House vacation rentals in Hillsborough

4.98 out of 5 average rating, 278 reviews

Home in Pacifica

Sparkling Clean Brand New Luxury House w Parkings

*If you have trouble booking please message the host*BUILT in 2019. New, charming, beautiful, quiet, safe, and comfortable 5 bedroom/3 bathroom house (2400+ sq. ft.) that sleeps 20 people and has ocean view and a free parking minutes of driving from San Francisco, San Francisco airport, BART, CalTrain, and freeways. It is also in the walking distance to groceries, supermarket and restaurants. The house is wheelchair friendly and has high speed internet (150+ Mbps), cookware, and microwave, oven!

Top guest favorite

A spacious living area features a blue sectional sofa adorned with decorative pillows. A glass coffee table rests on a textured area rug. In the background, a dining table is visible, paired with modern chairs, while access to the staircase leads to the upper level.

Home in Half Moon Bay

5 out of 5 average rating, 112 reviews

Fabulous Beach Get Away - Brand New Beach House

Amazing Newly Built Beach House. Wake-up in this beautiful beach house in a tranquil neighborhood just a short stroll to the beach, walking trails, and restaurants. This beautifully decorated, two story home is perfect for your next beach get away! This house is fully equipped with TV, fireplace, new cozy beds, outdoor fire pit and BBQ, and much more. Enjoy this town which features horseback riding, fishing, boating, surfing, quaint downtown with shops, wine tasting, restaurants and much more.

Top guest favorite

A living area is shown with large windows framing scenic views. A comfortable sofa and an armchair are arranged around a wooden coffee table. A stone fireplace adds warmth, while potted plants bring a touch of nature indoors.

4.97 out of 5 average rating, 180 reviews

The Drake - Luxury Vacation Retreat

Beautiful house in West Marin has scenic views of Tomales Bay and Black Mountain. Lots of sunlight, spacious yet cozy and comfortable. Perfect for entertaining or private retreat. This home is your gateway to the Pt. Reyes National Seashore's spectacular Ocean and Bay Beaches, Hiking Trails, Historic Lighthouse and more! Excellent location between Pt. Reyes Station and town of Inverness. Private, yet steps away from Inverness Park Grocery and 5 minute drive to shopping and dining in town.

4.93 out of 5 average rating, 412 reviews

A cozy living area features a comfortable gray sofa and two patterned armchairs, arranged around a coffee table. Bright light fills the space, with a mounted flat-screen TV on the white wall. Natural elements are present through decor, leading to an open kitchen area.

Home in Stinson Beach

Bright and Cozy Beach Cottage

Adorable private cottage. Bright and comfortable beautifully appointed. 2 bdrm, 1 bath full kit, Lovely private garden where you can relax and enjoy after a fun day at the beach. Let the waves rock you to sleep. Our Stinson Beach Seaside Village is a special beautiful place with close proximity to some of the best hiking trails. The Dipsea and the Matt Davis Trail are steps away. Enjoy our beautiful natural surroundings, beach and gorgeous coastline. The perfect place for a memorable getaway!

4.97 out of 5 average rating, 149 reviews

A comfortable living area showcases a dark sectional sofa paired with white accent chairs. A coffee table is centrally positioned on a patterned rug, while a decorative mirror enhances the natural light from the nearby window. A fireplace adds a cozy touch to the space.

Home in Half Moon Bay

Entire house：Steps to beach and ample space

Give your family best summer memories at this 4 BRs 3.5 BAs well decorated house. Just 2 mins walk/one block to ocean front, restaurant and art galleries, everything. Best house for a multi-generation family vacation at beach! The house is ideal for family gathering with 3 queen, 1 full, 2 single beds. One sofa bed, floor mattress and roll away bed are available upon request. Please read full description before booking. It's in a quiet residential area. No event or wild party allowed.

An aerial view of a custom-built home, surrounded by trees, is showcased in the evening light. The structure features large windows that illuminate the interior, offering a warm contrast against the lush greenery. Pathways can be seen leading to and from the property.

4.95 out of 5 average rating, 144 reviews

Inverness-Serene Huckleberry Hill with a View

Custom built home, 2018, with spectacular views of Tomales Bay. Mid-century modern decor complements the natural beauty surrounding this home. Situated minutes from miles of trails, multiple fabulous dining options, wildlife, beaches, and all within an hour of the Bay Area. Eight people can comfortably stay in this four bedroom, three bathroom house with a hot tub while exploring the wonders of West Marin and Point Reyes National Seashore. Truly a memorable family experience! No parties.

A wooden deck extends from the home, offering a serene view of the surrounding greenery and rolling hills. The sky transitions from soft pink to twilight blue, creating a peaceful backdrop. The natural wood railing frames the scene, inviting relaxation outdoors.

4.95 out of 5 average rating, 145 reviews

Treehouse | Family Retreat, Picturesque Landscape

*Spacious & Inviting: Perfect for families or small groups, with 4 bdrms/3 baths, high ceilings, and a warm, light-filled interior. *Stunning Views: Enjoy breathtaking vistas from the home and deck. *Cozy Comforts: Wood-burning stove, piano, and TV (cable + HDMI). *Modern Amenities: Dedicated workspaces, high-speed WiFi, and deluxe touches. *Gourmet Kitchen: Fully stocked with organic coffee, tea, oils, and condiments. *Nature lovers' dream! *Professionally cleaned, no checkout chores!

An aerial view captures the expansive property set amid lush greenery, featuring multiple buildings nestled within the landscape. The serene waters of Tomales Bay are visible in the background, framed by rolling hills and the bright blue sky above.

4.85 out of 5 average rating, 162 reviews

1 Acre Inverness Family Estate

A perfect gathering spot for families and friends, which includes a main two bedroom home, a cottage, a writers studio, a large private deck, all sitting on a beautiful acre in the lovely Seahaven neighborhood of Inverness, 10 minutes walk to swimming and sunbathing at Shell Beach. World famous Tomales Bay State Park and Pt Reyes National Seashore at your doorstep. An additional modern, tasteful private apartment that sleeps three also on the property may also be rented upon inquiry.

4.88 out of 5 average rating, 139 reviews

An aerial view captures the beach house nestled in a quiet neighborhood overlooking the ocean. Nearby houses flank the street, with trees providing shade. The ocean stretches in the background, reflecting blue skies, with the beach visible just a short distance away.

Home in Half Moon Bay

Ocean View House Few Steps from Miramar Beach

Beautiful beach house with an ocean view. One block away from Miramar beach, one of the best beaches in Half Moon Bay. Walking distance from the coastal trail, downtown, the marina, and many great restaurants and coffee shops. The house includes an outdoor jacuzzi in the backyard, a dry sauna, and a deck with a spectacular view of the ocean. Very quiet neighborhood — no tolerence to noise and no backyard activities allowed after 10 PM. No smoking on property including backyard.

Top guest favorite

The open-concept living area showcases large windows offering panoramic views. A spacious sectional sofa is arranged with neutral tones, accompanied by a soft brown throw. A dining table for six is positioned nearby, and a kitchen island is visible, enhancing the inviting ambiance.

Home in Bernal Heights

4.99 out of 5 average rating, 152 reviews

Private Modern House: Stunning Views & Yard

Entire modern two-bedroom house with stunning views, lots of light, backyard with a deck and grill. Secluded and private with a gated entrance and garage. Fully stocked high-end kitchen, contemporary design, and Kiehl's bath products for you to enjoy. Located at the top of the hill, one block from Bernal Heights Park, featuring hiking and spectacular panoramic views of the city. Two blocks from restaurants, cafes, bars, and shops on Cortland Ave. 15-minute drive downtown.

4.85 out of 5 average rating, 168 reviews

Home in Aptos

Panoramic Ocean Views - in Private Sanctuary

Escape to this remote home nestled ontop the Aptos hills. The house provides panoramic white water ocean views with a large open floor plan, and a gourmet kitchen. Wake up to an ocean view from the master bedroom. The front decks are a perfect spot to relax while sipping your morning coffee. The backyard is a sanctuary for hummingbirds and other wildlife. You'll feel worlds away while still being very close to hiking and the beach. We only allow 2 vehicles