Dog Boarding in Armour Square, Chicago

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

1. 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 could not have been a better host to Bear. Her and her pup, Gatsby, made him feel very welcomed and we know this because Bear didn't want to leave! (more)"

2. 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)"

3. Nicolette

Playful Pup Palace

West Town, Chicago, IL, 60622

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

2 repeat clients

"Nicolette was amazing. She made us feel incredibly comfortable and provided us with frequent updates and pictures / videos of our pup. Highly recommend! (more)"

4. 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)"

5. Patrick

Home full-time & fenced-in yard

West Town, Chicago, IL, 60642

Dog Boarding, Drop-In Visits, Dog Walking

3 repeat clients

"Patrick and his girlfriend (Eva) were amazing! Hunter stayed with them for 8 nights and had a great time. He was so tuckered out when we picked him up, tha... (more)"

6. Betsey

I'm bubbly, outgoing, & pup loving

Near West Side, Chicago , IL, 60606

Dog Boarding

11 repeat clients

"So friendly and flexible with details! She took amazing care of my pup! Would recommend her to anybody and will for sure use Betsey in the future!! (more)"

7. Dakota

Pet Lover with Large Fenced Yard!

Bridgeport, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

5 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)"

8. Erica

Wags While You're Away!

West Town, Chicago, IL, 60642

Dog Boarding

85 repeat clients

"Erica was a wonderful host for Elmer and Henri. They enjoyed lots of play time and snuggles too! I enjoyed daily updates and pictures of my guys. Knowing h... (more)"

9. 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)"

10. Adam

Adam and Caitlin's Pet Care

Near North Side, Chicago, IL, 60611

Dog Boarding

2 repeat clients

"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)"

11. Tiffany

Home full-time,Dog run on 3rd floor

Near North Side, Chicago, IL, 60611

Dog Boarding, Drop-In Visits, Doggy Day Care

3 repeat clients

"Tiffany was absolutely wonderful! Not only did I get extremely detailed updates and pictures everyday, but she spent almost all of her time while Charlie was... (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

"Kelsey was great with Moxie! Very communicative throughout the entire booking process, flexible with timing, and she provided us with daily updates and pict... (more)"

13. Eddy

Veteran and Student with 2 dogs!

Near West Side, Chicago, IL, 60607

Dog Boarding, Doggy Day Care

About: I am Eddy an Army veteran and current engineering student. I have 2 dogs and they live the good life. If you care about your dog(s), then I am you... (more)

14. Elizabeth

Animal Loving Family

North Lawndale, Chicago, IL, 60623

Dog Boarding, Doggy Day Care

3 repeat clients

"Elizabeth and her family were so great with Harper! I received photos and a brief report every day. Harper can get a little "excited" at times and they made ... (more)"

15. Elizabeth

Love doggies :) flexible schedule

Lower West Side, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

3 repeat clients

"Outstanding! This is how I would qualify the care our Chihuahua received from Elizabeth. Her love for animals truly shows! Not only Elizabeth provided the ca... (more)"

16. Shivan

Love dogs - can I play with yours?

Loop, Chicago, IL, 60601

Dog Boarding

5 repeat clients

"Shivan is a kind & gentle-hearted dog lover that treated my Lab Max like a king ! I received daily photos & updates & was thrilled with the bonding they cre... (more)"

17. 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

"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)"

18. 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)"

19. 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)"

20. Michelle

Animals are my BFFs

Near South Side, Chicago, IL, 60605

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

3 repeat clients

"Michelle was absolutely wonderful! We left Suri with Michelle while we were out of town and she was great about giving us updates throughout the weekend. We... (more)"

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Learn About Premier

In Armour Square, Chicago, IL, dog lovers trust Rover.com 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 stars. Booking dog boarding in Armour Square can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book dog boarding in Chicago on Rover? Check out our average dog boarding rates to get an idea before reaching out and beginning a conversation with a sitter.

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 Armour Square 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 Armour Square, 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 Armour Square, 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: