Dog Boarding in Grand Boulevard, Chicago

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

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House Sitting
Drop-In Visits
Doggy Day Care
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Jaclyn N.
1.
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
$42
per night
Calendar Recently Updated
Candace M.
Bronzeville Dog BoardingSouth Side, Chicago, IL, 60653
Dog Boarding, Doggy Day Care, Dog Walking

Candace was fantastic. Missie was recently diagnosed with epilepsy and Candace kept me updated on how she was doing, made sure she got her medicine, and took su… (more)

from
$45
per night
Calendar Recently Updated
Andrew T.
3.
Couple working from 🏡, park nearbyLower West Side, Chicago, IL, 60608
Dog Boarding, Doggy Day Care

Andrew and his wife were great! They kept me updated throughout my trip with pictures and videos. My dog is usually a bit anxious when I leave her, but they mad… (more)

from
$44
per night
Katja G.
4.
Over 10 years of dog experience!Grand Boulevard, Chicago, IL, 60653
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Pippin had an amazing time with Katja and Nathan! The pictures they sent were wonderful and they updated me frequently. Pippin will definitely be back the next … (more)

from
$35
per night
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Tyrese J.
5.
Work from Home Dog DadLoop, Chicago, IL, 60601
Dog Boarding, Drop-In Visits, Doggy Day Care

They were absolutely amazing sitters who made my pup feel loved and me super comfortable leaving my fur baby with them! I will definitely be contacting them for… (more)

from
$65
per night
6.
E 
Verified Background Check
Rover 101
Animal Loving FamilyGrand Boulevard, Chicago, IL, 60653
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

The best dog sitter on Rover! She always takes such good care of our dog and is so great at communicating, updating and sending photos. She’s always so flexible… (more)

from
$40
per night
Calendar Recently Updated
7.
This is a dream job for me!Bridgeport, Chicago, IL, 60608
Dog Boarding

Monica is a natural with dogs! My sweet little dachshund has some special needs (mostly blind and can be a little anxious about being away from home) but Monica… (more)

from
$40
per night
Calendar Recently Updated
Loving MamabearBridgeport, Chicago, IL, 60616
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Marissa took great care of my husky! I highly recommend her! My husky loved her so much. She took lots of pictures and video to make me feel at ease. Marissa to… (more)

from
$45
per night
Confirmed availability: Christmas and New Year
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
Calendar Recently Updated
10.
5-Star Private Yard/Home+WFH familyBridgeport, Chicago, IL, 60608
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

Pantira took wonderful care of Gamma. We received many pics and videos of her playing with Fluffy and Puffy during her stay. We will absolutely leave Gamma with… (more)

from
$70
per night
Confirmed availability: Christmas and New Year
11.
Lifelong animal lover and caretakerKenwood, Chicago, IL, 60615
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

I cannot say enough good things about my experience with Nina watching my fur babies. I am an incredibly discerning pet owner, and was very concerned about who … (more)

from
$40
per night
Confirmed availability: Christmas and New Year
12.
Can't wait to pawty with your pet!Kenwood, Chicago, IL, 60615
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Aris did an amazing job watching my pup. I always book her because she sends frequent updates with photos and treats my pet like family. Marlo loves coming over… (more)

from
$100
per night
Confirmed availability: Christmas and New Year
13.
Work from home⚖️ | Treats. Play. ❤️Loop, Chicago, IL, 60607
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Alison was superb. She maintaned us in permanent contact with Domino, sending us pictures of him trough the day. The face expressions of our beloved Domino, ass… (more)

from
$80
per night
Confirmed availability: Christmas and New Year
14.
Passionate about Pets.Near South Side, Chicago, IL, 60605
Dog Boarding

Jaye was great with Cliff! In addition to taking great care of him, she had to coordinate pick up and drop off with my housesitter since I was out of town. She… (more)

from
$60
per night
Calendar Recently Updated
Animal Lover + Tons of ExperienceLoop, Chicago, IL, 60605
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Jennifer was great with my dog Sam! She took several photos to send to me and my dog warmed up to her quickly! Her neighborhood has lots of grassy areas and a p… (more)

from
$38
per night
Calendar Recently Updated
16.
A safe, loving, place for your dogGrand Crossing, Chicago, IL, 60619
Dog Boarding, House Sitting, Drop-In Visits

Hilary is the best. She has been watching my dog Sparky (like the beanie baby) for 4 years. She is so good about sending me updates and photos while I am away a… (more)

from
$49
per night
Calendar Recently Updated
Vet tech, animal loverWest Town, Chicago, IL, 60642
Dog Boarding

Margaret was excellent and I couldn't be happier about having chosen her! I was not stressed at all throughout the entire weekend and it was very refreshing to … (more)

from
$65
per night
Calendar Recently Updated
18.
Loves long walks and fluffy friendsBridgeport, Chicago, IL, 60608
Dog Boarding, House Sitting

Gillian gave our little lady all the love and made her so comfortable while in her care! Couldn’t recommend her enough ? (more)

from
$40
per night
Calendar Recently Updated
19.
WFH dog loving expertLoop, Chicago, IL, 60605
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Nicole was incredible! She went above and beyond in her care, and I would 100% rebook with her! My dog can be a little anxious, and as this was her first weeken… (more)

from
$40
per night
Calendar Recently Updated
20.
Active lifestyle-fenced yard!Bridgeport, Chicago, IL, 60609
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Michael was amazing! He watched my pup for me for almost a week and sent tons of pictures and videos throughout her stay. Will definitely book with him again! (more)

from
$50
per night

Dog lovers in Grand Boulevard, Chicago, IL love dog sitters on Rover.com. Over 7,915 pet owners have reviewed dog sitters on Rover in Chicago, giving them an average rating of 4.9/5 stars. No matter what your price range is, you might be surprised to learn how affordable dog boarding in Chicago can be when you book with Rover. Wondering how much it might cost to book dog boarding? Check out our average dog boarding rates to get an idea before contacting a dog sitter near you.

Rover.com is the simple, savvy way to find and book Grand Boulevard dog boarding. It's easy to find the perfect dog sitter. Many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book dog boarding on Rover, your dog will enjoy a loving staycation in their sitter's home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter in Grand Boulevard, Chicago, IL has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 75,000 sitters who've listed their services on Rover. When you book Grand Boulevard dog boarding on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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 Grand Boulevard, 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:

Dog Boarding