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.

Search Results

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Susan C.
1.
You're Dog is My Dog!Hyde Park, Chicago, IL, 60615
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

My dog Benji stayed with Susan for a week. Susan is absolutely amazing. She gave Benji so much attention and love, she walked him as many times as he needed, le… (more)

from
$50
per night
Confirmed availability: 4th of July
Whitney O.
Work From Home, Dog Park Next Door!Near South Side, Chicago, IL, 60616
Dog Boarding, Doggy Day Care, Dog Walking

Whitney & her family were amazing with Maggie and it was clear that Maggie didn’t wanted to leave. I appreciated the flexibility & frequent updates. Highly re… (more)

from
$49
per night
Calendar Recently Updated
Enasha W.
3.
Pup pup baby!!South Shore, Chicago, IL, 60649
Dog Boarding, Doggy Day Care

She was truly AMAZING with my pooch, and you can bet I'll be using her again... Thx again for watching my babygirl at such last min and keeping informed via pic… (more)

from
$40
per night
Confirmed availability: 4th of July
Destini E.
Peaches The Pet LoverGrand Crossing, Chicago, IL, 60619
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Destini was super super sweet and very accommodating! It was a very last minute birding situation and she came in clutch! My dog is very weary and shy around ne… (more)

from
$45
per night
Calendar Recently Updated
Elizabeth R.
Animal lover caring animal activistSouth Shore, Chicago, IL, 60649
Dog Boarding, Drop-In Visits, Doggy Day Care

She’s great nothing more, nothing less my new born puppy came home in better condition than Elizabeth picked her up in. Your dog will be entertained and well ta… (more)

from
$55
per night
Confirmed availability: 4th of July
6.
NOT JUST A PET BUT FAMILYLower West Side, Chicago, IL, 60608
Dog Boarding, Doggy Day Care

David is awesome as always. Understands how to take care of dogs and remembers my dogs every time I leave them with him. Sends super nice videos throughout thei… (more)

from
$40
per night
Confirmed availability: 4th of July
7.
Couple family pet townhouse w/ yardNear South Side, Chicago, IL, 60616
Dog Boarding, Doggy Day Care, Dog Walking

Liyu was great and our dog really enjoyed the week long stay with them. They sent photo updates daily which was great! Will definitely book again (more)

from
$40
per night
Confirmed availability: 4th of July
8.
I like BIG dogs and I cannot lie..!Hyde Park, Chicago, IL, 60615
Dog Boarding, Doggy Day Care, Dog Walking

Ashley was amazing with Betsy! We are so happy we found her last minute. (more)

from
$45
per night
Calendar Recently Updated
9.
Experienced and caring dog lover!Near North Side, Chicago, IL, 60654
Dog Boarding, Dog Walking

Mandy was an amazing sitter. She was able to accommodate me a same-day booking. It’s was so convenient, She was very flexible with her schedule to help me. My d… (more)

from
$45
per night
Calendar Recently Updated
10.
Caring, Trustworthy & DiligentNear North Side, Chicago, IL, 60654
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Brian was great with Tucker. He gave regular updates and sent lots of pictures to let me know how Tucker was doing. He was easy to coordinate with for drop off … (more)

from
$39
per night
Calendar Recently Updated
11.
M & B Pet B & BBrighton Park, Chicago, IL, 60632
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

I absolutely LOVE Maribel and Br(i/y)an! While I booked only a couple of days in advance, she still wanted to do a meet & greet the day before. In hindsight, … (more)

from
$50
per night
Calendar Recently Updated
12.
Cuddlers-Work From Home-ExperiencedWest Town, Chicago, IL, 60642
Dog Boarding

Casey was a wonderful sitter for our bulldog Watson. Provided consistent updates, beautiful pictures and made us feel very at ease that Watson was happy, comfor… (more)

from
$45
per night
Calendar Recently Updated
13.
Pet lover with park nearby!Lower West Side, Chicago, IL, 60616
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Andrea and her mom were great! I had to leave town at the last minute and was nervous about leaving my two quirky senior dogs with someone I hadn't met in a pl… (more)

from
$49
per night
14.
Your Dog Will Love Me!Grand Boulevard, Chicago, IL, 60615
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

Alex kept in contact with me everyday I was out of town to let me know how Rocky was doing. He did a wonderful job keeping my dog comfortable and I’ll definite… (more)

from
$40
per night
Calendar Recently Updated
Your fur baby's new best friends!Lower West Side, Chicago, IL, 60608
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Monica and Calvin were fantastic! They sent us a detailed update and photos each day. They took great care of our little Barkley, and we're so thankful! (more)

from
$48
per night
Confirmed availability: 4th of July
Vaccinated animal lover. :)Hyde Park, Chicago, IL, 60615
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Masheika made my Christmas great! I have never board Benji with a private boarder. He was with her 7 days. I was sent pictures and constant communication. The m… (more)

from
$45
per night
Confirmed availability: 4th of July
Care that Makes a Best Fur FriendNear South Side, Chicago, IL, 60605
Dog Boarding, Doggy Day Care, Dog Walking

About: Hello, my name is Dominique and I am a 27 year old medical student! I am a current dog mama to a lovable fluffy labradoodle named Cinnamon. I have be… (more)

from
$35
per night
Calendar Recently Updated
18.
I’ll run with your dog. Home FTSouth Shore, Chicago, IL, 60637
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Omg Claudia is amazing. My dog absolutely loves her. She great at keeping you in the loop with what’s going on with your pup. She sends video, pic, text etc....… (more)

from
$38
per night
Confirmed availability: 4th of July
19.
Dog/Cat Care ChicagoGrand Crossing, CHICAGO, IL, 60621
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

She is absolutely amazing. It was a pleasure working with her. She’s reliable, dependable and works with you to make sure your baby had the best care. Her two l… (more)

from
$37
per night
Calendar Recently Updated
20.
Your dog's yappy placeWest Town, Chicago, IL, 60642
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

Highly recommend Alex! I had such a wonderful experience. She is flexible, reliable and clearly has a love for dogs. I have never left my dog with anyone but a … (more)

from
$40
per night

Rover also offers Dog Boarding in:

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: