1445+ Rental Villas and Private Getaways in Near North Side |
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Near North Side Villa Rentals

About Near North Side Vacation Rentals

There are more than 1445 incredible getaway rentals that are available in Near North Side. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Near North Side.

BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in Near North Side, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Near North Side. Places to stay near Near North Side are 843.28 ft² on average, with prices averaging $491 a night.

BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Near North Side. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.

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Top Private Villas, Resorts, and Rentals in Near North Side

Type Count
Holiday Apartments 927
Vacation Homes 334
Villas 7
B&B 1
Cabin Rentals 1
Hostels 1

Use these Quick Filters to Find a Vacation Rental in Near North Side

★ Pro Tip: BedroomVillas is a luxury vacation rental website, pulling some of the top private villas and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible beach houses and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Near North Side with BedroomVillas.

Weather in Near North Side, IL

View the weather forecast for Near North Side before booking your Near North Side Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods


Goose Island 4,486 Properties
Legacy Motors Automotive Art Gallery 4,434 Properties
Pump It Up Party Zone 4,424 Properties
Cooking & Hospitality Institute of Chicago 4,406 Properties
Judy A Saslow Gallery 4,381 Properties
Michigan Avenue 4,129 Properties
Magnificent Mile 4,128 Properties
River North 671 Properties
Streeterville 253 Properties
Rush and Division 79 Properties
Gold Coast 73 Properties
Killgubbin 43 Properties

Complexes around Near North Side, IL


Wells Apartments St Chicago 132 Properties
Kasa River North 25 Properties
Gold Coast Doorman Blocks 9 Properties
Town 9 Properties
Claridge 3 Properties
Courtyard 3 Properties
Flat 3 Properties
The Whitehall Hotel 2 Properties
Sonder Cros 1 Properties

Frequently Asked Questions About Near North Side?

What are the top hotels or resorts in Near North Side?

We provide an array of great vacation destinations in Near North Side. If you are looking to stay in or around the Near North Side area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Near North Side:

How many vacation rentals have private pools in Near North Side?

We have 32 luxury villas and vacation rentals featuriung a private pool in and near Near North Side. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel or resort in Near North Side is best for families?

Searching for a family-friendly getaway in Near North Side? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Near North Side?

BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2025 is over 1445 in the Near North Side area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Near North Side. 

Nearby Neighborhood (16) 
Neighborhood Property Count
Downtown Chicago Rental Villas and Private Getaways in Chicago, Illinois 2238
The Loop Rental Villas and Private Getaways in Chicago, Illinois 892
River North Rental Villas and Private Getaways in Chicago, Illinois 671
West Town Rental Villas and Private Getaways in Chicago, Illinois 428
West Loop Rental Villas and Private Getaways in Chicago, Illinois 254
Streeterville Rental Villas and Private Getaways in Chicago, Illinois 253
Lincoln Park Rental Villas and Private Getaways in Chicago, Illinois 223
River West Rental Villas and Private Getaways in Chicago, Illinois 80
Rush and Division Rental Villas and Private Getaways in Chicago, Illinois 79
Old Town Rental Villas and Private Getaways in Chicago, Illinois 78
Old Town Triangle Rental Villas and Private Getaways in Chicago, Illinois 78
Gold Coast Rental Villas and Private Getaways in Chicago, Illinois 73
Pulaski Park Rental Villas and Private Getaways in Chicago, Illinois 52
Killgubbin Rental Villas and Private Getaways in Chicago, Illinois 43
Near East Side Rental Villas and Private Getaways in Chicago, Illinois 735
Magnificent Mile Rental Villas and Private Getaways in Chicago, Illinois 4128

People Also Ask

There are 133 hotels in Near North Side 1 resorts, and 1269 rentals

Recently Booked Hotels, Resorts, or Rentals in Near North Side