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

4 repeat clients

"Elizabeth is great dog sitter! This was my first time using Rover so I was bit anxious of my experience. She left my daily updates of how my dog was doing d... (more)"

2. Bob

Bob's Boarding in Hyde Park

South Side, Chicago, IL, 60615

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

8 repeat clients

"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)"

3. Rebba

Dog Lover in Hyde Park

Hyde Park, Chicago, IL, 60615

Dog Boarding, House Sitting

4 repeat clients

"Rebba was awesome!! I received pics and videos of my fur baby throughout the weekend (allowing me to relax and enjoy myself) and when I picked him up, it too... (more)"

4. Ryan

Lots of attention and playtime

Loop, Chicago, IL, 60605

Dog Boarding

2 repeat clients

"Ryan was a phenomenal dog sitter! I got photos and updates of Rizzo every day. It also helped that his dog, Butters got along wonderfully with Rizzo. 10/10 r... (more)"

5. 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)"

6. Amanda

I'm a student and I love dogs!

Hyde Park, Chicago, IL, 60637

Dog Boarding, Drop-In Visits, Dog Walking

"We were very pleased with Amanda's care of our Chihuahua. She was enthusiastic and reliable. We plan to have her watch him again in the future. (more)"

7. 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)"

8. Marga

We can cuddle and play all day!!

Hyde Park, Chicago, IL, 60615

Dog Boarding, House Sitting, Doggy Day Care

8 repeat clients

"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)"

9. 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)"

10. Khat

Pup Nation

South Shore, Chicago, IL, 60637

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

5 repeat clients

"My dog didn't get along with the original sitter's cats while I was out of town.. Khat quickly responded and even went out of her way to pick him up from her... (more)"

11. Blaize

Blaize's Dog Sitting in Hyde Park

South Side, Chicago, IL, 60637

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

"My dog had a great time. She Looked happy and Blaize sent many photos to show me how comfortable the dog was at her house. I will use her whenever I go out o... (more)"

12. Laura

Teacher by day... Dog lover by life

Kenwood, Chicago, IL, 60615

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

1 repeat client

"Laura was great with my dog Bella! She really enjoyed her stay with long walks to the lake and playing non stop with Laura's sweet dog Spaghetti. Definitely ... (more)"

13. Hanna

I will give your dog/s lots of hugs

Hyde Park, Chicago, IL, 60615

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

1 repeat client

"I have known Hanna her entire life and what I have observed is what a loving and compassionate person she has grown up to be. She loves animals and is patien... (more)"

14. Krystal

Krystal Loves the Pups

Kenwood, Chicago, IL, 60615

Dog Boarding, Doggy Day Care

1 repeat client

"Working with Krystal was an excellent experience. She took great care of our dog and was easy to communicate with before and during the stay. Would definitel... (more)"

15. Lynettra

Experienced pet care provider

Kenwood, Chicago, IL, 60653

Dog Boarding, Doggy Day Care

9 repeat clients

"Lynettra was wonderful! She cared for both my dog and my 2 cats (home visits). I will always come to her first to take care of my furry babies! (more)"

16. Henry

Fun, active, friendly grad student!

Hyde Park, Chicago, IL, 60615

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

"Henry was GREAT!!! Super easy to schedule/set up and very responsive. He took great care of my senior dog. Loved the photos of fetch and nap time. Highly rec... (more)"

17. Dena

Doggy Spoiler Alert

Grand Boulevard, Chicago, IL, 60653

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

17 repeat clients

"My dog Simon had a good time with Dena and Sophie. Dena sent nice updates and photos. I was very comfortable leaving Simon with her and would do it again. (more)"

18. LeAnna

10+ years of Professional Pet Care!

Hyde Park, Chicago, IL, 60615

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

2 repeat clients

"LeAnna has a passion for animals of all kinds, but she really shines with dogs - I don't think I've ever seen a dog that didn't like her almost instantaneous... (more)"

19. Susan

I love to run + chill with dogs!

Hyde Park, Chicago, IL, 60615

Dog Boarding, Doggy Day Care

About: As a dog owner of 13 years, I know how absolutely important it is when traveling or working longs hours to leave your dog with someone who will mak... (more)

20. Emily

I'll run with your dog!

Hyde Park, Chicago, IL, 60615

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

"Emily did a great job with Clover! She sent some very cute pictures which is a definite plus. (more)"

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Learn About Premier

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: