Hillsdale vacation rentals

We found 21 vacation rentals — enter your dates for availability

Discover a selection of 5 homes and other vacation rentals in Hillsdale that are perfect for your trip. Vacation rentals provide the best amenities for you and your friends, family, or even pets, such as parking and a hot tub. What you'll find is a rental to meet everyone's needs, including options that are accessible or non-smoking.
  • Peace of mind
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  • More quality time
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  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value

Find out more about Hillsdale

Find out more about Hillsdale

Why visit Hillsdale

  1. Charming neighbourhood: Experience the artistic atmosphere and friendly locals in the vibrant Hillsdale community.
  2. Outdoor activities: Enjoy beautiful beaches and urban parks, perfect for family outings or romantic strolls.
  3. Cultural experiences: Explore historic universities and engage in local events for a taste of California's heritage.
  4. Diverse accommodations: Choose from delightful vacation rentals, including cottages, condos, and private homes.
  5. Hidden gems: Use a Hillsdale map to uncover unique spots and plan an unforgettable adventure.

Popular types of accommodation around Hillsdale

If you’re exploring vacation rentals in Hillsdale, you’ll find a variety of appealing options to suit your needs. Our most popular types of accommodation include houses, apartments, and condos. Whether you’re looking for charming holiday cottages or cozy Hillsdale cottages, we have a range of choices to ensure a memorable stay. Discover the perfect Hillsdale cottage or explore our selection of cottages in Hillsdale for your next getaway!

  • Houses: The top choice for visitors to Hillsdale, offering spacious and comfortable accommodations ideal for families or groups.
  • Apartments: A popular option for those seeking a convenient and home-like atmosphere during their stay in Hillsdale.
  • Condos: These versatile living spaces provide a blend of comfort and amenities, making them a great choice for any traveller.
  • Cottages: Ideal for a quaint getaway, cottages offer a charming and cozy retreat amidst nature.
  • Villas: Luxurious and spacious, villas provide a unique experience for those looking to indulge during their visit.**

Top attractions around Hillsdale

Hillsdale, San Mateo, California, is an ideal destination for business, family, and urban-themed vacations. Visitors can explore a variety of attractions, including beautiful beaches, urban parks, and historic universities, all catering to those seeking cultural experiences and outdoor adventures. Whether travelling solo, as a family, or with friends, Hillsdale offers a diverse range of activities to ensure a memorable stay.

  1. Stanford University: A prestigious institution steeped in history and culture, located 17.7km from Hillsdale. Explore its stunning architecture, expansive gardens, and vibrant atmosphere that celebrates innovation and learning.
  2. San Francisco Bay: This picturesque neighbourhood, situated 12.9km away, offers breathtaking views of the bay and cityscape. Enjoy waterfront activities, dining, and a lively urban vibe that showcases the essence of the Bay Area.
  3. San Mateo County Event Center: Just 322m from Hillsdale, this versatile venue hosts a range of events and conferences. Its business-friendly environment is complemented by modern facilities and easy access for attendees.

Things to do recommended for couples

For a romantic getaway in Hillsdale, indulge in relaxation at Oceanic Foot Spa, only 1.6km away. Enjoy a captivating performance at Bing Concert Hall, 17.7km distant, or embrace adventure with a surfing lesson at the University of Surfing, located 19.3km from your stay.

Things to do recommended for families

Your family will have a fantastic time at the Ice Center at San Mateo for ice skating, only 1.6km from Hillsdale. For adventure lovers, GoKart Racer offers fun karting just 8.0km away, and sports fans can catch a game at the Oakland-Alameda County Coliseum, 18.0km away.

Things to do recommended for groups

Groups visiting Hillsdale can indulge in shopping at the Hillsdale Shopping Center, enjoy a concert or event at the Shoreline Amphitheatre, and unwind with a round of golf at Crystal Springs Golf Course, all while experiencing the vibrant local culture and outdoor activities.

What do I need to keep in mind when booking a vacation around Hillsdale

If you're planning a trip with friends, family, or pets, or if you're considering an extended stay, be sure to prioritize your preferences when filtering your options. Here are some helpful booking tips for using Vrbo.

  • Traveling to Hillsdale with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Fortunately, you can easily filter for these options and much more on Vrbo.
  • Traveling to Hillsdale with young kids: Traveling with little ones can be a bit of a challenge. It's important to prioritize their comfort and safety, along with ensuring access to suitable amenities like a private swimming pool. Additionally, think about how close you are to attractions that are family-friendly.
  • Taking your pets with you to Hillsdale: For many, a family getaway wouldn’t feel complete without their furry companion. If that resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Hillsdale: If you're seeking vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay around Hillsdale

Hillsdale, nestled in San Mateo, California, offers a delightful blend of business and family-friendly vibes. Explore the charming Hudson Valley, search for quaint cottages, or unwind at nature lodges in the area. With its artistic atmosphere and welcoming locals, Hillsdale presents a perfect backdrop for a romantic getaway or an engaging family vacation. Don't forget to check a Hillsdale map to uncover hidden gems and plan your adventure in this vibrant neighbourhood!

  • South San Mateo: Located a mere 966m from Hillsdale, South San Mateo is a vibrant neighborhood that attracts visitors for business, family outings, and outdoor adventures. The area boasts a variety of shopping malls and educational institutions, making it ideal for both leisure and learning. Notable landmarks include event venues and a historic college, while the nearby national state park offers stunning natural beauty and recreational opportunities. Experience the charm of South San Mateo with its mix of urban amenities and green spaces.
  • Beresford Park: Just 1.6km away from Hillsdale, Beresford Park is a delightful neighborhood perfect for families and outdoor enthusiasts. The area features several shopping centres and educational facilities, catering to diverse interests. Beresford Park itself is a local gem, providing ample green space for picnics and play. Visitors can also explore nearby event conference venues and an inviting beach, making it an ideal spot for a leisurely day out. The blend of recreational and commercial offerings ensures a fulfilling travel experience.
  • Hayward Park: Situated 1.6km from Hillsdale, Hayward Park is a family-friendly neighbourhood known for its outdoor spaces and vibrant community atmosphere. The area features shopping centres and a lively boardwalk, perfect for leisurely strolls and enjoying local cuisine. Visitors will find event venues and a charming tourist precinct that brings the local culture to life. With its combination of shopping, dining, and scenic views, Hayward Park promises a delightful experience for tourists looking to immerse themselves in the region’s charm.

Best time to go to Hillsdale

If you're planning a trip to Hillsdale, it's a good idea to check both the weather and property rates. The warmest month is September. Peak season runs in July to August and December, while off-peak times, like April and October to November tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January51.4°F (10.8°C)Light RainMostly SunnyAverageSlightly Low
February52.2°F (11.2°C)Light RainMostly SunnyAverageSlightly Low
March53.4°F (11.9°C)Light RainMostly SunnyAverageSlightly Low
April55.8°F (13.2°C)No Rain (Dry)Mostly SunnySlightly LowAverage
May58.1°F (14.5°C)No Rain (Dry)SunnyAverageAverage
June62.1°F (16.7°C)No Rain (Dry)SunnyAverageSlightly High
July63.1°F (17.3°C)No Rain (Dry)SunnySlightly HighSlightly High
August64.2°F (17.9°C)No Rain (Dry)SunnySlightly HighSlightly High
September64.9°F (18.3°C)No Rain (Dry)SunnyAverageAverage
October62.6°F (17.0°C)No Rain (Dry)SunnySlightly LowAverage
November56.1°F (13.4°C)No Rain (Dry)Mostly SunnySlightly LowAverage
December51.3°F (10.7°C)Light RainMostly SunnySlightly HighAverage

Booking with Vrbo is simple

Looking to save on your next trip? Consider being flexible with your travel dates, as prices can fluctuate. Additionally, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly platform where you can easily plan new journeys, continue from where you last paused, or manage your existing travel arrangements. Here, you’ll find your saved or booked properties neatly sorted into categories like Potential, Upcoming, and Current Trips. To begin exploring Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

How much does it cost to rent a vacation rental in Hillsdale?
Property type, season and length of stay are among the factors that can influence the price of a vacation home. Simply add your dates of travel to find your perfect match. From comfy cabins to sprawling luxury villas, all Vrbo vacation rentals offer amazing value.
How much does it cost to rent a beach house in Hillsdale?
When you travel and the size and style of the property will help determine the cost of your beachside stay. Type in your Hillsdale travel dates to view your available options on Vrbo. Did someone just say “hot tub”? Use the filters to choose the features and amenities you want.
What are the top attractions for families in Hillsdale?
Keeping the kiddos entertained during your vacation in Hillsdale is a snap with these top family-friendly attractions:

  • Coyote Point Park
  • Parkside Aquatic Park
  • Lakeshore Park Beach

How old do you have to be to rent a vacation rental in Hillsdale?
The minimum required age is typically 16, 18 or 21. It can vary from property to property on Vrbo, so look at the rules of your preferred Hillsdale vacation rental before booking your trip.
How long can I rent a vacation rental in Hillsdale for?
It’s really down to the Hillsdale property. To see all available options offering extended stays, simply type your dates and number of guests into Vrbo’s search page. You can enjoy having the property to yourself, along with the comforts of home like air conditioning, a fully-equipped kitchen and a yard to play in. Keep your eyes open for long-term stays that offer weekly or monthly discounts.

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