Dog Boarding in Grand Boulevard, 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.
Dismiss
1. Elizabeth

Love doggies :) flexible schedule

Lower West Side, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

5 repeat clients

"This was my first time using Rover for my puppy Phoebe and I needed a sitter for 9 nights. I was a little nervous so I wanted to do a 'test run' for one nig... (more)"

2. 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 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)"

3. 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)"

4. 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)"

5. 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)"

6. Samantha

Your dogs STAYcation spot!

Gage Park, Chicago , IL, 60632

Dog Boarding, House Sitting

5 repeat clients

"Samantha is great! I have used her numerous times already and I feel comfortable leaving Ritchie with her. She is professional and always keeps you updated... (more)"

7. Dakota

Large Fenced Yard, Home Full-Time!

Bridgeport, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

20 repeat clients

"They took extremely good care of Kobe and updated me with numerous pictures constantly. He was exhausted when he came back from being able to play with dogs ... (more)"

8. Marga

We can cuddle and play all day!!

Hyde Park, Chicago, IL, 60615

Dog Boarding

9 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)"

9. Bradley

Good times to be had.

Near South Side, Chicago, IL, 60616

Dog Boarding

14 repeat clients

"My dog had her own vacation @ Bradley's. According to the pics & videos I'd receive from Bradley, it was clear that my dog had a blast! Thank you very much! (more)"

10. 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)"

11. 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)"

12. Sean

"A dog's best friend"

Hyde Park, Chicago, IL, 60615

Dog Boarding, Dog Walking

"Sean is a very responsible, impersonal and pet-friendly guy who loves animals! He's had a lot of experience with walking and taking care of dogs since we fre... (more)"

13. Madison

Call me the K9 crusader!

Bridgeport, Chicago, IL, 60608

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

9 repeat clients

"This was the second time Madison has taken care of Denver and everything was great. Madison sent me photo updates daily and Denver is always happy to see her... (more)"

14. kimberlie

Hyde Park Pawadise!

Hyde Park, Chicago, IL, 60615

Dog Boarding

17 repeat clients

"We love them! Kimberlie kept me updated with my doggy every day while I was in Europe. She kept me in the loop on how my doggy slept, ate and how his overall... (more)"

15. Henry

Fun, active, friendly grad student!

Hyde Park, Chicago, IL, 60615

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

"Henry was great! He stayed in our house with our energetic standard poodle and both poodle and house were cared for beautifully. Totally recommended. Than... (more)"

16. Dena

Doggy Spoiler Alert

Grand Boulevard, Chicago, IL, 60653

Dog Boarding, Drop-In Visits

18 repeat clients

"Dena is great! She was flexible with dropping my dog off and he quickly settled in with her and Sophie. Plan on working with Dena again! (more)"

17. Enoch

Dogs/cats/other pets welcomed!

Bridgeport, Chicago, IL, 60608

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

15 repeat clients

"Enoch was just amazing. He was so flexible and accommodating about drop-off/pick-up times. He took wonderful care of my Folly and I could tell she adored him... (more)"

18. Christal

I’m @ home full time

Kenwood, Chicago, IL, 60615

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

About: I love dogs and they love me I have been doing this off and on for years I also had a dog who recently passed away I walked him three times a day a... (more)

19. Susan

I love to run + chill with dogs!

Hyde Park, Chicago, IL, 60615

Dog Boarding, Doggy Day Care

2 repeat clients

"Susan did a great job taking care of my Cohiba! I would definitely book w/her again. She gave me daily updates and sent me pics to assure me he was doing wel... (more)"

20. Alison

Your dog needs a walking partner

Hyde Park, Chicago, IL, 60615

Dog Boarding, Doggy Day Care, Dog Walking

"Alison was great! Super easy to work with and was so good with my senior dog! (more)"

Dog lovers in Grand Boulevard, 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 Grand Boulevard 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 Grand Boulevard, 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 Grand Boulevard 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 Grand Boulevard, 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: