House vacation rentals in Hillsborough

4.95 out of 5 average rating, 131 reviews

A spacious bedroom features large windows dressed with sheer white curtains, allowing natural light to fill the space. A comfortable bed is accompanied by two elegant chairs positioned beside a small table. The warm wooden flooring complements the calming atmosphere.

Home in San Carlos

Serene Oasis in the midst of Silicon Valley

Gaze out at the beautiful green canyon while having a morning coffee in bed. Head to the fully equipped kitchen to prepare breakfast and enjoy it outside on the balcony, surrounded by the sights and sounds of this stunning hilltop location. Close to 280. Centrally located in Silicon Valley for easy access to both San Jose and San Francisco. Deck/BBQ Lounge Area. Minimal. Enjoy life in the San Carlos hills. Drive about 5 minutes to lively San Carlos downtown for several restaurants and bars. Go hiking in Edgewood, Crestview, or Big Canyon. For a taste of big city life, adventure a bit further to San Francisco. Driving is the best option, I280 and 101 are easily accessible. Cal Train station down the hill - connects all the way from San Francisco to San Jose. Very spacious unit ( approximately 1200 sq.ft )

4.96 out of 5 average rating, 195 reviews

The sunroom features expansive glass windows that offer a panoramic view of the city and hills at sunset. A cozy seating area with a light blanket and soft cushions is present, providing a relaxing space to enjoy the scenic landscape.

Home in Daly City

SF Amazing View & SUNroom: Spacious Private 1 bdrm

👋 Welcome to our spacious, clean, private getaway studio on Southern Hill in Daly City. Escape the hustle and bustle of the city. Enjoy a stunning view of day/night in clear days ☀️ - Easy street parking - Great Summit Loop Trail at San Bruno Mountain (6-min🚘) - Cow Palace Arena (8-min🚘) - H Mart grocery mall (10-min🚘) - 9.2 miles to SFO (17-min🚘) - 6.7 miles to Civic Center（>30-min🚘 w/ traffic or 20-min🚘 w/o traffic) - 11 miles to Fisherman's Wharf(>35-min🚘 w/ traffic or 23-min🚘 w/o traffic)

A light-filled living room features a comfortable white sofa and a stylish armchair, positioned around a wooden coffee table. A modern television is mounted above a decorative stone fireplace. Soft curtains frame the window, enhancing the open feel of the space.

4.86 out of 5 average rating, 111 reviews

10-Min SFO *A/C* Modern Comfort 2BR Family Retreat

Welcome to our beautifully remodeled 2-bedroom home, just minutes from Downtown San Mateo! Whether you’re a couple, a family, or a business traveler, this is the perfect spot for you. Enjoy a fully equipped kitchen, comfortable living space, and kids-friendly amenities. Explore San Mateo's vibrant neighborhoods or take a short drive to San Francisco. We've thought of everything to make your stay comfortable, including fast WiFi and plush bedding. Book now and experience the best of the Bay Area!

4.94 out of 5 average rating, 174 reviews

A private fenced backyard features comfortable seating, including a sectional sofa and coffee table. Soft lighting from cafe lights enhances the outdoor environment. Lush greenery surrounds the space, providing a natural backdrop, with a welcoming mat positioned at the entry.

Home in Pacifica

Cozy 2 Bedroom Home, Dog Friendly, w/Private Yard

Home is dog friendly! Cozy 2 bedroom [Queen Beds] home, one bath, centrally located, private entry, lots of natural light, private fenced backyard, cafe lights, space for kids, pets to run around. Beach access trail on Mori Point 1/2 block away, 1/2 mile walk down the trail to Sharp Park Beach, you may see whales from the shore! Sharp Park Golf Course is one block walking distance. 15 min to SFO | 20 min to downtown San Francisco, private driveway and lots of free street parking available!

4.95 out of 5 average rating, 150 reviews

The exterior of the property is showcased, highlighting its unique architectural design with wooden paneling and large windows. A staircase leads to the entrance, and lush greenery is visible in the background, enhancing the coastal setting.

Home in Half Moon Bay

Luxury Ocean Front & Harbor View Home

Nestled in the quaint fishing village of Princeton by the Sea, just a mile north of Half Moon Bay, this stunning property is the perfect destination for your next coastal retreat. The two-bedroom, three-bathroom beautiful space sleeps up to 6 people and features spectacular views of Pillar Point Harbor and Half Moon Bay throughout the common areas and bedrooms. This is the ultimate in coastal luxury, featuring modern appliances and an open floor plan through all the common areas.

4.93 out of 5 average rating, 377 reviews

A large window showcases a view of lush trees and a serene outdoor area. Natural light floods the space, enhancing the warm tones of the elegant decor, which includes a small decorative bicycle and a floral arrangement on a nearby table.

Home in Belmont

Hidden French Gem for Fam/Biz~near Caltrain,SFO

Highly welcome respectful travelers to step through the 750ft super quiet European-style private studio with secluded bay view. Curl up in front of the 4K TV for movie nights at this stylish, soundproofed nest with a luxury mattress, washer and dryer! — welcome infant & kids. — Read everything to avoid surprises. — 5 min walks to park, Caltrain/restaurants; 10~13 min drive to SFO/Stanford; 20-25 min SF. — No pets, no smoking/vaping, no party! — book for 3 if need single bed

4.96 out of 5 average rating, 244 reviews

A spacious dining area features a large wooden table surrounded by black chairs, with natural light streaming through nearby windows. A spiral staircase leads to an upper loft, adding to the modern design, while decorative plants hang from the ceiling, enhancing the bright atmosphere.

Home in Millbrae

Light & Bright Abode Near SFO + Downtown Millbrae

This is a light, bright, and cheerful unit that is conveniently located in the heart of Downtown Millbrae. With high vaulted ceilings and modern decor, this space is perfect for any discerning travelers who wish for a comfortable environment to stay. -Less than a minute walk and you will arrive at Safeway, Starbucks, Trader Joes, and more. -5 minute drive to Burlingame Mills Peninsula Medical Care -5 minute drive to the Millbrae Caltrain, Bart station, and SFO.

4.98 out of 5 average rating, 367 reviews

The studio apartment features an open layout, showcasing a full kitchen with wooden cabinetry and a dining area. A comfortable window seat offers serene views, while light wood flooring adds warmth to the space. Modern lighting fixtures complement the overall aesthetic.

Home in Montara

A private beachy pad in Montara

Welcome to Chez Sage! Your own private apartment get-away, with a private deck and ocean views, is just 30 minutes south of San Francisco. The entrance to your private apartment leads you up the stairs to a deck with an ocean peek. Enter your home away from home and relax in the window seat to gaze at Montara Mountain or eat breakfast on the island with peeks of the ocean. Once you're settled, it's just a short stroll to watch the sunset from the beach.

A living area is highlighted by a light-toned laminate floor and neutral-colored walls. Two soft armchairs with yellow cushions face a modern white sofa. A round coffee table is placed atop a patterned area rug. A tall plant stand holds greenery, complementing the inviting space.

4.9 out of 5 average rating, 365 reviews

Cozy San Mateo home / Near SFO Airport

Looking for the perfect short-term rental in the Bay Area? This fully furnished 3-bed, 2-bath home in San Mateo is ideal for families, business travelers, and vacationers. Located just six blocks from vibrant downtown, you’ll be steps from ethnic restaurants, boutique shopping, and local charm. Just 10 minutes from SFO airport. Easy access to San Francisco and San Jose. This inviting home is your ideal base for experiencing the best of the Peninsula.

4.93 out of 5 average rating, 282 reviews

Home in Foster City

Lagoonfront Retreat: 3BR House Near SFO

Our stunning Airbnb listing offers both convenience and relaxation. 5min to multiple supermarkets and 15mins to SFO. Enjoy breathtaking views of the lagoon, modern decor, a fully-equipped kitchen, two comfortable living areas, and three cozy bedrooms with high-quality linens. We provide high-speed Wi-Fi, working desks, and heating for your comfort. We look forward to hosting you and helping you make the most of your stay in this beautiful area.

Home in Pedro Point-Shelter Cove

An outdoor seating area features a circular gas fire pit surrounded by a smooth stone ledge. A coastal view of the Pacific Ocean is visible, with the horizon meeting the sky in soft hues at sunset. The patio is enclosed by modern railing.

4.95 out of 5 average rating, 129 reviews

Oceanfront Home in Pacifica

Experience the ultimate coastal living with the Pacific Ocean as your backyard on Pedro Point—recently featured on the television series Staycation NorCal: A Golden Baycation. Boasting breathtaking, unobstructed ocean views, this stunning 3 BR 2-bath home offers a serene retreat. Walk to the surf and beach just steps from home. Enjoy sunsets from the deck, cozy nights by the gas fire pit, and catch the Golden Gate Bridge on a clear horizon.

A bright sleeping area features a gold bed frame with crisp white linens. An accent pillow adds a pop of color. A nightstand holds a small lamp, while a window displays greenery outside, enhancing the inviting and serene ambiance of the room.

4.95 out of 5 average rating, 133 reviews

Mid-century retreat w/ atrium & yard

Welcome to your mid-century Bay Area retreat - ideal for families, remote work & relaxed getaways. - Sleeps 6 | 3 bedrooms | 3 beds | 2 baths - Private backyard w/ fire pit, BBQ & outdoor dining - Enclosed atrium w/ custom mural & seating - Open-concept living w/ indoor fireplace & 42" TV - Full kitchen, coffee maker, washer/dryer, fast wifi - Single level home w/ office, driveway & street parking

Popular amenities for Hillsborough house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.81 out of 5 average rating, 113 reviews

A cozy outdoor space is illuminated by string lights, creating a warm ambiance. A small round table sits in the center, surrounded by chairs. Nearby, a garden cottage and trees provide a natural backdrop, enhancing the serene atmosphere of the backyard.

Home in Upper Rockridge

Summer-house/OASIS on quiet street in ROCKRIDGE!

4.79 out of 5 average rating, 222 reviews

A spacious living area features a striking stone wall, complemented by a large flat-screen TV mounted above an elegant dark cabinet. Plush seating options, including a brown leather sofa and chairs, invite relaxation, while a decorative chandelier adds a refined touch to the room.

Home in Willow Glen

Beautiful Large 4BR Home with POOL

4.91 out of 5 average rating, 218 reviews

A private outdoor area features a modern hot tub alongside a comfortable seating arrangement. Bright turquoise chairs offer a pop of color, while tall trees provide natural shade. The concrete patio is spacious, ensuring ample room for relaxation and enjoyment.

Home in Concord

Pool, Hot tub, Napa, SFO Clean

4.89 out of 5 average rating, 180 reviews

A spacious living area is equipped with a flat-screen TV mounted on the wall and an ornate cabinet. A comfortable grey chair and a glass coffee table are positioned on a soft carpet. Natural light is welcomed through a nearby window, enhancing the cozy atmosphere.

Home in Mountain View

Little Poolside House near Downtown Mountain View!

4.94 out of 5 average rating, 108 reviews

The exterior view captures a spacious waterfront home with a private dock featuring a floating pool. Palm trees line the property, and outdoor seating areas are visible. A covered section houses a boat, enhancing the serene waterfront setting.

Home in Discovery Bay

Waterfront home w/ private dock and pool

4.99 out of 5 average rating, 109 reviews

A single-level home displays a clean architectural design, surrounded by well-maintained green grass and landscaped areas. The entrance features two outdoor chairs positioned on a concrete patio, with large windows inviting natural light into the interior.

Home in Mill Valley

Chic & Fun Mid-Century Modern sleeps 8 (pool)

4.92 out of 5 average rating, 540 reviews

The image captures a calm pool area surrounded by palm trees under a clear blue sky. The reflection of the trees and deck is visible in the water, creating a serene outdoor setting. A well-maintained landscape can be seen beyond the pool.

Home in San Rafael

MCM Waterfront Pool/Hot Tub between SF and Napa

4.93 out of 5 average rating, 170 reviews

A serene outdoor space features a swimming pool surrounded by lush vegetation and a gently sloping waterfall. Steps lead from the house to the pool area, with a slide positioned nearby. A vineyard is visible in the background, enhancing the tranquil setting.

Home in Portola Valley

3 BR Home on Vineyard nr Palo Alto & Stanford

Weekly house rentals

4.99 out of 5 average rating, 358 reviews

Two Adirondack loungers are positioned around a fire pit, with a mesmerizing sunset over the Pacific Ocean in the background. The scene is complemented by silhouettes of coastal vegetation, creating a peaceful outdoor setting for relaxation.

Home in Pacifica

Oceanfront Boho Retreat - Pacific Sunset Views 🌅🌊🐳

4.81 out of 5 average rating, 130 reviews

A spacious deck is showcased, featuring a vibrant red umbrella providing shade over a circular table. A hammock with colorful stripes is visible, gently swaying in the sunlight. Surrounding greenery creates a serene backdrop, enhancing the outdoor relaxation spaces.

Home in San Carlos

Canyon Oak House: Private, tranquil with trees

4.82 out of 5 average rating, 568 reviews

Home in Serramonte

Best Cozy 2B1B Home • 7 mins from SFO

4.9 out of 5 average rating, 372 reviews

A scenic view of Poplar Beach is presented, showcasing fine sand and gentle surf against the backdrop of rolling hills. People can be seen walking along the shore, while lush green coastal plants frame the image.

Home in Half Moon Bay

Poplar Beach Getaway - Special Pricing!

4.87 out of 5 average rating, 121 reviews

A spacious living room features an orange sofa and a coffee table set on a patterned area rug. Light-colored curtains frame the windows, while a dining area with white chairs and a green wall is visible in the background. Decorative plants add freshness to the space.

Home in San Bruno

Charming Retreat 2 BR Main House in SFO/Bay Area

4.97 out of 5 average rating, 107 reviews

A cozy living area features a stylish brown leather couch adorned with colorful throw pillows. A wood-burning stove with a decorative backsplash adds warmth, while a wooden coffee table complements the inviting space.

Home in Miramar

Tranquil Coastal Retreat - Walk to the Beach!

4.93 out of 5 average rating, 181 reviews

A spacious living area is featured, showcasing a cozy gray sofa with a textured throw blanket. A decorative fireplace sits against a light-colored wall, complemented by built-in bookshelves adorned with plants and books. Glass-paned doors lead to a bright dining space.

Home in Alameda

Cozy 2-BR Garden Bungalow w/ Parking and King Bed

5 out of 5 average rating, 138 reviews

A modern living area features a sectional sofa complemented by a glass coffee table. Large sliding doors provide natural light and a view of the outdoor space. A sleek fireplace adds warmth to the room, with a stylish area rug enhancing the comfortable setting.

Home in Miramar

Fabulous Beach Get Away - Brand New Beach House

Private house rentals

4.91 out of 5 average rating, 111 reviews

An outdoor deck is furnished with comfortable seating, including four armchairs with soft green cushions and a coffee table. A fire pit sits at the center, surrounded by the serene greenery of tall trees, providing a cozy atmosphere for relaxation.

Home in Half Moon Bay

TreeTops OceanView Retreat_HotTub_Month/LongTermOk

4.98 out of 5 average rating, 42 reviews

A spacious living area features a white sectional sofa adorned with decorative teal pillows. Light streams through large windows framed by sheer curtains, illuminating the wooden floors and highlighting the rich textures of the room. A simple coffee table is positioned in front of the sofa.

Home in Edgewood Park

Super Private Hidden Redwood City House and Garden

5 out of 5 average rating, 28 reviews

A modern kitchen is highlighted by a large island with seating for four. Natural light floods in through the windows, which open to a balcony. Sleek cabinetry and stainless steel appliances are present, accompanied by a decorative plant near the entrance.

Home in Millbrae

Modern 3BR/3.5BA House with Parking & Laundry

4.96 out of 5 average rating, 302 reviews

A wooden deck surrounded by natural greenery offers stunning ocean views, with sunlight reflecting off the water. The coastal cliffs are visible in the distance, framed by a partly cloudy sky. The inviting space features wooden railings and a tranquil atmosphere.

Home in Muir Beach

Muir Beach's Haiku House with Dramatic Ocean Views

A dining area features a light wood table surrounded by four upholstered chairs. A decorative bench sits along one side of the table. Two abstract art pieces adorn the wall, and a potted plant adds a touch of greenery in the corner. Natural light enters through a large window.

4.88 out of 5 average rating, 204 reviews

12-Min From SFO, Tastefully Designed, Work Station

4.83 out of 5 average rating, 24 reviews

A spacious living area is filled with natural light from large windows, showcasing views of the lush garden. A cream-colored sectional sofa and a tufted bench provide comfortable seating, while modern pendant lights hang above. A glass coffee table is positioned at the center.

Home in Hillsborough

Modern San Francisco Bay Area home, 4bed/2bath

4.96 out of 5 average rating, 76 reviews

The living area features a leather sofa paired with a patterned rug and a glass coffee table. A dining area is visible in the background, illuminated by natural light from large windows. Soft decorative elements, including a fluffy pouf and indoor plants, enhance the welcoming ambiance.

Home in Belmont

Sunlit 2B1B house w/ Deck & Garden on Belmont hill