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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$10,462 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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Top guest favorite
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 San Francisco
4.91 out of 5 average rating, 282 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 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, nail salons, library, etc. Blocks from very large park with sweeping views, historic greenhouses, and unique community greenway. Host upstairs.

Guest favorite
The exterior of the property features a single-story structure with a light gray façade and white trim. A welcoming porch is lined with potted plants, and large windows enhance natural light. A parked vehicle and shaded trees are visible in the surrounding area.
Apartment in East Palo Alto
4.86 out of 5 average rating, 181 reviews

2 bedroom 1 bath in East Palo Alto

2 bd 1 ba entire unit sharing wall with other units(4 units in the house). Not for people who are sensitive to privacy . located in city of East Palo Alto ( not Palo Alto) , working class neighbor. read” neighborhood ”first. Don’t book if you are uncomfortable with working class. Only 1 parking , not for guests have 2 cars due to busy street. Shared internet not for work. No Netflix Big floor mirror in 1 bedroom. be caucious if have kids . No oven in the kitchen No party or loud groups

Guest favorite
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.
Apartment in Marin City
4.9 out of 5 average rating, 313 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!

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, 135 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
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

Top guest favorite
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 Oakland
4.99 out of 5 average rating, 196 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.

Superhost
Apartment in Burlingame
4.77 out of 5 average rating, 222 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, 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 modern living space is illuminated by natural light, featuring a dark gray sectional couch with colorful cushions and a soft throw. A large window offers a view of the outdoor patio, while a potted plant adds a touch of greenery to the room.
Apartment in Berkeley Hills
4.95 out of 5 average rating, 322 reviews

Modern Garden Apartment

Relax in the heart of North Berkeley, only blocks away from UC Berkeley and easy access to the greater Bay area. Our modern, light-filled apartment at garden level includes a spacious main living and kitchen space, and a large bedroom, and luxurious bathroom. We have have Hepa filters in the apartment to ensure cleanliness and maximize environmental safety.

Guest favorite
A welcoming studio space is captured from the entrance, featuring a spacious lounge area with a white sofa and a patterned chair. Natural light flows through large windows, illuminating the open kitchenette and a queen size bed in the background.
Apartment in Redwood City
4.97 out of 5 average rating, 122 reviews

Luxury Studio in the heart of Silicon Valley

Come and enjoy this brand new and newly furnished Studio nestled in the hills. This studio offers luxury and comfort for the most discerning corporate traveler or a perfect place to stay at when visiting the Bay Bay Area. This is a luxurious studio with private entrance. The studio is part of a beautiful house centrally located in Redwood City hills.

Popular amenities for Hillsborough apartment rentals

When is the best time to visit Hillsborough?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$43,942 GYDG$44,779 GYDG$37,874 GYDG$35,572 GYDG$36,409 GYDG$35,572 GYDG$36,200 GYDG$37,665 GYDG$37,456 GYDG$37,456 GYDG$39,757 GYDG$41,431 GYD
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