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Apartment vacation 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 favorite
A green custom sofa is positioned against a light-colored wall, accompanied by a wooden world map art piece. An alcove shelf displays small decorative items and plants, while a white refrigerator is visible to the side. Soft lighting from the bedroom creates a warm ambiance.
Apartment in Crocker Amazon
4.99 out of 5 average rating, 186 reviews

Luxury 1 bedroom unit

A 5 stars stay without a 5 stars price! 15 min from SFO and 20 min to Downtown SF, easy access to hwy 101 & 280. Dream come true for business and leisure travelers. Brand new unit with private entrance from street, heated floors, spa like bathroom, smart TV w/ Laptop docking station, blackout shades, gig speed internet, coffee & snacks, self check-in/out, nest thermostat & door lock, kitchenette w/ highend cookware great for small meals,street parking @ dvwy, easy access to public transportation

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 Marin City
4.94 out of 5 average rating, 247 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!

Guest favorite
An outdoor dining table is set with four wine glasses and a bottle of red wine. The backdrop features the coastline under a clear blue sky, with a few people strolling along the promenade in the distance.
Apartment in Pacifica
4.88 out of 5 average rating, 239 reviews

Ocean Front Beach Apartment near SF! (Neptune 1)

This wonderful ground floor 2bed/1bath apartment sits right on the beach promenade of Pacifica and the Pacifica Pier. End each day with a breathtaking view of the Pacific sunset on your private seating area or entertain friends in your large landscaped back yard (with BBQ!). The interior of the unit features hardwood floors and a bedroom with super comfy Queen bed in bedroom 1 and 2 Twin beds in Bedroom 2. Washer and Dryer included in shared laundry room. 1 private parking space included.

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, 168 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, 169 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
The living room presents a comfortable atmosphere with a sleek gray sofa and a stylish wooden coffee table. A light-colored rug covers the floor, while a globe is positioned on a nearby chair. The kitchen is visible in the background, featuring bar stools at the counter.
Apartment in Stonestown
4.97 out of 5 average rating, 147 reviews

Modern + Spacious 1BR/1BA Merced Manor Apartment

Enjoy the city life by day and come home to a spacious, modern and clean 1BD/1BA with a kitchen and separate side entrance located in a safe and quiet neighborhood with ample street parking. The apartment is within walking distance to modern conveniences (restaurants, grocery stores, Stonestown Galleria), nearby the great outdoors (lake, park, golf course, SF Zoo), and near direct public transport lines to the Financial District/Union Square and Golden Gate Park/Golden Gate Bridge.

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, 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.

Top guest favorite
A modern living and dining area features an open layout with large windows allowing natural light. A spacious dining table is set for several guests, complemented by a stylish couch and vibrant artwork on the wall. A well-equipped kitchen is visible, maintaining accessibility and functionality.
Apartment in Crocker Amazon
4.99 out of 5 average rating, 117 reviews

Entire one-bedroom apartment in the Cow House

Our sunny, modern 1 bedroom 1 bathroom garden apartment is in the quiet "Crocker Amazon" neighborhood of San Francisco. It is 15 minutes from SFO and 35 minutes from the Financial District. Guests have private access to the whole apartment including bedroom, bathroom, living & dining rooms, kitchen, and garden access. Access to major freeways is fast and easy, and mass transit is steps away. One off-street parking spot and laundry are available as needed.

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.)

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 Half Moon Bay
4.85 out of 5 average rating, 226 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
Apartment 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!

Popular amenities for Hillsborough apartment rentals

When is the best time to visit Hillsborough?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ654ﺩ.ﺇ639ﺩ.ﺇ639ﺩ.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.ﺇ37 per night before taxes and fees

  • Verified guest reviews

    Over 840 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

    20 properties have a dedicated workspace

  • Wi-Fi availability

    50 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!