To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

For every dog watched over the holidays, Rover and the Sit a Dog, Save a Life program will donate $1 to Pet Partners. Learn More

1. Janina

Dog Loving Home

Near West Side, Chicago, IL, 60612

"Janina was amazing with my dog Peanut and she was extremely easy to work with! She was very accommodating with my schedule as far as drop off and pick up tim... (more)"

Confirmed Holiday Availability
2. Francine

All i have to say is...I ❤ DOGS!!

Lower West Side, CHICAGO, IL, 60608

"This was my first time using Rover, and I was a bit nervous. My dog doesn't like to be left alone, and I wasn't sure how we adjust to a new place. Long story... (more)"

3. Maria

Your Loved One's Second Home

Loop, Chicago, IL, 60605

"She was awesome! Gave a ton of updates, took him on LOTS of walks and played with him! He was pooped when he got home. I would definitely use Maria again :) ... (more)"

4. Jennifer

Dog Sitter Extraordinaire

Bridgeport, Chicago, IL, 60608

"Jennifer was a fantastic sitter for our energetic Great Pyrenees! She was genuinely excited for Bauer's stay which made it easier to drop him off. She se... (more)"

5. Katie

Two humans and a beagle

Near South Side, Chicago, IL, 60605

"Our Finley stayed with Katie for about three weeks while we were away on extended travel. She did a terrific job caring for him and sent us regular photos an... (more)"

6. Angela

Your pet's home away from home!

Near South Side, Chicago, IL, 60616

"Angela gave us a peace of mind that we really needed when we left our little girl with her. She was prompt with her walks and made sure she was taken care of... (more)"

7. Rohit

Reliable & Responsible

Near West Side, Chicago, IL, 60661

"Rohit did a great job. He took Rocky and Rico for an evening on short notice. My wife said that when she dropped them off they did not even look back at her ... (more)"

Confirmed New Years Availability
8. Douglas

Your little one's second home.

Near West Side, Chicago, IL, 60661

"Very accommodating and easy to work with. LP was happy and had a great time with Doug and jason and the pups! (more)"

Confirmed Holiday Availability
9. Kristina

a favorite aunt to you pet

Bridgeport, Chicago, IL, 60608

"Super love Kristina! I needed someone on Thanksgiving but some Rover sitters were being flakey, unavailable or just didn't fit my criteria. My dog gets sad ... (more)"

10. Risa

Stay at home puppy mom - Dawg House

Near West Side, Chicago, IL, 60607

"Risa was great with my puppy DuDu! She treated DuDu as if she's her own, very caring and loving. The best thing is that my puppy had such a fun time playing ... (more)"

Confirmed Holiday Availability
11. Robert

Your dog may not want to go home!

Lower West Side, Chicago, IL, 60608

"Robert and his family took wonderful care of our two dogs so we could relax without worry while away for a family wedding. They helped continue our training ... (more)"

12. Kristen

Lots of snuggles & Lake walks!

Loop, Chicago, IL, 60605

"Kristen is great. She helped me out when my sitter cancelled on me last minute and was very welcoming to all of my dogs needs. Her place has an elevator w... (more)"

13. 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)"

14. Andrea

Awesome dog buddy and mentor

Near South Side, Chicago, IL, 60605

About: I am a responsible professional and I have had dogs all my life. My last dog died from cancer a while back and I surely miss having dogs around. Fo... (more)

Confirmed New Years Availability
15. Lor'Enyah

Chi-City Pet Co.

Lower West Side, Chicago, IL, 60608

"Lor'Enyah sent lots of pictures of Gracie having a good time and going on doggy play dates. It was pretty hot and she even took her for a dip in the doggy po... (more)"

16. 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)"

17. M Patrick

Dog Lovers For Weekend Sitting

Loop, Chicago, IL, 60605

"Mike and Amanda were awesome with Saki and I would definitely rebook with them for future stays. They were absolutely reliable, friendly, and flexible with m... (more)"

Confirmed Holiday Availability
18. Magdalena

Just like home

Lower West Side, Chicago, IL, 60616

"Magdalena was great with Tusk. This is my first experience with this site. She sent me pictures daily that I'd look at all day. She also had another dog for ... (more)"

19. Enoch

All dogs/cats/pets welcomed!

Bridgeport, Chicago, IL, 60608

"If we could give Enoch six stars we would. There was a last minute scramble to find a sitter and he saved the day. He was very flexible, was willing to stay ... (more)"

20. Jenna

Fun for your four-legged friend!

Near West Side, Chicago, IL, 60608

"Jenna was so great with Ralphie throughout his stay, sending lots of photo and video updates. He totally ignored us when we picked him up and was pooped the ... (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

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 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 House Shelter

Founded in June 2002, Animal House Shelter rescues and cares for homeless pets. They take in dogs and cats that have been abused, neglected, abandoned. There are a variety of other reasons people relinquish their dog or cat to them as well: lack of time, moving, allergies, new baby etc. They save those scheduled for euthanasia at other shelters due to their lack of space. Once rehabilitated and ready, they are carefully matched with prospective adopters and placed in loving homes.

Over 30,000 pets have been adopted from Animal House Shelter.

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, 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, 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, and stop by our blog to see what we're all about.

Useful Info on Dogs - Dog Boarding Community