House Sitting in New City, 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: Janette V.
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Sitter Profile Image: Janette V.
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1.

Janette V.

People call me Snow White lol
Chicago, IL, 60609
House Sitting, Drop-In Visits, Dog Walking
5.0
6 reviews
3 repeat clients
from
$75
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: Shiri B.
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Sitter Profile Image: Shiri B.
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2.

Shiri B.

Kind and practical pet lover
Chicago, IL, 60621
House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
from
$40
per night

Shiri did a great job housesitting and watching my pitbull while I was away on vacation. Very responsive and experienced with bully breeds.

Sitter Profile Image: Belicia K.
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Sitter Profile Image: Belicia K.
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3.

Belicia K.

Cats and dogs are my sunshine!
Englewood, Chicago, IL, 60621
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
12 reviews
6 repeat clients
from
$50
per night

Belicia is the absolute best. We were gone for two weeks for our wedding abroad and were so busy that we barely had time to check in the way we normally would. Yet, Belicia made a daily effort to give us the loveliest updates about her time with our girl, giving us total peace of mind.

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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 took great care of our dog, Koji, while Koji was a little sick and we had to be out of the house over the weekend. Jasmine came on time, even when we needed her early in the morning, and proactively took Koji on walks every few hours to ensure she had relief from her upset tummy. Koji was happy and relaxed when we came home after spending the day with Jasmine! I’d highly recommend her.

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Sitter Profile Image: Annie B.
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Sitter Profile Image: Annie B.
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5.

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 so attentive, flexible and caring for Bristol. She even got the recently picky petulant one to eat her food whole we were away, after me trying with various incentives from extra treats, wet food, etc. Highly recommend!

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Sitter Profile Image: Molly S.
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Sitter Profile Image: Molly S.
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6.

Molly S.

Openly Available Animal Caretaker
Hyde Park, Chicago, IL, 60615
House Sitting, Drop-In Visits, Dog Walking
5.0
6 reviews
2 repeat clients
from
$45
per night

Molly was wonderful with my pup Otto and I came home to a very happy dog. Molly was also great with watching my home while sitting for Otto. Highly recommend!

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Sitter Profile Image: Otis B.
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Sitter Profile Image: Otis B.
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7.

Otis B.

Dog's Best Friend
Near West Side, Chicago, IL, 60612
House Sitting, Drop-In Visits, Dog Walking
5.0
35 reviews
17 repeat clients
from
$55
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.

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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
81 reviews
24 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: Lindsay J.
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Sitter Profile Image: Lindsay J.
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9.

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 so nice and eased our worries with using a dog sitter for the first time. She kept us updated on how our dog was doing multiple times a day and followed our instructions to a T! Thanks Lindsay!

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Sitter Profile Image: Candice B.
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Sitter Profile Image: Candice B.
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10.

Candice B.

Just waiting to play fetch!
Chicago, IL, 60605
House Sitting, Drop-In Visits, Dog Walking
5.0
41 reviews
14 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: Crystal R.
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Sitter Profile Image: Crystal R.
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11.

Crystal R.

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

Crystal responded to my cat sitting request quickly, asked great questions, followed all directions, and my kittens loved her. I will definitely try to book with her in the future!

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Sitter Profile Image: Munder S.
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Sitter Profile Image: Munder S.
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12.

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
34 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: Nataya J.
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Sitter Profile Image: Nataya J.
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13.

Nataya J.

Loving care when your not there!!
West Englewood, Chicago, IL, 60636
House Sitting, Drop-In Visits, Dog Walking
5.0
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!

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Sitter Profile Image: Dalila E.
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Sitter Profile Image: Dalila E.
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14.

Dalila E.

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

Dalila took great care with my dog and cats (one kitten who is a naughty mess). She was flexible and helpful with meet and greet and sent updates daily while I was away. Would definitely have her over again!

Sitter Profile Image: Ye S.
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Sitter Profile Image: Ye S.
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15.

Ye S.

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

Hi, It’s Evelyn here! It’s my pleasure to have an opportunity to recommend Ye to everyone who loves cat! He is super considerate and I have never seen a cat that does not like him, if only you could hear the purring of my cat on his lap, that’s how lovely he is in the cat’s eyes!

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Sitter Profile Image: Lupe M.
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Sitter Profile Image: Lupe M.
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16.

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
12 reviews
4 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!

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Sitter Profile Image: Gaby V.
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Sitter Profile Image: Gaby V.
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17.

Gaby V.

Rover 101
Stay at home College Student!
Chicago, IL, 60623
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0
19 reviews
6 repeat clients
from
$59
per night

Gaby was great! She followed all instructions I had given her for my dog and house and always asked questions if unsure of anything. She kept me updated on my dogs activities and how he was doing. My dog knew right away that he liked her and I can see why. She’s very trustworthy and responsible. Highly recommend!

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Sitter Profile Image: Hailey L.
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Sitter Profile Image: Hailey L.
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18.

Hailey L.

Work from home artist
Lower West Side, Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking
5.0
18 reviews
8 repeat clients
from
$40
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: Cheryl L.
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Sitter Profile Image: Cheryl L.
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19.

Cheryl L.

Fun-loving music teacher loves pets
West Town, Chicago, IL, 60622
House Sitting, Drop-In Visits, Dog Walking
5.0
31 reviews
11 repeat clients
from
$65
per night

Cherly is a super star of a Rover. She’s so personable and understanding of every dog or puppy’s needs. She helped me out massively last minute which really is a testament to her character.

Sitter Profile Image: Quinn H.
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Sitter Profile Image: Quinn H.
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20.

Quinn H.

Graduate Student missing my animals
Chicago, IL, 60607
House Sitting, Drop-In Visits, Dog Walking
5.0
3 reviews
1 repeat client
from
$50
per night

Quinn was absolutely great! Prompt, responsive, and responsible! Jackson was well taken care of under her watch, which is no easy task. He’s a 115 pound sass pup but she managed him flawlessly! Followed the care instructions to a T and I came home to a cleaner has then I left! I definitely recommend and will be using her again in the future! Thanks again for your help this weekend!

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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