Discover Your Perfect Hillsborough Hills Vacation Homes

Best Vacation Homes in Hillsborough Hills

Hillsborough Hills Luxury Rentals

9.4 (6 Reviews)
House
  • Pet Friendly
  • Security/Safety
  • Bedding/Linens

Hillsborough Hills Pet Friendly Vacation Rentals

Why Choose Rent By Owner for your Hillsborough Hills 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.

Best Times to Visit Hillsborough Hills

When should you plan your Vacation Rentals stay?

To make the most of your stay in this scenic region, consider visiting during the mild and pleasant months when the area's natural beauty is at its finest, ensuring a memorable experience in Hillsborough Hills, Burlingame, California.

Peak Season Highlights

spring
Spring (March to May)

During spring, the area experiences mild and pleasant weather, making it an ideal time for outdoor activities and exploring local scenery.

Average Temperature Daytime: 62°F to 70°F - Nighttime: 50°F to 55°F
autumn
Fall (September to November)

Autumn offers comfortable temperatures and beautiful seasonal foliage, providing a picturesque backdrop for your stay here.

Average Temperature Daytime: 65°F to 72°F - Nighttime: 53°F to 58°F

Off-Season Highlights

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Winter (December to February)

In winter, cooler temperatures and rain may limit outdoor pursuits, but this period can offer quieter surroundings and better deals.

Average Temperature Daytime: 55°F to 60°F - Nighttime: 45°F to 50°F
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Summer (June to August)

While summer is warm and lively, it’s also the busiest season in the region, which could mean increased demand for vacation rentals.

Average Temperature Daytime: 70°F to 78°F - Nighttime: 55°F to 60°F

Weekly Weather Forecast for Hillsborough Hills

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.

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 balcony for relaxing and outdoor dining amidst scenic views.
  • Take advantage of beautifully maintained gardens or landscaped yards that offer a peaceful retreat.
  • Make the most of a spacious deck perfect for entertaining guests or soaking up the California sunshine.
  • Utilize outdoor grilling facilities to prepare delicious meals while enjoying the fresh air.
  • Work out in an outdoor fitness area or yoga space designed for wellness enthusiasts.
  • Benefit from nearby walking trails or nature paths accessible directly from your rental.
  • Relax by a private or community swimming pool, ideal for refreshing dips on warm California days.
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Family Activities

  • Hillsborough Hills Nature Preserve: Explore scenic walking trails and enjoy outdoor family adventures amidst the natural beauty of the region.
  • Millbrae Recreation Center: Engage in sports, games, and community activities designed for families seeking active fun nearby.
  • Burlingame Museum of Pez Memorabilia: Discover a unique collection that offers an entertaining and educational experience for children and parents alike.
  • Bayfront Park in Burlingame: Relax and picnic in this scenic waterfront park, perfect for family outings and enjoying the views of the bay.
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Adult Activities

  • Hillsborough Hills Golf Club: Enjoy a round of golf amid scenic views at this prestigious club nestled in the area.
  • Burlingame Museum of Pez Memorabilia: Discover a unique collection that offers a nostalgic experience for adult visitors interested in pop culture history.
  • Bayfront Park & Events Center: Attend outdoor concerts and community events in this scenic park overlooking the bay, perfect for relaxing outings.
  • Sausalito Bay Cruise: Embark on a picturesque boat tour from nearby bayside, offering stunning views of the bay and surrounding regions.

Hillsborough Hills Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Local Insights: Research nearby local amenities and attractions to maximize your time in this scenic region and enhance your stay in the area’s charming surroundings.
  • Choose a Well-Reviewed Property: Opt for vacation rentals with positive reviews that highlight comfort and cleanliness, ensuring a reliable and satisfying experience here.
  • Utilize Transportation Options: Take advantage of local transportation or rental services to explore the region easily without the hassle of parking or navigation.
  • Connect with the Community: Engage with hosts and neighbors to discover hidden gems and authentic experiences unique to this destination.

Transportation Options

  • San Francisco International Airport (SFO): This major airport provides convenient domestic and international flights, making it accessible for travelers visiting the area.
  • BART (Bay Area Rapid Transit): The regional train system offers quick and reliable transportation connecting here to neighboring cities and the wider Bay Area.
  • Local Shuttle Services: Various shuttle options operate within the region, providing easy access from vacation rentals to key destinations including airports and transit hubs.
  • Ride-Sharing Services: Companies like Uber and Lyft are readily available, offering flexible and convenient transportation throughout here’s neighborhoods and beyond.

Local Customs Options

  • Respect for Privacy: In this area, maintaining discretion and respecting personal boundaries is highly valued among residents and visitors alike.
  • Environmental Consciousness: Eco-friendly practices are encouraged, especially in preserving the natural beauty that defines the region.
  • Community Engagement: Participating in local events and supporting neighborhood initiatives help foster a welcoming atmosphere here.
  • Cultural Appreciation: Embracing the region's diverse heritage through thoughtful acknowledgment is appreciated in all social interactions.

Frequently Asked Questions About Hillsborough Hills?

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

There are 5 vacation rentals with private pools near Hillsborough Hills. Top-rated RBO homes that have access to a swimming pool include:

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

If you are looking for a family-friendly vacation home in Hillsborough Hills, 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 Hills:

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 140 in the Hillsborough Hills 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 Hills. 

5. What is the cancellation policy for vacation rentals in Hillsborough Hills, Burlingame?

The cancellation policy varies by property. You should review the specific listing details or contact the owner directly to understand the terms and any applicable fees before confirming your reservation.

6. Are there any additional fees or charges associated with booking a rental here?

Additional fees such as cleaning fees, service charges, or security deposits are often outlined in the listing. It’s best to read the full property description or reach out to the host for clarification.

7. How do I know if my chosen vacation rental is available during my travel dates?

Availability is shown on the listing page. To confirm, you can check the calendar or contact the property owner directly for real-time availability updates.

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

Most properties offer amenities such as Wi-Fi, fully-equipped kitchens, and parking. For a complete list, please refer to the individual listing details or contact the owner for specific questions.

9. What should I do if I need to modify or cancel my reservation?

Modifications and cancellations are handled according to the host’s policies outlined in the listing. Contact the property owner directly to discuss any changes or consult the booking platform’s support for assistance.

Hillsborough Hills Top Rated Vacation Rentals