House Sitting In Uptown 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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Nadia B.
1.
Experienced, Passionate Dog LoverUptown, Chicago, IL, 60640
House Sitting, Drop-In Visits, Dog Walking

Nadia was amazing! We got daily updates and pictures and our dog seemed completely comfortable! She left our house spotless and Mindy was so relaxed when we got… (more)

from
$50
per night
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Sonya F.
2.
Friendly and caring animal lover!Chicago, IL, 60614
House Sitting, Drop-In Visits, Dog Walking

2nd time with Sonya and once again she took excellent care of our pup. Lots of pictures and updates to make sure we’ve a stress-free experience while away. We f… (more)

from
$40
per night
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Morgan C.
3.
Passionate pet-care professionalLincoln Park, Chicago, IL, 60614
House Sitting, Drop-In Visits, Dog Walking

Morgan has been my go-to for pet sitting for years. She takes wonderful care of my cats and dog! She is so generous with her time, giving my pets all the attent… (more)

from
$40
per night
Savannah S.
Dog Walker & House SitterUptown, Chicago, IL, 60613
House Sitting, Drop-In Visits, Dog Walking

She is amazing! Leo fell in love with Savannah right away. Played, walked, I got the most adorables pictures of him. We are all very happy. Thank you!! (more)

from
$50
per night
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Miranda C.
I like big mutts and I cannot lie.Lake View, Chicago, IL, 60613
House Sitting, Drop-In Visits, Dog Walking

Miranda did a truly outstanding job taking care of my pets while I was out of town. I have a trio of needy beasties and with every update it was clear each was … (more)

from
$45
per night
6.
Caring & Experienced Dog LoverChicago, IL, 60640
House Sitting, Drop-In Visits, Dog Walking

Aaron was a great sitter! After meeting him, we felt confident in his ability to sit for our quirky elderly dog. We are grateful to have found him. Communicat… (more)

from
$65
per night
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7.
Senior Dog EnthusiastUptown, Chicago, IL, 60640
House Sitting, Drop-In Visits, Dog Walking

Jackie is a very compassionate and caring person. She has been very patient and understanding of my large and enthusiastic dog who is quite the puller on leash.… (more)

from
$100
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 took excellent care of our young dog while we were on a long vacation out of the country. We felt that he was extremely trustworthy, communicative, and … (more)

from
$70
per night
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9.
All you need in life is a pup :)Lake View, Chicago, IL, 60657
House Sitting, Drop-In Visits, Dog Walking

Katie is the best! She is very responsible, caring, and flexible. She took great care of our dog and home. She even dealt with a very unfortunate roof leak that… (more)

from
$70
per night
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10.
Flexible schedule cats & dogs!Chicago, IL, 60660
House Sitting, Drop-In Visits, Dog Walking

Amber did such a great job housesitting our cat Toby! He doesn’t love everyone but he warmed up to her so much I think he prefers her to me at this point! ? Amb… (more)

from
$60
per night
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11.
In search of tail wags!Lake View, Chicago, IL, 60657
House Sitting, Drop-In Visits, Dog Walking

Sydney was wonderful! She followed all directions, was accommodating with our flight schedules, and my dog loved hanging out with her when she stayed with him. … (more)

from
$80
per night
12.
Will care for all - LG Dogs,ExoticsChicago, IL, 60640
House Sitting, Drop-In Visits

Thanks so much!! Caitlyn was super nice, on time, followed all directions perfectly. Her and Peri got along great, too! ? would hire again. Happy holidays!!! (more)

from
$55
per night
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13.
Loving Student in RoscoeNorth Center, Chicago, IL, 60618
House Sitting, Drop-In Visits, Dog Walking

Highly responsive, flexible, and caring with our cats—especially appreciated with all the winter storm and holiday chaos! Will certainly be top of the list next… (more)

from
$70
per night
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14.
Kim 
Verified Enhanced Background Check
WFH Pet Lover Ready to Assist!Lake View, Chicago, IL, 60657
House Sitting, Drop-In Visits

Kim has been great with accommodating our anxious pup. They spent 4 days together and our dog was very calm and in a great mood when we got back. (more)

from
$40
per night
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15.
can’t wait to meet ur fur babyChicago, IL, 60613
House Sitting, Drop-In Visits, Dog Walking

Carla was great with our two cats while we were out of town for a long weekend. She kept us up to date with photos and texted us with questions when needed. Wou… (more)

from
$30
per night
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16.
Your pet's next best friend! :)Lincoln Square, Chicago, IL, 60640
House Sitting, Drop-In Visits, Dog Walking

David was was the best sitter we’ve ever had for our little pup. He was able to arrange a meet and greet for a weekend stay with our pup we booked only a few da… (more)

from
$90
per night
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17.
8-Year 5-Star Rover Sitter!Lincoln Square, Chicago, IL, 60640
House Sitting, Drop-In Visits

Jinni is super! She made us feel so comfortable leaving our two beloved frenchies with her at our condo for a long weekend. Izzy and Linus come with a lot of in… (more)

from
$75
per night
18.
Lifelong animal loverEdgewater, Chicago, IL, 60640
House Sitting, Drop-In Visits, Dog Walking

Jenie was the perfect house sitter. Kind, attentive and so so detail oriented that she knew exactly what any special needs were for our pet and to make sure the… (more)

from
$75
per night
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Experienced Vet Assistant- Meds ok!Lake View, Chicago, IL, 60613
House Sitting, Drop-In Visits, Dog Walking

Madeline did an excellent job watching our pups. (more)

from
$65
per night
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20.
I ❤️ your pets like they’re my ownChicago, IL, 60640
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Katelyn was amazing with my two dogs. This was my first time using Rover and she made it such a good experience, sending me pictures all the time and easing my … (more)

from
$80
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.

House Sitting