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Price

Where Will Your Dog Stay?

  • What is Dog Boarding?
    Drop your dog off at a host's home to be watched like a member of their family. The easiest and most common alternative to the kennel!
  • What is Dog Sitting?
    For dogs who'd rather sleep in their own bed, you can find a pet sitter who will stay in your home overnight to keep an eye on your pup!

Number of Dogs in Host's Home

Type of Property

Size of Outdoor Area

Special Skills

Downtown Chicago and the River

Chicago Dog Boarding Just Got Awesome!

Despite Chicago being known for their famous hot dogs, the Windy City loves their own dogs even more. From visiting Montrose Dog Beach that lets your dog rollick in beautiful Lake Michigan to taking a stroll on Clark Street, home dog boarding in Chicago opens up a world of possibilities for your canine companion. Chicago dog lovers know that in order to hit the dog park, they must have a permit and their pooches must have have a dog tag.

Looking for pet sitting in Chicago to watch Spot while you to travel to sunnier destinations? Sniff around DogVacay.com's list of trusted and insured Chicago dog boarding hosts who offer pet services like dog walking and grooming as well as home dog boarding. Whether they're taking your pooch for some fun at Wiggly Field or letting Spot roam the open space in Lincoln Park, DogVacay's Chicago dog boarding hosts are ready to give your pooch a vacation to remember. DogVacay.com is the most efficient and affordable service that connects Chicago pet sitting professionals and experienced dog lovers with travelers, so get your furry friend ready for some tail waggin' fun in Chi-town.

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Chicago, Illinois - Dog Boarding

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4 Reviews

South Loop with a Lil' Squirt

Chicago, IL 60605
From $35/night

My dog, Squirt, and I both work from home (her official title is VP of Snuggles). My schedule is flexible, I can provide... » View Profile

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2 Reviews

Dogs in the City

Chicago, IL 60610
From $35/night

Hi! My name is Julia and I live in a hardwood and carpet medium one bedroom apt in River North with my 13 lb dog Milton. He is a... » View Profile

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7 Reviews

VacationsForDogs

Chicago, IL 60601
From $40/night

Large one bedroom apartment in high rise building situated on a six acre park with fenced in fancy dog park, trees, wading pool,... » View Profile

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1 Review

A Girl Who Will Love Your Dog

Chicago, IL 60611
From $30/night

I have been absolutely in love with dogs since I can remember. I grew up with 3 West Highland White Terriers, 1 Leonburger (if... » View Profile

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West Loop Loft

Chicago, IL 60661
From $35/night

I live in an 800 square foot timber loft with my girlfriend and our Bich Poo, Ceasar. We are both huge animal lovers and... » View Profile

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2 Reviews

South Loop Pet Nanny

Chicago, IL 60605
From $40/night

Hi! I decided to become a pet host because I know how difficult it is to leave a pet while you have to be away. My goal is to... » View Profile

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1 Review

Green Paws Chicago LLC

Chicago, IL 60603
From $60/night

We have been in the overnight petcare services (sitting and boarding) business since 2007. We are licensed, bonded and insured.... » View Profile

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Fiona's Place

Chicago, IL 60642
From $35/night

Walks, training, tricks, treats, dog parks, baths, grooming, trips to the vet, top quality dog food, socialization, 24 hour... » View Profile

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.... city pups dream!

Chicago, IL 60607
From $35/night

hello! having dogs of my own - and loving to travel i always feel better when i know my pups are taken care for by people who... » View Profile

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Gold Coast w/ PRIVATE dog park!!!

Chicago, IL 60610
From $40/night

My name is Chelsie and I live in Chicago's Gold Coast with an adorable one and a half year old Portuguese Water Dog named Oscar.... » View Profile

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1 Review

Nice pet-sitter lives by dog park!!

Chicago, IL 60616
From $30/night

My name is Raquel I live in a spacious, clean, 1.5 bathroom, 1 bedroom, 1 balcony condo conveniently, and safely located between... » View Profile

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12 Reviews

Sit Walk & Roll

Chicago, IL 60618
From $45/night

I began caring for friends/family pets over two years ago after I closed my childcare business of 19 years. I am a caring, fun,... » View Profile

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The Pup Master

Chicago, IL 60605
From $25/night

Your pup will be treated as if he /she was my own. Your pup will receive 2-3 walks a day, opportunities to socialize with other... » View Profile

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6 Reviews

Puppy Heaven In The Windy City!

Chicago, IL 60647
From $39/night

3 story single family home with 2 decks xtra lg fenced-in astroturf yard with mini basketball court and 3 hole miniature ... » View Profile

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Animal paradise

Chicago, IL 60608
From $30/night

Hello, My name is Ciprianna Hernandez or Sabrina in english. I am a 19 year old animal lover, born and raised with all types of... » View Profile

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Spoiled-Rotten in the South Loop!

Chicago, IL 60616
From $35/night

While you are away, I'd love to spoil and pamper your dog or ferret! Your dog will enjoy the safe, roof-top dog yard or a long... » View Profile

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7 Reviews

Palmer Square Chicago

Chicago, IL 60647
From $33/night

Large 2 story building with large outside area to play and run safely. Fenced and gated. Dogs are always closely monitored and... » View Profile

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The Doggy Duo

Chicago, IL 60661
From $30/night

We have never met a dog we didn't adore! My boyfriend and I are long time dog lovers and owners. We have both had large and small... » View Profile

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4 Reviews

South Loop Sanctuary

Chicago, IL 60605
From $35/night

Hi all, my name is Adam and I live in the South Loop with my dog Holmes - it's a great place for your dog's vacay. I've been... » View Profile

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Wags While You're Away!

Chicago, IL 60642
From $20/night

Hi, I'm Erica! I'm a huge animal lover. I have three dogs and one cat. I'm on the Board of Directors for a local animal... » View Profile

1 - 20 of 334 Results