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Barkley
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Here is what I think of Chicago, IL. 🐾

Properties in Chicago, IL

99 pet-friendly stays

Downtown Penthouse #5 | Vintage +gym & balcony

Downtown Penthouse #5 | Vintage +gym & balcony

Chicago, IL

Feel at Home, Unwind, and Enjoy the amenities you deserve next to Grant Park!We are a short walk to Millennium Park, Skydeck, Shedd Aquarium, Adler & many dining + shopping options!Most homes don’t provide professional…

$265 / night View listing
A home away from home! <No events allowed>

A home away from home! <No events allowed>

Chicago, IL

vacation rental cleaning protocolMajor surfaces are sanitized and disinfected.  Major surfaces include countertops, kitchen and laundry appliances, table surfaces, bath fixtures, faucets, mirrors, door knobs, light…

$267 / night View listing
Safe Dtown Park VIEWS| Mich Ave, Museums 2bd/2ba

Safe Dtown Park VIEWS| Mich Ave, Museums 2bd/2ba

Chicago, IL

Feel at Home, Unwind, and Enjoy the amenities you deserve next to Grant Park!Most homes don’t provide professional service along with “local vibes.” Guests love staying with us because:✅ Beautiful views of the Park &…

$272 / night View listing
Mayors Manor, Zen Garden Oasis, Hot Tub & Sauna in Central Chicago, 8-12 guests

Mayors Manor, Zen Garden Oasis, Hot Tub & Sauna in Central Chicago, 8-12 guests

Chicago, IL

Welcome to MAYORS MANOR, with a 24/7 dedicated team ensuring a comfortable and unforgettable stay.✔ Spacious & Stylish✔ Sleeps 8-12 Guests (8 adults + 4 kids)✔ 2 car garage parking✔ Baby / Toddler FriendlyA+ LOCATION✔…

$275 / night View listing
The Neighborhood Hotel - Lincoln Park 303 - Two Bedroom

The Neighborhood Hotel - Lincoln Park 303 - Two Bedroom

Chicago, IL

A refreshing, sophisticated oasis with added flare like vibrant, oversized works of Chicago memorabilia. Ideal for a family or group of friends, this suite sleeps 6 between a Queen Bedroom + second bedroom with a Twin…

$276 / night View listing
Stylish Chicago Retreat: Walk to Loyola University

Stylish Chicago Retreat: Walk to Loyola University

Chicago, IL

Take the trip of a lifetime with friends and family when you stay at this ultimate Chicago getaway! Boasting a sophisticated interior, a private patio, and an unbeatable location, this 4-bedroom, 3.5-bath vacation…

$288 / night View listing
Chic and Spacious Bi-level 3BD in Bucktown!

Chic and Spacious Bi-level 3BD in Bucktown!

Chicago, IL

This one-of-a-kind condo in Bucktown is ready to host! The property features a hidden staircase leading down to the in-law suite on the bottom floor! The main floor has all that you could need with a beautiful full…

$293 / night View listing
4 br/3ba, Great for Large Groups, Garage Parking. Spacious and updated!

4 br/3ba, Great for Large Groups, Garage Parking. Spacious and updated!

Chicago, IL

Free garage parking!!! Fabulous and expansive! 4 bedroom and 3 full bathroom apartment set in trendy Humboldt Park. The main level provides an updated kitchen with large living and dining rooms. All hardwood flooring!…

$298 / night View listing
Twin Lions Lodge w/ Speakeasy Tiki Bar* and Outdoor Oasis

Twin Lions Lodge w/ Speakeasy Tiki Bar* and Outdoor Oasis

Chicago, IL

Welcome to the Twin Lions Lodge, a warm and eclectic oasis in the heart of Chicagos Bucktown neighborhood. The Twin Lions has been updated with tasteful owner level finishes throughout and thoughtful amenities to make…

$309 / night View listing
The Holiday Lake House - 2br 2bth - 50 steps from the beach!

The Holiday Lake House - 2br 2bth - 50 steps from the beach!

Chicago, IL

If you enjoy the holidays, this is the place to be! This amazing property is perfect at any time of the year; however, if you are traveling between mid September - early January, you will be welcomed by a festive…

$325 / night View listing
Wrigleyville 3BR: Game Day Haven with Free Parking

Wrigleyville 3BR: Game Day Haven with Free Parking

Chicago, IL

Great location in the heart of Wrigleyville! Less than a 5 minute walk from Wrigley Field and a block away from The Metro, the intimate concert venue! Down the street from iconic & premiere restaurants, cafes, the…

$328 / night View listing
Luxe Duplex - Private Gym -Huge Yard -King Beds Garage Parking-EV Charger- Crib

Luxe Duplex - Private Gym -Huge Yard -King Beds Garage Parking-EV Charger- Crib

Chicago, IL

Ready for your UNFORGETTABLE Chicago experience? This luxe oasis offers the perfect blend of comfort & convenience!Enjoy a tranquil tree-lined side street in a safe neighborhood while being conveniently between O’Hare…

$342 / night View listing

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