Vacation rentals in San Francisco Peninsula

Santa Cruz A-Frame

This unique A-Frame cabin, in a quiet mountain neighborhood with private creek access, was handbuilt in 1965 and remodeled in the summer of 2024. Now a little slice of heaven on the creek in the redwoods. *5-10 min to Henry Cowell Redwoods State Park, Roaring Camp Railroad, Loch Lomond Recreation Area, the Trout Farm Inn, Quail Hollow Ranch + Felton stores. *20 min to Santa Cruz, beach + Boardwalk. *1 min to Zayante Creek Market (EV charger) Find us on social: Insta @SantaCruzAFrame

Stylish Executive King 1BR w/ AC | Walk 2 train/DT

Welcome to our newly remodeled stylish 1-bedroom home centrally located in the heart of Redwood City! Perfect for solo travelers, couples or business travelers. Enjoy a fully equipped kitchen, stylish decor, modern amenities and ample living space. Its prime location gives you easy access to Silicon Valley, San Francisco, & beautiful natural attractions. We've thought of everything to make your stay comfortable, including fast WiFi & plush bedding. Book now & experience the best of the Bay Area!

Beach Airstream (Bliss) - New Listing

On 9 private acres overlooking the stunning Beach and Ocean from a breathtaking cliff top view. Stunning sunsets. Famous surf views with large windows. Fully loaded with all the amenities to make your glamping experience perfect. Fire pit, outside BBQ, outside griddle, Heat, A/C and fully stocked kitchen. Full bathroom with shower. Within 10 mins of Half Moon Bay shopping. Beach access short walk or drive. If this one is booked, there are three other equally similar Airstreams on the property.

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.

Super Private Hidden Redwood City House and Garden

Enjoy your privacy at this well appointed hidden house located in a lush jungle like garden! This house was recently redesigned with Spanish tiles, vaulted ceilings and wood beams with ornate carvings. Located under a large Redwood trees and surrounded by greenery, this is a gem for anyone seeking privacy, since it is not visible from the street, and you must enter via a large wooden gate and walk down a driveway (a "Flag lot"). Walking distance to both San Carlos and Redwood City downtowns.

Pool, Hot tub, Sauna I Your Silicon Valley Luxury

Upscale Los Altos Hills. Peaceful and spacious 1,500 sq. ft. retreat. Ideal for business travelers, couples, nature lovers. Adjacent to 3,988-acre Rancho San Antonio Preserve with direct trail access, wildlife, serenity. Inside: workspace with fiber-optic Wi-Fi, fireplace, sauna, pool table, fully equipped kitchen and plush queen bed with guest praised mattress. Outside: exclusive access to saline heated pool and hot tub, patio with BBQ. Minutes from Stanford, Palo Alto, and top tech campuses.

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.

Yurt On Top - Swim, Hike, Glamp

Relax and recharge at this yurt inspired bell tent in Los Gatos. Whether you’re here to reconnect with nature, hike the trails, camp under the stars, or explore the Bay Area. With nature trails on-site and the Saratoga Gap down the road, you won’t have to go far, For fun drive into the city. Come home and admire the amazing views from your secluded glamp-site with sweeping views of San Francisco Bay and Silicon Valley 2,800 feet below. Enjoy the lovely setting of this romantic spot in nature.

Dazzling Modern Home Near DT Palo Alto & Stanford

Welcome to a luxurious and tranquil getaway! Stunning 1BD / 1BA modern apartment with fine Italian furnishings and stylish design. Bright and open plan living/dining/kitchen with a fully equipped cooks kitchen, hi-speed WiFi, and washer/dryer. Plush king bed and chic bathroom. A simple stroll takes you to charming cafés and restaurants in the sought after Willows, downtown Palo Alto, and Stanford University areas. Quick access to Hwy 101, Silicon Valley epicenters and vacation destinations.

ADU studio unit in a 2/3 acre Spanish mansion

Kick back and relax in this calm, stylish beautiful mansion. An independent front ADU studio in a brand new modern Spanish style mansion in a 2/3 acre lot in Atherton with completely separate entrance and huge front yard with oak trees and fountain. Only 0.5 mile to 101 freeway and 1 mile to train station, near many high tech companies. A stylish welcoming king bed full Kitchenette large fridge large stove oven range microwave and in the unit washer dryer. Central AC and heat, internet & TV.

Menlo Park 2bd @ Sandhill nr Stanford - Pool, Gym

Welcome to this beautifully designed 2 bedroom 2 bath home with everything you need, including surprise and delight details throughout. Located right off Sand Hill Road and just over a mile from Stanford University, Stanford Medical Hospital, and Stanford Shopping Center. Just beyond is Caltrain and Downtown Palo Alto. Enjoy amenities like our year-round heated pool, hot-tub, and fitness center. This ground-floor unit has a private patio perfect for lounging and enjoying California weather.

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.