Vacation Rentals in West Town, IL: Compare 10+ Sites & Save

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2330 Best Vacation Rentals in West Town (Starting from $70)

Ukrainian Village 2BR Modern Apartment D1
Ukrainian Village 2BR Modern Apartment D1
Apartment
Chicago, IL, USA
0.4k from West Town center

Apartments, Accommodations, Lodgings, Places to stay

2 Bedrooms4 Guests
7.8

Good

5 reviews

$276
Average price / night
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Upscale 4BR Retreat: Wicker Park
Upscale 4BR Retreat: Wicker Park
Apartment
Chicago, IL, 60622, United States
0.1k from West Town center

Crib, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, TV

4 Bedrooms8 Guests
8.4

Very Good

8 reviews

$395
Average price / night
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Stylish 2BR stunner in unbeatable location
Stylish 2BR stunner in unbeatable location
Apartment
Chicago, IL, USA
0.4k from West Town center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay, Family, Self-catering

2 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$193
Average price / night
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Private Historic Coach House Wicker Park
Private Historic Coach House Wicker Park
House
Chicago, IL, 60622, United States
0.1k from West Town center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms5 Guests
10.0

Exceptional

69 reviews

$401
Average price / night
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Apt
Apt
Apartment
Chicago, IL, USA
0.4k from West Town center

Apartments, Accommodations, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$193
Average price / night
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Rest Easy in the East Village - Quiet Street Only Steps to Top Restaurants, Bars, and Public Transportation by AllSet Turnover
Rest Easy in the East Village - Quiet Street Only Steps to Top Restaurants, Bars, and Public Transportation by AllSet Turnover
House
Chicago, IL, 60622, United States
0.3k from West Town center

AC, Balcony, Dryer, Heater, Internet, Laundry, Microwave, No Smoking, Patio

1 Bedroom2 Guests
10.0

Exceptional

3 reviews

$358
Average price / night
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Designer Home in Ukrainian Village - Chicago
Designer Home in Ukrainian Village - Chicago
Apartment
West Town, Chicago, Illinois, USA
0.4k from West Town center

Parking, Internet, Air Conditioner

1 Bedroom3 Guests
10.0

Exceptional

1 reviews

$230
Average price / night
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UP-SCALE Wicker Park 4BD/3.5BA HOME (+garage)
UP-SCALE Wicker Park 4BD/3.5BA HOME (+garage)
House
Chicago, IL, 60622, United States
0.3k from West Town center

AC, Balcony, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms12 Guests
9.8

Exceptional

14 reviews

$1027
Average price / night
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Wicker Park 2BR Modern Apartment DV3
Wicker Park 2BR Modern Apartment DV3
Apartment
Chicago, IL, USA
0.5k from West Town center

Security/Safety, Air Conditioner, Internet, Fireplace/Heating, Child Friendly

2 Bedrooms5 Guests
9.0

Fabulous

18 reviews

$396
Average price / night
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Flexhome Ukrainian Village • 2BR • Convenient Walkability
Flexhome Ukrainian Village • 2BR • Convenient Walkability
Apartment
Chicago, IL, 60622, United States
0.4k from West Town center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms5 Guests
8.2

Very Good

10 reviews

$176
Average price / night
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Flexhome Ukrainian Village • 2BR • Walkable + Private Balcony
Flexhome Ukrainian Village • 2BR • Walkable + Private Balcony
Apartment
Chicago, IL, 60622, United States
0.4k from West Town center

AC, Balcony, Dryer, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms5 Guests
9.6

Exceptional

11 reviews

$166
Average price / night
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FRONTDESK Wicker Park 2 BR Apt with Laundry
FRONTDESK Wicker Park 2 BR Apt with Laundry
Apartment
Chicago, IL, USA
0.5k from West Town center

Air Conditioner, Internet

2 Bedrooms4 Guests
7.5

Good

8 reviews

$70
Average price / night
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Cozy & Modern 3BR Apartment - Division 201W 301W REP
Cozy & Modern 3BR Apartment - Division 201W 301W REP
Apartment
Chicago, IL, USA
0.5k from West Town center

Guest Services, Air Conditioner, Security/Safety, Internet, Child Friendly

3 Bedrooms6 Guests
8.1

Very Good

34 reviews

$808
Average price / night
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Ukrainian Village Hideaway
Ukrainian Village Hideaway
House
Chicago, IL, 60622, United States
0.4k from West Town center

AC, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

1 Bedroom4 Guests
9.8

Exceptional

10 reviews

$253
Average price / night
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Spacious & Stylish Home at the heart of Wicker Park
Spacious & Stylish Home at the heart of Wicker Park
Apartment
IL, USA
0.6k from West Town center

Apartments, Accommodations, Lodgings, Places to stay

4 Bedrooms14 Guests
10.0

Exceptional

1 reviews

$434
Average price / night
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Good Ol' Greystone, A Genuine Chicago Experience\n\n
Good Ol' Greystone, A Genuine Chicago Experience\n\n
House
Chicago, IL, 60622, United States
0.5k from West Town center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms8 Guests
New to Booking
$207
Average price / night
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Upscale Penthouse Private Balcony
Upscale Penthouse Private Balcony
House
Chicago, IL, USA
0.6k from West Town center

Cheap, Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Places to stay

2 Bedrooms4 Guests
8.5

Very Good

2 reviews

$377
Average price / night
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Flexhome Wicker Park • Stylish 2BR • Sleeps 6
Flexhome Wicker Park • Stylish 2BR • Sleeps 6
Apartment
Chicago, IL, 60622, United States
0.5k from West Town center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms6 Guests
9.6

Exceptional

4 reviews

$260
Average price / night
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East Village 2BR Modern Apartment H1
East Village 2BR Modern Apartment H1
Apartment
Chicago, IL, USA
0.6k from West Town center

Security/Safety, Air Conditioner, Internet, Fireplace/Heating, Child Friendly

2 Bedrooms4 Guests
8.1

Very Good

12 reviews

$295
Average price / night
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3BR Complete and Spacious Apt
3BR Complete and Spacious Apt
Apartment
Chicago, IL, 60622, United States
0.5k from West Town center

Crib, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, TV

3 Bedrooms6 Guests
8.6

Fabulous

14 reviews

$227
Average price / night
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Wicker Park 4bd 3ba, Steps from CTA, Parking Incl home
Wicker Park 4bd 3ba, Steps from CTA, Parking Incl home
House
Chicago, IL, USA
0.6k from West Town center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

4 Bedrooms7 Guests
New to Booking
$899
Average price / night
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Wicker Park 6bd 4ba, Steps from CTA, Parking Incl home
Wicker Park 6bd 4ba, Steps from CTA, Parking Incl home
House
Chicago, IL, USA
0.6k from West Town center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

6 Bedrooms12 Guests
New to Booking
$717
Average price / night
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Quiet Oasis Only Minutes from Downtown - Friendly Neighborhood! by AllSet Turnover
Quiet Oasis Only Minutes from Downtown - Friendly Neighborhood! by AllSet Turnover
Apartment
Chicago, IL, 60622, United States
0.5k from West Town center

AC, Crib, Heater, Internet, Microwave, No Smoking, Outdoor Space, TV

2 Bedrooms4 Guests
10.0

Exceptional

24 reviews

$314
Average price / night
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FRONTDESK Updated West Town 2 BR Apt with W&D
FRONTDESK Updated West Town 2 BR Apt with W&D
Apartment
Chicago, IL, USA
0.6k from West Town center

Air Conditioner, Internet

2 Bedrooms4 Guests
8.0

Good

8 reviews

$70
Average price / night
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Stunning Suite 2 @ Hotel Nemo Downtown
Stunning Suite 2 @ Hotel Nemo Downtown
Apartment
Chicago, IL, 60622, United States
0.5k from West Town center

AC, Dryer, Heater, Internet, Kitchen, Laundry, No Smoking, Room Service, TV

1 Bedroom2 Guests
New to Booking
$112
Average price / night
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Stunning Suite 4 @ Hotel Nemo Downtown
Stunning Suite 4 @ Hotel Nemo Downtown
Apartment
Chicago, IL, 60622, United States
0.5k from West Town center

AC, Dryer, Heater, Internet, Kitchen, Laundry, No Smoking, TV, Washer

1 Bedroom2 Guests
New to Booking
$104
Average price / night
Check Availability
Stunning Suite 1 @ Hotel Nemo Downtown
Stunning Suite 1 @ Hotel Nemo Downtown
Apartment
Chicago, IL, 60622, United States
0.5k from West Town center

AC, Dryer, Heater, Internet, Kitchen, Laundry, No Smoking, TV, Washer

1 Bedroom2 Guests
New to Booking
$103
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in West Town.

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Frequently Asked Questions

You can explore 2330 verified vacation rentals in West Town. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in West Town vary depending on the season, property size, and location. Rates typically start from around $70 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in West Town include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in West Town welcome pets. Currently, 21 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in West Town often include amenities such as Fireplace/Heating, Internet, and Kitchen. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.