House holiday rentals in Hillsborough

4.96 out of 5 average rating, 218 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)

4.99 out of 5 average rating, 341 reviews

A light-filled living room features a comfortable sofa, an inviting fireplace, and a wall-mounted flatscreen TV. A mix of seating options, including an armchair and a recliner, are arranged around a coffee table. Large windows provide views and natural light.

Home in Half Moon Bay

Stairway to Heaven - 1 bedroom

PLEASE NOTE- we live in a 3 story home and this unit is on the lower level of our home. Also available in a 2 bedroom, this suite features a spacious living room with a fire place, flatscreen TV & a kitchenette with most everything you will need to feel at home. A nice large bedroom with a quality queen bed & linens, a large bathroom with a double sink, tub and shower. The private entrance leads to a patio with stunning views and quiet space. There is a second sunning patio do dine and rest.

A welcoming living area showcases a leather sofa paired with an armchair and a round coffee table. A fireplace sits beneath a wall-mounted TV, and warm hardwood floors enhance the cozy ambiance. Natural light streams through nearby windows, offering a bright and airy feel.

4.87 out of 5 average rating, 253 reviews

Modern House w A/C No Pet in San Mateo

This cozy home is kids friendly, good for a family vacation. It is also suitable for business trip with high speed WIFI. It is well equipped with all the amenities you need to enjoy your stay! 15 minutes walk to San Mateo Downtown. 11 minutes walk to Cal Train Station, which takes you to San Francisco in 30 min, and San Jose 45 min. If you have a car, you can reach those popular destinations easily: Hwy 101: 3 min San Francisco Airport: 9 min Apple Palo Alto: 12 miles Stanford: 17 miles

4.82 out of 5 average rating, 581 reviews

Home in Serramonte

Best Cozy 2B1B Home • 7 mins from SFO

Only 7 minutes to SFO Airport! This cozy 2-bedroom, 1 bath home in friendly Daly City offers a comfortable and convenient stay for travelers. Thoughtfully decorated with modern touches, it’s the perfect place to relax after exploring San Francisco. What you’ll love: 1️⃣ 2 spacious bedrooms & 1 clean bathroom 2️⃣ Bright living room with modern décor 3️⃣ Open kitchen with washer 4️⃣ Easy street and driveway parking 5️⃣ Walking distance to bus stops, grocery stores, and restaurants

A two-story building is featured with a welcoming exterior. A rainbow arcs gracefully above the structure, while a well-maintained driveway accommodates two cars. Lush green trees and plants are positioned around the property, enhancing the serene environment.

4.82 out of 5 average rating, 186 reviews

Newly remodeled 2bed/1bath close to SFO

Welcome to my sweet home! A Safe and quite neighborhood! Newly remodeled bathroom. Conveniently located near SFO airport, easy access to Free way 101 and Caltrain. 5 min drive to downtown San Mateo where you can find restaurants, shops and theater. 1 block away from a shopping plaza where has Chavez super market, Mexican, Indian, and Chinese restaurants, salon, and foot massage. 5 min drive to SFO airport, 20 min to SF downtown or San Jose. Brand new washer/dryer. Free Wifi

4.92 out of 5 average rating, 382 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

4.97 out of 5 average rating, 157 reviews

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 Westborough

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!

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, 209 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.

4.96 out of 5 average rating, 289 reviews

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

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).

4.89 out of 5 average rating, 241 reviews

A stylish living room is highlighted by a comfortable gray sofa adorned with decorative pillows. A wooden coffee table sits in front, while a projector is mounted on the wall. A dining table with chairs is positioned by a window, offering garden views.

Home in Cayuga

Cozy King-bed Garden Getaway by Balboa Park BART

Enjoy a peaceful stay at a private garden-level unit that is part of a larger home with its own entrance. Includes a stylish living room, a big bedroom, attached kitchenette (with fridge and hotplate), an extra large bathroom. Access to a beautiful garden with great views. Near public transit, 15 min away from SFO airport and to Mission District, Noe Valley and Castro, 25 min to Downtown/ SOMA. The laundry facilities are shared. Parking is available on the street.

4.98 out of 5 average rating, 377 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, 369 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.

Popular amenities for house rentals in Hillsborough

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.82 out of 5 average rating, 116 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!

4.91 out of 5 average rating, 221 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

4.8 out of 5 average rating, 225 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, 104 reviews

A two-story home is surrounded by well-maintained grass and trees. The front features a welcoming porch with two green chairs, a brick chimney, and large windows showcasing the indoor space. A pathway leads to the entrance, framed by manicured landscaping.

Home in Palo Alto

Large Home in Palo Alto, close to Levi's Stadium

4.88 out of 5 average rating, 184 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!

4.99 out of 5 average rating, 114 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)

4.9 out of 5 average rating, 111 reviews

A bright living area features a spacious sectional sofa adorned with neutral cushions. A modern coffee table sits in the center, complemented by a decorative bowl. Natural light streams through multiple windows, illuminating the light wooden floor and the cozy fireplace with a stone surround.

Home in San Jose

Private Oasis with Pool and Fire Pit

4.93 out of 5 average rating, 173 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

A quaint cottage is displayed with a yellow exterior and charming architectural details. Lush green grass and two rose bushes frame the pathway leading to the front door, while sunlight illuminates the inviting entryway. Trees provide a natural canopy, enhancing the peaceful curb appeal.

4.92 out of 5 average rating, 184 reviews

Andulore Cottage - Walk to Burlingame Dining/Shops

A modern kitchen features sleek white cabinetry complemented by patterned backsplash tiles. Stainless steel appliances, including a refrigerator and oven, are visible. A spacious island with seating is located near light-toned wooden flooring, providing a bright and inviting cooking area.

4.98 out of 5 average rating, 42 reviews

Business-Friendly 2/1. Walk to Caltrain/Downtown.

4.94 out of 5 average rating, 133 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

4.95 out of 5 average rating, 63 reviews

A spacious entryway features warm wood flooring and neutral wall colors. An elegant light fixture hangs from the ceiling, and a console table is adorned with greenery and a lamp. An archway leads into a bright living area with large windows.

Home in Burlingame

Bright Spanish-style home in Burlingame

5 out of 5 average rating, 250 reviews

A bright kitchen area features warm wood cabinetry and a granite countertop island. A rustic dining table with wooden chairs is positioned beside the kitchen, adorned with a bowl of fruit. An art piece hangs on the wall, and stairs lead to an upper level.

Home in Berkeley

Charming, Sophisticated North Berkeley 2br House

4.93 out of 5 average rating, 138 reviews

A well-maintained pathway leads to a transparent entrance framed in red, surrounded by lush greenery. Flowering plants, including vibrant lavender and colorful blooms, enhance the inviting atmosphere. Sunlight filters through the glass walls, illuminating the area and connecting the indoors to nature.

Home in Half Moon Bay

2 bedrooms house with sauna

5 out of 5 average rating, 49 reviews

A modern kitchen is presented with white cabinetry and light-colored countertops. A stainless steel stove is located against a backsplash of light tiles. Two wooden bar stools are placed at a breakfast counter, with shelving displaying decorative plants and framed photos above.

Home in Hayward Park

Spacious, Remodeled 2BR Duplex Unit by Downtown SM

4.95 out of 5 average rating, 117 reviews

A modern kitchen features high-end stainless steel appliances and a spacious island with slick bar stool seating. The well-lit area is complemented by contemporary pendant lights. Double french doors open to a backyard, enhancing the connection between indoor and outdoor living.

Home in Castro Valley

The Blue Door Retreat

Private house rentals

4.94 out of 5 average rating, 18 reviews

A modern living area features a spacious gray sectional sofa with tufted detailing and a coordinating coffee table. Natural light enters through two windows adorned with wooden blinds. A decorative fish tank and white bookcase filled with books contribute to the cozy aesthetic.

Home in Redwood City

Bright Quiet Convenient 1B/2B/2B

4.98 out of 5 average rating, 49 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

4.94 out of 5 average rating, 34 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

4.91 out of 5 average rating, 11 reviews

Executive Home w/ Sun Deck

4.86 out of 5 average rating, 7 reviews

Newly renovated 2bed/1bath home

4.98 out of 5 average rating, 84 reviews

A bright living area features a comfortable dark sofa and two light-colored armchairs beside a round coffee table. A flat-screen television is mounted above a traditional fireplace. Open French doors lead to a bright adjoining room, while a patterned rug adds texture to the wooden floor.

Home in Burlingame

Charming Burlingame Beauty!

A spacious living area features elegant hardwood floors and a charming fireplace, providing a focal point for the room. A plush leather sofa is arranged thoughtfully, with natural light illuminating the space from large windows. A dining area is visible in the background.

5 out of 5 average rating, 22 reviews

Renovated 3b1.5b San Mateo hill near SFO/Stanford

A single-family house is depicted with a light blue exterior and a charming front yard. A white picket fence frames the property, which features well-maintained greenery. The sky is bright with scattered clouds, casting a welcoming atmosphere on the home's facade.