1. Jessica

Experienced Dog Caregivers & Lovers

Near West Side, Chicago, IL, 60607

23 repeat clients
68 reviews

"Rebecca the beagle loved her stay with Jessica! Jessica provided a great place for Becca to spend a few days. Jessica's space was comfortable and very doggy ... (more)"

Available this weekend
2. Lu

Dog loving couple in Streeterville!

Near North Side, Chicago, IL, 60611

2 repeat clients
7 reviews

"The best sitters we have used. They are absolutely wonderful with excellent communication skills. I could tell that my dog was loved and cared for. They send... (more)"

3. Kristina

A favorite aunt to your loved one

Bridgeport, Chicago, IL, 60608

6 repeat clients
7 reviews

"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)"

4. Maria

Your Loved One's Second Home

Loop, Chicago, IL, 60605

9 repeat clients
24 reviews

"Maria was amazing!! She updated me once or twice a day and took them on so many walks. I will definitely ask Maria to watch them again!!! (more)"

5. Carolyn

Trustworthy & Experienced

West Town, Chicago, IL, 60622

1 repeat client
5 reviews

"It was our first time using Rover, but Carolyn was great. She was super accommodating with schedules, and sent picture updates of our pup. Vada came home as ... (more)"

6. Jennifer

Dog Sitter Extraordinaire

Bridgeport, Chicago, IL, 60608

5 repeat clients
7 reviews

"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)"

7. Rohit

Reliable & Responsible

Near West Side, Chicago, IL, 60661

4 repeat clients
11 reviews

"Rohit did a fantastic job with our boy! Our dog got sick after we left and Rohit took really good care of him. It was so nice to be away and know he was in g... (more)"

Available this weekend
8. Michael

Downtown Chicago Dog Sitter

Near North Side, Chicago, IL, 60611

"Michael has cared for my very finicky beagle mix for the last 4 years. He has stayed in my home and gained the trust and affection not only of me but of an ... (more)"

9. Jessica

Your Dog Will Have Fun and Comfort!

Lincoln Park, Chicago, IL, 60614

1 repeat client
3 reviews

"Jessica is great! (more)"

10. Megan and Adam

Pet Lovers who work from home!

West Town, Chicago, IL, 60622

3 repeat clients
14 reviews

"Our dog Ranger loved Megan and Adam. They kept us updated throughout our trip with photos, and Ranger came home happy as a clam. They are a sweet couple that... (more)"

11. Tara

River North Puppy Palace

Near North Side, Chicago, IL, 60610

3 repeat clients
7 reviews

"Tara was great! Kinzie and Larry got along well and he came home nice and worn out. Thanks for watching him! (more)"

Available this weekend
12. Samantha

Senior dog to the rescue

Near West Side, chicago , IL, 60661

1 repeat client
1 review

"Samantha was wonderful taking care of my 2 yorkies. She's friendly, flexible and really accommodating to work with my schedule. She took amazing care of my y... (more)"

13. Robert

Your dog may not want to go home!

Lower West Side, Chicago, IL, 60608

5 repeat clients
19 reviews

"Robert and family were great with my dog. I received regular updates and she seemed so at home and relaxed. Would definitely have Robert dogsit my girl again. (more)"

14. 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)"

15. Samantha

Doggy Playtime in Loving Home

McKinley Park, Chicago, IL, 60609

1 repeat client
1 review

"Samantha was great to work with, and her own dog, Waffles, is very cute and friendly. Samantha took careful notes about our pup's schedule, habits, and medic... (more)"

16. Holly

Poodle Mommy for sitting/walking!

Lower West Side, Chicago, IL, 60608

6 repeat clients
17 reviews

"Holly was great! She was flexible for the drop-off and pickup, and she helped with some of the special needs of our pup (he was on medication and on a specia... (more)"

17. Elizabeth

Ivy League Dog Lover

Loop, Chicago, IL, 60604

"Elizabeth was absolutely fabulous!!! When we got back from picking Daisy up she was so pooped and tired that she slept through the whole night. We definitely... (more)"

18. Magdalena

Just like home

Lower West Side, Chicago, IL, 60616

15 repeat clients
35 reviews

"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. Kristen

Lots of snuggles & Lake walks!

Loop, Chicago, IL, 60605

1 repeat client
5 reviews

"Kristen was great. She took really good care of Bella, and sent me a lot of photos throughout the stay. She was also super flexible on pick up and drop off... (more)"

20. M Patrick

Dog Lovers For Weekend Sitting

Loop, Chicago, IL, 60605

2 repeat clients
7 reviews

"absolutely great with Tucker (large golden retriever/husky mix) - very accessible to communicate with and took care of him so well (Tucker's usually a bit sh... (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 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 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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