House Sitting in Lake View, 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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Priscilla R.
Dogs are angels !Uptown, Chicago, IL, 60640
House Sitting, Drop-In Visits, Dog Walking

Priscilla was great with my pup Frankie! She sent pictures daily. She is very professional and courteous. Frankie was very happy and in good hands while I was o… (more)

from
$40
per night
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Alexie P.
2.
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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Misha C.
3.
Love All Animals!Uptown, Chicago, IL, 60640
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Misha is the absolute best. It was my first time having a house sitter and Misha put my mind at ease. My puppy immediately loved her during our meet and greet. … (more)

from
$65
per night
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Maurice K.
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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Melissa B.
Caring Pet Lover, Works from Home!Lake View, Chicago, IL, 60613
House Sitting, Drop-In Visits, Dog Walking

Melissa is extremely knowledgeable about dogs. For as long as I remember she has been a lover of all breeds. She’s very patient and gentle in her approach to ca… (more)

from
$55
per night
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6.
Great with animals of all sizesUptown, Chicago, IL, 60640
House Sitting, Drop-In Visits, Dog Walking

Sara was great! This was our first time leaving our dog overnight with someone who wasn’t family, so we were a little antsy. She made sure to meet with us befor… (more)

from
$60
per night
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7.
Your Pet’s Future Best FriendLincoln Park, Chicago, IL, 60614
House Sitting, Drop-In Visits, Dog Walking

Jenny took care of our cat overnight and dropped in for visits while we were out of town for a weekend. She was very responsive over texts and provided updates … (more)

from
$75
per night
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8.
A Best FriendLake View, Chicago, IL, 60657
House Sitting, Drop-In Visits, Dog Walking

Aysia stayed with us while we were away from home and she took care of our small dog. She lovingly attended to his needs, took him outside when needed and gave … (more)

from
$70
per night
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9.
Available to house-sit & walk dogsLake View, Chicago, IL, 60657
House Sitting, Drop-In Visits, Dog Walking

Emily was amazing! She cared for my 2 dogs in my home for 4 nights. The dogs seemed happy and well cared for when I returned home. The house was in great shape.… (more)

from
$40
per night
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10.
Your Favorite Dog Handler ✨Uptown, Chicago, IL, 60640
House Sitting, Drop-In Visits, Dog Walking

Hannah watched our dog, Frankie for a week while we went on vacation. It was so comforting knowing Frankie was in good and loving hands. She provided frequent u… (more)

from
$38
per night
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11.
5️⃣⭐️FREE Scratches💙ExTrainer🐾Lake View, Chicago, IL, 60657
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I have known Anissa both as a colleague and close friend for several years now. The first thing you'll notice when you meet Anissa is her positive energy and tr… (more)

from
$70
per night
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12.
Dog mom who wants to share the loveLake View, Chicago, IL, 60613
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Joelle was fabulous!! I booked her at the last minute for a week's stay at my house. She sent pics everyday and walked my boys. They were very happy hanging o… (more)

from
$40
per night
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13.
Experienced Edgewater Area SitterLake View, CHICAGO, IL, 60640
House Sitting, Drop-In Visits, Dog Walking

Cameron took really good care of our dog Lando. She dealt with all the extra instructions we had very well, and we felt very comfortable leaving him in her hand… (more)

from
$85
per night
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14.
Flexible Schedule, Cats & Dogs!Lake View, Chicago, IL, 60613
House Sitting, Drop-In Visits, Dog Walking

Emily house-sat for us for 3 days to watch my small dog Zoey. She took wonderful care of Zoey, walking her, taking her to the dog park, and playing with her. We… (more)

from
$30
per night
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15.
Pet-loving professionalLake View, Chicago, IL, 60657
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Gaurav was great. Very attentive to our dog and cat, checked in with pictures and updates everyday while we were gone, couldn’t ask for more! As an added bonu… (more)

from
$90
per night
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Twice the sitters. Twice the love.Lake View, Chicago, IL, 60613
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

They took excellent care of our dog and sent so many updates with photos! We’ll have them over again in a heartbeat. (more)

from
$60
per night
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17.
Reliable & loving care - dog or catLake View, Chicago, IL, 60657
House Sitting, Drop-In Visits, Dog Walking

Talia was the perfect choice for house sitting with our dog , Chip. From our first convo, she was thoughtful and kind and extremely thorough to ensure she was p… (more)

from
$70
per night
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18.
Animal-lover: sweet spot for cats❤️Lake View, Chicago, IL, 60657
Dog Boarding, House Sitting, Drop-In Visits

Melissa took such good care of my fur babies while I was gone for the weekend- I left really detailed instructions and they were all followed through on! My kit… (more)

from
$30
per night
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19.
Loving, patient, and energetic!Lake View, Chicago, IL, 60613
House Sitting, Drop-In Visits, Dog Walking

Hello, my name is Caroline Eldred and I highly recommend Tess as a pet sitter and pet lover. She looked after my 2 dogs for 2 years during the summer in Germany… (more)

from
$30
per night
Wrigleygirl Doggy VacayLake View, Chicago, IL, 60613
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

We had a great experience with Anatolia! We will definitely book with her again. Very responsive, communicative, and caring! She was great with our puppy! Can’t… (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.