Dog Boarding in Bridgeport, Chicago

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

1. Kaley

Home Full Time! I LOVE PETS!

Near North Side, chicago, IL, 60611

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

4 repeat clients

"Charlie had a great time with kaley and her dog and I would definitely trust her with my dog again! She was very flexible about drop off/pick up/meeting time... (more)"

2. Ryan

Lots of attention and playtime

Loop, Chicago, IL, 60605

Dog Boarding

2 repeat clients

"Ryan was a great dogsitter. I got photos and updates of Apple every single day. His dog, Butters was a great friend with Apple. they got along wonderfully. ... (more)"

3. Alysa

Home full time- large fenced yard

Near West Side, Chicago, IL, 60612

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

3 repeat clients

"Alysa helped me out so much by watching Lily, she was very easy going and great at making both me and my pup feel comfortable. I knew Lily was happy and well... (more)"

4. Patrick

Home full-time & fenced-in yard

West Town, Chicago, IL, 60642

Dog Boarding, Drop-In Visits, Dog Walking

3 repeat clients

"I will definitely use Patrick to watch Dunkel again. Very responsive and sent regular updates and pics during his stay. After the injury to his tail when boa... (more)"

5. Betsey

I'm bubbly, outgoing, & pup loving

Near West Side, Chicago , IL, 60606

Dog Boarding

11 repeat clients

"My dog is scare of everything so I had never left my dog with anyone other than my sister until she stayed with Betsey. Betsey did an amazing job with my dog... (more)"

Available this weekend
6. Dakota

Pet Lover with Large Fenced Yard!

Bridgeport, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

6 repeat clients

"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)"

7. Erica

Wags While You're Away!

West Town, Chicago, IL, 60642

Dog Boarding

86 repeat clients

"Erica did a great job making my dog feel at home! I received daily updates and videos to watch how much fun he was having. She goes the extra mile to make yo... (more)"

8. Adam

Adam and Caitlin's Pet Care

Near North Side, Chicago, IL, 60611

Dog Boarding

2 repeat clients

"Adam and Caitlin did an amazing job taking care of our puppy for the weekend! They sent awesome photo updates throughout the stay and made sure he got plenty... (more)"

9. Tiffany

Home full-time,Dog run on 3rd floor

Near North Side, Chicago, IL, 60611

Dog Boarding, Drop-In Visits, Doggy Day Care

4 repeat clients

"Tiffany was terrific! She sent regular updates throughout the weekend and was very flexible with pickup/drop off. Our dog can be a handful with new places ... (more)"

10. Paulina

Doggy Heaven in Streeterville!

Near North Side, CHICAGO, IL, 60611

Dog Boarding

1 repeat client

"Kept me up to date, and send lots of pictures. I knew Max was in great hands, and he came back exhausted (which is amazing!). (more)"

11. Elizabeth

Love doggies :) flexible schedule

Lower West Side, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

3 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)"

12. Kelsey

Give your dog a vacation, too!

Near West Side, Chicago, IL, 60612

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

2 repeat clients

"Biscuit came back home and immediately took a nap! I know a tired pup is a happy pup! Biscuit went on plenty of walks and had lots of playtime. Kelsey was g... (more)"

13. Elizabeth

Animal Loving Family

North Lawndale, Chicago, IL, 60623

Dog Boarding, Doggy Day Care

3 repeat clients

"Liz and her family were the best care takers ever! They showered my lil guy with so much love and attention. He went on long walks and got lots of playtime. ... (more)"

14. Michael

Dog Lover in Loop Neighborhood

Loop, Chicago, IL, 60601

Dog Boarding

"Michael is reliable, trustworthy, and a true dog lover. He has grown up around and loving his family dogs, both large and small breeds his whole life. He has... (more)"

15. Bob

Bob's Boarding in Hyde Park

South Side, Chicago, IL, 60615

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

7 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)"

16. Samantha

Your dogs STAYcation spot!

Gage Park, Chicago , IL, 60632

Dog Boarding, House Sitting

5 repeat clients

"Samantha is great. This was the second time she sat my dog, and he was a happy camper. He seemed more comfortable this time around. We will definitely u... (more)"

17. Gaby

Ready 2 Play w Your Furry Paw'd BFF

Near West Side, Chicago, IL, 60607

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

1 repeat client

"We dropped off our dog with Gaby for a weekend and she was great! Allie loved her and seemed super happy in all of the pictures Gaby sent us. Our dog has a l... (more)"

18. Ray

Less than a block from the park!

Near West Side, Chicago, IL, 60607

Dog Boarding, Dog Walking

About: I have had a dog since I was five years old. It all started with a min pin that I begged for, so I do have experience with small dogs. I have also ... (more)

19. Rebecca

Home full-time - Love being outside

Near South Side, Chicago, IL, 60616

Dog Boarding, Doggy Day Care

2 repeat clients

"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)"

20. Linda

Love Dogs Forever! Home all day!

Bridgeport, Chicago, IL, 60609

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

7 repeat clients

"Linda is a dog girl. You can tell from her passion and care for dogs. She was an excellent dog sitter/boarder that was attentive and very responsive. I was k... (more)"

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Learn About Premier

Dog owners in Bridgeport, Chicago, IL love booking dog boarding with sitters on 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. 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: