House vacation rentals in Hillsborough

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Top-rated house rentals in Hillsborough

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Guest favorite

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

4.96 out of 5 average rating, 122 reviews

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 )

Guest favorite

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

4.96 out of 5 average rating, 149 reviews

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)

Guest favorite

A bright living area features a round table with a floral centerpiece and two cushioned chairs. The backdrop displays an open kitchen with cabinetry, leading to a warmly painted bedroom door. A small plant and modern decor enhance the welcoming atmosphere, illuminated by natural light.

Home in San Mateo

4.83 out of 5 average rating, 278 reviews

❤️ Delightful 1B/1B modern with a leisure garden

This recently upgraded unit features a master bedroom with a full bathroom and two closets, along with a spacious living area. Enjoy complete privacy with a separate fence and a sunny private garden. We provide complimentary coffee and tea, and there’s free street parking available 24/7. It’s within walking distance to the Roblox office and the San Mateo Event Center, and about 10 minutes from SFO. Please note, this is not an apartment building. Self-check-in is available using the key code.

Guest favorite

A cozy living space displays a gray sofa paired with a stylish blue armchair. A white coffee table rests on a patterned rug, while a decorative fireplace is framed with light-colored molding. Natural light enters through shuttered windows, contributing to a bright ambiance.

Home in Millbrae

4.9 out of 5 average rating, 354 reviews

3 Bedroom Entire House @ Safe Town in SFO Bay Area

Our Airbnb house is located in the beautiful Millbrae town. Your family will be close to everything when you stay at this centrally-located place. Walkable distance to locale restaurants, coffee shops and supermarket. With 3 Bedrooms, newly updated 2 bathrooms, a full kitchen and the backyard, heating, A/C, TV, wi-fi, your family will enjoy a cozy stay with urban suburban mix feel. Easily get on Freeway 101, 280, 15 minutes driving to SFO Airport. 10 minutes to Bart, Caltrain Station.

Guest favorite

A stylish living room features a modern red chair alongside a patterned gray-and-white armchair. A wooden coffee table sits on a plush area rug, with a television mounted above a classic fireplace. Decorative elements are arranged on the mantel, adding a touch of sophistication.

Home in San Mateo

4.91 out of 5 average rating, 161 reviews

Andulore Cottage - Near Burlingame Ave - Remodeled

Welcome to Andulore Cottage! Remodeled home in great location in quiet neighborhood. Walk to Burlingame Avenue shops, restaurants and Caltrain Station! This 1944 WWII era cottage has been lovingly restored, updated and renovated while preserving historic detail and charm throughout. Interior decor of this home is styled mid-century transitional. There are three bedrooms, living room, dining room, kitchen, and spacious backyard with beautiful patio with brick BBQ and fireplace.

Guest favorite

A modern living room features a curved white sectional sofa adorned with blue and orange cushions. A round glass coffee table sits on a patterned area rug, with a small floral centerpiece displayed. A colorful artwork is hung on the wall, complemented by contemporary lighting.

Home in Burlingame

4.97 out of 5 average rating, 165 reviews

SFO Panoramic Views 4BR/3BA near SF-Silicon Valley

Located in the SF Bay Area Peninsula with 180-degree panoramic views of the Bay Area, 3,012 square feet, 4 bedrooms and 3 full bathrooms. Located on the upper level is the kitchen, dining room, TV room, and spacious living room. Lower level has four bedrooms. Must be able to climb stairs. Refinished hardwood floors and carpet in the bedrooms. Backyard extends into multiple decks, including BBQ grill and hot tub. Located between San Francisco and Silicon Valley. Very close to SFO.

Guest favorite

The studio space features a kitchenette with modern appliances, including a stainless steel refrigerator. A cozy sofa and a dining table for two are positioned near the window, while a comfortable queen bed with light bedding is visible in the background.

Home in Burlingame

4.92 out of 5 average rating, 178 reviews

Cozy Modern Craftsman Retreat

Private studio with a large outdoor patio. Just a short walk to the dinning and shopping on Burlingame Avenue and also on historic Broadway. Caltrain and Bart are minutes away to get take you to wherever you need to go. Fast wifi and espresso maker provided. Enjoy fresh fruit from our orange tree, and a rosemary bush for those that enjoy cooking. Relax with our large queen bed, recessed dimmable lighting and a large flat panel 4K smart TV w/apps for Netflix, Amazon Video, etc.

Guest favorite

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

4.92 out of 5 average rating, 365 reviews

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

Top guest favorite

A bright workspace features a light wooden desk positioned beside a large window, offering views of rolling hills and the surrounding landscape. A tall mirror stands nearby, reflecting natural light and adding depth to the space. Greenery is placed on the desk, enhancing the serene atmosphere.

Home in South San Francisco

4.97 out of 5 average rating, 125 reviews

Stylish & Serene Home - Private Unit!

Discover our chic and contemporary 1-bed, 1-bath house in South San Francisco! Recently renovated, it offers a comfortable queen-size bed for a restful stay. Relax with the 55" TV (HBO Max) after exploring, and enjoy your own kitchen for home-cooked meals or our top restaurant recommendations. Conveniently near SFO / transportation hubs and not far from the city, this is your ideal base to explore the Bay Area. We look forward to hosting your comfortable and convenient stay!

Superhost

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.

Home in San Mateo

4.89 out of 5 average rating, 194 reviews

12-Min From SFO, Tastefully Designed, Work Station

Welcome to the Laurel Pad, a home away from home. You'll enjoy the convenience this house offers - fully stocked kitchen, minutes away from amazing restaurants, supermarkets, parks, 13-min to SFO, 25-min to downtown San Francisco, and easy access to major companies around Silicon Valley. This bright and sunny house is tastefully designed and updated to offer functionality and aesthetics. You'll have access to fast wifi and dedicated driveway parking for up to two cars.

Guest favorite

The guest house is presented with a charming Tudor-style exterior, featuring a pitched roof and decorative wooden beams. Large glass doors provide a view into the interior space, framed by a covered porch supported by sturdy beams. Lush landscaping and a vibrant red entry gate enhance the inviting ambiance.

Home in San Carlos

4.95 out of 5 average rating, 259 reviews

The Perfectly Appointed Modern English Guest House

Relax and unwind in this newly constructed guest house. Completed in 2019 it offers all the amenities of a 5-star hotel suite with the privacy and ambiance of a quaint English Tudor home. Located just 2 blocks from charming downtown San Carlos in the “City of Good Living”. We are 30 minutes from San Francisco, San Jose and the beach in Half Moon Bay —with easy access to Highways 101 and 280, as well as public transportation (SamTrans, Caltrain and BART via Caltrain).

Guest favorite

An open-concept living area is highlighted by a wood-burning fireplace with a textured white surround. Mid-century furniture, including a leather sofa and colorful chairs, is arranged around a plush area rug, while large windows provide natural light and views of the outdoor space.

Home in San Mateo

4.94 out of 5 average rating, 124 reviews

Modern Mid-Century Retreat • Quick Access to SFO

Close to San Francisco, SFO and the Peninsula. Step into this stunning 1956 Joseph Eichler-designed home, updated in 2017 to preserve its mid-century charm with modern touches. The enclosed atrium, featuring a custom mural and red maple tree, sets a serene tone upon entry. Inside, you'll find mid-century furniture and art, with a spacious open-concept living area, wood-burning fireplace, dining room, and a fully equipped kitchen—perfect for small gatherings.