House Sitting in Montclare, Chicago

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

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Robin P.
1.
Animal Lover Supreme. Spoil RottenAustin, Chicago, IL, 60707
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Robin is fantastic! She obviously loves dogs and is totally great with them. She sent tons of pictures and I could tell my dog was super happy. Will definitely … (more)

from
$60
per night
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Cristina R.
My childhood dream is care for themHumboldt Park, Chicago, IL, 60647
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Cristina clearly cares about animals and was so great with Gus and Lola. For being an anxious dog, Gus warmed up immediately with Cristina. She took him on mult… (more)

from
$55
per night
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Laurel J.
3.
Affectionate, Caring Animal LoverLogan Square, Chicago, IL, 60647
House Sitting, Drop-In Visits, Dog Walking

Laurel was a terrific dog sitter! She stayed with out 5-year old hound mix Abby, who is sweet but a handful, when we were out of the country. Laurel sent lots o… (more)

from
$95
per night
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Barbara Z.
I'M BARKLINGUAL, I speak dog! 🐾Portage Park, Chicago, IL, 60630
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Barbara did a great job pet sitting our puppy in our home for over a week while we were on vacation. She walked her daily, taught her some new tricks, bought he… (more)

from
$50
per night
Lea R.
5.
Lea 
Verified Background Check
Good Scratcher and Wears 'em OutNorwood Park, Chicago, IL, 60631
House Sitting, Drop-In Visits, Dog Walking

Lea was great! Our dog can be apprehensive of strangers, but she warmed up quickly to Lea, which was really reassuring. Lea exercised our dog well and sent pict… (more)

from
$50
per night
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Responsible, reliable, & respectfulLogan Square, Chicago, IL, 60647
House Sitting, Drop-In Visits, Dog Walking

Carolina was amazing with my two dogs! She is communicative, timely, and thorough. I was immediately comfortable with her when we met and the dogs were as well.… (more)

from
$33
per night
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7.
Dog-loving young professionalOak Park, IL, 60301
House Sitting, Drop-In Visits

To say that Joyce is amazing is an understatement! When I first met Joyce, I was planning to interview a couple of other dog sitters... and then I met Joyce and… (more)

from
$105
per night
8.
Flexible/Last minute! Cats and DogsIrving Park, Chicago, IL, 60641
House Sitting, Drop-In Visits, Dog Walking

Emily watched our rescue pitty for a week while we were on vacation. To put it simply: she rocks. Emily was extremely accommodating and prepared for her stay an… (more)

from
$67
per night
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9.
Petsitting by a pet lover!Austin, Chicago, IL, 60707
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Kalina stayed at our home and sat for our two dogs and two cats for a few days. She did a wonderful job! She communicated with us daily and let us know how eve… (more)

from
$85
per night
10.
Enthusiastic dog lover!Logan Square, Chicago, IL, 60647
House Sitting, Drop-In Visits, Dog Walking

Julia is absolutely wonderful! She came over to meet our guy before our trip and there was an instant connection. I knew Stanley would be in great hands. While… (more)

from
$60
per night
11.
Your pet's next best friend!Oak Park, IL, 60302
House Sitting, Drop-In Visits, Dog Walking

Extremely reliable, great with text updates and pictures. Will not hesitate to hire again to house sit our pups! (more)

from
$75
per night
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12.
Exceptional dog care!Portage Park, Chicago, IL, 60641
House Sitting, Drop-In Visits, Dog Walking

We were so fortunate to be able to have Sydney care for our dogs and our home over the holiday break. We already knew they were in great hands, but the pictures… (more)

from
$50
per night
13.
Experienced Animal CaregiverBelmont Cragin, Chicago, IL, 60639
House Sitting, Drop-In Visits, Dog Walking

Emely was great! Bear can be pretty anxious but she made him and us feel comfortable. Will definitely reach out to her again if needed! (more)

from
$80
per night
Confirmed availability: Memorial Day
14.
I love and respect all animalsPortage Park, chicago, IL, 60641
House Sitting, Drop-In Visits, Dog Walking

Karla is an exceptional pet owner and animal lover! Whenever I need someone to watch my elderly Chihuahua, she's the first and only person that comes to mind. S… (more)

from
$30
per night
Confirmed availability: Memorial Day
15.
Available to care for your petBelmont Cragin, Chicago, IL, 60641
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

I highly recommend having Carlos as a dogsitter. He is friendly and has a passion for taking care of dogs. He also provides daily pics and videos of your pup. (more)

from
$30
per night
Confirmed availability: Memorial Day
16.
Big Yard, House, and Lots of Love.Belmont Cragin, Chicago, IL, 60634
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Camille is the best! She’s dog sat for our senior dog Rex a few times and it’s always good to know he’s well taken care of. She made him homemade treats, sends … (more)

from
$55
per night
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17.
All animals deserve lovePortage Park, Chicago, IL, 60634
House Sitting, Drop-In Visits, Dog Walking

Mirely watched my 4 month old pomsky Milo while I was out of the country for 2 weeks in the month of July 2018. While I was gone she had kept me updated daily o… (more)

from
$60
per night
Confirmed availability: Memorial Day
18.
It’s true, we don’t deserve dogs!!Elmwood Park, IL, 60707
House Sitting, Drop-In Visits, Dog Walking

Daisy watched my sweet rainbow while my fiancé and I were out of town for honeymoon. We have a 2.8 pound little yorkie and we treat him like our little baby. Da… (more)

from
$70
per night
19.
Ace Ventura, Pet Detective.Dunning, Chicago, IL, 60634
House Sitting, Drop-In Visits, Dog Walking

Philly is AMAZING!!! Our pets and home were very well cared for. He gave us regular updates with pictures and videos of our fur babies which wa emu hey apprecia… (more)

from
$79
per night
Calendar Recently Updated
20.
Ill love your pet like it’s mineMontclare, Chicago, IL, 60707
House Sitting, Drop-In Visits, Dog Walking

Vanessa was wonderful. It was so easy to coordinate key exchange and schedule with her, and she sent me photos of the boys (Charlie the dog and Cat the cat) eve… (more)

from
$40
per night

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.