249+ Private Villas and Holiday Rentals in Hillsborough |
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Hillsborough Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Hillsborough

Discover more than 249 vacation rentals available in Hillsborough. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Hillsborough.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Hillsborough, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Hillsborough. On average, places to stay near Hillsborough offer 440.13 ft², with nightly prices averaging GB £190.

With Casai, finding and comparing holiday rentals in Hillsborough is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Hillsborough

Type Count
Vacation Homes 104
Holiday Apartments 95
Villas 4
Cottages 2

Use these Quick Filters to Find a Holiday Rental in Hillsborough

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Hillsborough.

Weather in Hillsborough, CA

View the weather forecast for Hillsborough before booking your Hillsborough 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

Top Attractions Around Hillsborough, CA

Casai offers a large selection of top attractions around Hillsborough . Research things to do on your vacation before you visit Hillsborough.


Pier 39
Golden Gate Bridge
Alcatraz Island
Golden Gate Park
Stanford University
Moscone Convention Center
San Francisco Bay
Lombard Street
Presidio of San Francisco
Oracle Park
Palace of Fine Arts
Jack London Square
Ghirardelli Square
San Francisco Zoo
Oracle Arena
San Francisco Museum of Modern Art
Exploratorium
California Academy of Sciences
San Francisco State University
Twin Peaks

Other Places to Stay in Hillsborough, CA


Homeplace 273 Properties
Hillsborough Park 266 Properties
Hillsborough Oaksbridge 209 Properties
Lakeview 172 Properties
Hillsborough Hills 157 Properties
Burlingame 25 Properties

Frequently Asked Questions About Hillsborough?

What are the top holiday rentals in Hillsborough?

With numerous options available in Hillsborough, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Hillsborough:

How many holiday rentals have private pools in Hillsborough?

Discover a selection of holiday rentals with private pools near Hillsborough with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Hillsborough are best for families?

If you're searching for a family-friendly holiday home in Hillsborough, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Hillsborough:

How many Casai.uk holiday rentals are available in Hillsborough?

As of 2025, Casai boasts over 249 properties listed in the Hillsborough area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Hillsborough.

Nearby Neighborhood (14) 
Neighborhood Property Count
South San Mateo Vacation Rentals in San Francisco, California 47
Beresford Park Vacation Rentals in San Francisco, California 404
Central San Mateo Vacation Rentals in San Francisco, California 36
Baywood - Aragon Vacation Rentals in San Francisco, California 341
Downtown Burlingame Vacation Rentals in San Francisco, California 284
San Mateo Park Vacation Rentals in San Francisco, California 284
Homeplace Vacation Rentals in San Francisco, California 273
Burlingame Park Vacation Rentals in San Francisco, California 270
Hillsborough Park Vacation Rentals in San Francisco, California 266
Hillsborough Oaksbridge Vacation Rentals in San Francisco, California 209
Easton Addition Vacation Rentals in San Francisco, California 199
Lakeview Vacation Rentals in San Francisco, California 172
Burlingame Hills Vacation Rentals in San Francisco, California 165
Hillsborough Hills Vacation Rentals in San Francisco, California 157

People Also Ask

There are 249 Hillsborough, CA Holiday Rentals

Recently Booked Holiday Rentals in Hillsborough