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Apartment vacation rentals in Hillsborough

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Top-rated apartment rentals in Hillsborough

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Top guest favorite
A modern floating condo is showcased at sunset, highlighting its wooden exterior and spacious deck. A ramp leads to the entrance, with large windows allowing ample natural light. The serene water reflects the warm colors of the sky, enhancing the tranquil atmosphere.
Apartment in Mill Valley
4.94 out of 5 average rating, 265 reviews

Floating condo 'C' 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 favorite
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, 175 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.

Top guest favorite
Apartment in Pacifica
4.97 out of 5 average rating, 181 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.
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 favorite
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, 411 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 favorite
The living area features a comfortable full-size couch and a white accent chair. Large windows offer natural light and views of the surrounding landscape. A television is positioned on a low black console, while a dining area with bar stools complements the open layout.
Apartment in Muir Beach
4.98 out of 5 average rating, 107 reviews

Muir Beach - Pacific Retreat

This 1-bedroom, first story unit is perfect for your escape. Steps from the beach and hiking trails makes this unit the cornerstone to a great relaxing or adventurous vacation. This downstairs unit is quiet, private and recently remodeled. This unit has a 50" TV with internet TV, WIFI, full size couch, full-size kitchen and a luxurious king-sized bed. The outside deck is the perfect location to take in the amazing views, relax and recharge for your next beach adventure.

Top guest favorite
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.
Apartment 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.)

Top guest favorite
A welcoming living area features a red sofa adorned with patterned pillows, accompanied by a brown armchair. A dark coffee table sits in front of the seating, while a small desk is positioned nearby. Light fills the space through large windows covered with white blinds.
Apartment in San Carlos
4.98 out of 5 average rating, 138 reviews

Beauty in San Carlos! 1 large bedroom apartment

Newly beautifully remodeled large corner unit with quaint views, this one bedroom apartment is in an Excellent location, walking distance to downtown San Carlos, to fine restaurants, parks, library, coffee, shopping, 30 minutes from San Francisco and San Jose and just minutes from Palo Alto Stanford and Menlo Park, Redwood City and San Mateo Assigned gated parking space, laundry room in the building: http://www.tourfactory.com/idxr1906024

Superhost
An oversized deck features comfortable outdoor furniture in vibrant turquoise, including a sectional sofa and a coffee table. Surrounding trees provide privacy, and a few planters add greenery. The deck is spacious, with wooden flooring and a stylish design, suitable for relaxation.
Apartment in Miramar
4.84 out of 5 average rating, 231 reviews

2 Bed: hot tub + 7 min walk to beach (sleeps 6)

This spacious apartment is a perfect place to relax and enjoy beautiful Half Moon Bay! This 2 bedroom apartment sleeps 6 persons maximum and has a washer and dryer, a sunny oversized deck with patio furniture, and a hot tub. The apartment is located in a safe neighborhood that is just a 7 minute walk from the beach, close to numerous restaurants, and just steps away from a surf shop for easy access to bike and surf rentals

Guest favorite
The modern complex is illuminated under the evening sky, showcasing a resort-style pool surrounded by lounge chairs and umbrellas. A vibrant rooftop area is visible, adorned with greenery and outdoor seating, while soft lights accentuate the building's contemporary architecture.
Apartment in Menlo Park
4.95 out of 5 average rating, 236 reviews

Spacious & Luxurious 1 BR w/Pool & Free Parking

Welcome to our Luxurious 1 bedroom located in Menlo Park! Our unit is situated in the luxurious Anton Menlo Apartments, which boasts a range of amenities for our guests to enjoy during their stay. Our unit features a spacious and fully furnished living area, comfortable Queen size bed, with a large modern bathroom, and a fully equipped kitchen with all the necessary appliances and cookware to prepare your favorite meals.

Guest favorite
Apartment in Burlingame Terrace
4.78 out of 5 average rating, 220 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 favorite
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, 460 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?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ771ﺩ.ﺇ786ﺩ.ﺇ665ﺩ.ﺇ624ﺩ.ﺇ639ﺩ.ﺇ624ﺩ.ﺇ635ﺩ.ﺇ661ﺩ.ﺇ657ﺩ.ﺇ657ﺩ.ﺇ698ﺩ.ﺇ727
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Quick stats about apartment rentals in Hillsborough

  • Total vacation rentals

    Explore 50 vacation rentals in Hillsborough

  • Nightly prices starting at

    Hillsborough vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

  • Verified guest reviews

    Over 830 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Hillsborough vacation 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!