Dog Boarding in Woodlawn, Chicago

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

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Search Results

Antonio B.
Attentive & Loving Walker HereWoodlawn, Chicago, IL, 60637
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

My relationship with Antonio, has grown into a friendship. He played a major role in helping my extremely shy bulldog, become more outgoing; and interactive wit… (more)

from
$40
per night
Ashley B.
2.
Woman boss and a bark of a hustleHyde Park, Chicago, IL, 60615
Dog Boarding, Doggy Day Care

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
Calendar Recently Updated
Susan C.
3.
You're Dog is My Dog!Hyde Park, Chicago, IL, 60615
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Carlos and I really appreciated our experience with Susan C. This was our first boarder and the 3 day visit went well. Susan updated and sent pictures of Carlos… (more)

from
$50
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

Wow, this was the best experience. You treated my baby (Dolly Parton) with the best care and made me feel so comfortable that she was safe and in the best hands… (more)

from
$35
per night
Calendar Recently Updated
Steve & Monica K.
Dog people are good peopleKenwood, Chicago, IL, 60653
Dog Boarding

Steve and Monica were so great. I finally found a sitter I will no question use again. It was good to meet in advance to have our dogs meet each other, as well … (more)

from
$40
per night
Calendar Recently Updated
Extraordinary pet care! :)Woodlawn, Chicago, IL, 60637
Dog Boarding
3 years of experience

About: I've cared for dogs and other pets since I was a kid. I've had the opportunity to love dogs, hampters, birds, and cats! I am and have always been rel… (more)

from
$35
per night
Your fur baby will be in good handsGrand Crossing, Chicago, IL, 60619
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

She was awesome. It was my first time using rover and I was a bit nervous, but the updates 3-4 times a day with photo and video footage really helped (more)

from
$50
per night
Calendar Recently Updated
8.
Work from home - large fenced yardWoodlawn, Chicago, IL, 60637
Dog Boarding, Doggy Day Care

Dwight is the best!! He's flexible with my crazy schedule and goes above and beyond when taking care of my little one. I appreciate him especially as a new dog … (more)

from
$30
per night
Calendar Recently Updated
9.
This is a dream job for me!Bridgeport, Chicago, IL, 60608
Dog Boarding, Doggy Day Care

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
$35
per night
Calendar Recently Updated
10.
Dog dad for hireNear West Side, Chicago, IL, 60608
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Evan is truly a dog lover. He is always happy to see my dog and my dog looks forward to visits with Evan. He knows how to engage my dog,Beau in play and underst… (more)

from
$50
per night
Calendar Recently Updated
Animal lover!park nearby/work at🏠Lower West Side, Chicago, IL, 60608
Dog Boarding, Drop-In Visits, Dog Walking

I'm so happy have found Kimberly. She is a ture animal lover with a very calming and kind nature. My shy puppy was very comfortable and got everything she neede… (more)

from
$50
per night
Calendar Recently Updated
Loving home away from homeNear West Side, Chicago, IL, 60607
Dog Boarding

Ryan did a fantastic job watching Hero!! He sent updates regularly and provided great pictures and videos throughout Hero’s stay. Highly recommend! (more)

from
$45
per night
Calendar Recently Updated
13.
NOT A PET, A FAMILY MEMBERLower West Side, Chicago, IL, 60608
Dog Boarding, Doggy Day Care

David is my go-to Rover sitter when we have to go out of town. I love seeing how excited my dog is each time we pull up to his house, it’s clear he treats my pu… (more)

from
$40
per night
Calendar Recently Updated
14.
Your pups new favorite Auntie!Near South Side, Chicago, IL, 60616
Dog Boarding, Doggy Day Care

Marjani is the best! Henry has a lot of anxiety, especially new people and Marjani was patient and made him feel right at home. Henry had so much fun staying wi… (more)

from
$60
per night
Calendar Recently Updated
15.
Home full-time-big fenced backyardCalumet Heights, Chicago, IL, 60619
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Briannas the best border! She’s dog sits for my wild dog and doesn’t even complain about how difficult my dog is. She is often available on short notice and wor… (more)

from
$35
per night
Calendar Recently Updated
We & our dog Chili love other dogsLoop, Chicago, IL, 60601
Dog Boarding, Doggy Day Care

They were amazing with our dog and kept us updated the whole time!! Definitely recommend them for future :) (more)

from
$50
per night
17.
Your pups second home....Calumet Heights, chicago, IL, 60617
Dog Boarding, Drop-In Visits

Tonisa was excellent with my babygirl Madison! I was nervous about leaving her with someone new for a week but Tonisa was great! Constant pictures that showed M… (more)

from
$35
per night
Calendar Recently Updated
18.
Iv'e probably asked to pet your dogLoop, Chicago, IL, 60605
Dog Boarding

Carissa is very caring and sweet. This would be perfect for her. She’s reliable as well. Carissa loves animals. The animals will be in great care with her taki… (more)

from
$40
per night
Teacher who loves children and dogsBurbank, IL, 60459
Dog Boarding, Doggy Day Care

They were great with chase. He had a blast. Thank you so much and I will consider to others that need a sitter. Chase will love to come back again. (more)

from
$35
per night
Calendar Recently Updated
20.
I'm friendly,energetic, & flexible!Chicago Lawn, Chicago, IL, 60629
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5 years of experience

About: For dog walking I have walked 2 dogs at once before. I really like getting outside with any pets and letting them enjoy the fresh air. I always carry… (more)

from
$35
per night

Dog lovers in Woodlawn, 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 offers the perfect alternative to dog kennels and traditional dog sitting. The next time you head out of town and need someone to take care of your dog, turn to Rover for your dog boarding needs. It's easy to find a loving Woodlawn dog sitter on Rover who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at their sitter's home. Search from hundreds of dog sitters in Woodlawn, Chicago, IL, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. 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. With Rover, pet boarding is guilt-free, cashless, and convenient. That way, you can hit the road happy knowing your dog's in loving hands while you're away.

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 Woodlawn, 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: