House Sitting in Jefferson Park, 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.

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Alexie P.
1.
All Breeds and Ages Welcome!North Center, Chicago, IL, 60618
House Sitting, Drop-In Visits

We recently found Alexie and Margo after parting with our previous (beloved) sitter. Both Margo and Alexie were instantly reassuring and understanding of our an… (more)

from
$85
per night
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Emily B.
2.
Reliable, playful and caringLogan Square, Chicago, IL, 60647
House Sitting, Drop-In Visits, Dog Walking

Emily is so, so good with our sweet but reactive pup. He is scared of new people but loved her right away. We are so lucky to have found Emily to care for him. … (more)

from
$90
per night
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Gia V.
3.
Gia 
Verified Enhanced Background Check
Let’s go fur a walkWest Ridge, Chicago, IL, 60645
House Sitting, Drop-In Visits, Dog Walking

Gia helped us with Nero when we were in Rogers Park visiting our son at Northwestern. She sat with our toy poodle Nero whilst we on tours and at the Cubs game. … (more)

from
$65
per night
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Silvia S.
4.
Energetic person, animal lover 🐾Skokie, IL, 60076
House Sitting, Drop-In Visits, Dog Walking

Silvia was an excellent cat and house sitter for our two kittens over a long weekend. She is sweet and responsive and clearly very caring about pets. (more)

from
$50
per night
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Shawna R.
5.
I love dogs! Always have, my thing!Skokie, IL, 60076
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Shawna is amazing- so sweet, knowledgeable and energetic!! We would recommend her for any pups! (more)

from
$85
per night
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6.
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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I'M BARKLINGUAL, I speak dog! 🐾Portage Park, Chicago, IL, 60630
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Barbara was an amazing sitter for our dog, Piper! From the initial meet & greet we knew she would be great with our girl. Barbara was so attentive and followed … (more)

from
$50
per night
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Animal lover in need of fur friendsNorth Center, Chicago, IL, 60618
House Sitting, Drop-In Visits, Dog Walking

Maurice is friendly, responsive and so obviously loves dogs. We felt totally at ease having him stay in our home, and our dog, Hubbins, who is generally a stres… (more)

from
$55
per night
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9.
Your Dog and/or Cat’s New BestieAlbany Park, Chicago, IL, 60625
House Sitting, Drop-In Visits, Dog Walking

We cannot say enough wonderful things about Lyle! He has gone out of his way on several occasions to care for our senior dog when we really needed the help. He … (more)

from
$60
per night
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10.
Longing for fur on my clothes!!!Skokie, IL, 60077
House Sitting, Drop-In Visits, Dog Walking

Donna did a fantastic job with our 2 girls. We are so happy with the care they show our dogs and our home. We have already booked again for the end of January! (more)

from
$85
per night
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11.
Lea 
Verified Background Check
Good Scratcher and Wears 'em OutNorwood Park, Chicago, IL, 60631
House Sitting, Drop-In Visits, Dog Walking

Lea was great! She has great communication and she took excellent care of my high maintenance cats for a few days. I would definitely recommend her! (more)

from
$50
per night
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12.
Caring & punctualIrving Park, Chicago, IL, 60618
House Sitting

Morgan was an outstanding sitter for our dog. She was on time for our meet-and-greet, her communication throughout her stay was clear and regular (and with cute… (more)

from
$30
per night
Pet-loving House-Sitter!!!Irving Park, Chicago, IL, 60618
House Sitting, Drop-In Visits, Dog Walking

Victoria helped us out after another sitter fell through and she did an excellent job watching our two dogs. I would highly recommend hiring her if you need a h… (more)

from
$40
per night
14.
Flexible/Last minute! Cats and DogsIrving Park, Chicago, IL, 60641
House Sitting, Drop-In Visits, Dog Walking

Emily was my first cat-sitter who actually stayed in my house, and she was INCREDIBLE: super communicative, great photographer, left the house in great conditio… (more)

from
$67
per night
15.
Luxe Chicago Pet Care & BoardingAlbany Park, Chicago, IL, 60625
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I have had the pleasure of getting to know Genesis on a professional and personal level and can assure that she is more than capable of being a great caretaker … (more)

from
$30
per night
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16.
Exceptional dog care!Portage Park, Chicago, IL, 60641
House Sitting, Drop-In Visits, Dog Walking

Great communication through the stay. She even came ahead of time to meet the pups and ensure all would go well. Will definitely recommend and would definitely … (more)

from
$50
per night
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17.
Your dog deserves a spa day tooPortage Park, Chicago, IL, 60634
House Sitting, Dog Walking

Anna has been staying with us since January 2021 and our dog Samson loves her. She will take him for long walks and gives him alot of attention, which is good … (more)

from
$30
per night
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18.
Love for all pets, especially dogs!Portage Park, Chicago, IL, 60630
House Sitting, Drop-In Visits, Dog Walking

Ryan cared for our 11 year old energetic dog, Dixie, while we were away just before the holidays. Ryan send updates and photos, cared for Dixie and followed our… (more)

from
$47
per night
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19.
Your caring, dependable dog buddieNorwood Park, Chicago, IL, 60631
House Sitting, Drop-In Visits, Dog Walking

We hired Mary to house sit for my 1.5 yr old dog and fancy rat. She stayed over 5 days and was amazing! Lots of pics and even helped to potty train her! Harley … (more)

from
$30
per night
Confirmed availability: Memorial Day
20.
AMAZING Pet sitterPortage Park, Chicago, IL, 60630
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
7 years of experience

About: I’ve always love dogs since a kid. I’ve cared for all types of animals including my own, I’ve also volunteered at the animal cruelty society where I … (more)

from
$100
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.