Dog Boarding in Oakland, Chicago

Find a loving dog sitter to watch your dog overnight at your sitter's home.

Search Results

jiehui l.
1.
I treat all pet like my own petBridgeport, Chicago, IL, 60616
Dog Boarding, Doggy Day Care, Dog Walking

I had a family emergency out of town, answered within 15mins and happily took care of my dog. Super accommodating. Always sent pics and videos. 100% would reboo… (more)

from
$40
per night
E K.
2.
E 
Verified Background Check
Rover 101
Animal Loving FamilyGrand Boulevard, Chicago, IL, 60653
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Couldn’t have asked for a better sitter for my big baby Maxwell!!!!!!! E and Neil never disappoint with taking care of him! Even out of the country for 7 days I… (more)

from
$40
per night
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David N.
3.
NOT A PET, A FAMILY MEMBERLower West Side, Chicago, IL, 60608
Dog Boarding, Doggy Day Care

David did a great job boarding my dog over the holiday break! He was very responsive and accommodating. Would recommend him to anyone who is looking for a profe… (more)

from
$40
per night
Calendar Recently Updated
Jaclyn N.
4.
Dogs are my favorite people!Near West Side, CHICAGO, IL, 60608
Dog Boarding

I highly recommend Jaclyn and Frank. They made Leela feel at home straight away. They provided us with lots of updates over the weekend and Leela came back happ… (more)

from
$35
per night
Calendar Recently Updated
Brandon R.
Work from home/flexible pet sitter!Near North Side, Chicago, IL, 60654
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Brandon was amazing! It was my first time leaving my dog and I was very nervous about it! But Brandon sent me photos and updates everyday and made my vacay so m… (more)

from
$60
per night
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6.
Work from home | Treats. Play. ♥️Loop, Chicago, IL, 60607
Dog Boarding, Drop-In Visits, Dog Walking

Alison was so great! It was our first time leaving our timid rescue pup and we admittedly anxious too but Alison put us at ease with consistent photos/videos. B… (more)

from
$80
per night
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Animal lover!park nearby/work at🏠Lower West Side, Chicago, IL, 60608
Dog Boarding, Drop-In Visits, Dog Walking

Kimberly was absolutely wonderful! This was our first time leaving our dog with someone, and she took great care to learn her needs, routine, and preferences. W… (more)

from
$50
per night
Calendar Recently Updated
Dog lover looking for a houseguest!Loop, Chicago, IL, 60605
Dog Boarding

Looking for a reliable and responsible dog sitter? Lindsey Z. will provide your precious pet with a safe, loving, and comfortable home away from home. She is … (more)

from
$40
per night
Calendar Recently Updated
9.
You're Dog is My Dog!Hyde Park, Chicago, IL, 60615
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Susan is the best. She regularly kept us updated and sent photos. She gave us a thorough out brief as to what, if anything is going on with my fur babies. I loo… (more)

from
$50
per night
Calendar Recently Updated
10.
Couple working from 🏡. Free bath!Lower West Side, Chicago, IL, 60608
Dog Boarding

We were gone a week and they sent daily photos and videos of our pup! Communication was excellent and they took great care of our dog. Would highly recommend. (more)

from
$59
per night
Calendar Recently Updated
Your fur baby's new best friends!Lower West Side, Chicago, IL, 60608
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

The experience with Monica and Calvin couldn’t have been better. This was the first time boarding June, our dog, and since the first interaction with them we fe… (more)

from
$48
per night
Dog people are good peopleKenwood, Chicago, IL, 60653
Dog Boarding

We are so pleased to have found Monica and Steve. My dog had a great time, they kept in touch during Rory's stay, and I felt like she was very comfortable and w… (more)

from
$40
per night
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Experienced & Energetic Dog MomNear North Side, Chicago, IL, 60654
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

She was great watxhing my baby pup and very kind kept me updated with pics videos her price is great I would recommend her if anyone wamts your baby to feel lov… (more)

from
$35
per night
14.
Woman boss and a bark of a hustleHyde Park, Chicago, IL, 60615
Dog Boarding, Doggy Day Care, Dog Walking

Ashley is very professional, gives great updates about your pup, and takes the job of caring for your pet seriously! 10/10, would strongly recommend. (more)

from
$45
per night
15.
Dog dad for hireNear West Side, Chicago, IL, 60608
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Evan is an excellent sitter, with a very warm and charming personality, we instantly knew he would be fantastic around our pups! He kept us informed throughout … (more)

from
$55
per night
16.
This is a dream job for me!Bridgeport, Chicago, IL, 60608
Dog Boarding, Doggy Day Care

Monica was awesome, sent constant pictures and kept us updated while we were out of the country. She has become our new go to sitter, our boy came back super ha… (more)

from
$35
per night
Calendar Recently Updated
17.
I’m a fun and loving animal carer!Loop, Chicago, IL, 60605
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I cannot say enough great things about Alexa. She looked after our puppy (Crumble) while we went on holiday, she sent updates and pictures very regularly and Cr… (more)

from
$65
per night
Calendar Recently Updated
18.
Trustworthy and experienced:)Near North Side, chicago, IL, 60610
Dog Boarding, Doggy Day Care

Taylor was amazing! Daily updates with pictures where my dog looked so happy and playful. She was very accommodating and also took time out to meet me and my do… (more)

from
$55
per night
Calendar Recently Updated
Dog lovers looking for dogs in lifeWest Town, Chicago, IL, 60642
Dog Boarding

Bridget and Nick were great with our 3 year old Saint Bernard Bernie. They are very kind, responsive, and responsible. Would definitely use again! (more)

from
$45
per night
Calendar Recently Updated
Loving home away from homeNear West Side, Chicago, IL, 60607
Dog Boarding

Teddy had a great time! Ryan was very communicative and sent cute pictures and videos of Teddy throughout his stay. Will definitely have them puppy sit Teddy ag… (more)

from
$55
per night

Pet parents turn to sitters on Rover.com when they're looking for overnight boarding for their dog. 7,915 owners have reviewed sitters in Oakland, Chicago, IL, giving them an average rating of 4.9/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect dog sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average dog boarding rates to get an idea before you start a conversation with a dog sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Oakland dog sitter in seconds on Rover.com. If you're looking for dog boarding while you're away, whether it's for one night or a whole month, you can find a dog sitter in Oakland, Chicago, IL who meets your and your dog's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your dog, including background checks and community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of dog lovers for hire, and that includes offering pet boarding in Oakland.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. 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 Oakland, 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: