Dog Boarding in Kenwood, 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 is the ultimate dog Mom. She makes homemade dog treats and sews custom dog clothing! If you want your pup to be spoiled with absolute love, Jennif... (more)"

3. 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)"

Confirmed Memorial day Availability
4. Dakota & Jennifer

Large Fenced Yard and House!

Bridgeport, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

40 repeat clients

"Our dog Clementine had a wonderful stay with Dakota and Jen! They took excellent care of her and sent us daily photos and updates. We felt so comfortable lea... (more)"

Confirmed Memorial day Availability
5. 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)"

6. Maribel

M & B Doggy B & B

Brighton Park, Chicago, IL, 60632

Dog Boarding

10 repeat clients

"Maribel was great! She sent me a lot of pictures of our dog while we were out of town, and it was obvious how much she cared about him. I would definitely re... (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)"

Confirmed Memorial day Availability
9. 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)"

10. 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)"

11. 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)"

12. 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)"

13. Katie

dog-loving student

Hyde Park, Chicago, IL, 60615

Dog Boarding, Drop-In Visits, Dog Walking

"Katie was a perfect dog sitter for us! She was very professional, friendly, and seemed to sincerely enjoy looking after both of our dogs. She kept us informe... (more)"

14. Marga

We can cuddle and play all day!!

Hyde Park, Chicago, IL, 60615

Dog Boarding

13 repeat clients

"Marga did such a wonderful job with our pup! We were out of town for almost 5 days and she attentively cared for our dog and sent regular updates. Our dog, L... (more)"

Confirmed Memorial day Availability
15. Dwight

Work from home - large fenced yard

Woodlawn, Chicago, IL, 60637

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

"Dwight has done a wonderful job with my dog and my best friends dog when he offered to take them both at short notice. The dogs loved him and he sent a phot... (more)"

16. Khat

Pup Nation

South Shore, Chicago, IL, 60637

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

5 repeat clients

"I am so grateful that MJ and Egypt were able to stay with Khat. I unexpectedly needed the service and she responded and the stay was book the same day. She w... (more)"

17. Dena

Doggy Spoiler Alert

Grand Boulevard, Chicago, IL, 60653

Dog Boarding, Drop-In Visits

19 repeat clients

"I reached out to Dena a week before a scheduled vacation due to a sudden cancellation with my usual boarder. Upon meeting I felt very comfortable with he... (more)"

18. Jennifer

I will love your dog as my own.

Hyde Park, Chicago, IL, 60637

Dog Boarding, Doggy Day Care

1 repeat client

"I was nervous leaving Lilly with someone I did not know instead of boarding her. When Lilly and I met Jennifer, she was so sweet, kind, and loving towards Li... (more)"

19. Samantha + Mac

Looking for new friends!

Hyde Park, Chicago, IL, 60615

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

"If you are looking for a great couple to watch your pet, then Samantha and Mac are your people! This was my husband and I’s first time leaving our dog and we... (more)"

Available this weekend
20. Susan

I love to run + chill with dogs!

Hyde Park, Chicago, IL, 60615

Dog Boarding, Doggy Day Care

2 repeat clients

"Susan is very sweet and accommodating. My older Staffordshire, Maximus, was well taken care of. I recommend Dudan and will definitely use her services again. (more)"

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: