1209+ Rental Villas and Private Getaways in North Side |
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North Side Villa Rentals

About North Side Vacation Rentals

There are more than 1209 incredible getaway rentals that are available in 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 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 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 North Side. Places to stay near North Side are 860.85 ft² on average, with prices averaging $480 a night.

BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in 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 North Side

Type Count
Holiday Apartments 757
Vacation Homes 244
B&B 32
Hostels 9
Cottages 1
Others 1

Use these Quick Filters to Find a Vacation Rental in 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 North Side with BedroomVillas.

Weather in North Side, IL

View the weather forecast for North Side before booking your 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

Stay Near North Side's Top Attractions

A Large Selection of Villas and Vacation Rentals from Around the World North Side's Research Top Attractions For Your Vacation


Wrigley Field
Lincoln Park Zoo
Vic Theatre
Concord Music Hall
Chicago History Museum
Second City
DePaul University-Lincoln Park
Briar Street Theatre
Lincoln Hall
Park West
Apollo Theater Chicago
Athenaeum Theatre
Theater Wit
Advocate Illinois Masonic Medical Center
Kingston Mines
Saint Joseph Hospital
Lincoln Park
Royal George Theater
Peggy Notebaert Nature Museum
Steppenwolf Theatre

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


Lakeview 315 Properties
Lincoln Park 223 Properties
Logan Square 109 Properties
Lake View East 81 Properties
North Center 81 Properties
Old Town 78 Properties
Old Town Triangle 78 Properties
Sheffield and DePaul 61 Properties
Avondale 57 Properties
Wrigleyville 52 Properties
West Bucktown 50 Properties
Park West 41 Properties

Complexes around North Side, IL


Wrigley 34 Properties
Wells Apartments St Chicago 15 Properties
Lakeview 17 Properties
Town 17 Properties
Belmont 7 Properties
Lincoln Park Lounge Roof Depaul 4 Properties
City Suites Hotel 3 Properties
Naperville Inn 3 Properties
The Avondale Guesthouse 3 Properties
The Willows Hotel 3 Properties
Kasa River North 2 Properties
Sonder The Bel Bold 1 Properties

Frequently Asked Questions About North Side?

What are the top hotels or resorts in North Side?

We provide an array of great vacation destinations in North Side. If you are looking to stay in or around the 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 North Side:

How many vacation rentals have private pools in North Side?

We have 1 luxury villas and vacation rentals featuriung a private pool in and 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 North Side is best for families?

Searching for a family-friendly getaway in 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 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 1209 in the 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 North Side. 

Nearby Neighborhood (16) 
Neighborhood Property Count
Downtown Chicago Rental Villas and Private Getaways in Chicago, Illinois 2238
Near North Side Rental Villas and Private Getaways in Chicago, Illinois 1092
River North Rental Villas and Private Getaways in Chicago, Illinois 671
West Town Rental Villas and Private Getaways in Chicago, Illinois 428
Lakeview Rental Villas and Private Getaways in Chicago, Illinois 315
Lincoln Park Rental Villas and Private Getaways in Chicago, Illinois 223
Logan Square Rental Villas and Private Getaways in Chicago, Illinois 109
Lake View East Rental Villas and Private Getaways in Chicago, Illinois 81
North Center Rental Villas and Private Getaways in Chicago, Illinois 81
Old Town Rental Villas and Private Getaways in Chicago, Illinois 78
Gold Coast Rental Villas and Private Getaways in Chicago, Illinois 73
Wicker Park Rental Villas and Private Getaways in Chicago, Illinois 63
Irving Park Rental Villas and Private Getaways in Chicago, Illinois 62
Avondale Rental Villas and Private Getaways in Chicago, Illinois 57
Wrigleyville Rental Villas and Private Getaways in Chicago, Illinois 52
Uptown Rental Villas and Private Getaways in Chicago, Illinois 50

People Also Ask

There are 25 hotels in North Side 9 resorts, and 1001 rentals

Recently Booked Hotels, Resorts, or Rentals in North Side