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Vacation rentals in West Town, Chicago

Carefully selected & verified rentals in Chicago, United States

Check-in
18Aug
Check-out
19Aug
Rooms and Guests2 Guests, 1 Room
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1-20 out of 43
Sort by:high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
Central Chicago Suite2 Access To Patio
Central Chicago Suite2 Access To Patio
Map1.8 mi from City Centre1.1 mi from Union Park
FromUS$ 491 /nightSelect
Superior
7.0
Very good
Superior
Map1.8 mi from City Centre1400 yd from Union Park
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 Centre1.2 mi from Union Park
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 Centre1.1 mi from Union Park
FromUS$ 624 /nightSelect
Red Robin Rentals - Wicker Park
Red Robin Rentals - Wicker Park
Map3.4 mi from City Centre
FromUS$ 153 /nightSelect
Avenir West Loop Penthouses With Iconic City Views
Avenir West Loop Penthouses With Iconic City Views
Map1.5 mi from City Centre1800 yd from Union Park
FromUS$ 354 /nightSelect
Flexhome Ukrainian Village - 2Br - Convenient Walkability
Flexhome Ukrainian Village - 2Br - Convenient Walkability
Map2.5 mi from City Centre1.1 mi from Union Park
FromUS$ 298 /nightSelect
Amazing 3Br 3 Ba Property In Chicago
Amazing 3Br 3 Ba Property In Chicago
Map2.4 mi from City Centre1600 yd from United Center
FromUS$ 413 /nightSelect
Flexhome Wicker Park - Stylish 2Br - Sleeps 6
Flexhome Wicker Park - Stylish 2Br - Sleeps 6
Map2.9 mi from City Centre
FromUS$ 629 /nightSelect
Luxurious 3Bd Penthouse L Private Patio L Gym L Stunning Rooftop
Luxurious 3Bd Penthouse L Private Patio L Gym L Stunning Rooftop
Map1.6 mi from City Centre1800 yd from Union Park
Select
Wicker Park 1-Br Walk To Train & Grocery Easy Downtown Access
Wicker Park 1-Br Walk To Train & Grocery Easy Downtown Access
Map2.4 mi from City Centre
FromUS$ 243 /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 Centre1600 yd from Union Park
FromUS$ 283 /nightSelect
Flexhome West Town - Spacious 2Br Duplex - Sleeps 8
Flexhome West Town - Spacious 2Br Duplex - Sleeps 8
Map1.7 mi from City Centre1500 yd from Union Park
FromUS$ 265 /nightSelect
1 Free Parking Sleeps 10
1 Free Parking Sleeps 10
Map3.1 mi from City Centre
FromUS$ 301 /nightSelect
Cozy Vintage Chicago Apartment Near Downtown
Cozy Vintage Chicago Apartment Near Downtown
Map3.0 mi from City Centre
Select
Flexhome East Village - Modern 2Br - Quiet Street
Flexhome East Village - Modern 2Br - Quiet Street
Map2.2 mi from City Centre1700 yd from Union Park
Select
Flexhome West Town - Spacious 2Br Duplex - Sleeps 8
Flexhome West Town - Spacious 2Br Duplex - Sleeps 8
Map1.7 mi from City Centre1500 yd from Union Park
Select
Brand New 3Br Chicago Retreat Near Fulton Market And United Center
Brand New 3Br Chicago Retreat Near Fulton Market And United Center
Map1.9 mi from City Centre900 yd from Union Park
Select
Chicago Stay 3 King Beds Near Wicker Park
Chicago Stay 3 King Beds Near Wicker Park
Map2.4 mi from City Centre
Select
Flexhome Ukrainian Village 2Br - Private Balcony & Walkable Location
Flexhome Ukrainian Village 2Br - Private Balcony & Walkable Location
Map2.5 mi from City Centre1.1 mi from Union Park
FromUS$ 624 /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 1 910
⬇️ The lowest price
USD 153
💸 Average price for
Apartments
USD 547

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

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

Nauvoo2 vacation rentals
Schaumburg1 vacation rentals
Springfield8 vacation rentals
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