Vacation rentals in Near North Side, Chicago
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Near North Side, Chicago
Guests agree: these stays are highly rated for location, cleanliness, and more.
0 of 0 items showing
1 of 3 pages
1 of 3 pages
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Near North Side, Chicago vacation rentals
Other great vacation rentals in Near North Side, Chicago
Guest favorite
Loft in Lake View
4.96 out of 5 average rating, 425 reviewsLakeview Loft-Vintage Chicago, Modern Amenities
Guest favorite
Apartment in Roscoe Village
4.96 out of 5 average rating, 246 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
Guest favorite
Condo in Lincoln Park
4.96 out of 5 average rating, 448 reviewsUnique Lincoln Park Duplex Apt
Guest favorite
Home in West Town
4.95 out of 5 average rating, 179 reviewsParadise on the Park
Guest favorite
Guest suite in Lincoln Square
4.94 out of 5 average rating, 182 reviewsLincoln Square In-laws Suite: Private Entrance
Guest favorite
Home in Bridgeport
4.95 out of 5 average rating, 128 reviewsCozy & Modern Chic Full House in Trendy Bridgeport
Guest favorite
Apartment in West Town
4.96 out of 5 average rating, 266 reviewsTurquoise Wonder - Clean, Cozy & Stylish Apt
Superhost
Apartment in Lake View
4.81 out of 5 average rating, 139 reviewsChic & Fully Furnished Studio Apt with Laundry
Quick stats about vacation rentals in Near North Side, Chicago
Total rentals
1.5K properties
Rentals with dedicated workspaces
980 properties have a dedicated workspace
Rentals with a pool
720 properties have a pool
Pet-friendly rentals
750 properties allow pets
Family-friendly rentals
480 properties are a good fit for families
Total number of reviews
52K reviews
Destinations to explore
- Rentals with a sauna Near North Side
- Boutique hotel rentals Near North Side
- House rentals Near North Side
- Rentals with breakfast Near North Side
- Rentals with a home theater Near North Side
- Waterfront rentals Near North Side
- Fitness-friendly rentals Near North Side
- Rentals with pools Near North Side
- Rentals with a patio Near North Side
- Rentals with lake access Near North Side
- Rentals with beach access Near North Side
- Rentals with outdoor seating Near North Side
- Townhouse rentals Near North Side
- Loft rentals Near North Side
- Rentals with a fire pit Near North Side
- Apartment rentals Near North Side
- Rentals with a washer and dryer Near North Side
- Rentals with an EV charger Near North Side
- Pet-friendly rentals Near North Side
- Monthly Rentals Near North Side
- Kid-friendly rentals Near North Side
- Hotel rentals Near North Side
- Rentals with a fireplace Near North Side
- Family-friendly rentals Near North Side
- Rentals with a hot tub Near North Side
- Condo 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