99 pet-friendly stays
Summary:Welcome to your spacious 4-bedroom getaway in the heart of Wicker Park—Chicago’s most vibrant and eclectic neighborhood. Located on N Damen Ave, this modern apartment is perfect for groups, families, or business…
$391 / night View listingWelcome to Your Chicago Home Away from Home!This spacious and modern 4-bedroom, 2-bathroom home comfortably sleeps up to 15 guests—perfect for large families, friend groups, or business travelers. Located in a…
$393 / night View listingSummary:Experience Wrigleyville by staying in this stylish 3BR 2BA gem nestled just 3 mins walk from the famous Wrigley Field, perfect for guests who want to attend a Cubs game or concert. Explore the vibrant…
$396 / night View listingSummary:Stunning 1,500+ square foot corner apartment with oversize windows, an open layout, and dramatic city and lake views in multiple directions. This bright and modern three bedroom, two bathroom apartment is…
$398 / night View listingSummary:Stylish 1,400+ square foot corner apartment with 12 foot tall ceilings, massive windows, an open layout, and fabulous city views in multiple directions. This dramatic light-filled three bedroom, two bathroom…
$399 / night View listingLooking for a spacious, stylish, and fully-equipped home in the heart of Chicago? Book your stay now and make this beautiful retreat your home away from home!- Garage with 2 spots and EV charger just for you!- 10 Minute…
$400 / night View listing***COVID-19 RESTRICTIONS: Due to COVID-19 Restrictions by the City of Chicago, no more than 6 guests can be on the premises at any time. There are absolutely no parties, or other indoor gatherings allowed at the…
$400 / night View listingSummary: NOTE: The main rooftop is currently closed for seasonal repairs and is slated to reopen in Spring 2026. The 2nd rooftop remains open and available for guests to use. Beautiful 1,400+ square foot penthouse…
$405 / night View listingWalk to almost everything Chicago has to offer- Downtown, Mag Mile, North Ave beach, zoo, and Lincoln park, restaurants, bars, boutiques. Bring family or friends to this Haute Couture Designer themed townhouse spanning…
$406 / night View listingSummary:BRAND NEW PENTHOUSE IN THE HEART OF GOLD COAST!Enjoy your own penthouse in Chicagos Gold Coast-the citys center of nightlife, restaurants, and shopping. In a completely redeveloped luxury brownstone, your 3…
$414 / night View listingLots of room for you to stretch out and enjoy the great location in East Lakeview. Nearby to public transportation including bus stop 1 block, Lakeshore Drive 3 blocks, Red, Brown & Purple line train station 5 blocks.…
$445 / night View listingSummary:Enjoy generous space and modern amenities in this beautifully appointed 3-bedroom apartment, perfect for any length of stay.The Space:Welcome to our spacious 3-bedroom apartment on the third floor (please note…
$458 / night View listing
