Holiday rentals in Silicon Valley

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Top-rated holiday rentals in Silicon Valley

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Top guest favourite
A dining area is set with a wooden table, featuring elegant place settings for six. A stylish woven basket and decorative bowl are placed centrally. A wall-mounted television is positioned above a modern console, with natural light filtering through a nearby window.
Apartment in San Jose
4.99 out of 5 average rating, 101 reviews

New! Stylish Condo on Santana Row

Enjoy an indulgent experience at this stylish and centrally-located condo in the heart of Santana Row. "The Row" is a premium blend of residential, retail, and dining spaces in the center of Silicon Valley. Revel in gourmet restaurants, upscale shops, cinemas and a lively atmosphere with outdoor concerts and seasonal festivals. Take a short stroll to Westfield Valley Fair to continue your journey in fine dining, entertainment and shopping venues Located right off of highways 17, 280, and 880.

Top guest favourite
An A-Frame cabin is surrounded by lush greenery, positioned on elevated ground. A stone pathway leads to the entrance, flanked by wooden railings. The cabin features large glass panels on its façade, allowing natural light to flood the interior. A deck with seating overlooks the nature surroundings.
Cabin in Felton
4.97 out of 5 average rating, 145 reviews

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

Guest favourite
The modern exterior of the house features a combination of wood and light-colored siding. A covered porch is highlighted by vertical lighting, while large windows provide views of the surrounding landscape. A manicured lawn and driveway contribute to the welcoming entryway.
Home in Mountain View
4.92 out of 5 average rating, 183 reviews

Upscale Modern House Near Mountain View Downtown

Our modern 3B2B house is located just minutes away from downtown Mountain View, G00gle, Faceb00k, Apple, Stanford University, NASA, Caltrain station and many others! It's newly fully renovated and offers high-end interior, premium appliances (Viking, Monogram.....) & quality beddings, etc. We are new hosts who've been working for high tech companies for years and are still learning about hosting. Any of your suggestions and special accommodation needs would be more than welcome and appreciated.

Top guest favourite
A vintage Airstream is positioned on a gravel surface, facing a panoramic view of the landscape below. Potted plants add a touch of greenery next to the entrance. The expansive deck offers a space for outdoor relaxation, surrounded by gentle hills and an open sky.
Camper van/Motorhome in San Jose
4.98 out of 5 average rating, 150 reviews

Airstream With Gorgeous Views of Silicon Valley

Stay in a Vintage Airstream with Scenic Views Near San Jose, CA Escape to our beautifully restored vintage Airstream, perfectly located in the peaceful San Jose foothills. Just minutes from the heart of Silicon Valley, our hillside retreat offers stunning panoramic views, cozy charm, and easy access to top Bay Area attractions. Only 12 minutes from Highway 680, you're ideally situated to explore San Francisco, Santa Cruz, Napa Valley, and beyond — all while enjoying a quiet, nature-filled stay.

Top guest favourite
A silver Airstream is nestled among lush greenery, situated on a wooden deck. The scene is framed by trees, providing a sense of privacy. The ocean is visible in the background, suggesting a tranquil retreat surrounded by nature.
Camper van/Motorhome in Half Moon Bay
4.97 out of 5 average rating, 164 reviews

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.

Top guest favourite
A tranquil glamping retreat is perched among towering redwoods, featuring a canvas tent and a cozy wooden structure. A spacious deck is adorned with soft lighting, offering a serene space for relaxation and gatherings in nature.
Treehouse in Felton
4.96 out of 5 average rating, 173 reviews

A Magical Redwood Tree Fort Retreat

A Magical Glamping Retreat in the Redwoods Escape to a dreamy Tree Fort tucked among redwoods, where rustic charm meets modern comfort. Fall asleep to crickets and a bubbling creek, then wake to birdsong and fresh mountain air. Designed for couples and solo travelers seeking a romantic, peaceful escape. Relax in the hammock or gather around the fire pit with forest views. Enjoy hassle-free glamping with electricity, a cozy bed, a private bathroom with hot water, and a kitchenette. VRP#181501

Top guest favourite
A private yard is surrounded by tall trees, featuring a hot tub with bubbles rising to the surface. A hammock is visible to the side of the yard, alongside two Adirondack chairs. The cabin's entrance is shown, with a window allowing natural light to enter.
Cabin in Boulder Creek
4.98 out of 5 average rating, 104 reviews

Forest Cabin & Hot Tub

Take it easy in this cozy cabin retreat in the Santa Cruz Mountains. 30 minutes from downtown Santa Cruz and beaches. This charming 400 sq. ft. studio is the perfect setting to disconnect from city life and immerse yourself in the redwoods. The cabin features a queen bed, full bathroom, kitchen & BBQ. The private yard includes a hot tub, propane firepit and hammock to fully relax and unwind. Please note the cabin is on a one way, windy road. There is WiFi but no TV or A/C. SCC Permit# 241449

Top guest favourite
A cozy living area features a gas fireplace, providing warmth. A television is mounted above, and natural light enters through two windows. A round red rug is positioned on the hardwood floor, with a light-colored sofa and a dark chair visible, creating an inviting space.
Guest house in Woodside
4.98 out of 5 average rating, 461 reviews

Kings Mountain Studio Cabin

Enjoy a cozy STUDIO Cabin nestled in the Redwoods up on Kings Mountain. For those who are inclined to have an active lifestyle, We are close to Purisima Creek, Huddart Park, and El Corte De Madera Hiking and Biking Trails. This space is perfect for two! (read more about the space) 20 minutes away from Half Moon Bay with beautiful beaches and 30 min. from Stanford, Palo Alto. We are adjacent to The Mountain House Restaurant. Res recommended. Short drive to local breakfast place. NO PETS!

Top guest favourite
Vibrant purple flowers bloom abundantly in the foreground, framing a modern guest suite. The suite features large windows and a sloped roof, suggesting ample natural light. A pathway of stones leads to the entrance, surrounded by greenery and landscaped plants.
Home in Mountain View
4.98 out of 5 average rating, 147 reviews

Little Yosemite

Experience downtown Mountain View 4 blocks from Castro Street where street life abounds. This large, private guest suite—sharing a wall with our home, but completely private with its own entrance— sleeps up to 6 and sits in beautiful residential Old Mountain View. Enjoy the simple pleasures of a thoughtfully appointed suite with amenities such as tv, kitchenette, outdoor sitting, desk, walk-in shower. Note *The kitchenette does not have a sink and is intended for light meal preparation.

Top guest favourite
Home in Santa Clara
4.98 out of 5 average rating, 125 reviews

The most desirable & beautiful guesthouse

Centrally located modern guesthouse in Santa Clara. About 10 min drive to Apple Park, Nvidia HQ, Lawrence Caltrain Station, 49ers Levis stadium, Santa Clara Convention Center, Valley Fair Mall/Santana Row, SAP Center/Downtown SJ, SJ Mineta Airport. Your suite will have its own big gourmet Kitchen, specious full bathroom, queen bed with spacious walk in closet, Wi-Fi, TV, desk, and backyard with an outdoor seating area. There is also a shared washer and dryer in the back of the house.

Guest favourite
A comfortable sleeping area is presented with a spacious bed featuring white linens and a yellow accent pillow. Wall art depicting serene landscapes is displayed above the bed. A small kitchenette with a microwave and coffee bar is located in the corner, adding functionality to the space.
Guest suite in Sunnyvale
4.92 out of 5 average rating, 229 reviews

Luxurious Private Suite in Heart of Silicon Valley

Upscale, private suite w/separate entrance in quiet, safe neighborhood at the center of Silicon Valley! Minutes away from Apple/high tech companies, a cosmopolitan downtown, trendy restaurants, bars, and a historic park for leisurely stroll. Few blocks to US-101, Central Expy, and public transit. Enjoy the warm decor, comfortable queen Beautyrest mattress, luxurious sheets, stalked up coffee bar, private patio overlooking a peaceful back yard as well as unlimited free street parking.

Top guest favourite
Tall redwood trees rise from the forest floor, creating a serene canopy. A distant view of the bay is visible through the trees, with a blanket of clouds resting over the landscape. The sky is clear, contrasting with the lush greenery of the forest.
Guest house in Woodside
4.97 out of 5 average rating, 341 reviews

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.

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