Vacation rentals in Near North Side, Chicago

Carefully selected & verified rentals in Chicago, United States

Check-in
18Aug
Check-out
19Aug
Rooms and Guests2 Guests, 1 Room
All filters
Star rating
Accommodation type
Price per night
Underground stations
Popular landmarks
Districts
Amenities
Services
1-20 out of 92
Sort by:high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
Foundry Unmatched Skyline Views At Lincoln Park
Map2.3 mi from City Centre
FromUS$ 977 /nightSelect
Luxury Downtown Penthouse With Private Rooftop
Map1.5 mi from City Centre1300 yd from Michigan Avenue
FromUS$ 538 /nightSelect
Beautifully Remodeled Second Floor Flat In River North - 2N
Map1.5 mi from City Centre1300 yd from Michigan Avenue
FromUS$ 539 /nightSelect
Studio Flat In The Heart Of Downtown Chicago
Map1.9 mi from City Centre600 yd from Water Tower Place
FromUS$ 256 /nightSelect
The Orleans Floor 3 Private Rooftop Deck
Map1.5 mi from City Centre1300 yd from Michigan Avenue
FromUS$ 1 770 /nightSelect
Aurelien Spacious Apartments In The Heart Of Gold Coast
Map1.5 mi from City Centre700 yd from Michigan Avenue
FromUS$ 266 /nightSelect
The Bernardin Gold Coast Luxury Apartments Near Magnificent Mile
Map1.5 mi from City Centre300 yd from Michigan Avenue
FromUS$ 585 /nightSelect
Cozy Beautiful Downtown Unit Chi In Prime River North Location Near Mag Mile - 1
Map1.5 mi from City Centre1300 yd from Michigan Avenue
FromUS$ 583 /nightSelect
Beautifully Remodeled Second Floor Flat In River North With Private Rooftop - 2S
Map1.5 mi from City Centre1300 yd from Michigan Avenue
FromUS$ 877 /nightSelect
Historic And Unique Brownstone In Gold Coast - Downtown - 3
Map1.9 mi from City Centre700 yd from Water Tower Place
FromUS$ 91 /nightSelect
Beautifully Remodeled Third Floor Flat In River North - 3N
Map1.5 mi from City Centre1300 yd from Michigan Avenue
FromUS$ 283 /nightSelect
Brownstone In Gold Coast - Downtown
Map1.9 mi from City Centre700 yd from Water Tower Place
FromUS$ 101 /nightSelect
River North Rooftop With In And Out Parking 1
Map1.2 mi from City Centre700 yd from House of Blues Chicago
FromUS$ 552 /nightSelect
Brilliant Downtown Chicago 3-Bedroom Condominium
Map1.3 mi from City Centre900 yd from Michigan Avenue
FromUS$ 418 /nightSelect
Beautiful Unit Chi In Prime River North - Top Floor
Map1.5 mi from City Centre1300 yd from Michigan Avenue
FromUS$ 1 132 /nightSelect
River North Private Balcony With In And Out Parking
Map1.2 mi from City Centre700 yd from House of Blues Chicago
Select
Boulevard Stays 5 Mins To Riverwalk & Mag Mile 03
Map1.3 mi from City Centre900 yd from Michigan Avenue
Select
Cozy Beautiful Downtown Unit Chi In Prime River North Location Near Mag Mile - 2
Map1.5 mi from City Centre1300 yd from Michigan Avenue
FromUS$ 189 /nightSelect
River North Rooftop With In And Out Parking 3
Map1.2 mi from City Centre700 yd from House of Blues Chicago
FromUS$ 238 /nightSelect
Chic River North Retreat
Map1.3 mi from City Centre600 yd from Michigan Avenue
Select

Flexible Price Range for Vacation Homes in Chicago

From cozy retreats to luxury villas – Find the ideal stay for every budget

⬆️ The highest price
USD 2 482
⬇️ The lowest price
USD 91
💸 Average price for
Apartments
USD 796

Top vacation homes in Chicago

Based on guest reviews from the past 12 months

FAQs about Chicago rentals

Get answers to common questions and plan your adventure smoothly

Which hotels are closest to major attractions in Near North Side?
Hotels like The Bernardin Gold Coast Luxury Apartments are located within walking distance to the Magnificent Mile, only about 1 km away from attractions like the Water Tower and local shopping.

Vacation Rentals Overview in Near North Side

This guide examines 29 vacation rental properties in the Near North Side district of Chicago, offering specific information on pricing, peak seasons, and proximity to key attractions.

Typical nightly prices range from $120 to $350.

Peak travel seasons are summer and early fall.

Local taxes and fees can add 20% to the nightly rate.

Most properties are within 1.5 miles of the Magnificent Mile.

Book 30 days in advance for the best rates.

Other cities in United States