Cottage Romance - Vacation Rentals in Windsor Square

Exquisite Hollywood Hills Retreat From US $1,288
         

10.0 (12 Reviews)
Villa
  • Air Conditioner
  • TV
  • Security/Safety
$3M Modern Hollywood New Construction Villa Oasis From US $495
         

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10.0 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Curson Modern - Modern Beverly Grove Masterpiece From US $1,508
         

10.0 (6 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
LOVELY RESTORED VILLA NEAR BEVERLY HILLS From US $272
         

10.0 (4 Reviews)
Villa
  • Air Conditioner
  • Parking
  • TV
Casa Patricia by Oraklus From US $788
         

10.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Pool

Luxury Places to Stay in Windsor Square

Over 3910+ Luxury Places to Stay in or Near Windsor Square
Hollywood Heights - High-Rise with Panoramic Views From US $11,512
         

Modern Vintage compound 11 bedrooms 12 1/2 BA From US $5,854
         

10.0 (1 Review)
House
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  • Parking
  • Pet Friendly
Howard Hughes Estate From US $5,678
         

New
Apartment
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Glencoe From US $3,503
         

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New
Apartment
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Ciento Cielos From US $3,222
         

10.0 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
MODERN VILLA IN HEART OF WEST HOLLYWOOD From US $2,885
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Windsor Square

Over 1001+ Top-Rated Vacation Rentals with a Pool in or Near Windsor Square
Hollywood Hills Spanish Contemporary - Ask About Monthly Specials From US $724
         

Modern Luxury Bungalow with a Pool in Larchmont Village From US $1,025
         

10.0 (27 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Stunning Home - Pool & Hot Tub - Fire Pit From US $2,027
         

10.0 (15 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Windsor Square

Over 1694+ Pet-Friendly Vacation Rentals in or Near Windsor Square
WeHo deluxe 2 x 2 plus 2 car parking From US $199
         

2.0 (2 Reviews)
Apartment
  • Air Conditioner
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  • Pet Friendly
Casa Sycamore by Oraklus From US $1,253
         

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New
House
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Luxurious Hollywood living at its finest From US $352
         

9.8 (11 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Classic & Central Hollywood Retreat with Porch and Garden From US $127
         

9.4 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Escape the Cold to LA 20% Off til 12/31 From US $850
         

10.0 (51 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV
Explore Silver Lake from Designer Hillside Retreat From US $529
         

10.0 (29 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Windsor Square

Over 543+ Large Vacation Homes & Villas in or Near Windsor Square
Luxury West Hollywood Mansion II From US $2,500
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pool
Stylish Los Angeles 4-Bedroom Retreat with Free AC, WiFi & Parking From US $647
         

Hollywood Hills 5BR Villa with Incredible Views From US $941
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
NEW Modern Oasis off Melrose - Rooftop - Pool From US $1,895
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
West Hollywood Retreat: Pool, Chef's Kitchen & More! From US $1,620
         

Wheelchair Accessible Vacation Homes in Windsor Square

Over 883+ Wheelchair Accessible Vacation Homes in or Near Windsor Square
Alex 2BD Haven in Hollywood!Free parking and pool! From US $408
         

10.0 (10 Reviews)
Bed & Breakfast
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  • TV
Gold Diggers Hotel From US $169
         

9.4 (27 Reviews)
Hotel
  • Air Conditioner
  • Wheelchair Accessible
  • Accessibility
Retro Chic Studio Near DTLA! From US $89
         

10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Comfy Sunlit Queen Studio! Pet friendly! Near DTLA From US $94
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Chic 1BD Oasis in West Hollywood!Free Parking From US $305
         

10.0 (3 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Free indoor Parking in Downtown Los Angeles. From US $103
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Fancy Studio for 2 in DTLA! From US $92
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV

Windsor Square Varoom and Airbnb Places to Stay Under $200

Over 1506+ Windsor Square Varoom and Airbnb Places to Stay Under $200
Modern Hostel in Los Angeles From US $50
         

5.3 (52 Reviews)
House
  • Air Conditioner
  • Kitchen
Downtown LA Escape From US $175
         

10.0 (1 Review)
House
  • Parking
  • Bedding/Linens
  • Wellness Facilities
Central Home And Garden, Gated Parking, WiFi From US $116
         

Beverly Grove Garden Suite From US $197
         

10.0 (276 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
kasa Los Feliz From US $114
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • TV
  • View

Instantly Bookable Vacation Homes in Windsor Square

Over 1918+ Instantly Bookable Vacation Homes in or Near Windsor Square
Luxurious Guesthouse in West Hollywood From US $225
         

9.8 (12 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
The House Up in the Hills From US $726
         

10.0 (148 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Spanish Home in the Heart of Weho From US $202
         

9.2 (41 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Come stay at a Very Special Place From US $499
         

10.0 (60 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Classic Hollywood Hills Living with Amazing Views ~1200sf From US $230
         

About Windsor Square Vacation Rentals

With more than 158 Windsor Square 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 Windsor Square.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Cottageromance Windsor Square, 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 Windsor Square. Places to stay near Windsor Square are 1677.84 ft² on average, with prices averaging $1,179 a night.

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

Type Count
Villas 129
Cottages 14
Vacation Homes 12
Cabin Rentals 2
Holiday Apartments 1

Use these Quick Filters to Find a Vacation Rental in Windsor Square

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 Windsor Square.

Weather in Windsor Square

View the weather forecast for Windsor Square before booking your Windsor Square 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