Vacation rentals in Near North Side

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Near North Side

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Apartment in Lincoln Park

4.96 out of 5 average rating, 117 reviews

English garden apt. in the heart of Lincoln Park

Welcome to this new, totally furnished apartment in the heart of East Lincoln Park…only a 3 minute walk to the Lincoln Park Zoo! Apartment has been completely renovated with high finishes throughout. Living room boasts a 50” television with Dish TV, internet and a queen sleeper sofa! Gourmet kitchen with granite counter tops with an eat-in bar height counter top. Truly gourmet kitchen! Bedroom with en-suite European styled bathroom. Wall mounted television in the bedroom. In unit laundry.

Top guest favorite

Apartment in Magnificent Mile

4.98 out of 5 average rating, 166 reviews

Elegant Suite in Gold Coast

Established in 1927 as the first headquarters for Elizabeth Arden in Chicago, the Walton Residence is located in the heart of the Gold Coast neighborhood of Chicago. Steps away from the Magnificent Mile, and the high-end boutiques of Oak and Rush Street, we are perfectly situated in the middle of the action for your Chicago adventure. ***From Sept. to beginning of Dec. 2024, there will be repairs to the exterior of the building. We do not expect this to cause major interruptions to your stay.

Superhost

Condo in Magnificent Mile

4.7 out of 5 average rating, 236 reviews

Studio flat in the heart of Chicago's Gold Coast

Come stay in our one-bedroom studio apartment with a fully equipped kitchen and bathroom. Take in the perks of our central location with easy access to the Gold Coast beach and public transportation. Gibsons and the Original Pancake House are also a stone’s throw away. The property is the perfect refuge after a long day in the Windy City or sunbathing on the beach. After working hard and playing hard, a comfy bed with high-quality linens ensures you’ll be rested and ready for the next day.

Top guest favorite

Apartment in River West

4.92 out of 5 average rating, 365 reviews

Spacious & private! Free parking! Great location!

Tough to beat this location (River West), accessible to everything via public transportation, great spots walkable from your door & free street parking nearby! Spacious open floor plan provides you a quiet escape from the excitement of the city! It's very comfortable & well designed for a perfect visit! Steps to local dining, great coffee, brewery, cocktails & so much more. Get to almost all popular spots in Chicago in 5-10 minutes! 3 minute walk to the Chicago blue line, 56 & 66 bus lines.

Guest favorite

Apartment in West Loop

5 out of 5 average rating, 17 reviews

Chicago Luxury Long Term 30+

Enjoy a stylish experience at this centrally-located place. This home is a lovely city terrace modern loft in a quiet nook of the Fulton Market / West Loop Area. Furnished beautifully for working from home or coming home. Very walkable with all of the best smart home features: digital light controls, Sony 65” TV, Sonos BEAM, smart lock, solid marble dining table with modern chairs, comfortable bed and pillows, and quality sheets for a great night sleep! Ultra high speed internet at 500mbps

Superhost

Apartment in Near North Side

4.82 out of 5 average rating, 236 reviews

Kasa | Explore the Neighborhood-Mag Mile | Chicago

When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chicago easy. Located just north of downtown Chicago, you'll be steps from Oak Street Beach, a short walk to Michigan Avenue and Millennium Park. With fantastic amenities, our apartments are ideal for extended stays or long vacations. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text or phone, and a Virtual Front Desk accessed via mobile device.

Superhost

Apartment in South Loop

4.72 out of 5 average rating, 162 reviews

Sentral Studio Apt in South Loop Chicago

Experience a lifestyle where everything you need is right at your fingertips in the vibrant heart of Downtown Chicago. Explore the area effortlessly: ✔ Breathtaking views of Lake Michigan and the Chicago skyline ✔ Close to major business hubs and the Loop District ✔ Enjoy a walk along the scenic Lakefront Trail ✔ A lively array of world-class museums, gourmet restaurants, and iconic architecture ✔ Quick access to Millennium Park, the Art Institute of Chicago, and Grant Park

Guest favorite

Apartment in River North

4.95 out of 5 average rating, 62 reviews

Chic River North Condo 2BR 2BA with Private Balcon

Welcome to @TheDreamRentals riverfront oasis nestled in the vibrant heart of Chicago's trendy River North neighborhood! This spacious 2-bedroom, 2-bathroom apartment offers the perfect blend of comfort, style, and convenience for your Windy City getaway. Step inside to discover a modern and inviting space flooded with natural light, featuring chic furnishings and contemporary decor throughout. You cannot beat this location when renting an Airbnb in Chicago.

Apartment in Streeterville

4.72 out of 5 average rating, 313 reviews

Sonder Onterie | King Studio Apartment

Welcome to Onterie, where modern style meets an unbeatable location in the heart of Chicago's Magnificent Mile. You'll have world-class shopping and award-winning dining at your fingertips. Each apartment includes a fully equipped kitchen, in-suite laundry, and a Roku to stream your favorite shows. Unwind in the outdoor courtyard, or find focus in our co-working space. Onterie offers the perfect blend of city and lakeside living.

Superhost

Condo in River West

4.76 out of 5 average rating, 125 reviews

Cabin 101 at 747 Lofts

This studio apartment is in the perfect location in Chicago for getting to Downtown via the Blue Line L or to the Hot West Loop and Randolph street restaurant row. Walk to bars, shops, restaurants, coffee liquor stores and transportation with ease! You will love our spa baths, in unit laundry and full modern kitchens to make it feel like a home away from home. One of the best pizza spots in Chicago is only steps away!

Loft in North Side

4.74 out of 5 average rating, 27 reviews

Amazing 2500 sq/ft Loft & Bungalow in Lincoln Park

This is a 2500 sq/ft loft in Lincoln Park, one of the best neighborhoods in Chicago & most centrally located. 1 private room, lofted (open) ceilings, 1 bathroom & a 2nd open layout bungalow room w/ curtains - All spaces are huge from bedroom, kitchen to living room! There's tons of free street parking & 5-10 min Uber to Art Institute, The Bean, etc. --

Guest favorite

Apartment in Gold Coast

4.84 out of 5 average rating, 79 reviews

MAG MILE Designer Flat - Steps to the Lake!

A design lover's dream. Spend your next trip (or staycation) in a beautifully remodeled luxury studio in Chicago's Gold Coast neighborhood. This listing is for a private studio in a multiple-unit building. ✔ Safe and vibrant neighborhood. ✔ Steps from Michigan Avenue, luxury shops, and the Lake ✔ Convenient parking options nearby. ✔ Easy self-check-in.