1. What are the top holiday rentals in Hermosa?

With numerous options available in Hermosa, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Vacation Rentals in Hermosa: NEW LUXURY PENTHOUSE CONDO NEW LUXURY CONDO WITH PATIO DECK Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE! Wicker Park 3 Bedroom. Top floor Historic Greystone. Near Damen El Stop. Trendy 2BR Apartment in Logan Square! Stylish, Inviting 2-BR near Logan Square and Wrigley Field Family-friendly, stylish Chicago Apartment in Logan Square Entire Below Level Studio w/Private Sauna Spacious 3 bedroom in ideal Roscoe village location Stylish and Cute 2BR Apartment Near Wrigley!

Hermosa Holiday Rentals

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

New

Apartment

Spacious Retro Apartment in Logan Square

From US $301 per night

10.0 (1 Review)

4 Bedrooms 9 Guests

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House

The Logandale: HUGE Mid-Century Home, sleeps 15

From US $484 per night

10.0 (4 Reviews)

4 Bedrooms 15 Guests

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Bed & Breakfast

Ray's Bucktown B&B

From US $190 per night

9.8 (381 Reviews)

1 Bedroom 2 Guests

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New

Apartment

1 Free Parking, Sleeps 10

From US $347 per night

New

3 Bedrooms 10 Guests

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Apartment

Stylish & Bright Gem Overlooks Lovely Park with Great Amenities

From US $249 per night

10.0 (2 Reviews)

3 Bedrooms 6 Guests

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House

Chicago Avenue Inn

From US $91 per night

7.0 (97 Reviews)

1 Bedroom 2 Guests

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New

Apartment

Stylish 2 Bedroom Aparment with Games and Free Parking

From US $234 per night

New

2 Bedrooms 4 Guests

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Apartment

Cozy, Spacious Self-checkin Apartment in Chicago I Car Rental Available

From US $145 per night

10.0 (2 Reviews)

2 Bedrooms 5 Guests

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House

Sleeps 18 8BR Game Room Gym Theater

From US $857 per night

New

9 Bedrooms 2 Guests

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New

Apartment

Spacious 3-bedroom retreat in West Logan with modern amenities, perfect for families looking to relax and explore vibrant Logan Square.

From US $184 per night

New

1 Bedroom 6 Guests

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House

Perfect Location Across from Park & Train Station

From US $734 per night

10.0 (1 Review)

5 Bedrooms 13 Guests

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New

Apartment

Charming 1BR, Chicago Northside in fabulous Chicago with AC.

From US $127 per night

New

1 Bedroom 2 Guests

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House

Heart Of Humboldt Park Near Downtown Chicago

From US $275 per night

10.0 (1 Review)

3 Bedrooms 12 Guests

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New

House

Modern 4-Bedroom Home – Newly Built - Sleeps 10!

From US $528 per night

New

4 Bedrooms 10 Guests

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Apartment

The Solar Lodge Albany Park, 2bdrm, 1 bath eclectic premium private apt

From US $400 per night

10.0 (1 Review)

1 Bedroom 4 Guests

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Condo

NEW LUXURY PENTHOUSE CONDO

From US $387 per night

10.0 (199 Reviews)

2 Bedrooms 9 Guests

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Apartment

Designer Apt Billiards Private Patio 1 Parking

From US $516 per night

10.0 (1 Review)

3 Bedrooms 10 Guests

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Condo

NEW LUXURY CONDO WITH PATIO DECK

From US $293 per night

10.0 (187 Reviews)

1 Bedroom 5 Guests

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Apartment

Spacious & Stylish Home at the heart of Wicker Park

From US $435 per night

10.0 (1 Review)

4 Bedrooms 14 Guests

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Apartment

Trendy 2BR Apartment in Logan Square!

From US $172 per night

10.0 (87 Reviews)

2 Bedrooms 5 Guests

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Apartment

Pulaski Point Properties

From US $189 per night

9.8 (32 Reviews)

3 Bedrooms 6 Guests

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Apartment

Stylish, Inviting 2-BR near Logan Square and Wrigley Field

From US $189 per night

10.0 (64 Reviews)

2 Bedrooms 4 Guests

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Apartment

Irving Park updated vintage top unit 2-flat

From US $320 per night

9.8 (31 Reviews)

2 Bedrooms 6 Guests

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Apartment

Entire Below Level Studio w/Private Sauna

From US $188 per night

10.0 (58 Reviews)

1 Bedroom 3 Guests

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Apartment

The Avondale Attic

From US $120 per night

9.8 (12 Reviews)

1 Bedroom 4 Guests

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Apartment

Stylish and Cute 2BR Apartment Near Wrigley!

From US $175 per night

10.0 (50 Reviews)

2 Bedrooms 4 Guests

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House

Prime Avondale

From US $155 per night

9.8 (5 Reviews)

1 Bedroom 4 Guests

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Apartment

❤️ Stylish and Cozy 2BR in Logan Square!

From US $152 per night

10.0 (41 Reviews)

2 Bedrooms 4 Guests

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Apartment

Chic & Fully Furnished 2BR Apartment - Roscoe 1

From US $345 per night

9.7 (3 Reviews)

2 Bedrooms 4 Guests

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House

LOGAN SQUARE: Chic, Comfy 1st Floor 2 BDRM APT! Parking Incld!

From US $195 per night

10.0 (38 Reviews)

2 Bedrooms 6 Guests

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House

The Avondale Guesthouse

From US $283 per night

9.5 (131 Reviews)

3 Bedrooms 6 Guests

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Apartment

8 MILES FROM DOWNTOWN CHICAGO!

From US $224 per night

10.0 (37 Reviews)

2 Bedrooms 4 Guests

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Apartment

Bucktown Private Condo

From US $151 per night

9.5 (23 Reviews)

2 Bedrooms 4 Guests

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Apartment

Bright and Cozy 1BR Apartment in Logan Square!

From US $109 per night

10.0 (37 Reviews)

1 Bedroom 2 Guests

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Apartment

Modern & Furnished 2BR Apt with In-unit Laundry - Sunnyside 2E

From US $350 per night

9.5 (4 Reviews)

2 Bedrooms 4 Guests

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Apartment

Bright 2 bed conveniently located in the heart of Logan Square with easy parking

From US $154 per night

10.0 (35 Reviews)

2 Bedrooms 4 Guests

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Apartment

2BR w Workspace and Coffee Bar Near Transit

From US $296 per night

9.5 (2 Reviews)

2 Bedrooms 5 Guests

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Apartment

The Logan Square Guest House - Classic Vintage Comfort With Free Parking!

From US $329 per night

10.0 (31 Reviews)

2 Bedrooms 5 Guests

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Apartment

2BR City Loft Sweeping Glass Views

From US $294 per night

9.5 (2 Reviews)

2 Bedrooms 6 Guests

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Apartment

Cozy Vintage Chicago Apartment near Downtown

From US $142 per night

10.0 (27 Reviews)

1 Bedroom 4 Guests

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Condo

Bucktown Private Condo

From US $336 per night

10.0 (14 Reviews)

2 Bedrooms 4 Guests

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House

Enjoy Chicago/suburbs 2BR townhouse fully equipped

From US $209 per night

10.0 (12 Reviews)

2 Bedrooms 6 Guests

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Condo

Bucktown Condo Just Two Blocks from the L by AllSet Turnover

From US $187 per night

10.0 (12 Reviews)

2 Bedrooms 4 Guests

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Apartment

Tranquil Portage Park Stay

From US $132 per night

10.0 (12 Reviews)

1 Bedroom 2 Guests

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Apartment

NEW, clean & sunny, 2bd, private deck, 15min to Wrigley!

From US $230 per night

10.0 (11 Reviews)

2 Bedrooms 6 Guests

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Apartment

Chic Studio with WiFi and AC in Beautiful Chicago

From US $418 per night

10.0 (1 Review)

1 Bedroom 3 Guests

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Bed & Breakfast

Ray's Bucktown Bed and Breakfast

From US $271 per night

9.4 (202 Reviews)

11 Bedrooms 31 Guests

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House

Theater Game Room Gym Firepit 4BR Home

From US $507 per night

New

5 Bedrooms 2 Guests

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House

Modern 2-bedroom townhome in Chicago with private patio

From US $370 per night

10.0 (1 Review)

2 Bedrooms 9 Guests

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Apartment

UrbanEden Loft Apartment

From US $103 per night

9.4 (7 Reviews)

2 Bedrooms 4 Guests

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Hotel

The Robey, Chicago, a Member of Design Hotels

From US $244 per night

9.2 (1001 Reviews)

1 Bedroom 2 Guests

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Apartment

New, Modern 1BR Lux City Escape

From US $283 per night

10.0 (1 Review)

1 Bedroom 4 Guests

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Apartment

Stylish 3Bedroom Aparment w Games & Free Parking

From US $162 per night

9.3 (6 Reviews)

3 Bedrooms 6 Guests

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Hotel

The Hotel at Midtown

From US $336 per night

9.0 (828 Reviews)

1 Bedroom 2 Guests

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Condo

Sleek Avondale Condo - King and Queen + Spa Bath + Garage + Sass

From US $268 per night

10.0 (1 Review)

2 Bedrooms 4 Guests

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Apartment

Modern 2 Bedroom in Avondale

From US $309 per night

9.2 (29 Reviews)

2 Bedrooms 4 Guests

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House

Quiet, family getaway. Puppers welcome!

From US $246 per night

10.0 (1 Review)

2 Bedrooms 4 Guests

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Apartment

Boho Bliss - 1Br, 1Bath w/Patio!

From US $149 per night

9.2 (17 Reviews)

1 Bedroom 4 Guests

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Apartment

The BuckLogan Nest, Sleeps 6, Walk to Blue Line

From US $238 per night

10.0 (1 Review)

2 Bedrooms 6 Guests

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Apartment

2BR Stylish Apartment in Avondale close to Shops - Roscoe 1W

From US $243 per night

9.2 (4 Reviews)

2 Bedrooms 4 Guests

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Apartment

Cozy 1-Bedroom Apartment - Sunnyside 2N

From US $213 per night

10.0 (1 Review)

1 Bedroom 2 Guests

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House

Logan Square Coach House

From US $186 per night

9.1 (28 Reviews)

1 Bedroom 4 Guests

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Apartment

Cozy & Inviting 2BR Apartment

From US $211 per night

10.0 (1 Review)

2 Bedrooms 3 Guests

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House

MAGNIFICENT NEW Home w/8 Beds & Free Parking

From US $900 per night

9.1 (6 Reviews)

4 Bedrooms 15 Guests

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Apartment

2BR Cozy & Functional Unit

From US $204 per night

10.0 (1 Review)

2 Bedrooms 4 Guests

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Apartment

Wicker Park 2BR Modern Apartment DV3

From US $396 per night

9.0 (18 Reviews)

2 Bedrooms 5 Guests

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Apartment

Warm & Stylish 2BR Apt

From US $194 per night

10.0 (1 Review)

2 Bedrooms 3 Guests

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Apartment

3BR Spacious Apartment with In-Unit Laundry - Kedzie 3F

From US $831 per night

9.0 (4 Reviews)

3 Bedrooms 6 Guests

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Apartment

Stylish 1BR Stay in Irving Vibes

From US $179 per night

10.0 (1 Review)

1 Bedroom 2 Guests

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Apartment

1BR City Loft With Modern Glass Views

From US $393 per night

9.0 (2 Reviews)

1 Bedroom 4 Guests

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Apartment

1 Mi to Blue Line: Pet-Friendly Unit in Chicago!

From US $166 per night

10.0 (1 Review)

2 Bedrooms 4 Guests

GET THE BEST PRICE

Apartment

Radiant 2BR Apt near Shops - Springfield 04-2

From US $259 per night

9.0 (1 Review)

2 Bedrooms 4 Guests

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About Casai's Private Villas and Holiday Rentals in Hermosa

Discover more than 766 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 746.19 ft², with nightly prices averaging US $306.

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

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Frequently Asked Questions About Hermosa?

What are the top holiday rentals in Hermosa?

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

As of 2025, Casai boasts over 766 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.