Gulf Blue Vacations - Vacation Rentals in Hermosa

LOGAN SQUARE: Chic, Comfy 1st Floor 2 BDRM APT! Parking Incld! From US $181
         

10.0 (38 Reviews)
House
  • Air Conditioner
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  • Pet Friendly
Bright and Cozy 1BR Apartment in Logan Square! From US $112
         

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Ray's Bucktown B&B From US $178
         

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9.8 (398 Reviews)
Bed & Breakfast
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  • Parking
  • Balcony/Terrace
Modern Logan Square Luxury: 5 bedroom - sleeps 16! From US $1,213
         

9.8 (53 Reviews)
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The Avondale Lower Level From US $243
         

9.6 (62 Reviews)
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NEW LUXURY PENTHOUSE CONDO From US $631
         

10.0 (210 Reviews)
Condo
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NEW LUXURY CONDO WITH PATIO DECK From US $395
         

10.0 (197 Reviews)
Condo
  • Air Conditioner
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  • Pet Friendly

Luxury Places to Stay in Hermosa

Over 875+ Luxury Places to Stay in or Near Hermosa
Stunning 5BR Home in Heart of Chicago with 2 Rooftops From US $2,234
         

The Grand Kimball Lodge, Logan Square, Sleeps 15 From US $1,765
         

10.0 (8 Reviews)
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  • Pet Friendly
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Greystone, 3500 sq ft, Rooftop Access, Sleeps 16 From US $1,740
         

10.0 (2 Reviews)
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Top-Rated Vacation Rentals with a Pool in Hermosa

Over 20+ Top-Rated Vacation Rentals with a Pool in or Near Hermosa
Quiet Area - Revamped Basement From US $359
         

10.0 (1 Review)
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iKlektik House/Robin From US $197
         

10.0 (1 Review)
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Cozy Family 3BR Oasis: Park, Private Yard, & BBQ! From US $433
         

9.8 (45 Reviews)
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Historic 1920s Private Bungalow Near Logan Square! From US $544
         

9.8 (40 Reviews)
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The Robey, Chicago, a Member of Design Hotels From US $235
         

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9.2 (1002 Reviews)
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The Hotel at Midtown From US $305
         

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9.0 (853 Reviews)
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The Hotel & Athletic Club at Midtown From US $1,255
         

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8.9 (166 Reviews)
Resort
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The Robey, Chicago, a Member of Design Hotels From US $423
         

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8.8 (249 Reviews)
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Pet-Friendly Vacation Rentals in Hermosa

Over 345+ Pet-Friendly Vacation Rentals in or Near Hermosa
Beautiful Roscoe Village/Hamlin Park 4 bed 3 bath. From US $689
         

10.0 (21 Reviews)
House
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  • Pet Friendly
Comfort West Urban Chicago loft house From US $284
         

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10.0 (5 Reviews)
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Lynx606 From US $238
         

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Bright Upper-Level 3BR Chicago King Walkable From US $606
         

10.0 (20 Reviews)
Apartment
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  • Pet Friendly
BoHo House - A Chic, 1903 Chicago Workers Cottage From US $629
         

10.0 (19 Reviews)
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  • Pet Friendly
Vital Urban: Spa Inspired Retreat From US $617
         

10.0 (12 Reviews)
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  • Pet Friendly
Modern & Bright Chicago City Escape From US $495
         

10.0 (12 Reviews)
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  • Pet Friendly
  • TV
Clean & sunny, 2bd, private deck, 15min to Wrigley! From US $252
         

10.0 (12 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Hermosa on PetFriendly.io

Large Vacation Homes & Villas in Hermosa

Over 129+ Large Vacation Homes & Villas in or Near Hermosa
Bee's Knees - Ritzy, 1924 Chicago Bungalow From US $712
         

10.0 (20 Reviews)
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The Logandale: HUGE Mid-Century Home, sleeps 15 From US $484
         

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10.0 (4 Reviews)
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NEW! Large/Beautiful Home with 6BDS/4BTH + Garage! From US $1,076
         

10.0 (9 Reviews)
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Queen Beds, EV Charging, Near Train: Luxury Stay From US $922
         

10.0 (8 Reviews)
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Beautiful duplex in the heart of bucktown. From US $596
         

10.0 (8 Reviews)
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  • Security/Safety
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Wheelchair Accessible Vacation Homes in Hermosa

Over 40+ Wheelchair Accessible Vacation Homes in or Near Hermosa
The Cornerstone - Designer 4BR Flat in Bucktown/WP From US $960
         

10.0 (11 Reviews)
Apartment
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  • Wheelchair Accessible
Ray's Bucktown Bed and Breakfast From US $271
         

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9.5 (161 Reviews)
Bed & Breakfast
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2BR City Suite w/Amazing Glass Views From US $503
         

10.0 (4 Reviews)
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  • Pet Friendly
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Modern 1 King City Escape From US $373
         

10.0 (4 Reviews)
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  • Pet Friendly
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1BR City Loft With Modern Glass Views From US $353
         

9.6 (7 Reviews)
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New, Modern 1 King City Escape From US $377
         

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Family Fun Haven Summ From US $237
         

10.0 (1 Review)
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Hermosa Vacation Rentals and Airbnb Places to Stay Under $200

Over 300+ Hermosa Vacation Rentals and Airbnb Places to Stay Under $200
Two Bedroom Garden Apartment From US $185
         

10.0 (1 Review)
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Chicago Avenue Inn From US $158
         

7.0 (101 Reviews)
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King Comfort apartment, Quiet, Clean, AC & WiFi From US $136
         

10.0 (5 Reviews)
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  • TV
  • Security/Safety
Cozy 1 Bedroom Apt near Logan Sq Chicago From US $200
         

10.0 (2 Reviews)
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✨ Beautiful 2BR Apartment with Laundry From US $170
         

10.0 (2 Reviews)
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The Avondale Attic From US $82
         

10.0 (2 Reviews)
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Instantly Bookable Vacation Homes in Hermosa

Over 446+ Instantly Bookable Vacation Homes in or Near Hermosa
Entire Below Level Studio w/Private Sauna From US $280
         

10.0 (74 Reviews)
Apartment
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  • Parking
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Family-friendly, stylish Chicago Apartment in Logan Square From US $341
         

Large 3BR/2BA Duplex King Parking From US $683
         

10.0 (7 Reviews)
Apartment
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  • Pet Friendly
2 Mi to Logan Square: Pet-Friendly Urban Oasis! From US $244
         

10.0 (7 Reviews)
Apartment
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  • Parking
  • Pet Friendly

About Hermosa Vacation Rentals

With more than 884 Hermosa vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Gulfbluevacations and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Hermosa.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Gulfbluevacations Hermosa, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Hermosa. Places to stay near Hermosa are 767.32 ft² on average, with prices averaging US $366 a night.

Gulfbluevacations makes it easy and safe to find and compare vacation rentals in Hermosa with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Hermosa

Type Count
Holiday Apartments 605
Vacation Homes 208
Hotels 13
B&B 3
Cottages 1
Hostels 1
Resorts 1

Use these Quick Filters to Find a Vacation Rental in Hermosa

Pro Tip: Gulfbluevacations makes it easy to compare the best listings on Gulfbluevacations homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Gulfbluevacations homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Hermosa.

Weather in Hermosa

View the weather forecast for Hermosa before booking your Hermosa Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Other Places to Stay Near Hermosa, IL


Hermosa Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Hermosa?
How many vacation rentals are available in Hermosa?

Currently, the total number of properties listed in 2026 is over 884 in the Hermosa area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Hermosa.