Dog Boarding in Bridgeport, Chicago

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

1. Betsey

I'm bubbly, outgoing, & pup loving

Near West Side, Chicago , IL, 60606

Dog Boarding

10 repeat clients

"Betsey is awesome. Our dog has stayed with her twice and her third stay is already booked!!!! Our dog loves staying with Betsey as made her feel right at ho... (more)"

2. Bob

Bob's Boarding in Hyde Park

South Side, Chicago, IL, 60615

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

5 repeat clients

"It goes without say that I would recommend Bob to anyone looking for a caring, knowledgeable, reliable dog sitter. Bob was flexable to my changing schedule, ... (more)"

3. Rebba

Dog Lover in Hyde Park

Hyde Park, Chicago, IL, 60615

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

3 repeat clients

"Rebba was amazing! She took such great care of my dog while I was away on a trip. It's really hard to come by sitters who don't stereotype all pitbulls. She ... (more)"

4. Adam

Adam and Caitlin's Pet Care

Near North Side, Chicago, IL, 60611

Dog Boarding

1 repeat client

"Adam and Caitlin are AMAZING!! Milo was very spoiled and they sent the cutest pictures and updates. Milo is counting down the seconds until he gets to go ba... (more)"

5. Maribel

M & B Doggy B & B

Brighton Park, Chicago, IL, 60632

Dog Boarding

7 repeat clients

"We love leaving Riley with Maribel so much and we've already done it twice. The communication with her is easy and prompt. Maribel is such a warm person and ... (more)"

6. Ewelina

Your dog will never feel lonely

Near West Side, Chicago, IL, 60661

Dog Boarding

4 repeat clients

"Moved to Chicago new to the area and needed a dog sitter. I reached out to Ewelinda and she responded promptly happy to watch Tyson! He had a great time and... (more)"

7. Stacey

South Loop Paw Pad

Near South Side, Chicago, IL, 60605

Dog Boarding, Doggy Day Care

11 repeat clients

"Stacey was a great host!! She took great care of our puppy, who had a fantastic time playing with her boxer Joe all weekend. We got lots of updates, which he... (more)"

8. Amy

Energetic, dog-loving + outdoorsy

Loop, Chicago, IL, 60601

Dog Boarding, Drop-In Visits, Dog Walking

2 repeat clients

"She's the best temporary mommy a puppy/dog could ask for. My puppy had the most amazing time with her and her family. She keeps you up to date by sending yo... (more)"

9. Madison

I love to run with dogs!

Near North Side, Chicago, IL, 60654

Dog Boarding, House Sitting, Dog Walking

"Madison was responsive and accommodating on short notice. She was friendly, professional, and provided daily pictures of our pup enjoying himself. The way ... (more)"

Available this weekend
10. Rebecca

Your dogs new pal and confidant

Lower West Side, Chicago, IL, 60608

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

3 repeat clients

"Would def book again! Loved Rebecca & her love for animals. She took the time to introduce my dog to a different dog she was sitting. My dog is very hyper bu... (more)"

11. Samantha

Your dogs STAYcation spot!

Gage Park, Chicago , IL, 60632

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

5 repeat clients

"Samantha was great with my Maltese/poodle. She made me feel at ease/comfortable during the stay by sending daily updates. I will definitely use Samantha I... (more)"

12. Deepti

A fun & active home away from home

Near West Side, Chicago, IL, 60607

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

6 repeat clients

"Deepti is a professional and reliable pet care provider. She understood my instructions and had no problems following them. She was always reachable and sent... (more)"

13. Najee

Lover of Nature Lover of animals ❤️

Lower West Side, Chicago, IL, 60608

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

1 repeat client

"Najee was great. Umi seemed to do well at Najee's house. He was attentive and communicated well. Definitely plan on using him in the future. (more)"

14. 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)"

15. Adriana

Outdoor enthusiast &avid dog lover!

Lower West Side, Chicago, IL, 60608

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

1 repeat client

"Our dog Winny stayed with Adriana for 5 nights. Adriana was an excellent communicator throughout and very flexible in collecting and dropping off Winny. Ha... (more)"

16. Derick

Any dog is the best kind of dog

Near West Side, Chicago, IL, 60607

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

5 repeat clients

"Derick was wonderful! Our pup loves playing with his pup, and Derick sent lots of updates and videos. Will absolutely book with him again, our sweet girl lov... (more)"

17. Brandilyn

Dog Lovers With Fun Doodle

Loop, Chicago, IL, 60605

Dog Boarding, Doggy Day Care, Dog Walking

3 repeat clients

"Thank you again! From viewing the pics you sent, it was clear that my dog truly enjoyed herself! Bradilyn was very prompt with communication, and my dog love... (more)"

18. Tracy

Let me cuddle with your baby.

Lower West Side, Chicago, IL, 60608

Dog Boarding

"I knew Tracy for 2 hours and immediately trusted her with my little Maggie girl! I saw all the pictures she had in her office of dogs and we became fast frie... (more)"

19. Riley

LOVES DOGS!

Near South Side, chicago, IL, 60602

Dog Boarding, Dog Walking

"Riley is a TRUE DOG LOVER! She treats them like a sibling! We have found Riley to be extremely responsive, reliable and responsible in taking care of our bla... (more)"

20. Elizabeth

Home full time, flexible schedule

Lower West Side, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

1 repeat client

"Ever since I have met Ellie she has been passionate not just about dogs but about all animals. She comes from a family that has experience in caring for ani... (more)"

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Learn About Premier

Dog owners in Bridgeport, Chicago, IL love booking dog boarding with sitters on Rover.com. Over 7,915 pet owners have reviewed dog sitters in Chicago, giving them an average rating of 4.9/5 stars. Booking dog boarding can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book dog boarding with Rover? Check out our average dog boarding rates to get an idea before reaching out and starting a conversation with a dog sitter near you in Bridgeport.

Rover.com is the simple, savvy way to find and book Bridgeport 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 Bridgeport, 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 Bridgeport 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 Bridgeport, 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: