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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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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
4.9 out of 5 average rating, 251 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.

Guest favourite
A spacious bedroom is highlighted by a large bed with a simple gray throw blanket. Light wood flooring adds warmth to the space. Natural light filters through the large window, which offers views of greenery outside. Framed artwork decorates the wall above the bed.
Apartment in The Willows
4.89 out of 5 average rating, 174 reviews

King-Size Luxury Near Stanford in a Modern 1-BR

Welcome to our newly updated one-bedroom apartment located just 2 miles away from Stanford. This luxurious apartment features a king-size bed, a 55" 4K TV, and fast Wi-Fi to ensure you have a comfortable stay. Whether you're visiting Stanford or the Meta headquarters for a short-term business trip or a long-term stay, our centrally located apartment offers the perfect combination of comfort and convenience. We prioritize exceptional service and hospitality, and we're excited to host you soon!

Top Guest favourite
Apartment in Pacifica
4.97 out of 5 average rating, 167 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, 124 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, 127 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, 399 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.

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, 117 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.

Top Guest favourite
A bright and modern kitchen area features dark cabinetry and a coffee station, accompanied by a patterned rug on the floor. A breakfast bar with two stools is visible, and the open layout connects to a cozy living space that showcases colorful furnishings and artwork.
Apartment in Longfellow
4.99 out of 5 average rating, 181 reviews

The Cozy Casita 2

Welcome to the Cozy Casita, you’re home away from home. The central location makes it the perfect jumping off point for all your Bay Area adventures with close proximity to MacArthur BART station, Multiple bus stops, Bay Wheels bike rental, shops and restaurants in Emeryville and Temescal, Access to 4 major highways within 1/4 mile, Lake Merritt, Uptown/Downtown Oakland, San Francisco, Berkeley, and many more Bay Area hotspots.

Guest favourite
Apartment in Burlingame Terrace
4.78 out of 5 average rating, 215 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, 459 reviews

Home away from home in beautiful Burlingame!

It's my honor to be your host and I will try to make your stay really great. Please let me know if you have any questions ahead of time as I want to make sure you have the best visit. Our city requires their hosts obtain a 12% transient occupancy tax, therefore the price reflects that tax. *** Please see House Rules and the complete description of the property to ensure our apartment will work for you.

Guest favourite
A serene sunset is viewed over Princeton Harbor, with orange and yellow hues illuminating the sky. Silhouetted against the evening light, the hillside features a prominent radio tower and palm trees. The calm water reflects the sunset, enhancing the tranquil ambiance.
Apartment in El Granada
4.86 out of 5 average rating, 498 reviews

Studio near Harbor/Half Moon Bay

Studio with a comfy queen sized bed , kitchen and bathroom. Queen air mattress also available (additional charge for more than two guests- please book with the correct number). Second bed is a choice between an air mattress and pull out couch. Blocks from the beach/Princeton harbor and coastside trail. Quaint Half Moon Bay is a couple of miles south, San Francisco is 20 miles north.

Popular amenities for Hillsborough apartment rentals

When is the best time to visit Hillsborough?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$302 NZD$295 NZD$295 NZD$289 NZD$295 NZD$289 NZD$294 NZD$306 NZD$304 NZD$304 NZD$323 NZD$336 NZD
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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 $17 NZD 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, Wifi and Pool across Hillsborough rentals

  • 4.8 Average rating

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