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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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Top guest favourite
A modern living area features a light grey sofa facing a dark television stand. A wooden coffee table sits on a textured rug, surrounded by bookshelves filled with various books. Colorful wall art above the shelves adds visual interest, while ample natural light enters through multiple windows.
Flat in Eureka Valley
4.95 out of 5 average rating, 706 reviews

Relaxed Apartment with a Patio in The Castro

Brew a cup of coffee in a cozy kitchen with elegant tiling and find a seat on a decked patio wrapped in a leafy garden. Curl up with a book on a modern sofa in a living area boasting colorful paintings, a stocked bookcase, and exposed wood beams. The unit is a private apartment below the main house with a private entrance. There is one bedroom and a pull out queen sofa. There is room for approx four people (2 per bed) and one bathroom. The summer kitchen features a brand new quartz counter top, beautiful spanish tile backsplash, drink refrigerator with freezer, microwave, toaster oven (for light heating), and a full set of dishes and glass ware for pizza night at home. There is closet and shelf space for your extra goods and an iron with an ironing board. It's so close to the action it's not even funny! :-) Guests are invited to use the private patio space just outside of the guest unit. We live right upstairs so fully available to all guests during their stay and only a quick text away. The apartment occupies the remodeled lower level of a house in the historic Castro neighborhood. A vibrant nightlife and dining scene is steps away. Head to the iconic Castro Theatre to see a film or take a scenic stroll to Mission Dolores Park. The Muni is a 7 minute walk that takes you to the BART transport to the airport and downtown and financial district. Several buses that run through this area to the rest of the city. Busy area in terms of Lyft/Uber/cabs. Parking can be a bit tough at times, but we never have too much trouble finding a space a block or less from the house. The neighborhood does however, require a parking permit per day. Unfortunately, I have a limited number of passes and will not be able to offer these with the unit. Please be mindful that tickets may be given, but they are generally more sticklers about street cleaning that daily parking permits. I am currently trying to locate nightly parking facilities nearby. If you can manage here without a car, that would be best.

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.
Flat in Portola
4.91 out of 5 average rating, 241 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.

Superhost
A sweeping view of the coastline reveals a sandy beach bordered by gentle waves. The scene includes a street lined with buildings and parked vehicles, while a fishing pier extends into the ocean. Mountains frame the background, completing the landscape.
Flat in Pacifica
4.85 out of 5 average rating, 207 reviews

Beachfront Ocean Views near SF! (Neptune 2)

Wake each morning and end each day with incredible panoramic Ocean Views from this beach-front Pacifica apartment! The views are always clear and unobstructed as this is literally ocean front on the 2nd story and of course you have your own private balcony. This 1bed / 1bath flat sleeps up to 2 people on a queen bed. Equipped with a full kitchen with stove and oven and a dining nook (again with ocean views!). Also features a desk and wood burning fireplace to make your stay cozy and warm!

Top guest favourite
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.
Flat in Half Moon Bay
4.99 out of 5 average rating, 164 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.

Guest favourite
Flat in Pacifica
4.97 out of 5 average rating, 166 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.
Flat in Piedmont Avenue
4.98 out of 5 average rating, 118 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.
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, 393 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 scenic aerial view captures the coastline, revealing sandy shores and the vibrant blue ocean meeting the horizon. Nearby, scattered homes and fields are visible, framed by greenery and gentle hills in the distance, showcasing the natural beauty of the area.
Flat in Half Moon Bay
4.96 out of 5 average rating, 219 reviews

Steps to Beach Ocean Retreat / Private Entrance 4

You'll be just steps from Francis State Beach and the Coastal Trail and blocks from downtown Half Moon Bay. Park your car for a few days and relax in a quiet setting with views of the ocean and the sounds of the waves. The ground floor of the house will be yours with its large private bedroom suite, second bedroom, living room/bar and outdoor patio. (Please note that there is no kitchen.) We have implemented enhanced cleaning procedures. Feel free to ask for details!

Guest favourite
Flat in Burlingame Terrace
4.78 out of 5 average rating, 212 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.
Flat in Burlingame
4.97 out of 5 average rating, 456 reviews

Home away from home in wonderful Burlingame

It's my honor to be your host and I will try to make your stay really great. I provide suggestions of things to do but feel free to ask for advice! Our city requires their hosts obtain a 12% transient occupancy tax, therefore the price has been increased to reflect 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.
Flat in El Granada
4.86 out of 5 average rating, 495 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

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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 £7 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!