Dog Boarding in Douglas, Chicago

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

Confirmed Memorial day Availability
1. Craig

Loving Dog Care In Hyde Park

Hyde Park, Chicago, IL, 60615

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

4 repeat clients

"Craig was great! He really cared to make Princess stay nice. He sent a picture while we were away. Princess was so happy when we picked her up. She really en... (more)"

Confirmed Memorial day Availability
2. Jennifer

100% WFH * Active * Dog Lover

Near West Side, Chicago, IL, 60607

Dog Boarding

"Jennifer took great care of our dog Scout while we were away, putting our minds at ease so we could enjoy our vacation. She was very proactive about asking f... (more)"

Confirmed Memorial day Availability
3. Dakota & Jennifer

Large Fenced Yard and House!

Bridgeport, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

40 repeat clients

"We love having Dakota and Jen watch our pup, we know she's super comfortable in their home and we always get lots of great pictures and check ins. They're al... (more)"

Confirmed Memorial day Availability
4. Nina

Student & home often, love to run!

Hyde Park, Chicago, IL, 60637

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

"Thank you Nina! I was so nervous about this process. You made it so comfortable for me and my family!!! Thank you for the updates and the photos and most imp... (more)"

5. Sara

Always home to tend to your doggy!

Lower West Side, Chicago IL, IL, 60608

Dog Boarding, Drop-In Visits, Dog Walking

"Sara is one of the most responsibly caretakers for dogs that I know, and her genuine love of dogs specifically makes her an excellent candidate as a dog sitt... (more)"

6. Hailey

I catch the eyes of your dogs!

Lower West Side, Chicago, IL, 60608

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

3 repeat clients

"To whom it may concern, Hailey is a very positive and optimistic person. She is caring and very thoughtful and the positive energy she brings makes her a ... (more)"

7. Elizabeth

Love doggies :) flexible schedule

Lower West Side, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

7 repeat clients

"Elizabeth was seriously the best. She made me completely comfortable leaving my puppy with her for 8 nights. The updates were great and I know my pup was in ... (more)"

8. Jien Hui

I'll spoil your dog!

Loop, Chicago, IL, 60605

Dog Boarding

"Jien Hui gave my needy australian shepherd the attention she needs to be happy on super late notice. (more)"

9. Lillian

Flexible Schedule - Loves to walk!

Hyde Park, Chicago, IL, 60637

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

"Lily was great with TJ and provided really excellent service. She checked in with me at several points through TJ’s stay to let me know how he was doing. Thi... (more)"

Confirmed Memorial day Availability
10. Alex

We'll exercise play safly and enjoy

Hyde Park, Chicago, IL, 60615

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

"I know Alex has a great experience from past dog walking jobs he had and from taking care of his families dogs. Alex is very energetic and the dogs enjoy it ... (more)"

11. Tana

Quiet home with lots of cuddles

Loop, Chicago, IL, 60601

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

18 repeat clients

"Tana was wonderful! Very accommodating to my schedule, Banu loved her, super friendly and sweet, kept me updated with photos of Banu everyday. :) I will mes... (more)"

12. Bob

Bob's Boarding in Hyde Park

South Side, Chicago, IL, 60615

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

12 repeat clients

"Bob was wonderful -- he took great care of our dog while we were on vacation. He was prompt in our communications, knowledgeable about dogs, and got along g... (more)"

Confirmed Memorial day Availability
13. Julia

Loving in home South Loop Pet Nanny

Loop, Chicago, IL, 60605

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

11 repeat clients

"Julia and Tammy were amazing were our dog, Roger. He was taken to the dog park and even came home with a new toy he claimed as his own there! He was exhauste... (more)"

14. Sofia

large fenced yard to play with dog

Douglas, Chicago, IL, 60653

Dog Boarding, Dog Walking

1 repeat client

"Sofia was very sweet and flexible. She sent pics of Bok Choy throughout his stay with her, which was much appreciated (more)"

15. Natalie

Dog lover in the south loop

Loop, Chicago, IL, 60605

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

"Natalie took fantastic care of Bella! Natalie provided many video/picture updates and was super responsive with communications. Would absolutely recommend. (more)"

16. Christie

Responsible dog handler

Near South Side, Chicago, IL, 60605

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

2 repeat clients

"Christie took an amazing care of my female goldendoodle, Tofu, while I was gone for 3 days! It was Tofu’s first time boarding with Christie after having gone... (more)"

17. Marga

We can cuddle and play all day!!

Hyde Park, Chicago, IL, 60615

Dog Boarding

13 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)"

18. Stacey

South Loop Paw Pad

Near South Side, Chicago, IL, 60605

Dog Boarding

11 repeat clients

"Lucy had an extended stay with Stacey- and she had a great time with Joe, her boxer. Stacey truly loves dogs and it shows- she sent a ton of pictures and upd... (more)"

19. 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)"

20. Ellenkate

Home 75% of the time

West Side, Chicago, IL, 60608

Dog Boarding, House Sitting

2 repeat clients

"Great experience, this was my first time being away from my dog for more than two days. Ellenkate sent pictures and I never had any concerns. Heidi had lots ... (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.

We're proud to support over 200 organizations across the nation, including: