Discover Your Perfect Windsor Square Vacation Homes

Best Vacation Homes in Windsor Square

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Windsor Square Luxury Rentals

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Windsor Square Pet Friendly Vacation Rentals

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Why Choose Rent By Owner for your Windsor Square Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Windsor Square Vacation Rentals

Where are the best neighborhoods to stay in Windsor Square?

Windsor Square offers a charming and centrally located neighborhood in Los Angeles, California, ideal for those seeking a comfortable and convenient stay. When you choose to stay here, you'll find yourself immersed in a quiet, tree-lined community that provides easy access to the vibrant amenities of Los Angeles. Its proximity to popular attractions and cultural points makes Windsor Square an excellent choice for travelers looking to explore the city while enjoying a peaceful, welcoming environment. Booking your vacation rentals in this neighborhood ensures a reliable and seamless experience, giving you peace of mind throughout your visit to Los Angeles.

Downtown Los Angeles

Staying near the heart of the city provides easy access to vibrant nightlife, cultural venues, and essential transportation hubs. This area offers a dynamic atmosphere for exploring the region's diverse attractions.

View 1756+ Rentals in Downtown Los Angeles

Wilshire

The Wilshire neighborhood combines elegance with convenience, making it an ideal choice for those seeking proximity to upscale dining, shopping, and entertainment options within the region.

View 221+ Rentals in Wilshire

Mid-Wilshire

In the midst of the action, this area offers a blend of residential charm and accessibility to major cultural landmarks, perfect for experiencing the local vibe while enjoying comfort.

View 142+ Rentals in Mid-Wilshire

Larchmont Village

Known for its quaint atmosphere, this neighborhood features boutique shops and cozy cafes, providing a relaxed setting close to popular city amenities.

View 3772+ Rentals in Larchmont Village

Greater Wilshire - Hancock Park

This historic district boasts beautiful architecture and a peaceful ambiance, ideal for guests looking for a charming and sophisticated environment nearby the city’s highlights.

View 54+ Rentals in Greater Wilshire - Hancock Park

Larchmont

A desirable area that offers an inviting community feel with easy access to local shops and parks, making it a comfortable base for exploring the region.

View 1320+ Rentals in Larchmont

Wilshire Center

Strategically located, this neighborhood provides a bustling urban experience with convenient connections to the surrounding neighborhoods and attractions.

View 221+ Rentals in Wilshire Center

Best Times to Visit Windsor Square

When should you plan your Vacation Rentals stay?

To make the most of your stay in Windsor Square, Los Angeles, California, selecting the right time to visit can enhance your experience and ensure you enjoy this vibrant area at its best.

Peak Season Highlights

spring
Spring (March to May)

During spring, the area experiences mild temperatures and blooming scenery, making it ideal for exploring local neighborhoods and outdoor activities.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 50°F to 60°F
autumn
Fall (September to November)

Fall offers pleasant weather with fewer crowds, providing a peaceful environment to enjoy the region's cultural attractions and outdoor walks.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 55°F to 65°F

Off-Season Highlights

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Summer (June to August)

Summer is the warmest time here, with higher temperatures that are perfect for enjoying the outdoors but may draw more visitors to the area.

Average Temperature Daytime: 85°F to 95°F - Nighttime: 65°F to 75°F
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Winter (December to February)

In winter, cooler temperatures create a quieter atmosphere, ideal for those seeking a more relaxed stay and fewer tourists.

Average Temperature Daytime: 55°F to 65°F - Nighttime: 45°F to 55°F

Weekly Weather Forecast for Windsor Square

How to Book Your Windsor Square Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Windsor Square

More Top-Rated Vacation Rentals in Windsor Square Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor dining areas perfect for relaxing meals under the California sun.
  • Relax by a private swimming pool, ideal for cooling off during warm days in this vibrant region.
  • Take advantage of landscaped gardens that offer peaceful outdoor retreats.
  • Benefit from spacious patios or decks to entertain friends and family comfortably.
  • Make use of outdoor lounge spaces designed for unwinding after exploring local attractions.
  • Access to shaded areas provided by pergolas or awnings, ensuring comfort throughout your stay.
  • Utilize outdoor barbecue facilities for convenient grilling experiences in this lively area.

Top Attractions Around Windsor Square

What attractions are nearby?

In this vibrant area, you can enjoy a variety of nearby activities, from exploring local parks and cultural attractions to discovering the diverse dining options that make the region so appealing for an unforgettable stay.

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Family Activities

  • Los Angeles County Museum of Art (LACMA): Explore the region’s renowned art collections, offering engaging exhibits that are perfect for family visits in this cultural hub.
  • Windsor Square Park: Spend a relaxing day outdoors at this local park, where children can enjoy the playground and families can have picnics in a safe, welcoming environment.
  • The Original Farmers Market at The Grove: Discover a variety of fresh foods and family-friendly entertainment options just a short drive from here, ideal for a fun shopping and dining experience.
  • TCL Chinese Theatre and Hollywood Walk of Fame: Experience iconic Los Angeles landmarks, offering an exciting outing for families interested in entertainment history and celebrity culture within easy reach.
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Adult Activities

  • Explore the Los Angeles County Museum of Art: Immerse yourself in world-class art collections just a short drive from your vacation rentals here.
  • Enjoy a stroll through nearby Victoria Park: Relax and unwind in this historic park, perfect for leisurely walks and outdoor activities in the area.
  • Discover local dining options along Wilshire Boulevard: Savor diverse culinary experiences that highlight the vibrant food scene close to your accommodation.
  • Visit the Petersen Automotive Museum: Dive into automotive history and marvel at impressive exhibits within easy reach of Windsor Square's prime location.

Other Places to Stay in Windsor Square, CA

Larchmont Village
Larchmont Village Vacation Rentals
Larchmont Boulevard
Larchmont Boulevard Vacation Rentals
More Places to Stay Near Windsor Square

Windsor Square Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local dining options: Take advantage of the diverse culinary scene nearby to enjoy authentic flavors and make your stay more memorable.
  • Visit nearby cultural attractions: Incorporate visits to the region's renowned museums and theaters to immerse yourself in the area's artistic heritage.
  • Plan outdoor activities: Utilize the area's parks and scenic spots for leisure walks or recreational outings that highlight the region’s natural beauty.
  • Coordinate transportation in advance: Arrange for reliable local transportation or rental services to easily navigate here and maximize your exploration time.

Transportation Options

  • Los Angeles Metro Rail: This extensive transit system provides convenient access to the region's key attractions and neighborhoods, making it easy to explore here without a car.
  • Local Bus Services: Well-connected bus routes serve the area, offering an affordable transportation option for getting around within the city and beyond.
  • Rideshare Services: Companies like Uber and Lyft operate extensively, offering flexible and reliable transportation for your trips within this destination.
  • Car Rentals: Several rental agencies near here make it simple to secure a vehicle, giving you the freedom to explore Los Angeles at your own pace.

Local Customs Options

  • Hollywood Regency Influence: The area showcases a historical fascination with Hollywood glamour, reflected in its architecture and local decor styles.
  • Community Events: Residents often participate in neighborhood gatherings that celebrate Los Angeles' vibrant arts scene and cinematic heritage.
  • Architectural Preservation: Maintaining the charm of early 20th-century homes is a cherished custom, emphasizing the area's commitment to historic preservation.
  • Local Dining Etiquette: Enjoying meals at neighborhood cafes often involves relaxed, friendly interactions that reflect the area's laid-back yet refined vibe.

Frequently Asked Questions About Windsor Square?

1. What are the top vacation rentals in Windsor Square?

There are a lot of options in Windsor Square. If you plan on staying in the Windsor Square area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Windsor Square:

2. How many vacation rentals have private pools in Windsor Square?

There are 202 vacation rentals with private pools near Windsor Square. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Windsor Square are best for families?

If you are looking for a family-friendly vacation home in Windsor Square, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Windsor Square:

4. How many Rentbyowner vacation rentals are available in Windsor Square?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 3674 in the Windsor Square area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Windsor Square. 

5. What is the cancellation policy for booking a vacation rental in Windsor Square, Los Angeles?

Cancellation policies vary by listing, so it’s important to review the specific terms outlined on the property’s page before booking. For detailed information or to make changes, contact the property owner directly.

6. Are there any specific rules or restrictions I should be aware of when staying in a rental here?

Each vacation rental may have its own set of house rules that could include check-in/check-out times, pet policies, or smoking restrictions. These details are typically specified in the listing description, so reviewing them will ensure a smooth stay.

7. How do I confirm my reservation in this area and what should I do if I need to modify it?

Reservations are confirmed once you complete the booking process on the listing page. If you need to modify your reservation, reach out directly to the property owner through the contact options provided on the listing.

8. Is there parking available with vacation rentals in this part of Los Angeles?

Parking availability can differ from one property to another. Details about parking facilities are generally listed in the property description. Confirm with the host if you have specific requirements or questions.

9. What amenities are typically included in vacation rentals around Windsor Square, Los Angeles?

Amenities vary by property but often include essentials such as Wi-Fi, air conditioning, and fully equipped kitchens. To find accommodations that meet your needs, review the amenities section on each listing carefully or contact the owner for more information.

Windsor Square Top Rated Vacation Rentals

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