Pet sitters in Chicago, IL

Get dedicated in-home pet care while you travel. Just create a listing and our pet sitters will reach out to you.

Looking for house sits in Chicago?

Pet sitters searching near Chicago

We have 786 pet and dog sitters looking for sits near Chicago. They’re rated, reviewed and verified - and exchange pet care for new places to stay while traveling.

Find the right pet care

See how pet sitting in Chicago works

  1. 1. Choose your plan

    Pay once a year for unlimited, in-home pet care. Sitters don't charge extra fees.

  2. 2. Create your listing

    Describe your home and pets, and add the dates you'll be away.

  3. 3. Review sitter applications

    See who applied to your listing and vet sitters before you commit.

Looking for house sits in Chicago?

Keeping your home and pets safe

  • Money Back Promise

    If you can't find a sitter, we'll refund you*.

  • Home and Contents Plan

    Get cover against damage, theft and accidents*.

  • Sit Cancellation Plan

    Claim compensation if sitters cancel last minute*.

  • 24/7 Vet Advice Line

    Round-the-clock support for sitters while they're pet sitting.

  • Home And Contents Plan

    Get up to 1$ million cover* for your home and belongings.
*Terms apply. Only available on Standard and/or Premium plans.
Why we sit

Why our sitters love to pet sit

Every pet sitter in Chicago and beyond has their own story. But they all have two things in common: they love pets and travel.

98% of our sits result in a five-star review

Unlimited pet care, one annual fee

Comparing pet care costs for the year:

TrustedHousesitters

Pet boarding

$1365
Based on the average cost of dog boarding for three weeks, at $65 per night, for one pet.Choose your plan
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See how we compare

Try our calculator to see how much you could save compared to other pet care solutions.

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Money Back PromiseIf you can't find a pet sitter in Chicago, IL, we'll refund you.Terms & conditions apply.

Chicago for pet and travel lovers

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Looking for house sits in Chicago?

Trusted sitters for every type of pet

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Questions about pet and dog sitting

No, unlike other platforms, our sitters sit for love, not money. After paying an annual membership, no money changes hands between our members.

It’s a win-win situation. Sitters exchange their love and care for a stay in your home and the chance to make new furry friends. While pet parents can travel with peace of mind, knowing their pets are loved and cared for.
Our sitters love all kinds of homes and locations. For them, it’s less about grand accommodation and more about staying in real homes and living like a local.

They prefer cosy homes where they can embed themselves in the local community, spend time with adorable pets and make special travel memories.

So as long as your home is clean, tidy and welcoming, our sitters would love to stay.
The first thing to do is to register for free. Once you’re registered, you can explore our platform and decide which membership plan is right for you. We offer three annual memberships – Basic, Standard and Premium.

After you’ve chosen and paid for your membership, you can create your listing. This is your chance to describe your home and pets, and add the dates you’ll be away.

As soon as your listing is live, pet sitters can apply. You can browse their applications and shortlist the ones you think are right. You also have the option to invite sitters directly.

We recommend meeting face-to-face or via video call before confirming the sit to make sure it’s a good match for your home and pets.
Most pet parents confirm a sitter within a day. But this can vary depending on your location and the level of detail you’ve shared in your listing.

For extra peace of mind, our Standard and Premium Pet Parent memberships include a Money Back Promise. Which means if you don’t find a sitter within 14 days, we’ll refund you.
We know arranging to have a pet sitter in your home for the first time may seem daunting. But we do everything in our power to keep all our members safe:

Verified by us
We do background and/or ID checks, ask for external references and verify email addresses and phone numbers.

Verified by others
After a sit, our pet parents rate and review their sitter and give honest feedback.

Verified by you
You can screen sitters before you commit by meeting them face-to-face or via a video call.
Our Home and Contents Plan covers you for up to $1 million against property damage, theft and sitter accidents. This is included in our Standard and Premium Pet Parent memberships.

Premium Pet Parent members also benefit from our Sit Cancellation Plan that protects you in case your sitter cancels.

And lastly, our Standard and Premium Pet Parent memberships include a Money Back Promise. Which means if you don’t find a sitter within 14 days, we’ll refund you.
When you arrange a pet sitter through TrustedHousesitters, you only pay for your annual membership – no other money changes hands.

Like you, our pet sitters pay an annual fee to join our community and use our platform. They don’t get paid or charge for their services.

They do it because they love pets and travel. So in exchange for a place to stay, they’ll look after your pets and take care of your home while you’re away.

If you book a sitter who isn’t part of our community, the average cost of pet sitting in Chicago, IL is $2.71 per hour, $108.33 per week for 40 hours or $352.08 per month for 130 hours.

Yes, Chicago has dog sitters experienced with puppies. Many of our sitters are experienced with dogs young and old - some in training, others suffering from separation anxiety and many on a course of medication. Simply state your pup’s needs in your listing, read sitter reviews and chat before confirming for extra peace of mind.

Yes, there are people pet sitting in Chicago who are experienced with multi-pet households. Our loving sitters will stick to each pet’s individual routine, keeping feeding, exercise, grooming and training schedules in check. 

To view the types of pets our sitters are experienced with, simply explore their profile and read reviews from other owners.

Yes, Chicago has dog sitters experienced in administering medication - simply explore our sitter profiles to read reviews and see which tasks each sitter is confident in. Many of our sitters have had pets of their own, some have been dog walkers in the past, and lots have years of pet sitting experience, so it’s always worth taking time when exploring sitter profiles.

If you’re looking for the long term pet sitters Chicago has to offer, it’s worth connecting with a sitter who’s confident in administering medication, should your pooch have any health complications while you’re away.

Pet sitters Chicago

Leaving the Windy City? You shouldn’t have a worry in the world, especially when it comes to your furry family members. 

From our community of trusted pet lovers, you can find in-home pet sitters in Chicago instead, giving you peace of mind while you jet off.

Pets prefer home comforts to kennel chaos (wouldn’t anyone?). And as a pet parent, you want the best for your fur babies. So, it’s a woofing great idea to welcome a dog sitter into your home. Why? Because everyone wins!

Vets also agree that pets are happiest at home. Just think, wouldn’t your four legged friend prefer coming home to a cuddly companion each day? And good news: we’ve got the most loving dog sitters Chicago has to choose offer.

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