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Apartment holiday rentals in Hillsborough

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Top-rated apartment rentals in Hillsborough

Guests agree: These apartments are highly rated for location, cleanliness and more.

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Top Guest favourite
A framed view from the unit showcases a scenic landscape of greenery and distant urban areas. The balcony railing provides an open perspective of the surrounding trees and hills, with a glimpse of the sky dotted with soft clouds.
Apartment in Woodminster
4.99 out of 5 average rating, 295 reviews

Modern retreat in the tree tops

Relax in this tranquil space nestled in Oakland Hills. Private inlaw unit furnished with modern furniture and art. Kitchen replete w/microwave-convection oven, induction cooktop, dishwasher, coffeemaker, prep tools and serving items await. Enjoy the electric fireplace, cable TV and high-speed WiFi. Stylish bathroom and comfy bed to refresh and relax. From the off-street parking spot, take the 30 well-lit and stable stairs to this quiet home away from home. No pets or smoking on premises. Enjoy!

Guest favourite
A fully equipped kitchenette features a blue retro-style refrigerator and a stainless-steel sink with a modern faucet. Natural light enters through two windows overlooking a shared garden, while a door provides direct access outside, enhancing the airy atmosphere of the space.
Apartment in Portola
4.91 out of 5 average rating, 241 reviews

Garden studio oasis w/ kitchenette & private entry

Cosy, comfortable, and quiet unit with direct access to a lovely garden. 10 min. from the airport, 30 min. from downtown via express bus. Well-connected, sunny neighborhood. Free street parking. Views of the bay, mature redwood trees, easy to get to attractions. Walking distance to bustling food corridor, with restaurants, cafes, grocery stores, ATMs, pharmacy, salons, library, and more. Blocks from largest park in the city with sweeping views, historic greenhouses, and unique Freeway Greenway.

Top Guest favourite
A spacious living area is shown, featuring a modern desk and a unique chair. Natural light fills the room through large windows, which are complemented by dark curtains. Decorative elements include a wall clock and a circular mirror, enhancing the overall inviting feel.
Apartment in Half Moon Bay
4.99 out of 5 average rating, 164 reviews

Modern Oceanview 2-Bed Apartment Home

Located in just 5mins walk from the beach, this freshly renovated apartment home has a style of its own. Yet, it is the Pacific Ocean views and all of its marine life, that captures your attention from the moment you open the front door. Beautiful, fully equipped modern kitchen, with large aisle, from where you could enjoy a cup of morning coffee while gazing at the ocean waves. Spend your evenings on the large outdoor patio with electric BBQ grill while enjoying timeless Pacific sunsets.

Guest favourite
Apartment in Pacifica
4.97 out of 5 average rating, 166 reviews

Newly Updated Guest Suite w/ Sweeping Ocean Views

A dream getaway that's a stone's throw away from the beach! Step inside this crafted home and you'll be greeted by stunning sunsets and ocean views. The living and dining area allows you to soak in the stunning scenery while enjoying a delicious meal. In the evening lay down on the queen size bed and listen to the waves cradle you to sleep. Walk distance to eateries, supermarket and to the outlook where you may catch glimpses of gray whales and dolphins swimming along the coastline.

Top Guest favourite
A bright and airy hallway is displayed, leading to a modern kitchen and private deck. The space features warm wooden flooring and natural light. Art pieces adorn the walls, while a dining table with wooden chairs is positioned beside a potted plant, creating an inviting atmosphere.
Apartment in Piedmont Avenue
4.98 out of 5 average rating, 118 reviews

Sunlit Oakland Retreat w/ Designer Touches & Deck

Sunlight + greenery + indoor-outdoor flow to the deck. Perfect for remote workers, couples, or friends looking for a calm, design-forward retreat. Not suitable for toddlers. Located in the heart of sought-after Piedmont Avenue district. Why you’ll love it: • Premier Walk Score of 96 – enjoy cafés, boutiques just steps away • Michelin 2-star dining around the corner, along with many local favorites • Gourmet kitchen – fully equipped and stocked • Private deck nestled among mature trees

Superhost
A cozy living area features a chaise lounge and a comfortable armchair, positioned near a vintage-style fireplace. A small desk is set against the wall, illuminated by a nearby lamp. Natural light brightens the space, highlighting the soft area rug and the neutral color palette.
Apartment in San Mateo
4.74 out of 5 average rating, 131 reviews

Gracious Flat in Downtown San Mateo

Don't miss your chance to stay in this historic mansion in downtown San Mateo- with new elegant touches placed throughout the flat, you can enjoy the old with the new. 3 blocks from San Mateo Caltrain, Philz coffee and all that lovely downtown San Mateo has to offer. Includes free parking & shared on site coin-operated laundry facilities. If you're modern urban people who accept noise from the train/other tenants & love the vibrant downtown diversity, this is the perfect place for you.

Top Guest favourite
A spacious studio apartment is filled with natural light from large windows, framed by sheer curtains. A cozy gray sofa is positioned alongside a Queen-sized bed dressed in soft white linens, creating a calm and inviting space. Light wood flooring complements the minimalist decor.
Apartment in Oakland
4.97 out of 5 average rating, 125 reviews

Studio with Parking, Full Kitchen & Bath

Recently remodeled studio apartment in a duplex. Sitting at the end of a calm cul-de-sac. You'll have a private parking space. Less than a mile (19-minute walk) to Fruitvale Bart station. A 22-minute train ride to San Francisco. Low-key foodie destination in the Fruitvale district where you can get tacos, falafel & hummus, or Cambodian food all within a block of each other. Near Red Bay Coffee (gourmet coffee roasters), and Jo's modern Thai. All this within 1 mile of the house.

Top Guest favourite
A stone patio is surrounded by a wooden fence, featuring two wooden chairs and a small fire pit. Colorful flowers bloom nearby, with lush greenery and a view of the ocean visible in the distance, under a clear blue sky.
Apartment in Moss Beach
4.9 out of 5 average rating, 393 reviews

Secluded Ocean View Apartment / Hot Tub

Whale migrations have begun! Perfect for a romantic/meditative retreat or business travelers seeking a sense of home. Enjoy the views and sounds of the Pacific. Watch sunset from the Hot Tub / patio / home. BBQ a local catch on the gas grill. Short WALK to Point Montara Lighthouse & beach, golden Montara Beach, Fitzgerald Marine Reserve tide pools, local wine room. Just off picturesque HWY 1 we are just N of Half Moon Bay, 30 Minutes S of San Francisco, 1hr N of Santa Cruz.

Guest favourite
A scenic aerial view captures the coastline, revealing sandy shores and the vibrant blue ocean meeting the horizon. Nearby, scattered homes and fields are visible, framed by greenery and gentle hills in the distance, showcasing the natural beauty of the area.
Apartment in Half Moon Bay
4.96 out of 5 average rating, 219 reviews

Steps to Beach Ocean Retreat / Private Entrance 4

You'll be just steps from Francis State Beach and the Coastal Trail and blocks from downtown Half Moon Bay. Park your car for a few days and relax in a quiet setting with views of the ocean and the sounds of the waves. The ground floor of the house will be yours with its large private bedroom suite, second bedroom, living room/bar and outdoor patio. (Please note that there is no kitchen.) We have implemented enhanced cleaning procedures. Feel free to ask for details!

Top Guest favourite
A modern living and dining area features an open layout with large windows allowing natural light. A spacious dining table is set for several guests, complemented by a stylish couch and vibrant artwork on the wall. A well-equipped kitchen is visible, maintaining accessibility and functionality.
Apartment in Crocker Amazon
4.99 out of 5 average rating, 114 reviews

Entire one-bedroom apartment in the Cow House

Our sunny, modern 1 bedroom 1 bathroom garden apartment is in the quiet "Crocker Amazon" neighborhood of San Francisco. It is 15 minutes from SFO and 35 minutes from the Financial District. Guests have private access to the whole apartment including bedroom, bathroom, living & dining rooms, kitchen, and garden access. Access to major freeways is fast and easy, and mass transit is steps away. One off-street parking spot and laundry are available as needed.

Guest favourite
Apartment in Burlingame Terrace
4.78 out of 5 average rating, 212 reviews

LuxoStays l! ! Lovely 2BR #SFO #Train #Laundry

*Entire Home-No sharing* Conveniently located! This spacious apartment is only 5min to SFO, 1-2 blocks from Starbucks, Walgreens, and other stores that you'll need! Many restaurants are right around the corner to eat at. Free Shuttles, Caltrain, Samtrans, and freeways are just blocks away. Longer inquiries are very welcome. Inquire even if the calendar is blocked off Send us a message now to secure your booking!

Top Guest favourite
A private deck area is surrounded by lush greenery and colorful shrubs. A large umbrella provides shade over the wooden table and chairs, inviting relaxation outdoors. The deck is accessible from the yard, enhancing the tranquil outdoor experience.
Apartment in Burlingame
4.97 out of 5 average rating, 456 reviews

Home away from home in wonderful Burlingame

It's my honor to be your host and I will try to make your stay really great. I provide suggestions of things to do but feel free to ask for advice! Our city requires their hosts obtain a 12% transient occupancy tax, therefore the price has been increased to reflect that tax. *** Please see House Rules and the complete description of the property to ensure our apartment will work for you.

Popular amenities for Hillsborough apartment rentals

When is the best time to visit Hillsborough?

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Avg. price$264 AUD$258 AUD$258 AUD$252 AUD$258 AUD$252 AUD$256 AUD$266 AUD$265 AUD$225 AUD$219 AUD$221 AUD
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Quick stats about apartment rentals in Hillsborough

  • Total holiday rentals

    Explore 50 holiday rentals in Hillsborough

  • Nightly prices starting at

    Hillsborough holiday rentals start at $15 AUD per night before taxes and fees

  • Verified guest reviews

    Over 840 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Hillsborough holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Hillsborough rentals

  • 4.8 Average rating

    Hillsborough stays are highly rated by guests—averaging 4.8 out of 5!