Vacation rentals in North Side

Cute Chicago Attic Loft! Walk to CTA, Easy Travel

Welcome to our newly renovated attic in-law suite in our vintage, 120 year old Chicago home! This bright, airy loft boasts a brand new full bathroom with a large, beautiful walk in shower. The unit has a newly built kitchenette with vintage hardware, a new fridge and freezer, and microwave. Conveniently located between O'Hare and Downtown Chicago, this space is situated perfectly for your Chicago visit! We’re a 2min drive from I-90 & I-94, a 5min walk to the train, and a 2min walk to the bus.

Comfort + location Apt-Chicago Norwood Edison Park

Location! Private 2nd floor apartment in desirable Norwood/Edison Park neighborhood. 2bedrooms/loft w/blackout curtains, workspace, spacious living room and eating area. Full kitchen, stainless steel appliances, bathroom with spa shower head. Nearby attractions: O’hare Airport (5miles) Metra to downtown Chicago(walking distance .5miles) Resurrection Hospital (2miles) Lutheran General Hospital (4.5miles) Bars and restaurants within walking distance! Lots of street parking. Perfect mid term stay

The Grotto of Logan Square

Garden unit, great for a small group looking for a base while they explore the city. 10 min walk from Logan Square Blue Line, restaurants, galleries, coffee shops and clubs. Explore the city from one of its best neighborhoods! In your downtime the space offers several chicago guide books and magazines. There is a Fire stick in the TV that has most major media apps installed. The alarm clock is also a speaker for your phone to plug into. Please make sure you read the amenities and house manual.

LairBnB - Garden Apartment

*3 nt min on wknd of 8/1* Welcome to LairBnB! This is a private garden apartment with separate egress in our home near 6 corners in Portage Park. Ceiling height is 76”. Guests under 6' tall will be most comfortable here. We are old school Airbnb SuperHosts who love to host adult travelers in town for work or events in Chicago. We are steps away from Milwaukee, Cicero, and Irving Park bus stops, an 8 minute walk to the Grayland Metra stop, and a 20 minute walk to the Irving Park Blue line.

1BD Apt near O'Hare/Rosemont Allstate Arena

Bright, open concept, 1 bedroom w/ queen size bed, and 1 bath, fully furnished and private second floor unit in our owner occupied home. Newly updated with beautiful quartz countertops, bright cabinets, luxury vinyl plank flooring, walk-in stand up shower, and brand new stainless steel appliances. Blackout curtains in the bedroom. There is also a desk area with a monitor. Close to transportation, grocery stores, restaurants, shops, and parks. 90 expressway 1/2 mile.

Logan Square Garden Suite

Creative and quiet light-filled garden unit with lots of books, accompanied by comfortable lounge furniture and touches of nature for cozying up and relaxing after long travel or late nights. This is a perfect space for solo travelers or couples. This is also a great space if you are traveling with a small child or infant. The place is set up much like a hotel room in that it does not have a kitchen but we do provide a mini fridge and Nespresso machine.

Quirky Quarters at Wrigley

I think you are just going to love my apartment. The space features wonderful large street level windows in the living room and has all of the quirky charm that vintage buildings offer up. The location literally can't be beat, with the apartment a ten minute walk from Wrigley Field, the bustling Southport shopping corridor, and both the red line and brown line subway stations. There is no parking available with the apartment.

Chic retreat near the best of Lakeview & Wrigley

Stylish, centrally-located getaway perfect for a visit to the Windy City! This charming space was freshly renovated in early 2022 with ample space (nearly 1500 sq ft), a Peloton exercise bike, and kitchenette. Located in the trendy Southport Corridor blocks from the best of Chicago's north side; shopping, fine dining, bars, Wrigley Field, close to Brown line train public transit with Whole Foods at the end of the block!

Vibrant & Chic Apt On Quiet St in Andersonville

Welcome to this thoughtfully remodeled 1925’s two-flat building located in the Second Coolest Neighborhood in the US. While this stylish space is the perfect relaxing stay, its location makes it easy for you to get around. *Free street parking You are only: 5 min walk to Clark St & Exceptional restaurants & bars 6 min drive to Lakefront & Lakeshore Drive... 17 min drive to Downtown Chicago...