Portola Valley CA Real Estate & Homes for Rent

Nestled in the heart of central Portola Valley, this beautifully maintained, gated residence at 169 Sausal offers the perfect blend of privacy, comfort, and convenience. Surrounded by mature trees and natural beauty, the home provides a peaceful retreat just minutes from local shopping, acclaimed schools, scenic hiking and equestrian trails, Stanford University, and Highway 280. The thoughtfully designed floor plan features spacious living areas filled with natural light, creating an inviting atmosphere for both everyday living and entertaining. A well-appointed kitchen opens to comfortable gathering spaces, while a dedicated private office provides the ideal space for working from home, studying, or pursuing creative endeavors. Generous bedrooms provide quiet accommodations for family or guests. Large windows frame tranquil views of the surrounding landscape, seamlessly connecting the indoor and outdoor environments. The private grounds offer ample space to relax, dine outdoors, or simply enjoy the serenity that makes Portola Valley one of the Peninsula's most desirable communities. Combining timeless appeal with an exceptional location, this home presents a rare opportunity to enjoy the very best of Portola Valley living.

Fully furnished and available for lease starting November 1, 2026 through April 30, 2027 for a 6 month lease or month-to-month. This breathtaking view property of approximately 4.5 acres features a 2 bedroom, 2 bath main house of approximately 2200sqft. The expansive grounds present magnificent gardens, swimming pool and spectacular views of Windy Hill and the western hills. Luxurious finishes and amenities include travertine floors, walnut floors and cabinetry, marble and granite counters, and premium appliances. The main house offers a living room, family/dining Great Room, spacious kitchen and media/office. This prime location in central Portola Valley provides the utmost in privacy while being convenient to a top of the line grocer, local shopping, Hwy 280 and Stanford University. San Francisco is 35 minutes away.

Set on approximately half an acre in the Los Trancos neighborhood, 21 Old Spanish Trail offers a rare opportunity to lease a private retreat surrounded by natural beauty. This thoughtfully designed 3-bedroom, 3-bath residence blends comfort and sophistication with light-filled interiors and seamless indoor-outdoor living. Spacious living and dining areas create an inviting setting for both everyday living and entertaining. The well-appointed kitchen features quality appliances, ample cabinetry, and a functional layout ideal for home chefs. The generously sized bedrooms provide peaceful sanctuaries overlooking the lush surroundings, while a bonus room offers flexibility for a home office, media room, fitness space, or guest retreat. Outdoor spaces invite relaxation, whether enjoying morning coffee on the patio or unwinding in the tranquility of the surrounding grounds. Located just minutes from local trails, top-rated schools, and the charming amenities of Portola Valley, this home combines privacy with convenience.

Tucked away on a premier Westridge estate in Portola Valley, this fully furnished, beautifully appointed guesthouse offers privacy, comfort, and a serene retreat surrounded by natural beauty on approximately 4.9 acres and with stunning Windy Hill views. Thoughtfully designed with light-filled interiors and seamless indoor-outdoor flow, the guesthouse features spacious living areas, a well-equipped kitchen, and generous windows that showcase the picturesque surroundings and breathtaking sunsets. The inviting bedroom suite provides a quiet sanctuary, while the open-concept living space is ideal for relaxing or working from home. Enjoy access to outdoor patios and lush grounds that capture the essence of Portola Valley living, with sweeping vistas creating a peaceful backdrop throughout the day. Conveniently located near hiking trails, Roberts Market, and with easy access to both Silicon Valley and Stanford, this rare rental combines tranquility, scenic beauty, and everyday convenience in one of the Peninsulas most sought-after communities.