Hermosa Holiday Rentals

Compare Villas, Resorts, & Rentals in Hermosa, Chicago, Illinois, USA

New Mid-Century Gem in Avondale - 2BR - Office - Free Parking
Apartment
Mid-Century Gem in Avondale - 2BR - Office - Free Parking
From CA $343 per night
10.0 (1 Review)
2 Bedrooms 4 Guests
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Well-Appointed Cozy Portage Park Apt, Dogs, Kids, Free Parking, 420 Compliant
Apartment
Well-Appointed Cozy Portage Park Apt, Dogs, Kids, Free Parking, 420 Compliant
From CA $149 per night
|
10.0 (10 Reviews)
3 Bedrooms 10 Guests
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Ray's Bucktown B&B
Bed & Breakfast
Ray's Bucktown B&B
From CA $281 per night
|
9.8 (370 Reviews)
1 Bedroom 2 Guests
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The Logandale: HUGE Mid-Century Home, sleeps 15
House
The Logandale: HUGE Mid-Century Home, sleeps 15
From CA $672 per night
|
10.0 (4 Reviews)
4 Bedrooms 15 Guests
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Chicago Avenue Inn
House
Chicago Avenue Inn
From CA $184 per night
7.0 (90 Reviews)
1 Bedroom 2 Guests
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Perfect Location Across from Park & Train Station
House
Perfect Location Across from Park & Train Station
From CA $1,020 per night
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10.0 (1 Review)
5 Bedrooms 13 Guests
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New Charming Garden Flat w/King Bed
House
Charming Garden Flat w/King Bed
From CA $252 per night
New
2 Bedrooms 2 Guests
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Pulaski Point Properties
Apartment
Pulaski Point Properties
From CA $262 per night
|
9.8 (32 Reviews)
3 Bedrooms 6 Guests
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New Artsy Chicago - 1BR/1BATH
Condo
Artsy Chicago - 1BR/1BATH
From CA $226 per night
New
1 Bedroom 4 Guests
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Irving Park updated vintage top unit 2-flat
Apartment
Irving Park updated vintage top unit 2-flat
From CA $445 per night
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9.8 (31 Reviews)
2 Bedrooms 6 Guests
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NEW LUXURY PENTHOUSE CONDO
Condo
NEW LUXURY PENTHOUSE CONDO
From CA $536 per night
10.0 (189 Reviews)
2 Bedrooms 9 Guests
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The Avondale Attic
Apartment
The Avondale Attic
From CA $167 per night
|
9.8 (12 Reviews)
1 Bedroom 4 Guests
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NEW LUXURY CONDO WITH PATIO DECK
Condo
NEW LUXURY CONDO WITH PATIO DECK
From CA $422 per night
10.0 (180 Reviews)
1 Bedroom 5 Guests
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Chic & Fully Furnished 2BR Apartment - Roscoe 1
Apartment
Chic & Fully Furnished 2BR Apartment - Roscoe 1
From CA $480 per night
|
9.7 (3 Reviews)
2 Bedrooms 4 Guests
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Bucktown Private Condo
Apartment
Bucktown Private Condo
From CA $210 per night
9.5 (23 Reviews)
2 Bedrooms 4 Guests
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Trendy 2BR Apartment in Logan Square!
Apartment
Trendy 2BR Apartment in Logan Square!
From CA $324 per night
10.0 (84 Reviews)
2 Bedrooms 5 Guests
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Modern & Furnished 2BR Apt with In-unit Laundry - Sunnyside 2E
Apartment
Modern & Furnished 2BR Apt with In-unit Laundry - Sunnyside 2E
From CA $486 per night
9.5 (4 Reviews)
2 Bedrooms 4 Guests
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Stylish, Inviting 2-BR near Logan Square and Wrigley Field
Apartment
Stylish, Inviting 2-BR near Logan Square and Wrigley Field
From CA $309 per night
10.0 (61 Reviews)
2 Bedrooms 4 Guests
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Ray's Bucktown Bed and Breakfast
Bed & Breakfast
Ray's Bucktown Bed and Breakfast
From CA $377 per night
|
9.4 (202 Reviews)
11 Bedrooms 31 Guests
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Entire Below Level Studio w/Private Sauna
Apartment
Entire Below Level Studio w/Private Sauna
From CA $301 per night
10.0 (54 Reviews)
1 Bedroom 3 Guests
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The Avondale Guesthouse
House
The Avondale Guesthouse
From CA $393 per night
|
9.4 (135 Reviews)
3 Bedrooms 6 Guests
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Stylish and Cute 2BR Apartment Near Wrigley!
Apartment
Stylish and Cute 2BR Apartment Near Wrigley!
From CA $383 per night
10.0 (45 Reviews)
2 Bedrooms 4 Guests
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Boho Bliss - 1Br, 1Bath w/Patio!
Apartment
Boho Bliss - 1Br, 1Bath w/Patio!
From CA $207 per night
9.2 (17 Reviews)
1 Bedroom 4 Guests
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UrbanEden Loft Apartment
Apartment
UrbanEden Loft Apartment
From CA $143 per night
9.2 (5 Reviews)
2 Bedrooms 4 Guests
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LOGAN SQUARE: Chic, Comfy 1st Floor 2 BDRM APT! Parking Incld!
House
LOGAN SQUARE: Chic, Comfy 1st Floor 2 BDRM APT! Parking Incld!
From CA $257 per night
10.0 (38 Reviews)
2 Bedrooms 6 Guests
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MAGNIFICENT NEW Home w/8 Beds & Free Parking
House
MAGNIFICENT NEW Home w/8 Beds & Free Parking
From CA $1,251 per night
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9.1 (6 Reviews)
4 Bedrooms 15 Guests
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Bright and Cozy 1BR Apartment in Logan Square!
Apartment
Bright and Cozy 1BR Apartment in Logan Square!
From CA $197 per night
10.0 (36 Reviews)
1 Bedroom 2 Guests
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Modern 2 Bedroom in Avondale
Apartment
Modern 2 Bedroom in Avondale
From CA $429 per night
|
9.0 (27 Reviews)
2 Bedrooms 4 Guests
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8 MILES FROM DOWNTOWN CHICAGO!
Apartment
8 MILES FROM DOWNTOWN CHICAGO!
From CA $331 per night
10.0 (35 Reviews)
2 Bedrooms 4 Guests
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Wicker Park 2BR Modern Apartment DV3
Apartment
Wicker Park 2BR Modern Apartment DV3
From CA $550 per night
9.0 (18 Reviews)
2 Bedrooms 5 Guests
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❤️ Stylish and Cozy 2BR in Logan Square!
Apartment
❤️ Stylish and Cozy 2BR in Logan Square!
From CA $266 per night
10.0 (35 Reviews)
2 Bedrooms 4 Guests
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3BR Spacious Apartment with In-Unit Laundry - Kedzie 3F
Apartment
3BR Spacious Apartment with In-Unit Laundry - Kedzie 3F
From CA $1,155 per night
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9.0 (4 Reviews)
3 Bedrooms 6 Guests
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Cozy Vintage Chicago Apartment near Downtown
Apartment
Cozy Vintage Chicago Apartment near Downtown
From CA $281 per night
10.0 (25 Reviews)
1 Bedroom 4 Guests
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Bucktown Private Condo
Condo
Bucktown Private Condo
From CA $526 per night
10.0 (11 Reviews)
2 Bedrooms 4 Guests
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Bucktown Condo Just Two Blocks from the L by AllSet Turnover
Condo
Bucktown Condo Just Two Blocks from the L by AllSet Turnover
From CA $305 per night
10.0 (11 Reviews)
2 Bedrooms 4 Guests
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Enjoy Chicago/suburbs 2BR townhouse fully equipped
House
Enjoy Chicago/suburbs 2BR townhouse fully equipped
From CA $361 per night
10.0 (10 Reviews)
2 Bedrooms 6 Guests
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2BR City Loft Sweeping Glass Views
Apartment
2BR City Loft Sweeping Glass Views
From CA $392 per night
10.0 (1 Review)
2 Bedrooms 6 Guests
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2BR Stylish Apartment in Avondale close to Shops - Roscoe 1W
Apartment
2BR Stylish Apartment in Avondale close to Shops - Roscoe 1W
From CA $338 per night
9.0 (3 Reviews)
2 Bedrooms 4 Guests
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The Robey, Chicago, a Member of Design Hotels
Hotel
The Robey, Chicago, a Member of Design Hotels
From CA $366 per night
|
9.2 (948 Reviews)
1 Bedroom 2 Guests
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Beautiful 1st floor apartment.
Apartment
Beautiful 1st floor apartment.
From CA $338 per night
10.0 (1 Review)
2 Bedrooms 5 Guests
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The Hotel at Midtown
Hotel
The Hotel at Midtown
From CA $445 per night
|
9.0 (784 Reviews)
1 Bedroom 2 Guests
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Quiet, family getaway. Puppers welcome!
House
Quiet, family getaway. Puppers welcome!
From CA $324 per night
10.0 (1 Review)
2 Bedrooms 4 Guests
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Logan Square Coach House
House
Logan Square Coach House
From CA $258 per night
|
8.7 (20 Reviews)
1 Bedroom 4 Guests
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8BR | Kids Room, Game Room, Gym & Theater
House
8BR | Kids Room, Game Room, Gym & Theater
From CA $1,797 per night
New
8 Bedrooms 18 Guests
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1BR City Loft With Modern Glass Views
Apartment
1BR City Loft With Modern Glass Views
From CA $319 per night
10.0 (1 Review)
1 Bedroom 4 Guests
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Red Robin Rentals - Wicker Park
Apartment
Red Robin Rentals - Wicker Park
From CA $428 per night
|
8.7 (15 Reviews)
3 Bedrooms 10 Guests
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Chic & Fully Furnished 2BR Apt!
Apartment
Chic & Fully Furnished 2BR Apt!
From CA $302 per night
10.0 (1 Review)
2 Bedrooms 4 Guests
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Walk to Train l Near attractions and ORD l Free Parking l Patio
Apartment
Walk to Train l Near attractions and ORD l Free Parking l Patio
From CA $185 per night
8.7 (3 Reviews)
2 Bedrooms 4 Guests
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Chic Studio in Heart of Chicago
Apartment
Chic Studio in Heart of Chicago
From CA $301 per night
10.0 (1 Review)
1 Bedroom 2 Guests
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Vibrant 1BR Apartment close to Dining - Cullom B3
Apartment
Vibrant 1BR Apartment close to Dining - Cullom B3
From CA $413 per night
8.3 (3 Reviews)
1 Bedroom 2 Guests
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Harmonious 2BR Apartment
Apartment
Harmonious 2BR Apartment
From CA $299 per night
10.0 (1 Review)
2 Bedrooms 4 Guests
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Cozy & Modern 3BR Apartment - Division 201W 301W REP
Apartment
Cozy & Modern 3BR Apartment - Division 201W 301W REP
From CA $1,123 per night
|
8.1 (34 Reviews)
3 Bedrooms 6 Guests
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Sunny & Stylish 2BR S
Apartment
Sunny & Stylish 2BR S
From CA $296 per night
10.0 (1 Review)
2 Bedrooms 3 Guests
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Wicker Park 2BR Modern Apartment DV3
Apartment
Wicker Park 2BR Modern Apartment DV3
From CA $556 per night
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8.0 (1 Review)
2 Bedrooms 5 Guests
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Cozy & Inviting 2BR Apartment
Apartment
Cozy & Inviting 2BR Apartment
From CA $296 per night
10.0 (1 Review)
2 Bedrooms 3 Guests
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1BR Homey Apt in Irving Park
Apartment
1BR Homey Apt in Irving Park
From CA $286 per night
10.0 (1 Review)
1 Bedroom 2 Guests
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A Hidden Gem, approx 15 mins to downtown Chicago!
House
A Hidden Gem, approx 15 mins to downtown Chicago!
From CA $131 per night
7.8 (25 Reviews)
1 Bedroom 2 Guests
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Cozy 1-Bedroom Apartment - Sunnyside 2N
Apartment
Cozy 1-Bedroom Apartment - Sunnyside 2N
From CA $275 per night
10.0 (1 Review)
1 Bedroom 2 Guests
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3BR Apt in Logan Square Walkable to Highlights - Central Park S6
Apartment
3BR Apt in Logan Square Walkable to Highlights - Central Park S6
From CA $943 per night
7.8 (19 Reviews)
3 Bedrooms 6 Guests
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iKlektik House/Robin
Apartment
iKlektik House/Robin
From CA $224 per night
10.0 (1 Review)
1 Bedroom 2 Guests
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Lively 3BR Apt in Chicago - Milwaukee N3
Apartment
Lively 3BR Apt in Chicago - Milwaukee N3
From CA $912 per night
7.7 (3 Reviews)
3 Bedrooms 6 Guests
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About Casai's Private Villas and Holiday Rentals in Hermosa

Discover more than 724 vacation rentals available in Hermosa. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Hermosa.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Hermosa, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Hermosa. On average, places to stay near Hermosa offer 736.83 ft², with nightly prices averaging CA $447.

With Casai, finding and comparing holiday rentals in Hermosa is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

Other Places to Stay in Hermosa, IL


Walt Disney House 664 Properties

Frequently Asked Questions About Hermosa?

What are the top holiday rentals in Hermosa?

How many Casai.ca holiday rentals are available in Hermosa?

As of 2025, Casai boasts over 724 properties listed in the Hermosa area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Hermosa.

Nearby Neighborhood (1)

Neighborhood Property Count
Logan Square Vacation Rentals in Chicago, Illinois 79

There are 724 Hermosa, IL Vacation Rentals

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