Pet Sitting & Drop Ins in Lake View, Chicago

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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Joy D.
1.
Joy 
Verified Enhanced Background Check
Rover 101
Extra caring, loving, soft spokenUptown, Chicago, IL, 60640
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Joy is wonderful! She is reliable and communicates clearly, leaving no room for uncertainty. This cat mom appreciates her and looks forward to her next drop-ins… (more)

from
$25
per visit
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Savannah B.
For the Love of DOG!Uptown, Chicago, IL, 60640
Drop-In Visits, Dog Walking

Savannah is great person, and wonderful doggy mom, She without a doubt be a great dog sitter and dog walker, I have four dogs and we enjoy meeting up with her … (more)

from
$22
per visit
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Charlotte G.
Attentive, active, and experiencedLake View, Chicago, IL, 60657
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

When it comes to our furry friends, Char's keen attention to detail and ability to anticipate needs is unmatched. She is one of the most responsible, caring, pa… (more)

from
$20
per visit
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Clare J.
4.
Caring/Responsible Pet SitterLincoln Park, Chicago, IL, 60615
House Sitting, Drop-In Visits, Dog Walking

Clare is a prompt and experienced caregiver, with both personal and professional pet care experience. She’s both watched dogs for myself and friends, and was ab… (more)

from
$16
per visit
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Emily F.
5.
loving your animal like my ownLake View, Chicago, IL, 60654
Dog Boarding, Drop-In Visits, Dog Walking

Emily had been a pet sitter for our German Shepherd for over 4 years and there is no one I trust more then Emily. She has this natural love of all animals. Not … (more)

from
$17
per visit
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6.
Active & Accomodating Pet LoverLake View, Chicago, IL, 60657
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Morgan was on time for her drop ins and was super attentive to our cat! We’ve already booked her for a future drop in next time we are out of town! We trust our… (more)

from
$25
per visit
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7.
Will love your fur baby as my own!Lake View, Chicago, IL, 60657
Drop-In Visits, Dog Walking

Megan was amazing with Karma. The pictures she sent made me feel so much better about the care my fur baby was receiving while I was gone. She gave such detaile… (more)

from
$22
per visit
Confirmed availability: 4th of July
8.
Only the best for your best friend!Lake View, Chicago, IL, 60613
Drop-In Visits, Dog Walking

Nicky did a great job with my elderly, shy cat Skittles. She sent lots of pictures so I could see Skittles was being well cared for. I would definitely book N… (more)

from
$21
per visit
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9.
Your pet’s new best friend!Lake View, Chicago, IL, 60657
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Callie was excellent to deal with. She was very prompt and responsive, on-time for every check in, and sent us great notes. We would highly recommend Callie. (more)

from
$20
per visit
10.
I treat all pets as my own.Lake View, Chicago, IL, 60613
Drop-In Visits, Dog Walking

Aaron watched our kitten for 4 days in the morning and evening and was honestly the best. Very punctual and thoughtful- not to mention a great photographer! Sup… (more)

from
$15
per visit
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Long time dog owner and lover!Lake View, Chicago, IL, 60657
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: I've owned and cared for dogs since I was a child, including a very large dog (over 100 lbs) and very energetic dogs. I currently do not have a dog b… (more)

from
$17
per visit
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Have a fun-filled "StayCay" with usLake View, chicago, IL, 60657
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Jacqueline will be one of your best dog sitters you can hire. She is a "dog lover' and has been a dog owner all of her life and still is as of this writing. A… (more)

from
$16
per visit
Confirmed availability: 4th of July
13.
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 stayed at our home for three nights to care for our puppy, who was just five-months-old. She took such good care of him that when she came over again mon… (more)

from
$16
per visit
Confirmed availability: 4th of July
14.
Animals are one of my biggest joysLake View, chicago, IL, 60657
House Sitting, Drop-In Visits, Dog Walking

As someone who's worked with dogs for over a decade and lived with them my whole life, I've never met someone i've trusted more than Katy with my dogs. She's al… (more)

from
$20
per visit
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15.
I'll walk & play with your dog!Lake View, Chicago, IL, 60657
House Sitting, Drop-In Visits, Dog Walking

About: I'm a student at DePaul University studying Film and Television which means I can take high-quality photos of your dogs while they are on walks. My c… (more)

from
$17
per visit
Confirmed availability: 4th of July
16.
Joe 
Verified Background Check
"a YES for me dawg"- Randy J.Lake View, Chicago, IL, 60613
Drop-In Visits, Dog Walking

Joe has a great rapport with our dog! He is patient, and loves to play with her, and she adores him. We actually refer to Joe as ‘her favorite person in the wo… (more)

from
$17
per visit
Confirmed availability: 4th of July
17.
Here to care when you're not thereLake View, Chicago, IL, 60613
Dog Boarding, House Sitting, Drop-In Visits

Chis was great! She was able to sit for us last minute with my dog who has separation anxiety and needs company while we are out. Chris was great with my dog an… (more)

from
$19
per visit
Confirmed availability: 4th of July
18.
Can I pet your dog?Lake View, Chicago, IL, 60657
Drop-In Visits, Dog Walking

Joie was great and flexible with time. Bo seemed super happy when we got home and I would definitely hire Joie again. (more)

from
$15
per visit
Confirmed availability: 4th of July
19.
Your Dog's New Best FriendLake View, Chicago, IL, 60657
House Sitting, Drop-In Visits, Dog Walking

Lyle has been a consistently amazing sitter for our Winston. We first hired him when we were in a pinch and couldn’t bring Winston to doggy daycare because he w… (more)

from
$20
per visit
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20.
Had a mastiff, can handle anything!Lake View, Chicago, IL, 60613
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

We left our 10 month old corgi girl, Zoey, with Jenna for 5 days and Zoey did amazing. Honestly if our pup misbehaved, we never would have known! Jenna texted u… (more)

from
$20
per visit

Rover also offers Pet Sitting & Drop Ins in:

When it comes to pet care and pet sitting, pet owners in Lake View, Chicago, IL trust their pets with sitters on Rover.com. Over 27 pet owners have reviewed pet sitters in Lake View, Chicago, giving them an average rating of 5.0/5. Pet sitting doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a pet sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a pet sitter and pet care on Rover? Check out our average pet sitting rates to get an idea before you begin a conversation with a sitter who seems like a great match.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Lake View 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 pet sitters in Lake View, Chicago, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). 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 Lake View pet sitters and avoid the kennel.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Lake View, Chicago donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Chicago.

We're proud to support over 200 organizations across the nation, including: