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Vacation rentals in West Town, Chicago

Carefully selected & verified rentals in Chicago, United States

Check-in
18Oct
Check-out
19Oct
Guests
2 Guests
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1-20 out of 52
Sort by:high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
Red Robin Rentals - Wicker Park
Red Robin Rentals - Wicker Park
Map3.4 mi from City Centre
FromUS$ 153 /nightSelect
Superior
7.0
Very good
Superior
Map1.8 mi from City Centre1.1 mi from United Center
FromUS$ 482 /nightSelect
Goose Island Central Downtown Prime Location With Access To Patio Chi - 1
Goose Island Central Downtown Prime Location With Access To Patio Chi - 1
Map1.9 mi from City Centre
FromUS$ 491 /nightSelect
Flexhome Ukrainian Village • 2Br • Walkable + Private Balcony - Sleeps 6
Flexhome Ukrainian Village • 2Br • Walkable + Private Balcony - Sleeps 6
Map2.5 mi from City Centre1.2 mi from United Center
FromUS$ 624 /nightSelect
Central Chicago Suite2 Access To Patio
Central Chicago Suite2 Access To Patio
Map1.8 mi from City Centre
FromUS$ 388 /nightSelect
Stunning 2 Floor Penthouse Downtown
Stunning 2 Floor Penthouse Downtown
Map1.9 mi from City Centre
FromUS$ 553 /nightSelect
Trendy West Town Flat - 2 Bed / 1.5 Bath W Parking
9.0
Perfect
Trendy West Town Flat - 2 Bed / 1.5 Bath W Parking
Map2.2 mi from City Centre1800 yd from United Center
FromUS$ 283 /nightSelect
Flexhome Wicker Park - Stylish 2Br - Sleeps 6
Flexhome Wicker Park - Stylish 2Br - Sleeps 6
Map2.9 mi from City Centre
FromUS$ 629 /nightSelect
Flexhome West Town - Spacious 2Br Duplex - Sleeps 8
Flexhome West Town - Spacious 2Br Duplex - Sleeps 8
Map1.7 mi from City Centre1.2 mi from United Center
FromUS$ 263 /nightSelect
Cozy Vintage Chicago Apartment Near Downtown
Cozy Vintage Chicago Apartment Near Downtown
Map3.0 mi from City Centre
Select
Ukrainian Village 2 Bd 2Ba - Steps From Division Condo
Ukrainian Village 2 Bd 2Ba - Steps From Division Condo
Map2.8 mi from City Centre
Select
Vibrant West Town Apartment Perfect For Families
Vibrant West Town Apartment Perfect For Families
Map2.5 mi from City Centre
Select
Spacious 3Bd West Town Apartment Next To Kasama
Spacious 3Bd West Town Apartment Next To Kasama
Map2.5 mi from City Centre
Select
Zen City Escape Patio Free Parking
Zen City Escape Patio Free Parking
Map2.5 mi from City Centre1600 yd from United Center
Select
Boho City Escape Parking Balcony
Boho City Escape Parking Balcony
Map2.0 mi from City Centre1400 yd from United Center
FromUS$ 854 /nightSelect
The Zen Duplex Two Private Suites For Groups
The Zen Duplex Two Private Suites For Groups
Map2.5 mi from City Centre1600 yd from United Center
Select
Bright & Spacious Boho Oasis A Warm Retreat
Bright & Spacious Boho Oasis A Warm Retreat
Map2.0 mi from City Centre1400 yd from United Center
Select
The Boho House Two Private Suites Parking
The Boho House Two Private Suites Parking
Map2.0 mi from City Centre1400 yd from United Center
FromUS$ 850 /nightSelect
Modern Zen Retreat Mins From Downtown
Modern Zen Retreat Mins From Downtown
Map2.5 mi from City Centre1600 yd from United Center
Select
River West Retreat 2 Bedroom Garden Unit
River West Retreat 2 Bedroom Garden Unit
Map1.7 mi from City Centre1800 yd from United Center
FromUS$ 517 /nightSelect
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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 1 092
⬇️ The lowest price
USD 153
💸 Average price for
Apartments
USD 523

Top vacation homes in Chicago

Based on guest reviews from the past 12 months

Trendy Urban Retreat:
Chic Downtown Escape:
Superior | Central Chicago Suite2 Access To Patio
Stylish City Penthouse:
Pet Friendly Haven:
Spacious Family Retreat:

FAQs about Chicago rentals

Get answers to common questions and plan your adventure smoothly

Which hotels in West Town have unique views or family-friendly amenities?
The 'Avenir West Loop Penthouses With Iconic City Views' offers stunning panoramas of the skyline, while the 'Private Balcony 1 Garage Parking Sleeps 6' is suitable for families with spacious amenities.
What are the best hotels near popular landmarks in West Town?
The 'Stylish 2Br Stunner In Unbeatable Location' is a short walk from the vibrant Wicker Park area with shopping and dining options.
What hotels in West Town are best for couples?
The 'Chic Fully Furnished Condo' is ideal for couples, offering romantic settings and easy access to local attractions.

Vacation Rentals in West Town, Chicago

This guide evaluates 32 vacation rentals in the West Town district of Chicago, providing practical information on pricing and key local details to help travelers make informed accommodation choices.

Typical nightly rates range from $100 to $300.

Vacation rentals are about 3 miles from downtown Chicago attractions.

Peak seasons include summer and major holidays.

Local taxes/fees average 16.4%, including occupancy tax.

Book early for popular events like the West Town Art Walk.

Other cities in United States

Chicago Heights1 vacation rentals
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