House Sitting in Grand Boulevard, 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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Nerina M.
1.
Animal shelter profess./pet lover!Gage Park, Chicago, IL, 60632
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Nerina was amazing with our dog Wanda! She was very responsive, gave us several updates while we were gone, and was great company for our dog while we were away… (more)

from
$60
per night
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Susan C.
2.
You're Dog is My Dog!Hyde Park, Chicago, IL, 60615
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Susan was terrific with our two dogs. When we met her prior to her stay, we knew they were in good hands. She sends lots of updates and treats your dogs like th… (more)

from
$60
per night
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Pablo V.
3.
Fun walksNear West Side, chicago, IL, 60661
House Sitting, Drop-In Visits, Dog Walking

Pablo took care of our pup over the weekend and he was great to work with! During the meet and greet we could tell he has plenty of experience with dogs which g… (more)

from
$59
per night
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Vladimir C.
Fulltime attention 💛💙 loads of 📸Near North Side, Chicago, IL, 60611
Dog Boarding, House Sitting

Took great care of my kitties! Vladimir is wonderful — my cats took to him right away and he sent me pics of them cuddling with him. He housesat for me so they’… (more)

from
$54
per night
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Monet M.
5.
Pet lover por vida.South Lawndale, Chicago, IL, 60623
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Monet is wonderful. She is very responsible, great communicator, and took great care of my dog and home while away. My dog Guapo loved spending time with her. (more)

from
$60
per night
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6.
Pet Lover with 10+ Years ExperienceLoop, Chicago, IL, 60605
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Aubry was great with our anxious senior dog! She took great care of her, giving her lots of walks and snuggles. She also left our house clean and ready for us t… (more)

from
$55
per night
Confirmed availability: Memorial Day
7.
Love and attention for all animalsBridgeport, Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking

Sujae has taken care of my furry crew a couple of times now and it really helps to know they are in great hands while I have to be away. (more)

from
$40
per night
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Full time and insured pet sitter :)Grand Boulevard, Chicago, IL, 60653
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Masheika is an absolute gem. This is the second time I've hired her, and she continues to be incredible. She remembered everything about my cats, including medi… (more)

from
$60
per night
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9.
Experience with multiple sized dogsBridgeport, Chicago, IL, 60616
House Sitting, Drop-In Visits, Dog Walking

It was a relief to know that my dog was well taken care of while we were in the hospital having a baby. I appreciated the daily check-ins and communication. (more)

from
$40
per night
A friend that caresLoop, Chicago, IL, 60660
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Jonathan was great with Solito! He sent me lots of pictures so I would miss him a little less, was mindful of the weather when it was time to walk him and even … (more)

from
$60
per night
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11.
Intuitive & Empathic Dog LoverLower West Side, Chicago, IL, 60608
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Natalie is fantastic. Our cat liked her right away and was quite relaxed when we got home - always a good sign. She stayed overnight with our cat for 7 nights. … (more)

from
$75
per night
Confirmed availability: Memorial Day
12.
Loving care when your not there!!West Englewood, Chicago, IL, 60636
House Sitting, Drop-In Visits, Dog Walking

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 … (more)

from
$70
per night
Confirmed availability: Memorial Day
13.
Your 1st kitty/doggy visit FREE ✔Armour Square, Chicago, IL, 60616
House Sitting, Drop-In Visits

Annie has been a great sitter for my little girl. Always responsive and easy to deal with. You won't regret having Annie to take care of your furbabies (more)

from
$70
per night
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14.
Yoga Sitter / Loving+Gentle+SereneWoodlawn, Chicago, IL, 60637
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking
10 years of experience

About: What do you do when you need a gentle + loving sitter, who's caring, a great communicator and loves to do animal yoga then snuggle?  You call me!  Hi… (more)

from
$50
per night
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15.
Reliable routine Queen for your petBridgeport, Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking

Erin has always been so wonderful with my animals, both dogs and cats. She has a cat of her own, so I know she can read my cat’s body language and take good car… (more)

from
$30
per night
Confirmed availability: Memorial Day
16.
Cats and dogs are my sunshine!Englewood, Chicago, IL, 60621
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Belicia was an amazing sitter who communicated with us often. She immediately put us at ease by sending us pictures, videos, details regarding every walk, etc. … (more)

from
$40
per night
Calendar Recently Updated
17.
Young professional who loves pets!Hyde Park, Chicago, IL, 60615
House Sitting
4 years of experience

About: I have chased down & safely caught two runaway dogs for strangers. Growing up in Chicago, I have house, and pet sat since I was 17, and baby sat sinc… (more)

from
$30
per night
Confirmed availability: Memorial Day
Happy pup happy life!Douglas, Chicago, IL, 60616
House Sitting

Brittany took excellent care of our pup and our place. We came home to such a happy dog after a week away, and it was great to receive daily updates with pictur… (more)

from
$35
per night
Confirmed availability: Memorial Day
19.
Dogs are four legged best friendsGrand Boulevard, Chicago, IL, 60615
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Pamela is a wonderful dog owner and caregiver. She is a yorkie mom and loves to interact and spoil her baby. Seeing her interact with other dogs makes me realiz… (more)

from
$55
per night
Confirmed availability: Memorial Day
Love, care and fun for your pet!Douglas, Chicago, IL, 60616
House Sitting, Dog Walking

Jeannina has always made sure to take good care of her pets. When she was 7, our family recued a dog from the streets, and whe ended adopting her. Jeannina woul… (more)

from
$30
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.