Discover Your Perfect Hillsborough Oaksbridge Vacation Homes

Best Vacation Homes in Hillsborough Oaksbridge

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Hillsborough Oaksbridge Luxury Rentals

9.4 (6 Reviews)
House
Charming Sky Cove: SFO Haven
  • Pet Friendly
  • Security/Safety
  • Bedding/Linens
View Availability
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Hillsborough Oaksbridge Pet Friendly Vacation Rentals

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Why Choose Rent By Owner for your Hillsborough Oaksbridge 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 Hillsborough Oaksbridge Vacation Rentals

Where are the best neighborhoods to stay in Hillsborough Oaksbridge?

Discover the charming neighborhoods surrounding Hillsborough Oaksbridge in Burlingame, California, where you can find a variety of comfortable and well-equipped vacation rentals. Whether you prefer the quiet tranquility of residential streets or the convenience of nearby amenities, these neighborhoods offer an ideal base for your stay. With easy access to local attractions and scenic surroundings, you’ll enjoy a seamless and enjoyable experience while exploring the vibrant Bay Area. Booking through trusted vacation rentals in this area ensures a dependable and straightforward process, allowing you to focus on making the most of your visit to Burlingame and its lovely neighborhood communities.

Easton Addition

Located in the heart of this region, Easton Addition offers a peaceful neighborhood setting with easy access to local amenities, making it an ideal area to find comfortable vacation rentals for your stay. Here, you can enjoy a quiet ambiance while being close to Burlingame's vibrant community, perfect for exploring the area's attractions.

View 199+ Rentals in Easton Addition

Hillsborough Hills

This upscale neighborhood provides an exclusive atmosphere surrounded by scenic views, where you can find luxurious vacation rentals to enhance your visit. The region’s elegant surroundings and proximity to Burlingame's conveniences make it a desirable choice for travelers seeking both comfort and convenience.

View 157+ Rentals in Hillsborough Hills

Best Times to Visit Hillsborough Oaksbridge

When should you plan your Vacation Rentals stay?

Timing your visit to this charming area can enhance your experience, as the region offers distinct seasonal influences that suit various travel preferences and activities throughout the year.

Peak Season Highlights

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Summer (June to August)

During the warm summer months, you'll experience the region at its liveliest, making it ideal for enjoying outdoor activities and exploring local amenities.

Average Temperature Daytime: highs around 70-80°F - Nighttime: lows around 55-60°F
autumn
Fall (September to November)

Autumn offers pleasant weather with fewer crowds, providing a peaceful backdrop for relaxing stays and scenic drives in the area.

Average Temperature Daytime: highs around 65-75°F - Nighttime: lows around 50-55°F

Off-Season Highlights

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Winter (December to February)

In winter, the area experiences cooler temperatures that create a cozy atmosphere, perfect for low-key getaways and indoor comforts.

Average Temperature Daytime: highs about 55-65°F - Nighttime: lows around 45-50°F
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Spring (March to May)

Springtime brings mild weather and blooming landscapes, offering a quiet period before the summer influx begins.

Average Temperature Daytime: highs around 60-70°F - Nighttime: lows around 45-50°F

Weekly Weather Forecast for Hillsborough Oaksbridge

How to Book Your Hillsborough Oaksbridge 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 Hillsborough Oaksbridge

More Top-Rated Vacation Rentals in Hillsborough Oaksbridge 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 a private outdoor patio or garden area to relax and unwind amidst the region's pleasant climate.
  • Take advantage of outdoor dining spaces, perfect for hosting meals while enjoying the scenic surroundings.
  • Make use of barbecue grills available for outdoor cooking, ideal for casual gatherings in this welcoming destination.
  • Benefit from access to a well-maintained swimming pool to stay refreshed during your stay in the area.
  • Explore lush landscaped yards or gardens that enhance the outdoor experience here.
  • Utilize outdoor seating areas designed for enjoying the mild California weather and beautiful sunsets.
  • Take advantage of nearby parks or green spaces that are often included with properties in Burlingame’s charming neighborhoods.

Top Attractions Around Hillsborough Oaksbridge

What attractions are nearby?

While staying here, you'll have the opportunity to enjoy nearby parks, charming local shops, and scenic walking trails that showcase the natural beauty of this region.

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Family Activities

  • Hillsborough Oaksbridge Recreation Park: Enjoy a family picnic and outdoor fun at this scenic park known for its well-maintained trails and kid-friendly amenities.
  • Burlingame Museum of Pez Memorabilia: Explore quirky exhibits that entertain children and collectors alike, showcasing one of the region's unique attractions in Burlingame.
  • Millbrae Community Center & Library: Participate in engaging workshops and storytime sessions designed to foster learning and family bonding in nearby Millbrae.
  • Coyote Point Recreation Area: Discover beaches, playgrounds, and walking paths along the bay, offering endless outdoor activities perfect for families visiting the area.
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Adult Activities

  • San Mateo County History Museum: Dive into the region's rich history through engaging exhibits and educational programs at this local museum situated nearby.
  • Burlingame Avenue Shopping District: Enjoy a leisurely day exploring boutique shops, cafes, and restaurants along this charming area known for its vibrant shopping experience.
  • Millbrae Central Park: Unwind outdoors with scenic walking trails, picnic spots, and recreational facilities perfect for relaxing outings in the region.
  • Bayfront Parks and Trails: Discover picturesque waterfront parks and trails that offer opportunities for walking, cycling, and enjoying panoramic views of the bay here.

Hillsborough Oaksbridge Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Transportation in Advance: Arrange reliable transportation options so you can easily explore the area's local attractions and enjoy seamless travel during your stay.
  • Explore Local Dining Options: Take advantage of nearby restaurants to sample regional cuisine and experience authentic flavors unique to the region.
  • Customize Your Accommodation Experience: Choose vacation rentals that offer amenities suited to your needs, ensuring a comfortable and personalized stay here.
  • Stay Connected with Local Events and Activities: Check out community calendars and activity listings to immerse yourself fully in the area's vibrant culture and happenings.

Transportation Options

  • San Francisco International Airport (SFO): Conveniently located nearby, this major airport offers numerous flights and ground transportation options for easy access to your stay in the area.
  • Car Rentals: Several car rental agencies operate within the region, providing flexibility and independence for exploring Burlingame and its surroundings at your own pace.
  • Public Transit - Caltrain Service: The local Caltrain station connects you seamlessly to the broader Bay Area, making it simple to travel between here and key regional destinations.
  • Taxi and Rideshare Services: Reliable taxi companies and rideshare options like Uber and Lyft are readily available to provide direct, door-to-door transportation throughout this destination.

Local Customs Options

  • Respect for Silence and Privacy: In this area, maintaining a quiet environment and respecting neighbors’ privacy are considered essential, especially in residential neighborhoods near your vacation rental.
  • Greeting Etiquette: Greeting locals with a friendly nod or verbal acknowledgment is customary when entering small shops or communal spaces in the region.
  • Environmental Awareness: Visitors commonly participate in eco-friendly practices such as recycling and conserving water, reflecting the community's commitment to sustainability here.
  • Dining Customs: When dining out or hosting gatherings at your vacation rental, it’s polite to share dishes family-style and thank hosts and staff with a warm expression, embracing the local dining culture.

Frequently Asked Questions About Hillsborough Oaksbridge?

1. What are the top vacation rentals in Hillsborough Oaksbridge?

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

2. How many vacation rentals have private pools in Hillsborough Oaksbridge?

There are 6 vacation rentals with private pools near Hillsborough Oaksbridge. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Hillsborough Oaksbridge are best for families?

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

4. How many Rentbyowner vacation rentals are available in Hillsborough Oaksbridge?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 190 in the Hillsborough Oaksbridge 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 Hillsborough Oaksbridge. 

5. What is the cancellation policy for booking a vacation rental in this area?

The cancellation policy varies by listing; please review the specific property's terms on the listing page or contact the owner directly to understand the applicable rules and any potential fees.

6. Are there any additional fees I should be aware of when booking a holiday home here?

Additional fees such as cleaning, service charges, or security deposits are often listed on the property page. For detailed information, consult the listing details or reach out to the property owner directly.

7. How do I ensure my booking in this destination is secure and reliable?

Booking through verified listings with host reviews helps ensure a trustworthy experience. Check the property’s reviews and communicate with the owner before confirming your reservation to address any questions.

8. What amenities are typically included in vacation rentals in this region?

Most properties offer essential amenities such as Wi-Fi, parking, and kitchen facilities. Specific amenities are detailed in each listing, so review the property description carefully or contact the owner for clarification.

9. What is the check-in and check-out process for staying in these vacation homes?

Check-in and check-out procedures vary by property; details are provided in the listing. Contact the owner if you need further instructions or assistance to ensure a smooth arrival and departure.

Hillsborough Oaksbridge Top Rated Vacation Rentals

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