Guesthouse holiday rentals in Los Altos Hills

Palo Alto Cottage

Quaint cottage on a private estate located directly across the street from the Stanford campus. This newly remodeled cottage is the ideal place to stay while in Palo Alto. The completely remodeled kitchen includes fresh white cabinets stocked with all the cooking essentials, black granite counter tops, full size refrigerator/freezer and a 4 burner range, microwave oven, coffee maker, and electric kettle. The adorable living space, which is flooded with light and has views of the property's interior courtyards, includes a twin day bed, flat screen LED TV and a large closet. Off the living space you will find a beautifully remodeled bathroom with Carrera marble floors, and a large standing glass tile shower. The cottage is ideally located minutes away from Stanford Shopping Center, Caltrain Station, downtown Palo Alto, Town and Country Village, and California Ave Farmers market. Commuting is a breeze since it is conveniently situated between the Palo Alto Caltrain Station as well as the California Avenue Caltrain Station. There is also access to the free Margarite Shuttle which services both the Stanford Campus and the surrounding Palo Alto area.

Modern Stanford/Palo Alto Guest House

Forty-One Oaks guest house is in a beautiful, serene, treed setting just minutes from I-280 and access to Palo Alto, Stanford, Silicon Valley, San Francisco, and the rest of the Bay Area. The award-winning three-acre property is called 'Forty-One Oaks' because of the glorious woodland setting, with 41 significant oak trees. See families of deer, turkey, hawks, owls, and other wildlife right out your window. Catch a look of the famous Stanford 'dish' radio-telescope from your living room window.

Rustic Cabin in the Redwoods

Tucked among the redwood trees on top of King's Mountain, this 1 bedroom cabin offers both rustic charm and modern luxury. Property owners live onsite in the main house about 30 feet away from the cabin. Located just 20 minutes off HWY 280, this cabin is the perfect weekend retreat for those looking to get away from the bay area without actually leaving. Spend time relaxing in the pool, hiking or biking one of the nearby trails, or just reading a book while sitting among the redwood trees.

Luxurious Guest House in Los Altos Hills/Stanford

Enjoy secluded luxury in Los Altos Hills! This private GuestHouse located at the end of a cul-de-sac, has two spacious bedrooms, private bath, in unit laundry, central air and a functional fully-equipped kitchen. With 15-foot ceilings, beautiful natural light, hardwood floors, marble & granite finishes, and high-end fixtures & appliances, enjoy an elegant and peaceful stay in the heart of Silicon Valley. Wake up with birds chirping and fresh air. Spend the quiet night at patios or hammock.

Private Garden Cottage

Relax in our cozy cottage nestled in a serene garden setting, the perfect get-away after a day of business meetings or sightseeing. We are close to major Silicon Valley destinations; 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). Our quiet street is an easy 5-minute walk (0.2 mi) from downtown San Carlos with shops and literally dozens of restaurants.

Charming Studio

Small private studio with queen bed with Tempur-pedic mattress. It features an extra-large storage drawer for essentials. portable closet, fully stocked kitchen, & bathroom, backyard, porch, free parking and high speed internet. The studio is ideal for business travelers. It's centrally located between SF and Silicon Valley. easy access to highways 280 and 101. Public transportion is within walking distance as well as downtown San Carlos and RWC. FYI: The yard is shared and three dogs.

A beautiful Tree house -your own retreat

This charming 2 bedrooms is nestled among the trees in beautiful Woodside, California. This town is 30 minutes from San Francisco and right behind Stanford University. Our tree house is a private, peaceful, modern and a very comfortable detached guest house. The house has a fully equip kitchen, BBQ and very peaceful settings, enjoy nature hikes and be surrounded by peaceful trees and yet just minutes away from town. If your days are not available try airbnb.com/h/woodsidebestplacetostay

Kings Mountain Studio Cabin

Enjoy a cozy STUDIO Cabin nestled in the Redwoods up on Kings Mountain. For those inclined toward an active lifestyle, we are close to Purisima Creek, Huddart Park, and the El Corte de Madera Hiking and Biking Trails. This space is perfect for two! (read more about the space)Note 20 minutes from Half Moon Bay with beautiful beaches and 30 min from Stanford in Palo Alto. We are adjacent to The Mountain House Restaurant. (note) The bed is a Murphy bed in the living area. NO PETS!

Walk to Stanford Modern Home 2Bed w/Patio

California Living at Its Finest! Enjoy luxurious living in this newer (Jan 2025) guesthouse near Stanford. This 800+ sq ft space features vaulted ceilings, hardwood floors, 5 skylights, and large sliding door to a private 500 sq ft backyard. The fully equipped kitchen includes premium appliances, cookware, and a coffee maker. On-site laundry with washer, dryer, and storage is available. With 2 queen bedrooms, modern furnishings, and high-speed internet, it’s your perfect home base.

SkyHigh Redwoods Retreat with Bay Views

Inhale. Exhale. Relax in this cozy, romantic guesthouse retreat nestled in the redwoods of the Santa Cruz Mountains, overlooking the bay and conveniently located near the famous Alice’s Restaurant on Skyline Blvd in Woodside. The 1 acre gated property has ample parking and privacy. Snuggle in with the wood burning fireplace, prepare meals in the full size kitchen and take in the views of the majestic redwoods right outside the windows with bay views peeking through the trees.

Woodsy Silicon Valley Cottage

Discover a laid-back side of Silicon Valley in a cozy, cedar-shake guesthouse surrounded by mature trees. Walking distance from a great network of destination hiking and biking trails. 15-30 minutes from Stanford, Sand Hill Road, and major tech companies. This 400 square foot space is on top of our garage and next to our home. There is no public transportation nearby and ride share services are available but not always reliable so you'll need a car.

Charming Studio Garden Cottage near Stanford

Come and relax in our light and airy studio cottage situated in a beautiful garden setting, the perfect get-away after a day of business meetings or visiting with family. We are close to major Silicon Valley destinations as well as Stanford Hospital, 45 minutes' drive from San Francisco, San Jose and the beach in Half Moon Bay — easy access to Highways 101 and 280. Our quiet neighborhood full of mature oak trees beckons you to take a walk.