Discover Your Perfect Westwood Highlands Vacation Homes

Westwood Highlands Luxury Rentals

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Westwood Highlands Pet Friendly Vacation Rentals

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Westwood Highlands Large Vacation Homes

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Why Choose Rent By Owner for your Westwood Highlands 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 Westwood Highlands Vacation Rentals

Where are the best neighborhoods to stay in Westwood Highlands?

Discover the charm of Westwood Highlands, San Francisco, where you can enjoy a peaceful residential atmosphere while remaining close to the city's vibrant attractions. This neighborhood offers a serene setting ideal for travelers seeking comfortable and convenient vacation rentals. Its strategic location provides easy access to key parts of San Francisco, making it a perfect choice for exploring the city’s renowned sights or relaxing in a quiet, welcoming community. When booking your stay, consider accommodations in Westwood Highlands for a dependable and enjoyable experience in the heart of San Francisco.

Sherwood Forest

Located within this region, Sherwood Forest offers a peaceful environment perfect for those seeking a tranquil retreat. Its serene setting makes it an ideal choice for travelers looking to enjoy quiet residential living in the San Francisco area.

View 936+ Rentals in Sherwood Forest

Monterey Heights

Perched on the hills, Monterey Heights provides stunning views and convenient access to the broader San Francisco region, making it an attractive spot for visitors wanting to immerse themselves in the city’s vibrant culture from a peaceful vantage point.

View 836+ Rentals in Monterey Heights

West of Twin Peaks

This neighborhood is celebrated for its scenic beauty and proximity to the iconic Twin Peaks, offering travelers an opportunity to explore some of the most picturesque parts of the city while staying close to local amenities.

View 502+ Rentals in West of Twin Peaks

Westwood Park

Nestled in a family-friendly area, Westwood Park combines charming residential streets with easy access to parks and local shops, providing a comfortable base for exploring the surrounding parts of the city.

View 787+ Rentals in Westwood Park

Miraloma Park

Known for its quiet ambiance and lush greenery, Miraloma Park offers a cozy atmosphere for visitors seeking a peaceful stay while being close enough to San Francisco's attractions.

View 1045+ Rentals in Miraloma Park

Miraloma

This neighborhood features a relaxed vibe and a convenient location, making it suitable for travelers who want easy access to both natural settings and the city's lively districts.

View 1043+ Rentals in Miraloma

Sunnyside

With its close-knit community feel, Sunnyside provides a laid-back environment ideal for guests interested in experiencing the everyday charm of the area's residential life.

View 885+ Rentals in Sunnyside

Outer Mission

Situated further from downtown, Outer Mission offers a diverse, authentic experience with its mix of cultures and local eateries, making it a compelling choice for adventurous travelers seeking a true taste of the region.

View 29+ Rentals in Outer Mission

Best Times to Visit Westwood Highlands

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here can enhance your experience, as seasonal weather patterns and local events in this part of San Francisco influence the perfect window for booking your ideal vacation rentals.

Peak Season Highlights

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Spring (March to May)

During spring, this destination experiences mild and pleasant weather, making it an ideal time to explore the scenic views from your vacation rental in the area.

Average Temperature Daytime: 60-70°F - Nighttime: 50-55°F
autumn
Fall (September to November)

In fall, the region offers comfortable temperatures and fewer crowds, providing a tranquil setting for your stay in the area’s vacation rentals.

Average Temperature Daytime: 65-75°F - Nighttime: 55-60°F

Off-Season Highlights

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Summer (June to August)

While summer can be busy in the area, the warm weather and longer days offer extended opportunities to enjoy your vacation rental and the surrounding scenery.

Average Temperature Daytime: 70-80°F - Nighttime: 55-60°F
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Winter (December to February)

During winter, cooler temperatures and occasional rain may deter some visitors, making it an excellent choice for those seeking quieter accommodations.

Average Temperature Daytime: 50-60°F - Nighttime: 45-50°F

Weekly Weather Forecast for Westwood Highlands

How to Book Your Westwood Highlands 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 Westwood Highlands

More Top-Rated Vacation Rentals in Westwood Highlands 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 seating areas such as patios or decks to relax while taking in the scenic views of the area.
  • Benefit from private gardens or yards that provide a peaceful space for outdoor activities or gatherings.
  • Take advantage of BBQ grills available for preparing delicious meals outdoors during your stay.
  • Make use of designated outdoor dining spaces perfect for enjoying meals with family and friends.
  • Experience beautiful landscaping and walking paths that offer opportunities for outdoor strolls and exploration.
  • Utilize outdoor fire pits or fireplaces to stay warm and cozy during cooler evenings.
  • Access nearby parks or recreational areas that are often included or easily reached from this destination, making outdoor adventures convenient.

Top Attractions Around Westwood Highlands

What attractions are nearby?

In this vibrant area, you can enjoy convenient access to scenic parks, local dining spots, and cultural attractions that showcase the best of San Francisco’s diverse region.

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Family Activities

  • Golden Gate Park Explorations: Spend a day exploring the lush grounds and family-friendly attractions in this iconic San Francisco park, perfect for outdoor activities and picnics.
  • California Academy of Sciences: Discover engaging exhibits, an aquarium, and a rainforest dome that captivate children and adults alike in this educational destination nearby.
  • Sutro Bath Ruins and Lands End Trails: Enjoy scenic hikes along the rugged coastline, offering spectacular views and interesting historical ruins just a short drive away.
  • Exploratorium at Pier 15: Engage with interactive science exhibits that entertain and educate the whole family, located conveniently within reach here.
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Adult Activities

  • Golden Gate Park: Spend your day exploring this expansive urban oasis, offering scenic walking trails, beautiful gardens, and outdoor activities just minutes from your vacation rental.
  • San Francisco Botanical Garden: Discover a diverse collection of plants from around the world in this tranquil garden, perfect for a leisurely afternoon near the local area.
  • Cliff House and Ocean Beach: Enjoy stunning ocean views and coastal walks at this historic site, providing a relaxing escape along the region’s famous shoreline.
  • Presidio of San Francisco: Experience historical sites, scenic overlooks, and outdoor adventure opportunities within this vast national parkland close to your stay.

Westwood Highlands Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Commute Carefully: Take advantage of public transportation options in the area to explore San Francisco efficiently from your vacation rental without hassle.
  • Explore Local Neighborhoods: Discover nearby districts and enjoy the unique charm and local eateries that showcase the region's vibrant culture.
  • Book Amenities in Advance: Secure amenities like parking and Wi-Fi early to ensure a comfortable and stress-free stay at your vacation rental here.
  • Stay Connected to the Area’s Attractions: Use local maps and guides to maximize your time visiting the region’s renowned sights and hidden gems near your accommodation.

Transportation Options

  • San Francisco Municipal Railway (Muni): You can conveniently access bus and light rail services that connect Westwood Highlands to the rest of San Francisco, making travel around the region straightforward.
  • Bay Area Rapid Transit (BART): BART stations nearby offer quick train connections to downtown San Francisco and other key destinations in the Bay Area, ideal for exploring beyond the local area.
  • Rideshare Services: Popular options like Uber and Lyft operate extensively here, providing a flexible way to reach popular attractions and transportation hubs within the city.
  • Car Rental Agencies: Several rental companies are accessible in the region, allowing you the freedom to explore San Francisco at your own pace from your vacation rental here.

Local Customs Options

  • Respect for Neighborhood Privacy: Locals in this area highly value privacy, so it's customary to keep noise levels down and be considerate of neighbors when enjoying your stay.
  • San Francisco Flag Tradition: Displaying or honoring the city flag is a common local custom here, symbolizing pride and respect for the region's rich history.
  • Eco-Friendly Practices: Recycling and sustainability are integral to community life in this part of town, so participating in eco-conscious habits enhances your visit.
  • Fashion and Style Norms: Casual yet polished attire is typical when exploring here, reflecting the area's relaxed but fashionable vibe.

Frequently Asked Questions About Westwood Highlands?

1. What are the top vacation rentals in Westwood Highlands?

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

2. How many vacation rentals have private pools in Westwood Highlands?

There are 1 vacation rentals with private pools near Westwood Highlands. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Westwood Highlands are best for families?

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

4. How many Rentbyowner vacation rentals are available in Westwood Highlands?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 954 in the Westwood Highlands 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 Westwood Highlands. 

5. What is the cancellation policy for vacation rentals in this area?

The cancellation policy varies depending on the property listing. You should review the specific terms outlined in the rental agreement or contact the owner directly for detailed cancellation options and potential fees.

6. How do I find vacation rentals with flexible booking options in this region?

You can filter your search to include properties offering flexible booking policies, which often allow for cancellations or modifications within a certain timeframe. Check each listing’s details or reach out to the property owner for clarification.

7. Are there any amenities specific to vacation homes in this neighborhood?

Amenities differ by property, so it’s best to read the listing descriptions carefully. Many offer features suited for comfort and convenience, but for specific amenities, you may need to inquire directly with the host.

8. What should I know about the check-in and check-out procedures here?

Check-in and check-out times are typically specified in the listing details. Contact the property owner if you require early or late arrangements to ensure a smooth transition during your stay.

9. How close are the vacation rentals from local attractions and transportation?

Most properties in this destination are conveniently located near public transportation options and local points of interest. For exact distances and accessibility details, consult the listing or contact the owner directly.