1. Brittany

Bentley's Mom in Lakeshore East

Loop, Chicago, IL, 60601

"Brittany took amazing care of my guy, Bennie! She truly treated him as one of her own and he had a blast playing with Bentley while I was away. Brittany sent... (more)"

2. Frank

Play date with the boys!

South Lawndale, Chicago, IL, 60608

"Frank is a nice, generous, and understanding person but more importantly he is a spectacular dog sitter. I visited Max during his stay and I could tell how m... (more)"

3. Maria

Your Loved One's Second Home

Loop, Chicago, IL, 60605

"Maria was always very quick to respond to a text and sent us lots of updates about Winston throughout his stay. We would definitely have her watch him again ... (more)"

Available this weekend
4. Enoch

All dogs/cats/pets welcomed!

Bridgeport, Chicago, IL, 60608

"I would strongly recommend Enoch as a dog sitter. Enoch is responsible in his work and loving towards all people and pets. He pays attention to details and h... (more)"

5. Laura-Ashley

Hang out w/Bennie in Lakeshore East

Loop, Chicago, IL, 60601

"Incredible. Treated my dog like her own. Tons of time playing and enjoying being outside, as while as company during quieter hours. Her dog is a great match ... (more)"

6. Fatimah

A Doggy Paradise

Loop, Chicago, IL, 60605

"Fatimah kept me up to date on Napoleon and sent pictures throughout the stay. She really took good care of him and was attentive even during our meet and gre... (more)"

7. Salina

Your second Home!

Near South Side, Chicago, IL, 60616

"Salina took very good care of my boy Milo. She was great with sending us updates and pictures. We will definately be booking another stay with Salina! (more)"

8. Rohit

Reliable & Responsible

Near West Side, Chicago, IL, 60661

About: I've been around dogs all my life in one form or another and have a strong connection with them. As a real estate agent, my schedule is flexible a... (more)

9. Magdalena

Just like home

Lower West Side, Chicago, IL, 60616

"Magdalena was wonderful. She kept us posted with many pictures and had a great stable of dogs for our Wandy to play with and he loved it. We will definatel... (more)"

10. Kristina

a favorite aunt to you pet

Bridgeport, Chicago, IL, 60608

"Kristina does an outstanding job when it comes to sitting koko. She has kept my pet on multiple occasions and every time my dog sees Kristina, she's very exc... (more)"

11. Lor'Enyah

Chi-City Pet Co.

Lower West Side, Chicago, IL, 60608

"I am not sure "how" Lor'Enyah G. was able to get my monster act right. But we are very happy and look forward to leaving home again and using her again. T... (more)"

12. Marisol

I have three babies of my own

Lower West Side, Chicago, IL, 60616

"This was the first time I had to leave my pups with someone other than family members ands I was nervous.... but Marisol was absolutely wonderful. Chief and ... (more)"

13. Robert

Your dog may not want to go home!

Lower West Side, Chicago, IL, 60608

"Robert and his family are great! My two dogs had a wonderful time at their house and came home exhausted:) Robert sent us pictures every day and that made me... (more)"

14. Erin

Run And Play All Day!

Lower West Side, Chicago, IL, 60608

"Erin was easy to communicate with and did a great job taking care of Daisy! (more)"

15. Risa

Stay at home puppy mom - Dawg House

Near West Side, Chicago, IL, 60607

"Risa and Matt are amazing. They took care of my dog like he was their own (they even let him sleep in their bed with them!). I had updates and photos every d... (more)"

16. Kristen

Lots of snuggles & Lake walks!

Loop, Chicago, IL, 60605

"You can really see that Kristen loves dogs! She took care of Doody so well! She would let him sleep with her on the bed and on the couch. Kristen would also ... (more)"

17. Jennifer

Dog Sitter Extraordinaire

Bridgeport, Chicago, IL, 60608

"Jennifer has taken great care of our dog, Bauer, the last two weekends we went out of town. She is always excited to see him and he enjoys staying at her ho... (more)"

18. Jenna

Playful Dog Lover

Bridgeport, Chicago, IL, 60608

"Jenna was great. I was in a bind and she was available to watch my collie/sheppard for 4 days at the last minute. Jenna was midnful of the fact that my dog ... (more)"

19. Sophia

Dog Loving Roomates!

Lower West Side, Chicago, IL, 60607

"Sophia and her roommates were amazing pet sitters! They watched our Cat and Dog for 10 days while on vacation. She was super easy to communicate with and alw... (more)"

20. Megan

Gracie would love to share her toys.

Near West Side, Chicago, IL, 60607

"Loved having Charlie stay at Megan's! Charlie got along great with her dog Gracie, she even set up a meetup before so we can see how our pups would get along... (more)"

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Dog Boarding In Chicago

The Dog Kennel Alternative

Dog owners love Rover's Chicago dog sitters. 1,724 owners have reviewed sitters in Chicago, giving them an average rating of 5/5.

Wondering how much you can expect to pay for a night on Rover.com? Check out our average dog sitting rates to get an idea before you start a conversation with a sitter.

Sit a Dog, Save a Life

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 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.

Animal Welfare League

The Animal Welfare League is committed to helping every pet find a good home. Their motto is "recovery is the answer, not euthanasia" for animals that come to us injured, neglected, or abused.

Everyday the Animal Welfare League saves animals lives and works to improve the way they are treated and regarded by society. In the Chicagoland area, they help all animals through their adoption programs, their low cost clinic services, their local cruelty investigations, and their public education programs. Locally they work to improve municipal, city and state laws and regulations regarding the treatment of animals and operate the state’s largest non-profit animal shelter program. They have made progress since our beginning in 1935, but much more work needs to be done.

Chicago Animal Advocates

Chicago Animal Advocates is a not for profit foster based rescue. They are 100% volunteer run. They rescue animals from high kill shelters in Illinois and Kentucky. They also take in owner relinquishments that otherwise would end up at a county shelter. All of their animals stay in the comfort of a loving foster home until they are adopted out. They believe in advocating the importance of spays and neuters and the general care of animals. Their goal is to set up fundraisers and help low income zip codes with the costs to fix their animals. Overpopulated shelters offer little time for animals to be rescued, and many do not get a second chance at life. Their number one goal is rescue and prevention.

Forever Friends Great Dane Rescue

Forever Friends Great Dane Rescue was founded by a small group of people dedicated to the Great Dane breed. Their goal is to help neglected, abandoned, and abused Great Danes find their forever homes while educating the public about the breed and responsible pet ownership. They believe that every animal deserves a forever family to love them unconditionally for the rest of their lives.

FFGDR is a foster based rescue. All of the dogs that come in to their care are placed in loving homes while awaiting adoption. They are given all medical treatment/visits that needs to be done as well as being taken in and loved as though they are part of that family. Their foster homes are able to observe the Foster Danes in a home environment with children, other dogs, other pets, and daily stresses and triggers. Their foster homes work with the Danes on any obedience or negative behaviors to start the training process for you. Their foster homes are never short on love, attention or patience to spread to the foster dogs while in their care.

Heartland Animal Shelter

Heartland Animal Shelter’s mission is to find permanent, loving homes for homeless animals and promote responsible pet ownership through education, community outreach and collaboration while maintaining respect and compassion for all creatures.

Heartland is a no-kill animal shelter and a non-profit, 501 c 3 organization. They provide food, shelter, medical treatment and loving care until homeless animals can find their forever home. Please help them save the lives of these wonderful animals by making a tax-deductible donation today.

More on Chicago

Home to the largest number of highways in the nation and second busiest airport in the world, Chicagoans are travelers as much as they are dog lovers. That's why, when preparing for a trip, Chicago dog owners want nothing but the most loving home for their dogs while they're away.

With Rover.com, that gets a little easier. Scroll through our selection of loving sitters, click on a listing you like, and start a conversation. From Hyde Park to Wicker Park, Rover.com sitters have access to the Windy City's only off-leash, dog-friendly areas, where dogs can play freely and recharge with special, dog-level drinking fountains and separate areas for shy pets to unwind.

You love your dog. We love your dog, too. How much? We'd love to show you. Book dog boarding, pet sitters, and dog walking in Chicago on Rover.com, and stop by our blog to see what we're all about.

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