Mt. Baker Cabin Rental - Vacation Rentals in West Side

Homan Square From US $7
         

3.0 (193 Reviews)
House
  • Parking
  • Child Friendly
  • Internet
The Publishing House B&B From US $208
         

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9.8 (199 Reviews)
Bed & Breakfast
  • Air Conditioner
  • TV
  • Wheelchair Accessible
3 BD condo near to downtown, Gold Coast and Michigan Avenue. From US $454
         

NEW LUXURY PENTHOUSE CONDO From US $604
         

10.0 (204 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
NEW LUXURY CONDO WITH PATIO DECK From US $392
         

10.0 (193 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in West Side

Over 1516+ Luxury Places to Stay in or Near West Side
Unique Luxury Fulton Market Penthouse - Sleeps 32 From US $3,663
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
: The Wolcott : Modern Elegance at Its Finest From US $3,543
         

9.4 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Huge 5BR Heart of Fulton Market Duplex of Dreams From US $2,674
         

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New
Apartment
  • Air Conditioner
  • Parking
  • Balcony/Terrace
3 Flat Building Downtown - With Private Patios From US $2,412
         

New
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety
Stunning 5BR Home in Heart of Chicago with 2 Rooftops From US $2,234
         

Sleeps 18 6BR Gym, Game Room and Theater From US $2,082
         

Top-Rated Vacation Rentals with a Pool in West Side

Over 242+ Top-Rated Vacation Rentals with a Pool in or Near West Side
BlueJay/Unique One Bedroom Full of Amazing Art From US $230
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pool
iKlektik House/Robin From US $225
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Cozy West Loop 1BR w/Pool, Gym, nr. Restaurant Row, by Blueground From US $210
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Hip West Loop Studio w/Gym & Coworking, nr UIC, by Blueground From US $189
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Pool

Pet-Friendly Vacation Rentals in West Side

Over 614+ Pet-Friendly Vacation Rentals in or Near West Side
Chicago Quick Stay From US $130
         

6.3 (47 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Internet
Art Villa From US $1,030
         

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10.0 (2 Reviews)
Apartment
  • Parking
  • Pet Friendly
  • Designated Smoking Area
Large Chicago 3BR/3BA Sleeps 7 Near Downtown From US $812
         

10.0 (34 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Vital Urban: Spa Inspired Retreat From US $617
         

10.0 (11 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
West Loop Living – Bright 1BR From US $201
         

10.0 (8 Reviews)
Apartment
  • Pet Friendly
  • TV
  • Security/Safety
Designer Loft in Fulton Market with Parking From US $1,023
         

10.0 (6 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Relax with family in a super deluxe single family home. West town. From US $1,139
         

Large Vacation Homes & Villas in West Side

Over 218+ Large Vacation Homes & Villas in or Near West Side
1 Free Parking Gym Balcony Sleeps 10 From US $651
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Accessibility
Modern 3 BR Apt - 5 Mins to Downtown Sleeps 10 From US $309
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Spacious 4-Level/4-Bedroom Townhouse in West Loop From US $1,381
         

Modern West Loop Gem-City Views & Prime Location 6 From US $483
         

10.0 (13 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Modern West Loop Gem-City Views & Prime Location 4 From US $810
         

10.0 (7 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Modern West Loop Gem-City Views & Prime Location 3 From US $549
         

10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
2 Suites, 2 Floors in Downtown Chicago From US $493
         

10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV

Wheelchair Accessible Vacation Homes in West Side

Over 457+ Wheelchair Accessible Vacation Homes in or Near West Side
Modern River West 2BR with W&D by Zencity From US $77
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Cabin 105 by 747 Lofts From US $253
         

10.0 (1 Review)
Apartment
  • Wheelchair Accessible
  • Accessibility
  • Security/Safety
The Cornerstone - Designer 4BR Flat in Bucktown/WP From US $1,000
         

10.0 (11 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
1 Garage Parking/Skyline Rooftop/PingPong/Balcony From US $541
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Private Balcony, 1 Garage Parking, Sleeps 8! From US $449
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Downtown Chicago Retreat 2BD/2BA Views+Gym+Rooftop From US $668
         

Modern West Loop Gem-City Views & Prime Location 1 From US $664
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • TV
LIVN West Loop Chicago Queen Superior Studio From US $184
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible

West Side Vacation Rentals and Airbnb Places to Stay Under $200

Over 591+ West Side Vacation Rentals and Airbnb Places to Stay Under $200
Modern River West 2BR with W&D by Zencity From US $76
         

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9.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Wheelchair Accessible
  • Internet
Chicago Parthenon Hostel From US $156
         

8.2 (452 Reviews)
Hostel
  • Air Conditioner
  • Security/Safety
  • Wellness Facilities
King Comfort apartment, Quiet, Clean, AC & WiFi From US $138
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • TV
  • Security/Safety
Cozy Boho Chicago - 10 Minutes to Downtown Chicago From US $178
         

9.8 (10 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Flexhome Ukrainian Village 2BR Walkable + Private Balcony From US $179
         

9.6 (11 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace
Flexhome East Village Modern 2BR Quiet Street From US $189
         

9.6 (8 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV

Instantly Bookable Vacation Homes in West Side

Over 813+ Instantly Bookable Vacation Homes in or Near West Side
Private Historic Coach House Wicker Park From US $401
         

10.0 (69 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Entire Below Level Studio w/Private Sauna From US $296
         

10.0 (69 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Vibrant 3BR Pilsen Stay Free Parking Near Downtown From US $473
         

10.0 (34 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Spacious & private! Free parking! Great location! From US $210
         

10.0 (34 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Trendy West Town Flat - 2 bed/1.5 bath with parking From US $339
         

Luxury Modern home minutes from Downtown Chicago From US $525
         

10.0 (20 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

About West Side Vacation Rentals

With more than 1525 West Side vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Mtbakercabinrental 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 West Side.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Mtbakercabinrental 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 West Side. Places to stay near West Side are 814.66 ft² on average, with prices averaging $387 a night.

Mtbakercabinrental makes it easy and safe to find and compare vacation rentals in 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 West Side

Type Count
Holiday Apartments 1101
Vacation Homes 215
Hotels with Suites 57
B&B 6
Hostels 3
Villas 3
Others 1

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

Pro Tip: Mtbakercabinrental makes it easy to compare the best listings on Mtbakercabinrental homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Mtbakercabinrental 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 West Side.

Weather in West Side

View the weather forecast for West Side before booking your 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

West Side Vacation Rental Frequently Asked Questions

What are the top vacation rentals in West Side?
How many vacation rentals are available in West Side?

Currently, the total number of properties listed in 2026 is over 1525 in the West Side area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in West Side.