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Apartment holiday rentals in Hillsborough

Find and book unique apartments on Airbnb

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.
Flat in Woodminster
4.99 out of 5 average rating, 301 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 modern floating condo is shown, featuring a mix of wooden and glass exteriors. The structure is connected by a sturdy ramp leading to the water. Soft lighting from a nearby lamp enhances the tranquil evening atmosphere, with a colorful sunset reflecting off the water.
Flat in Marin City
4.91 out of 5 average rating, 279 reviews

Floating condo 'A' on Sausalito's Richardson Bay.

Romantic floating condo with breathtaking water views. Relax & enjoy a tranquil escape in style and comfort. Catch the sunrise from your super comfie KING bed or lounge on the deck with occasional pelicans (or even a seaplane) coming and going. Unique and perfect for a getaway, workacation, or retreat. Golden Gate Bridge is 6 min away. Airport bus stops a block away. Walk/bike path to Sausalito & Mill Valley. Ferry/bus to SF. Free parking Read reviews of this or our 3 other floating condos!

Top guest favourite
Flat in San Rafael
4.98 out of 5 average rating, 176 reviews

Mount Tamalpais View — the Heart of Marin County

Stunning views of Mount Tamalpais off the deck. Modern appliances, quartz counters and oak hardwood floors. Large windows and french doors allow year round sun. Enjoy hiking and mountain biking at trailheads just a short walk or ride down the road. Make the drive to West Marin and the Wine Country. A cozy lounging space to work remotely, watch movies and local TV or write/create/dream in a space that inspires with sunlight and views. Stroll downtown for music, dining and the Rafael Theatre.

Superhost
An aerial view captures the coastline lined with gentle waves, illustrating the Pacific Ocean's blue hues. The Pacifica Pier extends into the water, while a mix of residential buildings and sandy shoreline punctuates the scene. Nearby streets host parked cars, enhancing the coastal ambiance.
Flat in Pacifica
4.88 out of 5 average rating, 155 reviews

Beachfront Breathtaking Views near SF (Neptune 3)

Truly amazing location facing the beach with elevated views of the Pacific Ocean and Pacifica Pier. This 3bed/1.5bath apartment sleeps up to 6 people on 2 Queen beds, 1 Twin bed and 1 Air Mattress (note 3rd bedroom is on the small side) Interior features full kitchen with gas stove, microwave, coffee maker and plenty of counter space and island for cooking meals while watching the whales and the waves! Washer and Dryer available in shared laundry room. 1 garage parking space included.

Top guest favourite
Flat in Pacifica
4.97 out of 5 average rating, 168 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.

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.
Flat 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 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.
Flat 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.

Guest favourite
A modern hotel room features a King-sized bed with white linens and a blue throw blanket. A Smart TV is mounted on the wall above a wooden desk with a chair. A spacious wardrobe and a light-filled bathroom are visible in the background.
Flat in Inner Richmond
4.95 out of 5 average rating, 316 reviews

At Mine - Golden State Park Suite

Experience comfort and convenience in this stylish San Francisco hotel room featuring King size bed, a Smart TV, and a dedicated workspace. Unwind with thoughtful touches like a spacious wardrobe, a full-length mirror, and a modern bathroom stocked with plush, high-quality towels. Pay parking is available upon request. Perfectly situated near charming parks, shops, and local dining, this inviting space is ideal for both work and relaxation during your stay in the city.

Top guest favourite
An aerial view captures the expansive coastline of Half Moon Bay, with golden beaches meeting the turquoise ocean. The landscape features a blend of residential areas, fields, and distant rolling mountains, creating a serene and open atmosphere.
Flat in Half Moon Bay
4.99 out of 5 average rating, 100 reviews

Steps to Beach Ocean Retreat / Private Entrance 2

You'll be just steps from Francis State Beach and the Coastal Trail and blocks from downtown Half Moon Bay with its various restaurants, bars and shops. Park your car for a few days and relax in a quiet setting with views of the ocean and mountains and the sounds of the waves. The ground floor of the house will be yours with its large private bedroom suite, living room/bar, outdoor patio and large backyard. (Please note that there is no kitchen.)

Guest favourite
Flat in Burlingame
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!

Guest favourite
A private deck offers views of the ocean and surrounding greenery. The clear blue water is visible against the horizon, framed by tall trees and shrubs. Bright yellow outdoor furniture adds a pop of color to the serene setting.
Flat in Montara
4.95 out of 5 average rating, 239 reviews

Montara Ocean View Suite

This lovely and comfortable 700 sq. ft. suite adorned in modern art offers stunning views of wild open spaces and the ocean. Just a 3 minute walk to the Montara Light House, beaches and tide pools. If you love the great outdoors this is the perfect retreat to for you to discover the beauty of the California coast. Great local dining and just 30 minutes to San Francisco. Perfect for romantic couples and friends.

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.
Flat 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.

Popular amenities for Hillsborough apartment rentals

When is the best time to visit Hillsborough?

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Avg. price$228 SGD$222 SGD$222 SGD$217 SGD$222 SGD$217 SGD$221 SGD$230 SGD$229 SGD$229 SGD$243 SGD$253 SGD
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Quick stats about flat rentals in Hillsborough

  • Total holiday rentals

    Explore 50 holiday rentals in Hillsborough

  • Nightly prices starting at

    Hillsborough holiday rentals start at $13 SGD 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 of Hillsborough holiday rentals include wifi 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!