Dog Boarding in Douglas, 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.
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1. Kenleigh

Pet lover with yard and near park

Logan Square, Chicago, IL, 60647

Dog Boarding, House Sitting, Dog Walking

About: I've had pets of all kinds my whole life and love animals! I currently have two dog-friendly cats who live with me and a one year old black lab who... (more)

2. Kaley

Home Full Time! I LOVE PETS!

Near North Side, chicago, IL, 60611

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

7 repeat clients

"Kaley took wonderful care of my nervous dog! I appreciate her patience with him and all the updates and pictures of him enjoying his visit with her. (more)"

3. Elizabeth

Love doggies :) flexible schedule

Lower West Side, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

5 repeat clients

"Without hesitation, we used Elizabeth's services again to take care of our Chihuahua. As expected, she looked after him as if he were her own. Thanks again E... (more)"

4. 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)"

5. 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 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)"

6. Maya

Streeterville Sitting

Near North Side, Chicago, IL, 60611

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

1 repeat client

"Maya was awesome! She took great care of little Gaston and was very accommodating with my schedule. Maya sent me regular updates and pictures. Gaston can't w... (more)"

7. Alexandra

Reliable & Loving Sitter

Near South Side, Chicago, IL, 60616

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

2 repeat clients

"Alex is an extremely responsible and caring person with great affection for all types of pets. She has taken care of my Westies multiple times over the year... (more)"

8. Laura

Great rates (tail wags included!)

Lower West Side, Chicago, IL, 60608

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

2 repeat clients

"Excellent experience with Laura! I would definitely book her again. (more)"

Confirmed Holiday Availability
9. Dakota

Large Fenced Yard, Home Full-Time!

Bridgeport, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

20 repeat clients

"Dakota and Jen are amazing!!!!!! Theybare your go to for dog boarding. We received pictures and updates on corcho everyday!!! He loved it!!!! (more)"

10. Marga

We can cuddle and play all day!!

Hyde Park, Chicago, IL, 60615

Dog Boarding

9 repeat clients

"Marga was excellent! She took great care of TJ, was quick to respond to messages, and sent me plenty of updates during his stay. TJ isn’t the friendliest dog... (more)"

11. Emily

Downtown dog sitter.

Loop, Chicago, IL, 60605

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

1 repeat client

"Emily is the best. I always feel 100% sure of my dog’s safety when he’s in her care. My dog loves staying with her and I highly recommend her! (more)"

12. Melli

Couple of Dog Lovers!

Near West Side, chicago, IL, 60606

Dog Boarding, Doggy Day Care

"Mel and Kevin babysat my dog numerous weekends throughout the past year and I can say nothing but amazing things about them. They are both extremely friends,... (more)"

13. Brooke

Brooke's South Loop Services

Near South Side, Chicago, IL, 60616

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

1 repeat client

"Joey had an amazing time with Brooke and the girls! She had lots of cuddles and came home happy and healthy. Brooke was very great with communication and eve... (more)"

14. Rebecca

Home full-time - Love being outside

Near South Side, Chicago, IL, 60616

Dog Boarding, Doggy Day Care

3 repeat clients

"Rebecca took wonderful care of our dog while we were out of town for the weekend. She sent regular updates and pictures, and was very easy to communicate wit... (more)"

Confirmed New Years Availability
15. Ryan

Lots of attention and playtime

Loop, Chicago, IL, 60605

Dog Boarding

3 repeat clients

"Ryan did an awesome job watching my dog Chloe. Chloe is very shy around new people and dogs. Ryan did great making Chloe feel comfortable so she could play a... (more)"

16. Julia

LOVING mom to watch your dog!

Loop, Chicago, IL, 60605

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

5 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)"

17. Linda

Clean, happy, fed, and pampered!

Loop, Chicago , IL, 60605

Dog Boarding, Doggy Day Care

"Our dog Rudy had a wonderful stay with Linda. He got sick the first night - she kept us in the know but showed that she had the situation handled fine. She s... (more)"

Confirmed Holiday Availability
18. Jessica

Home full time-

Near South Side, Chicago, IL, 60616

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

"Jessica is the best when it comes to reliability and dog care. She has had dogs her whole life and I have never met anyone that loves and cares for dogs and... (more)"

19. Madison

Call me the K9 crusader!

Bridgeport, Chicago, IL, 60608

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

9 repeat clients

"Madison and her family were great. I received pictured updates while I was on my trip of Denver and she looked happy and always had a toy by her. Our flight ... (more)"

20. Dena

Doggy Spoiler Alert

Grand Boulevard, Chicago, IL, 60653

Dog Boarding, Drop-In Visits

18 repeat clients

"Dena was a life saver! Amazingly convenient and in my area. It's especially hard to find someone who is willing to care for a pitbull but she was more than a... (more)"

Dog owners in Douglas, Chicago, IL turn to dog sitters on Rover for their dog boarding needs. Over 7,915 pet owners have reviewed dog sitters in Chicago, giving them an average rating of 4.9/5. Dog boarding can be affordable, no matter where you live or what your price range may be. Curious about how much dog boarding costs in Chicago with Rover.com? Check out our average dog boarding rates near you to get an idea before getting a conversation started with a dog sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

Rover.com offers the perfect alternative to dog kennels and traditional dog sitting. The next time you head out of town and need someone to take care of your dog, turn to Rover for your dog boarding needs. It's easy to find a loving Douglas dog sitter on Rover who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at their sitter's home. Search from hundreds of dog sitters in Douglas, Chicago, IL, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. With Rover, pet boarding is guilt-free, cashless, and convenient. That way, you can hit the road happy knowing your dog's in loving hands while you're away.

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 Douglas, 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.

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