
Condo vacation rentals in Near North Side, Chicago
Find and book unique condos on Airbnb
Top-rated condo rentals in Near North Side, Chicago
Guests agree: these condos are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Near North Side, Chicago condo rentals
Weekly condo rentals

Condo in Wicker Park
4.96 out of 5 average rating, 25 reviewsCity View 3BR Condo/Garage Parki

Condo in West Town
4.96 out of 5 average rating, 46 reviewsNEW! Spacious Modern 5 BD Condo

Condo in Wicker Park
4.84 out of 5 average rating, 181 reviewsLoft-Like Wicker Park Condo Steps from the Cta!

Condo in Lake View
4.92 out of 5 average rating, 13 reviewsCozy, sunny, boho condo in Uptown/Sheridan Park

Condo in West Town
4.92 out of 5 average rating, 257 reviewsModern/Spacious 2BR/2BA West Town

Condo in Chicago Ridge
4.75 out of 5 average rating, 12 reviewsSimple Elegance

Condo in Chicago
4.92 out of 5 average rating, 144 reviewsUltra clean/cozy condo, 10 mins south of Downtown!

Condo in East Rogers Park
4.79 out of 5 average rating, 125 reviewsMarvelous Condo w/ Pri Prkng Cls to Transit &Beach
Pet-friendly condo rentals

Condo in Pilsen Historic District
4.86 out of 5 average rating, 125 reviews816 PLZN Luxury Apt | Rooftop | Garage Parking

Condo in Lincoln Square
4.93 out of 5 average rating, 107 reviewsThe Fox Den

Condo in Lake View
4.95 out of 5 average rating, 104 reviewsThe Bagel Inn - Bright & Modern Wrigleyville 2 Bed

Condo in Chicago
4.89 out of 5 average rating, 107 reviewsUnique 2BR/2BA FREE Parking/WI-FI Minutes From DT

Condo in The Loop
4.85 out of 5 average rating, 124 reviewsDowntown Mich Ave #7| Park View Penthouse +gym

Condo in Lake View
4.82 out of 5 average rating, 135 reviewsSpacious Home, Incredible Lakeview Location

Condo in East Rogers Park
4.92 out of 5 average rating, 221 reviewsPvt 1bdr Rogers Park, Loyola, Northwestern.

Condo in Logan Square
4.91 out of 5 average rating, 328 reviewsSusie's Space. 2BR easy parking & pet friendly
Condo rentals with a pool

Condo in Evanston
4.95 out of 5 average rating, 87 reviews"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym

Condo in Evanston
4.96 out of 5 average rating, 98 reviews"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux

Condo in The Loop
New place to stayvoco: Balcony & City View

Condo in Elk Grove Village
4.95 out of 5 average rating, 78 reviewsJust remodeled apartment close to airport and mall

Condo in Evanston
4.91 out of 5 average rating, 119 reviewsChicago's Treasure "Heart of Evanston" 2bdr +1 Ba

Condo in Uptown
4.8 out of 5 average rating, 25 reviewsLovely condo studio

Condo in Evanston
4.96 out of 5 average rating, 93 reviews"Unity of Evanston" 3 BDR+2BA ModernLuxe +pool
Quick stats about condo rentals in Near North Side, Chicago
Total rentals
130 properties
Nightly prices starting at
$20 before taxes and fees
Total number of reviews
5.1K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
60 properties have a pool
Destinations to explore
- Condo rentals Chicago
- Condo rentals Illinois
- Condo rentals Downtown Chicago
- Condo rentals Cook County
- Rentals with a sauna Near North Side
- Rentals with a washer and dryer Near North Side
- Hotel rentals Near North Side
- House rentals Near North Side
- Loft rentals Near North Side
- Rentals with a hot tub Near North Side
- Rentals with beach access Near North Side
- Apartment rentals Near North Side
- Townhouse rentals Near North Side
- Rentals with a fire pit Near North Side
- Rentals with lake access Near North Side
- Family-friendly rentals Near North Side
- Rentals with a patio Near North Side
- Waterfront rentals Near North Side
- Rentals with outdoor seating Near North Side
- Rentals with breakfast Near North Side
- Rentals with a home theater Near North Side
- Monthly Rentals Near North Side
- Rentals with pools Near North Side
- Rentals with an EV charger Near North Side
- Rentals with a fireplace Near North Side
- Kid-friendly rentals Near North Side
- Pet-friendly rentals Near North Side
- Fitness-friendly rentals Near North Side
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes