Dog Boarding in Kenwood, Chicago

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

1. Elizabeth

Love doggies :) flexible schedule

Lower West Side, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

5 repeat clients

"Outstanding! This is how I would qualify the care our Chihuahua received from Elizabeth. Her love for animals truly shows! Not only Elizabeth provided the ca... (more)"

2. Amanda

Uchicago student who loves dogs!

Hyde Park, Chicago, IL, 60637

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

3 repeat clients

"Amanda was a joy to have keep our pup. He takes a moment to warm up but Amanda was able to build trust with him and before you knew it...she was giving him ... (more)"

3. Cathleen

Certified dog groomer

Bridgeport, Chicago, IL, 60608

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: Patience is key. Pets are the number 1 priority always! I can meet all demands. I am very experienced with all animals especially dogs and cats. Al... (more)

4. Ellenkate

Home 75% of the time

West Side, Chicago, IL, 60608

Dog Boarding, House Sitting, Doggy Day Care

"I was very nervous about leaving Chuco but once I met Ellen she put me at ease. She listened to the concerns I had with him and she was able to care for him ... (more)"

5. Laura

Great rates (tail wags included!)

Lower West Side, Chicago, IL, 60608

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Laura was so great with our pup taco!!! We just picked him up and he was so happy he needed to say goodbye to Laura and her boyfriend before leaving! They se... (more)"

6. Craig

Loving Dog Care In Hyde Park

Hyde Park, Chicago, IL, 60615

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

2 repeat clients

"Craig was great! He really cared to make Princess stay nice. He sent a picture while we were away. Princess was so happy when we picked her up. She really en... (more)"

7. Julia

Loving in home South Loop Pet Nanny

Loop, Chicago, IL, 60605

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

8 repeat clients

"I know Toaster had a great time with these guys! They watched him for 3 nights and even helped by picking him up and dropping off. Shot me a few photos of hi... (more)"

8. Marga

We can cuddle and play all day!!

Hyde Park, Chicago, IL, 60615

Dog Boarding

12 repeat clients

"Una had such a great time with Marga! I could tell from all of the much-appreciated photos I received that Una was relaxed, received many cuddles, and enjoye... (more)"

9. Jill

Flexible sitting in the SLoop!

Near South Side, Chicago, IL, 60605

Dog Boarding, Drop-In Visits, Dog Walking

3 repeat clients

"Jill was great with my dog, Sophie! She was always very responsive and kept me pupdated. We had a meet and greet right away, and two days later she was watc... (more)"

10. Alison

Your dog needs a walking partner

Hyde Park, Chicago, IL, 60615

Dog Boarding, Doggy Day Care, Dog Walking

"Alison was great! Super easy to work with and was so good with my senior dog! (more)"

11. Bob

Bob's Boarding in Hyde Park

South Side, Chicago, IL, 60615

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

10 repeat clients

"Bob was great with our dog - he sent lots of pictures and gave great updates. He was flexible with drop off and pick up and took excellent care of our dog. (more)"

12. Kj

Let's take a walk in the South Loop

Near South Side, Chicago, IL, 60616

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Our dog Grizz is somewhat intimating - he’s big, black and has a ferocious bark - yet Katie was able to connect with him. He loves and listens to her. He als... (more)"

13. Aaliyah

Dog Care Chicago

Grand Crossing, CHICAGO, IL, 60621

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Aaliyah was an excellent sitter. She was very flexible with the drop off and pick up times. My pups and hers got along pretty well, which left me at ease wit... (more)"

14. Sofia

large fenced yard to play with dog

Douglas, Chicago, IL, 60653

Dog Boarding, Dog Walking

1 repeat client

"Sofia was very sweet and flexible. She sent pics of Bok Choy throughout his stay with her, which was much appreciated (more)"

15. Susan

I love to run + chill with dogs!

Hyde Park, Chicago, IL, 60615

Dog Boarding, Doggy Day Care

2 repeat clients

"Susan did a great job taking care of my Cohiba! I would definitely book w/her again. She gave me daily updates and sent me pics to assure me he was doing wel... (more)"

16. Kyisha

Home full time, large fenced back y

Englewood, Chicago, IL, 60637

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"It's a blessing having someone like Kesha around, she's very easy going with my dog, most of the time I have a hard time trying to get my dog to leave kesha,... (more)"

17. Lynettra

Experienced pet care provider

Kenwood, Chicago, IL, 60653

Dog Boarding, Doggy Day Care

15 repeat clients

"Lynnettra was flexible with drop-off and pick-up time, and her response time was excellent. Our pup got along well with her dogs and appeared to have a blast... (more)"

18. Anquin

Young Dog Friendly Professional

Hyde Park, Chicago, IL, 60637

Dog Boarding

1 repeat client

"Bella enjoyed her stay and really liked playing with Aria. (more)"

19. Ebonee

12 + years of Vet-Tech experience!

Hyde Park, Chicago, IL, 60615

Dog Boarding

2 repeat clients

"I cannot express enough how wonderful Ebonee is! Our fur baby stayed with her for two weeks while we were on vacation. She keep us updated with pictures and ... (more)"

20. Waverly

Soon to be Dr.Wave!

Grand Boulevard, Chicago, IL, 60653

Dog Boarding, Doggy Day Care

16 repeat clients

"Waverely is Super Awesome! She made Drizzy and my first time using Rover.com a huge success. I loved the meet and greet factor since it gave me a chance to s... (more)"

Dog lovers in Kenwood, 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 Kenwood 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 Kenwood, 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 Kenwood 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 Kenwood, 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: