Unplugged Weekend - Vacation Rentals in Near West Side

Luxury Executive Penthouse Loft From US $1,283
         

New
Condo
  • Air Conditioner
  • TV
  • Security/Safety
Level Chicago Fulton Market From US $235
         

|
8.9 (76 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Nobu Hotel Chicago From US $374
         

|
9.4 (788 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Level Chicago - Fulton Market From US $197
         

|
7.4 (17 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Near West Side

Over 603+ Luxury Places to Stay in or Near Near West Side
Hotel Chicago West Loop, SureStay Collection by Best Western From US $1,436
         

7.3 (901 Reviews)
Hotel
  • Air Conditioner
  • Pet Friendly
  • Wheelchair Accessible
Designer Loft in Fulton Market with Parking From US $1,002
         

10.0 (5 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Near West Side

Over 206+ Top-Rated Vacation Rentals with a Pool in or Near Near West Side
Cozy West Loop 1BR w/Pool, Gym, nr. Restaurant Row, by Blueground From US $224
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Hip West Loop Studio w/Gym & Coworking, nr UIC, by Blueground From US $180
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Pool
Smart West Loop Studio w/Pool, Gym, nr. Fulton Market, by Blueground From US $114
         

Fulbrix Bright Designer Apartments with West Loop Views From US $872
         

|
9.5 (34 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Hampton Inn & Suites Chicago Medical District Uic From US $238
         

|
9.3 (294 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Hampton Inn Chicago West Loop Fulton Market Area From US $149
         

9.2 (1002 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Near West Side

Over 321+ Pet-Friendly Vacation Rentals in or Near Near West Side
West Loop Living – Bright 1BR From US $176
         

10.0 (7 Reviews)
Apartment
  • Pet Friendly
  • TV
  • Security/Safety
Freshly Minted 2BR - Elegance & Comfort in Central Chicago From US $349
         

|
10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Accessibility
The Neighborhood Hotel-Little Italy From US $126
         

|
9.6 (232 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Wheelchair Accessible
Charming Cottage Home Near Little Italy & UIC From US $423
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Sun-Drenched 1BR Apartment From US $176
         

10.0 (2 Reviews)
Apartment
  • Pet Friendly
  • TV
  • Security/Safety
The Banksy-King Bed-Firepit-Rooftop-United Center From US $489
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
1BR Modern Luxe Apt with In-Unit Laundry From US $293
         

10.0 (1 Review)
Apartment
  • Pet Friendly
  • TV
  • Security/Safety
Deluxe West Loop 1BR w/Rooftop, Gym & Grills, nr Park, by Blueground From US $121
         

Large Vacation Homes & Villas in Near West Side

Over 50+ Large Vacation Homes & Villas in or Near Near West Side
Modern West Loop Gem-City Views & Prime Location 6 From US $411
         

10.0 (13 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
1 Free Parking Gym Balcony Sleeps 12 From US $651
         

|
10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Accessibility
Modern West Loop Gem-City Views & Prime Location 4 From US $809
         

10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Modern West Loop Gem-City Views & Prime Location 3 From US $707
         

10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Spacious Condo w/Deck ~ 3 Mi to Downtown Chicago! From US $468
         

Beautiful Downtown 3BR with Free Parking From US $549
         

9.6 (25 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Modern West Loop Gem-City Views & Prime Location 5 From US $719
         

9.4 (3 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Chic Modern Loft near United Center, UIC/IMD & Downtown W/Parking From US $280
         

Wheelchair Accessible Vacation Homes in Near West Side

Over 325+ Wheelchair Accessible Vacation Homes in or Near Near West Side
Modern West Loop Gem-City Views & Prime Location 2 From US $836
         

9.0 (6 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Spacious 1 BDR Apartment From US $138
         

9.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
The Publishing House B&B From US $206
         

|
9.8 (195 Reviews)
Bed & Breakfast
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Modern West Loop Gem-City Views & Prime Location 1 From US $812
         

New
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible

Near West Side Varoom and Airbnb Places to Stay Under $200

Over 312+ Near West Side Varoom and Airbnb Places to Stay Under $200
2-Bed 2-Bath Apt | close to UC w/Free Parking From US $179
         

9.6 (4 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
West Loop - City Views With In & Out Parking 5 From US $151
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Accessibility
Chicago Parthenon Hostel From US $114
         

8.2 (449 Reviews)
Hostel
  • Air Conditioner
  • Security/Safety
  • Wellness Facilities
Balcony CityView Luxury United Center Apartmentn From US $101
         

6.0 (2 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace

Instantly Bookable Vacation Homes in Near West Side

Over 338+ Instantly Bookable Vacation Homes in or Near Near West Side
1F Chicago's Little italy Graystone nearDowntown From US $284
         

10.0 (169 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
The Haven near Downtown, Medical District and United Center From US $370
         

Modern IMD Condo Workspace + Free Parking From US $273
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Arcade, Free Parking, Sleeps 8! From US $291
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • TV
The Upscale Getaway Near Downtown From US $229
         

9.8 (95 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV

About Near West Side Vacation Rentals

With more than 5 Near West Side vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Unpluggedweekend and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Near West Side.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Unpluggedweekend Near West Side, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Near West Side. Places to stay near Near West Side are 335.83 ft² on average, with prices averaging $444 a night.

Unpluggedweekend makes it easy and safe to find and compare vacation rentals in Near West Side with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Near West Side

Type Count
Hotels with Suites 3

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

Pro Tip: Unpluggedweekend makes it easy to compare the best listings on Unpluggedweekend homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Unpluggedweekend homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Near West Side.

Weather in Near West Side

View the weather forecast for Near West Side before booking your Near West 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