House Sitting In Near North Side 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: Maggie M.
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Sitter Profile Image: Maggie M.
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1.

Maggie M.

Dog lover looking to walk your pups
Chicago, IL, 60611
House Sitting, Dog Walking
5.0
3 reviews
5 repeat clients
from
$75
per night

Maggie was amazing! She gave so many updates and was SO patient and caring with my sweet girl! I didn’t have to stress at all bc I got all the updates I needed from Maggie! Super appreciative to have a sitter like her that we will definitely be rebooking in the future!

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Sitter Profile Image: Reilly H.
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Sitter Profile Image: Reilly H.
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2.

Reilly H.

Loving, Experienced Sitter/Walker
Chicago, IL, 60610
House Sitting, Drop-In Visits, Dog Walking
5.0
19 reviews
2 repeat clients
from
$59
per night

Reilly was fantastic. Was able to coordinate and schedule with short notice. Will definitely ask her for help again.

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Sitter Profile Image: Leah R.
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Sitter Profile Image: Leah R.
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3.

Leah R.

Playing with puppies is my passion!
Near North Side, chicago, IL, 60611
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
6 reviews
from
$45
per night

Leah is amazing I think my dog likes her more than he likes me now!

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Sitter Profile Image: Jasmine P.
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Sitter Profile Image: Jasmine P.
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4.

Jasmine P.

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

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.

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Sitter Profile Image: Candice B.
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Sitter Profile Image: Candice B.
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5.

Candice B.

Just waiting to play fetch!
Chicago, IL, 60611
House Sitting, Drop-In Visits, Dog Walking
5.0
42 reviews
15 repeat clients
from
$80
per night

Candice was great watching my 2 spunky pups! She sent great pics and updates and even taught them a new trick. They are active and she took them on longer walks to some of their favorite places. She was great and will definitely book her again!

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Sitter Profile Image: Annie B.
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Sitter Profile Image: Annie B.
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6.

Annie B.

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

Annie was super patient with our anxious senior pup and held down the fort while we were away all day working. She kept him calm and distracted with treats and diversions. Responded quickly with updates and administered meds promptly. It’s a blessing to find a great sitter!

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Sitter Profile Image: Ann Marie M.
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Sitter Profile Image: Ann Marie M.
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7.

Ann Marie M.

In a bind? I’d love to help!
West Town, Chicago, IL, 60482
House Sitting, Drop-In Visits, Dog Walking
5.0
64 reviews
25 repeat clients
from
$85
per night

Ann was great with my dog Lucy! She kept me updated via photos throughout the day and little fun comments. Ann was attentive and connected very well with my dog.

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Sitter Profile Image: Payton R.
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Sitter Profile Image: Payton R.
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8.

Payton R.

Available for all your pet needs!
Chicago, IL, 60610
House Sitting, Drop-In Visits, Dog Walking
5.0
6 reviews
2 repeat clients
from
$45
per night

Payton was so sweet and amazing with our dog! She watched our dog for the weekend and kept us updated with pics. She also left our home so clean. I would highly recommend her to anyone!

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Sitter Profile Image: Jackie W.
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Sitter Profile Image: Jackie W.
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9.

Jackie W.

Flexible and fun pet sitters!
Lincoln Park, Chicago, IL, 60614
House Sitting, Drop-In Visits, Dog Walking
5.0
26 reviews
9 repeat clients
from
$60
per night

Once again, Goose loved his sitters! We’ve never come home to a happier dog than when Jackie and Phil watch him. We trust them with Goose and our home and look forward to their next visit!

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Sitter Profile Image: Irina D.
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Sitter Profile Image: Irina D.
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10.

Irina D.

Pups rule the world!
Chicago, IL, 60610
House Sitting, Drop-In Visits, Dog Walking
5.0
3 reviews
from
$85
per night

Irina was great! Very communicative and wanting to know anything that would make my dog more comfortable during their stay together. Would really recommend her services!

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Sitter Profile Image: Lindsay J.
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Sitter Profile Image: Lindsay J.
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11.

Lindsay J.

Cat mom and animal lover
Chicago, IL, 60642
House Sitting, Drop-In Visits, Dog Walking
5.0
21 reviews
6 repeat clients
from
$65
per night

Lindsay was awesome with our dachshund Beau who has serious separation anxiety which means a lot of very specific instructions for how to leave the house when she's away. She was thorough and left the house in great condition. Will definitely be booking with her again!

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Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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12.

Sarah J.

Animal-loving medical student
Chicago, IL, 60611
House Sitting, Drop-In Visits, Dog Walking
5.0
14 reviews
4 repeat clients
from
$60
per night

Sarah was so kind and caring for my fur baby during her overnight home sit with our dog. She took good care of my codependent Maltese. He went on the best walks, well fed, they played a lot, snuggled, and she gave consistent updates during her stay with him. He will definitely miss her presence! I absolutely recommend Sarah’s services.

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Sitter Profile Image: Pablo V.
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Sitter Profile Image: Pablo V.
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13.

Pablo V.

Rover 101
Fun walks
Near West Side, chicago, IL, 60661
House Sitting, Drop-In Visits, Dog Walking
5.0
212 reviews
90 repeat clients
from
$59
per night

Pablo has been a blessing to our family. His care and attention to our dogs is the best we’ve ever experienced. We can leave town knowing they are in good hands and not worry one bit. We highly recommend Pablo for anyone looking for superior care for their dogs.

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Sitter Profile Image: Madison L.
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Sitter Profile Image: Madison L.
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14.

Madison L.

Animal-Loving Med Student
Near North Side, Chicago, IL, 60611
House Sitting, Drop-In Visits, Dog Walking
5.0
44 reviews
14 repeat clients
from
$80
per night

Mango had a blast with Madison? She kept me updated the whole stay and I was not worried one bit.

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Sitter Profile Image: Dalila E.
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Sitter Profile Image: Dalila E.
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15.

Dalila E.

Rover 101
PET SPECIALIST
Chicago, IL, 60608
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
155 reviews
70 repeat clients
from
$60
per night

Dalila and Krystal were great! They were able to help us out with a last minute trip, by house sitting our anxious rescue darling. Our dog can be a handful, like any shelter pup has her quirks but we felt so comfortable knowing our pup was in good hands with Dalila and Krystal. House was also left clean and just as we left it. Thank you!

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Sitter Profile Image: Colleen M.
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Sitter Profile Image: Colleen M.
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16.

Colleen M.

Empty nest Mom seeks Dog to spoil!
Chicago, IL, 60642
House Sitting, Drop-In Visits
5.0
10 reviews
3 repeat clients
from
$69
per night

Colleen was a fabulous provider, great communication, updates & pictures. Mickey was very happy and comfortable without me, which was a great concern of mine. I heard from dog park friends how great Colleen was with Mickey, what a relief! My apartment was spotless and put together, can't recommend her enough!

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Sitter Profile Image: Roland S.
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Sitter Profile Image: Roland S.
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17.

Roland S.

🌟Certified Vet Tech | Pet Care Pro
Chicago, IL, 60610
House Sitting, Drop-In Visits, Dog Walking
5.0
10 reviews
1 repeat client
from
$100
per night

Roland was a HUGE help to me last minute when I needed someone to watch my dog for 3 days while I worked long shifts. Roland took great care of my dog Charlie and made sure to send me text updates as well as pictures throughout his time spent with Charlie. Roland was always quick to respond to any messages from me and truly made me feel so at peace. I would hire Roland to care for my dog again without hesitation!

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Sitter Profile Image: Claire H.
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Sitter Profile Image: Claire H.
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18.

Claire H.

Flexible schedule in Humboldt Park
West Town, Chicago, IL, 60622
House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
1 repeat client
from
$60
per night

Super accommodating, quick to respond, and helpful when needed on short notice!

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Sitter Profile Image: Munder S.
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Sitter Profile Image: Munder S.
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19.

Munder S.

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

Munder was a dream come true! He stayed with our 3 month old pup for a whole week in our house while we were gone on vacation. We came back to a super clean house, a happy puppy and a huge surprise. Pup was crate trained to sleep alone by herself all night without accidents. Our experience could not have gone better and can't wait to go on vacation again to rebook!

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Sitter Profile Image: Julia M.
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Sitter Profile Image: Julia M.
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20.

Julia M.

bama girl, dog lover, new in town
Near North Side, Chicago, IL, 60610
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
from
$80
per night

Julia did a great job! Reliable, communicative and kind. Would love to have her back with my sweet pup.

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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