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Apartment vacation rentals in Hillsborough

Find and book unique apartments on Airbnb

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 G$10,461 GYD 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!

Top-rated apartment rentals in Hillsborough

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

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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 Marin City
4.94 out of 5 average rating, 279 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, 181 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.

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
4.72 out of 5 average rating, 134 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
Apartment in Moss Beach
4.9 out of 5 average rating, 417 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
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.
Apartment in Inner Richmond
4.96 out of 5 average rating, 395 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 favorite
A landscaped outdoor area features a stone patio set with a table and chairs under an umbrella. Lounge seating is provided nearby against a backdrop of vibrant flowering plants and greenery. The home is painted in a rich color, with large windows allowing natural light.
Apartment in San Anselmo
4.96 out of 5 average rating, 252 reviews

Hot Tub, Bright, Modern, steps to downtown

Enjoy a stylish experience at this centrally-located home. This one bedroom, one bathroom apartment, feels like a private home. Recently remodeled with a large yard for your private use. Grassy area for playing soccer, large driveway with basketball hoop, gas grill, outdoor seating and dining areas, and an inviting hot tub. Inside we have a full kitchen with everything for your culinary needs. Old style, wood burning stove, large TV, cozy couch and dining table.

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, 104 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, 140 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
Apartment in Burlingame
4.77 out of 5 average rating, 221 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 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.
Apartment in Montara
4.95 out of 5 average rating, 249 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 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, 461 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 favorite
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, 514 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. priceG$43,937 GYDG$44,774 GYDG$37,869 GYDG$35,568 GYDG$36,405 GYDG$35,568 GYDG$36,196 GYDG$37,660 GYDG$37,451 GYDG$37,451 GYDG$39,752 GYDG$41,426 GYD
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