Cottage Romance - Vacation Rentals in Glendale

Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10 From US $271
         

Amazing Place to stay near Downtown Chicago! From US $100
         

DoubleTree by Hilton Chicago Midway Airport From US $231
         

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9.2 (1000 Reviews)
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  • Air Conditioner
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  • Pool
Stylish comfortable 3BR with tons of natural light From US $271
         

Cozy 3 Bedroom Family Sized Duplex/9 mins from Midway airport! From US $271
         

10.0 (1 Review)
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3BR Monthly Rental Near Midway Airport/Downtown From US $184
         

10.0 (1 Review)
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  • Air Conditioner
  • Pet Friendly
  • TV
Cozy Urban Retreat Near Midway – Perfect for Travelers! From US $177
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace

Luxury Places to Stay in Glendale

Over 96+ Luxury Places to Stay in or Near Glendale
Spacious 5-bedroom bungalow in delightful Chicago with AC, WiFi From US $394
         

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Smokers Preferred-Spacious 3-bedroom apartment with WiFi, AC in awesome Chicago From US $370
         

8.0 (3 Reviews)
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Super Paradise Chicago From US $369
         

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Your Home Away from home -12 mins from Downtown From US $350
         

9.4 (3 Reviews)
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Hampton Inn Chicago-Midway Airport From US $339
         

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7.9 (317 Reviews)
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  • Pet Friendly
Chicago Marriott Midway From US $272
         

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7.9 (168 Reviews)
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  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Glendale

Over 13+ Top-Rated Vacation Rentals with a Pool in or Near Glendale
Hyatt Place Chicago Midway Airport From US $202
         

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9.0 (1193 Reviews)
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Residence Inn Marriott Chicago Midway From US $215
         

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8.8 (630 Reviews)
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DoubleTree by Hilton Chicago Midway Airport, IL From US $198
         

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8.8 (163 Reviews)
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  • Air Conditioner
  • Pool
  • Designated Smoking Area
Residence Inn Chicago Midway Airport From US $217
         

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8.8 (99 Reviews)
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Hyatt Place Chicago Midway Airport From US $181
         

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8.6 (769 Reviews)
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Hilton Garden Inn Chicago/Midway Airport From US $176
         

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8.4 (1000 Reviews)
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Chicago Marriott Midway From US $210
         

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8.4 (961 Reviews)
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Fairfield Inn and Suites by Marriott Chicago Midway Airport From US $157
         

Pet-Friendly Vacation Rentals in Glendale

Over 34+ Pet-Friendly Vacation Rentals in or Near Glendale
W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade From US $238
         

Quiet 1BR, Eat-In Kitchen, Close to Midway From US $200
         

8.0 (14 Reviews)
Apartment
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  • Pet Friendly
Small hidden Gem. Location! From US $145
         

8.8 (18 Reviews)
Apartment
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Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6 From US $248
         

8.6 (21 Reviews)
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Stylish & Comfy Stay: Close to Downtown From US $101
         

4.0 (1 Review)
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Slick, Modern Retreat Near Downtown Sleeps 8 From US $266
         

Spacious 1BR - Free Parking, Golf & Midway Access From US $214
         

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See More Pet-Friendly Vacation Rentals in Glendale on PetFriendly.io

Large Vacation Homes & Villas in Glendale

Over 6+ Large Vacation Homes & Villas in or Near Glendale
Spacious 4-bedroom apartment with AC and WiFi in terrific Chicago From US $243
         

Large Group Home From US $228
         

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Beautiful Apartment in Chicago From US $167
         

New
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Dalia Flat - Sleeps 10 - 10 minutes to Downtown From US $238
         

8.8 (15 Reviews)
Apartment
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Wheelchair Accessible Vacation Homes in Glendale

Over 10+ Wheelchair Accessible Vacation Homes in or Near Glendale
Holiday Inn Express & Suites Chicago-Midway Airport by IHG From US $199
         

8.0 (278 Reviews)
Hotel
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  • Wheelchair Accessible
Fairfield Inn & Suites Chicago Midway Airport From US $149
         

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7.9 (272 Reviews)
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  • Pet Friendly
Hampton Inn by Hilton Chicago-Midway Airport From US $198
         

8.6 (1254 Reviews)
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  • TV
Sleep Inn Midway Airport From US $116
         

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7.7 (644 Reviews)
Hotel
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  • Pet Friendly
Sleep Inn Midway Airport Bedford Park From US $133
         

8.0 (1897 Reviews)
Hotel
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Hilton Garden Inn Chicago/Midway Airport From US $220
         

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7.5 (260 Reviews)
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Courtyard Chicago Midway Airport From US $230
         

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7.5 (196 Reviews)
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  • Pet Friendly

Glendale Vacation Rentals and Airbnb Places to Stay Under $200

Over 36+ Glendale Vacation Rentals and Airbnb Places to Stay Under $200
Midway Gem: Comfort and Transportationn From US $165
         

New
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Condo Apartment Near Midway Airport From US $139
         

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8.4 (15 Reviews)
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Carlton Inn Midway From US $126
         

6.2 (1006 Reviews)
Hotel
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Chic & Cozy Chicago Stay Close to Downtown From US $107
         

Stylish & Comfy Stay Close to Downtown From US $101
         

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Cozy Spacious Garden Unit From US $141
         

8.0 (13 Reviews)
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Instantly Bookable Vacation Homes in Glendale

Over 26+ Instantly Bookable Vacation Homes in or Near Glendale
Cozy 2- bedroom w/patio mins from Midway Airport From US $205
         

9.8 (12 Reviews)
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  • TV
Luxurious 3Br with parking on premises 🌔 From US $252
         

9.2 (14 Reviews)
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  • Air Conditioner
  • Parking
  • TV
Chicago Stay Near Midway Airport & Orange Line From US $202
         

Charming 2-bedroom townhome in brilliant Chicago with WiFi, AC From US $286
         

10.0 (1 Review)
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  • Pet Friendly
  • Security/Safety
2-bedroom apartment in charming Chicago with WiFi, AC From US $228
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Security/Safety
  • Fireplace/Heating
5 minutes from Midway Int'l Airport Single Family Home. From US $219
         

9.4 (6 Reviews)
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  • Parking
  • Balcony/Terrace

About Glendale Vacation Rentals

With more than 105 Glendale vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Cottageromance 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 Glendale.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Cottageromance Glendale, 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 Glendale. Places to stay near Glendale are 254.32 ft² on average, with prices averaging US $202 a night.

Cottageromance makes it easy and safe to find and compare vacation rentals in Glendale 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 Glendale

Type Count
Holiday Apartments 55
Hotels 24
Vacation Homes 24

Use these Quick Filters to Find a Vacation Rental in Glendale

Pro Tip: Cottageromance makes it easy to compare the best listings on Cottageromance homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Cottageromance 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 Glendale.

Weather in Glendale

View the weather forecast for Glendale before booking your Glendale 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

Glendale Vacation Rental Frequently Asked Questions

How many vacation rentals are available in Glendale?

Currently, the total number of properties listed in 2026 is over 105 in the Glendale area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Glendale.