Dog Boarding in Kenwood, Chicago

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

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1. Bob

Bob's Boarding in Hyde Park

South Side, Chicago, IL, 60615

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

6 repeat clients

"Bob went above and beyond to make sure that our dog was comfortable and happy. He spent a lot of time with her, taking her on more walks than we asked and ev... (more)"

2. Rebba

Dog Lover in Hyde Park

Hyde Park, Chicago, IL, 60615

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

4 repeat clients

"Great job and kept me up to date with pictures. She deserves a great, but of course it would be more self serving not to, since people will find what I've fo... (more)"

3. Jenell

Free belly rubs

Loop, Chicago, IL, 60601

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Jenell watched our family pups while we were on a family vacation to Iceland this summer. Everything went smoothly and Braxton and Kobe seemed happy and heal... (more)"

4. Tali

Lemon Beagle Mom

Loop, Chicago, IL, 60606

Dog Boarding, Drop-In Visits, Doggy Day Care

"Tali did a great job taking care of Toby. Everything was easy, Toby and I were able to meet her before he stayed by himself, and he was able to get comforta... (more)"

5. Ebonee

12 + years of Vet-Tech experience!

Hyde Park, Chicago, IL, 60615

Dog Boarding, Doggy Day Care, Dog Walking

1 repeat client

"Ebonee was very friendly and accommodated me on very short notice. I highly recommend acquiring her services. She updated me with photos and my dog was very ... (more)"

6. Betsey

I'm bubbly, outgoing, & pup loving

Near West Side, Chicago , IL, 60606

Dog Boarding

10 repeat clients

"Betsey did an amazing job taking care of Vesper for me! She made me feel comfortable and at ease throughout the whole process. I could not ask for a more pos... (more)"

Available this weekend
7. Samantha

Your dogs STAYcation spot!

Gage Park, Chicago , IL, 60632

Dog Boarding, House Sitting

5 repeat clients

"Samantha was great! She's very patient. I've been trying to find Chloe a dog sitter who can deal with her personality for a long time and I've finally found ... (more)"

8. 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)"

9. Brittany

My first brother was a Maltese...

Bridgeport, Chicago, IL, 60608

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

"Brittany has a magical way with dogs, cats rats, snakes, and plants. She has watched all my pets and is very skilled, caring and patient. She's also excellen... (more)"

10. Gabrielle

Dog friendly home

Hyde Park, Chicago, IL, 60615

Dog Boarding, House Sitting

About: As a student with a dog of my own, I've gone through numerous rounds of various kind of training! From potty training, to simple basic obedience tr... (more)

11. Rebecca

Home full-time - Love being outside

Near South Side, Chicago, IL, 60616

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

"I have never met anyone that loves and cares for dogs as much as Rebecca does! I have had her walk/watch my dogs many times and she is so good with them. A... (more)"

12. kimberlie

Hyde Park Pawadise!

Hyde Park, Chicago, IL, 60615

Dog Boarding

17 repeat clients

"Our dog received the best care imaginable. We received photo updates and it seems the dog's vacation was enjoyed as much as our own. Five stars! (more)"

13. Madison

Call me the K9 crusader!

Bridgeport, Chicago, IL, 60608

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

6 repeat clients

"Madison was very responsive and sent lots of great pictures! She is very laid back, easy going, and flexible! Will definitely recommend and use again!! Plus,... (more)"

14. Dakota

Pet Lover with Large Fenced Yard!

Bridgeport, Chicago, IL, 60608

Dog Boarding, House Sitting

"Dakota and Jen were great with our two small dogs, Teddy and Mojo. They came to our house to meet the dogs and get special instructions for Mojo's diet befo... (more)"

15. Khat

Pup Nation

South Shore, Chicago, IL, 60637

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

4 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)"

16. Blaize

Blaize's Dog Sitting in Hyde Park

South Side, Chicago, IL, 60637

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

"Blaize did a fantastic job with our pups. She watched them for a whole week, and did everything she could to put us and our dogs at ease during that time. We... (more)"

17. MICHAIAH

Ready for Your Rover!

Chatham, CHICAGO, IL, 60619

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

About: I love animals and they love me. I'm very loving and my space is pet friendly! Pit bulls are my favorite and I enjoy the company. I always wanted m... (more)

18. Nikki

I am an animal lover to the end.

Woodlawn, Chicago , IL, 60637

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Nikki took great care of my very energetic and sometimes hardheaded puppy Zane. She took him on long walks, which he loves. I'm sure Zane had a great time wi... (more)"

19. Martineja

Your dog's new best friend!

Kenwood, Chicago, IL, 60653

Dog Boarding, House Sitting, Doggy Day Care

9 repeat clients

"My dog Bella really enjoyed her stay with Martineja. She kept Bella over the weekend and even offered to pick her up since I live along her normal route home... (more)"

20. Marga

We can cuddle and play all day!!

Hyde Park, Chicago, IL, 60615

Dog Boarding, House Sitting, Doggy Day Care

9 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)"

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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: