Dog Boarding in Kenwood, Chicago

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
Calendar Recently Updated
1. Beverly

Home full-time, dog park membership

Chatham, Chicago, IL, 60620

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

"Beverly is a very friendly and warm lady who took exceptional care of my dogs. Beverly went over and beyond for my dogs and exercised care, patience and love... (more)"

Calendar Recently Updated
2. Tonisa

Your pups second home....

Calumet Heights, chicago, IL, 60617

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

"Tonisa was great with my Big baby. She kept me updated and sent pictures which kept me form missing him so much. Tonisa has a little one who is NOT afraid of... (more)"

Calendar Recently Updated
3. Jennifer

Architect by day, Dog lover 4 life!

Hyde Park, Chicago, IL, 60615

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

"Jennifer made us extremely comfortable with leaving our baby behind while we traveled. She sent daily pictures of her am and pm walks along with others that ... (more)"

Calendar Recently Updated
4. Craig

Loving Dog Care In Hyde Park

Hyde Park, Chicago, IL, 60615

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

"Craig was great! Very responsive and kind, and he definitely knows dogs. My pup had a great time staying with him, and I appreciated the daily updates! Will ... (more)"

Calendar Recently Updated
5. David

Caring for other's dogs since 1990

Bridgeport, CHICAGO, IL, 60608

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

"Excellent dog sitter for a last-minute week away! Great with helping to administer meds and providing frequent text updates! Definitely recommend David! (more)"

6. Derryk

Hyde Park Puppy & Dog Sitter

Hyde Park, Chicago, IL, 60615

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

"Excellent sitter for my little one. Very accommodating on pick up and drop off time! (more)"

Calendar Recently Updated
7. Jen & Dakota

Large Fenced Yard and House!

Bridgeport, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

"Atticus had a great time. They were very accommodating and sent a lot of photos and videos everyday. Would highly recommend them and use them again in the fu... (more)"

Calendar Recently Updated
8. Heather

Work from home - Dog Park in back!

Near South Side, Chicago, IL, 60616

Dog Boarding, Drop-In Visits, Dog Walking

"Heather was amazing! She sent lots of pictures and updates at least once a day, sometimes more. My puppy got along well with their dog Lucy, and actually c... (more)"

Calendar Recently Updated
9. Ekaterina

Home full-time - fenced yard

Bridgeport, CHICAGO, IL, 60608

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

"Ekaterina was great with Harper! My dog has alot of energy and Ekaterina kept her busy and played with her. She sent several photos which put my mind at ease... (more)"

Calendar Recently Updated
10. Lana

Fun and active dog care giver.

Near South Side, Chicago, IL, 60616

Dog Boarding, Doggy Day Care

"Lana did an amazing job with taking care of Simba! I would refer her to anyone as she was very thorough and took the time to ask me particular questions abou... (more)"

Calendar Recently Updated
11. Alice

Home full time for your dog(s) solo

Near South Side, Chicago, IL, 60616

Dog Boarding, House Sitting, Doggy Day Care

"Alicetook spectacular care of Bitys, they clearly bonded and my dog loves her. I would highly recommend her as a responsible caring dog sitter, we Will use h... (more)"

12. Kat

Recent grad who LOVES DOGS

Kenwood, Chicago, IL, 60615

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

"Kat is very good dog sitter. My big boy Arrow looks very happy with her. She took him out for a long walk every day! I really want Arrow to continue stay wit... (more)"

Calendar Recently Updated
13. Dwight

Work from home - large fenced yard

Woodlawn, Chicago, IL, 60637

Dog Boarding, Doggy Day Care, Dog Walking

"Dwight was a great sitter. He gave me updates on Daisy while in his care. This was our first time using Rover, and I was a little nervous at first. However, ... (more)"

Calendar Recently Updated
14. MK

Former Vet Tech

Hyde Park, CHICAGO, IL, 60615

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

About: I have been involved with many aspects of dog care my entire life. Have a personal affinity for big dogs and absolutely crazy about water dogs. :)... (more)

15. Kiana

Wags While You're Away

Bridgeport, Chicago, IL, 60616

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

"Got both dogs back safe, happy and tired from a long day of fun! Kiana is sweet and fun and took my kids for an adventure. I'm sure if they could talk they'... (more)"

Calendar Recently Updated
16. Bob

Bob's Boarding in Hyde Park

South Side, Chicago, IL, 60615

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

"Bob took great care of our dog while we were out of town! He gave her a lot of exercise, sent us nice updates, and was very responsive and easy to coordinate... (more)"

17. Marga

We can cuddle and play all day!!

Hyde Park, Chicago, IL, 60615

Dog Boarding

"Marga and her roommate took wonderful care of our dog—she sent me daily updates, and they even took him on a mini-hike. We're very grateful to have someone s... (more)"

18. Alex

We'll exercise play safly and enjoy

Hyde Park, Chicago, IL, 60615

Dog Boarding, Dog Walking

"Alex was absolutely wonderful with my dog, and she clearly had a great time with him! He was very responsive to my messages and kept me updated while I was a... (more)"

Calendar Recently Updated
19. Veronica

Flexible Schedule/Maltipoo owner

Hyde Park, Chicago, IL, 60615

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

"Veronica took great care of my dog Chavo. I would definitely rebook with her. (more)"

Calendar Recently Updated
20. Waverly

Soon to be Dr.Wave!

Grand Boulevard, Chicago, IL, 60653

Dog Boarding, Doggy Day Care

"5/18/18 As a newbie to Rover.com I scrolled through a vast amount of dog sitter profiles to find the right connection to board my Chihuahua, Zoe. When I re... (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: