House Sitting in West Town, 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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Dana B.
1.
Playtime Pawtastic!North Side, Chicago, IL, 60647
Dog Boarding, Doggy Day Care

All signs are telling me Lacie had an amazing stay. She has been sound asleep since we got home! Dana has a great place, lots of room for doggy play time … (more)

from
$60
per night
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David N.
2.
NOT JUST A PET BUT FAMILYLower West Side, Chicago, IL, 60608
Dog Boarding, Doggy Day Care

Very responsive and flexible with drop off and pick up! David was understanding of my dog’s hesitation and eased him into the group setting. Will definitely boo… (more)

from
$40
per night
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Brandon R.
Work from home/flexible pet sitter!Near North Side, Chicago, IL, 60654
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Would highly recommend Brandon! He communicated well and sent frequent updates and pictures. He took such good care of my dog and we will definitely rebook! (more)

from
$55
per night
Confirmed availability: Memorial Day
Alexandra S.
Dog whispererNorth Center, Chicago, IL, 60618
Dog Boarding, Doggy Day Care

I wish I could give 10 stars! This has been the best experience we've had with a sitter. We received multiple daily updates of all the activities that our dog … (more)

from
$48
per night
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Addison S.
10+ years in pet care experience!Lincoln Park, Chicago, IL, 60614
Dog Boarding, Dog Walking

Addison kept my 15 year old Maltese, Reggie, at his apartment for a few nights while we escaped for a long weekend. He made everything effortless and worry-free… (more)

from
$75
per night
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Vet tech, animal loverWest Town, Chicago, IL, 60642
Dog Boarding

I’ve known Margaret as a friend and coworker for the last 3 years. We worked together as veterinary technicians for a small animal practice in Chicago. She is s… (more)

from
$48
per night
Confirmed availability: Memorial Day
7.
Here for you and your fur-babyWest Town, Chicago, IL, 60642
Dog Boarding, Doggy Day Care

Honestly just the best, I am so thankful for Grace and how she treated Juju! Not only do I recommend her but also hope she’s available all the times I need caus… (more)

from
$50
per night
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Dog lovers looking for dogs in lifeWest Town, Chicago, IL, 60642
Dog Boarding

Bridget & Nick were great with Maggie and sent pictures so show how much she enjoyed herself. I’ve already rebooked for an upcoming trip and I know I’ll have p… (more)

from
$49
per night
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9.
Dog lover w/ extra love to give!Logan Square, Chicago, IL, 60647
Dog Boarding, Doggy Day Care

Lauren was wonderful! My dog enjoyed staying with her so much, when it was time to leave he didn’t want to go. That speaks volumes to me and will definitely be … (more)

from
$45
per night
Confirmed availability: Memorial Day
10.
CPDT with 17 years of experienceWest Town, Chicago, IL, 60642
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Rachel is about the most passionate animal lover I know. She’s 100% invested in the well-being and happiness of any animal she cares for. Caring for the animals… (more)

from
$75
per night
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WFH lawyer happy to board your pet!Lake View, Chicago, IL, 60613
Dog Boarding, House Sitting

Nick was great with our pup, Layla! We were first time Rover users and very anxious about leaving our dog with someone other than our parents/family. Nick was… (more)

from
$40
per night
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WFH dog mom ready to spoil your pupWest Town, Chicago, IL, 60642
Dog Boarding

Adrienne's house is a close second to our own in my dogs' eyes. She is wonderful and attentive. She loves taking them on walks through the neighborhood or snugg… (more)

from
$55
per night
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I would love to meet your dog! ❤️🐶West Town, Chicago, IL, 60647
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Lexi is very good with dogs, she stayed with my puppy for a whole weekend and then for 10 days straight. Oliver had a great time, I will definitely do it again… (more)

from
$45
per night
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14.
Caring and friendly dog-momWest Town, Chicago, IL, 60622
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Kaitlin was great! She took care of my pooch for a week and was super helpful. She sent me tons of pictures to make sure I felt comfortable. She was flexible wi… (more)

from
$55
per night
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Dog lover work from home flexible!Lincoln Park, Chicago, IL, 60614
Dog Boarding, Drop-In Visits, Dog Walking

Absolutely amazing!!! Great communication and they made sure my little dude stuck to his tight schedule! 10/10 recommend using Torie and Alexander!! (more)

from
$40
per night
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16.
Easy and SafeWest Town, Chicago, IL, 60622
Dog Boarding, Doggy Day Care

Jeff and his gf took excellent care of my dog! I got plenty of photos and updates on his eating. My dog was happy at Jeff's and I would definitely leave Edison … (more)

from
$60
per night
17.
Long time pet caregiver/lover.East Garfield Park, Chicago, IL, 60612
Dog Boarding, Doggy Day Care

Oliver had the absolute best time with Bryanna and Remi! If you have an energetic dog, this is the perfect match for you. On top of that, she Bryanna was great … (more)

from
$50
per night
Confirmed availability: Memorial Day
Animal lover!park nearby/work at🏠Lower West Side, Chicago, IL, 60608
Dog Boarding, Drop-In Visits, Dog Walking

Kimberley was an amazing dog sitter! I would absolutely request her again! She made sure to update me several times a day with photos and videos of my dog along… (more)

from
$44
per night
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19.
Dog trainer that will love your dogLogan Square, Chicago, IL, 60647
Dog Boarding, Doggy Day Care

Arelys was wonderful with our 5 month mixed breed puppy. She clearly has a lot of expertise with dogs. She was also super responsive in scheduling and communic… (more)

from
$60
per night
Calendar Recently Updated
20.
Work From Home Dog MomLake View, Chicago, IL, 60657
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Nadia was a wonderful host for Chloe while we were out of town for a long weekend! She sent us updates and pictures at a great rate! She was very flexible with … (more)

from
$65
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.