is amazing! She has looked after my Cane Corso a few times now. Her communication is consistent, she gets along great with the pup and he loves her. She will be go to dog care from here on our!

Sitter Profile Image: Allison J.
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Sitter Profile Image: Allison J.
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7.

Allison J.

Previous Veterinary Technician
Near West Side, Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking
5.0
42 reviews
21 repeat clients
from
$80
per night

Allison is an absolute pro! This was our first time using Rover and we were so fortunate to get Allison. She not only took fantastic care of our high energy pit bull, but she also gave us frequent updates on how things were going and took incredible care of our place, leaving it cleaner than when she arrived. We were thrilled and grateful and would highly recommend Allison to others!

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Sitter Profile Image: Emily N.
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Sitter Profile Image: Emily N.
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8.

Emily N.

Experience with multiple sized dogs
Bridgeport, Chicago, IL, 60616
House Sitting, Drop-In Visits, Dog Walking
5.0
89 reviews
26 repeat clients
from
$50
per night

Emily is absolutely wonderful!!! Kind, thoughtful, responsible and adaptable. She cared for our pet and our home like they’re her own, went above and beyond what was asked of her, and sent daily updates. She was also very attentive and understanding of our pet’s geriatric quirks. Bonus: she takes incredible photos! We would highly recommend her to anyone and will definitely ask her to come back.

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Sitter Profile Image: Annie B.
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Sitter Profile Image: Annie B.
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9.

Annie B.

Large or Small - I Love 'em All!
Loop, Chicago, IL, 60605
House Sitting, Drop-In Visits, Dog Walking
5.0
50 reviews
28 repeat clients
from
$100
per night

Our kitty was so well taken care of by Annie! We were able to fully enjoy our short trip knowing that she was keeping our cat fed and happy. Annie’s photos of our kitty were adorable!

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Sitter Profile Image: Crystal R.
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Sitter Profile Image: Crystal R.
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10.

Crystal R.

My home is where your pet is.
Chicago, IL, 60653
House Sitting, Drop-In Visits, Dog Walking
5.0
55 reviews
30 repeat clients
from
$65
per night

Crystal did a great job with our Monty. She was even ready to extend when our flights were cancelled and we were struggling to get back in time. Lots of check-ins and photos - all very reassuring!

Sitter Profile Image: Logan T.
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Sitter Profile Image: Logan T.
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11.

Logan T.

Its a dog thing and we understand
Chicago, IL, 60609
House Sitting, Drop-In Visits, Dog Walking
1 review
1 repeat client
from
$40
per night

Logan was such a nice guy! He was so sweet to our German shepherd puppy. He exercised her and did everything we asked. He left our house clean and our dog was tuckered out from playing and ready for sleep when we returned home! He was responsive and sent us videos, photos and updates throughout the day! Such a nice person, we really liked him! We will definitely hire him again in the future! Thank you again Logan. 😊

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Sitter Profile Image: Janette V.
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Sitter Profile Image: Janette V.
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12.

Janette V.

People call me Snow White lol
Chicago, IL, 60609
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
10 reviews
4 repeat clients
from
$60
per night

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.

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Sitter Profile Image: Mia M.
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Sitter Profile Image: Mia M.
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13.

Mia M.

I love all animals big and small
Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking
5.0
2 reviews
1 repeat client
from
$55
per night

Mia is the best! She provides updates throughout the day so we know our puppy is being well taken care of. She also exercised our puppy like we asked and sent us many photos which we super appreciate and love! She is our favorite sitter and we would recommend her to anyone who wants their dog to receive high quality love and care!

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Sitter Profile Image: Hailey L.
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Sitter Profile Image: Hailey L.
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14.

Hailey L.

Work from home artist
Lower West Side, Chicago, IL, 60608
House Sitting, Drop-In Visits
5.0
19 reviews
8 repeat clients
from
$50
per night

Hailey was amazing — very much appreciate her care for my dog while I was out of town. She was prompt and communicative, and I knew I left my dog in good hands!

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Sitter Profile Image: Elizabeth D.
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Sitter Profile Image: Elizabeth D.
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15.

Elizabeth D.

Does your pet need a new friend?
Douglas, Chicago, IL, 60609
House Sitting, Drop-In Visits, Dog Walking
5.0
20 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!

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Sitter Profile Image: Nicole C.
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Sitter Profile Image: Nicole C.
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16.

Nicole C.

Responsible, reliable, WFH 🧘🏻‍♀️
Chicago, IL, 60616
Boarding, House Sitting
5.0
10 reviews
from
$60
per night

Nicole was so great! Updated us with photos of Ernie, took him to the park and made sure he got lots of hangout time. We came back to a clean house and a very happy, relaxed dog. We would definitely use Nicole again!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Ye S.
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Sitter Profile Image: Ye S.
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17.

Ye S.

Cats are family!
Bridgeport, Chicago, IL, 60608
Boarding, House Sitting
1 review
2 repeat clients
from
$250
per night

Patient sitter with good communication.

Sitter Profile Image: Naimah B.
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Sitter Profile Image: Naimah B.
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18.

Naimah B.

Experienced Dog Lover
Near South Side, Chicago, IL, 60616
House Sitting
5.0
9 reviews
1 repeat client
from
$80
per night

Naimah did a meet and greet with our 1.5 year old dog who is reactive. Naimah had strong leadership and great energy (positive and patient) - and all of these helped immensely during her visit. Naimah gave our dog treats through her crate, as well as through a baby gate - helping our dog work on her reactivity. Our dog distrusts strangers and is reactive, which has resulted in her being undersocialized, so Naimah's compassion, understanding, and openness during her visit really meant a lot to us!

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Sitter Profile Image: Madison H.
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Sitter Profile Image: Madison H.
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19.

Madison H.

No ruff days around here
Chicago, IL, 60616
House Sitting, Drop-In Visits, Dog Walking
5.0
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.

Sitter Profile Image: Sarai O.
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Sitter Profile Image: Sarai O.
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20.

Sarai O.

Reliable, trustworthy & loving!
Bridgeport, Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking
5.0
15 reviews
5 repeat clients
from
$80
per night

Sarai is very sweet and Hugo loves her. She sticks to the schedule and cleans everything up before leaving. I highly recommend her. And… Hugo loves her.

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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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