Holiday houses in Cupertino

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Top-rated holiday rentals in Cupertino

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost

Home in Boulder Creek

4.88 out of 5 average rating, 249 reviews

The Artists' Tree House

STVR permit #221203. This charming home is perched in the trees with views of the forest through the skylights. Close to the mountain town of Boulder Creek if you need groceries. We aim to give you the most comfortable stay and modern amenities. If you are a remote worker, we have a work space in each bedroom with a large monitor and desk. Dogs are welcome. Smoking outdoors is permitted. Located 35min to Santa Cruz, 1:30 to downtown SF and 45min to San Jose. Hot tub under the redwoods and relax!

Top Guest favourite

Guesthouse in Boulder Creek

4.99 out of 5 average rating, 220 reviews

Digital Nomad Retreat

Imagine yourself in the REDWOOD FOREST and take a breath of mountain air. Only 25 miles from the Silicon Valley, 15 miles from the Santa Cruz Boardwalk, a cozy location tucked in the forest. Many are on the move and can work from anywhere, so why not a beautiful place of your own? A perfect getaway spot central to WINE TASTING, HIKING, BEACHES and even mountain exploration, right from the doorstep. Located only a mile and a half from downtown Boulder Creek, food and window shopping are easy.

Guest favourite

Treehouse in Half Moon Bay

4.98 out of 5 average rating, 103 reviews

Paradise Treehouse & Heavenly Cabin

A soulful and energetic paradise. Beautiful, private, peaceful & wild surroundings complimented with modern luxuries and comfort. A stunning, unique, & unrivaled experience sure to impact you deeply. Soak in the outdoor tub while you plan your next adventure. Just minutes from the beach, amazing hiking, views and biking. Outfitted with organic latex mattresses, down comforters, top of the line appliances, smoking fast internet and a spectacular wifi sound system with world class acoustics.

Superhost

Cottage in Ben Lomond

4.94 out of 5 average rating, 139 reviews

Central Coast; Meadow, Hot Tub, Polite Pets Welcom

VR#111596 Seemingly remote & private yet so close to everything, single level home with massive deck on 2 1/2 acres backs to park and trails. The cook’s kitchen & herb garden overlook our meadow. The hot tub, outdoor living room & garden shower are just a few of the surprises you will uncover. The 350 heritage oak tree with 10,000 sq ft canopy is a magnet for wildlife. Ask about detached office if you need to work from home; the internet is great. Polite well trained pets ok.

Guest favourite

Cabin in Felton

4.92 out of 5 average rating, 207 reviews

Artsy Cabin in Half-acre Serene Redwoods

PLEASE READ THOROUGHLY BEFORE BOOKING 😊 Take it easy at this private, unique and tranquil getaway. This modern mountain cabin is on a half-acre land toward the end of a private road, amongst the redwoods; with two over-sized patios wrapped around. Stylish interiors and upgraded facilities. Hang out on the huge patio with soaring redwoods as the backdrop. Cozy up by the fire pit and enjoy the starry sky at night. Close to downtown and various attractions in Santa Cruz County.

Superhost

Home in Brisbane

4.9 out of 5 average rating, 101 reviews

Luxurious Bayview Treehouse: Hot Tub, 15 min to SF

Immerse yourself in an architectural gem that balances modern elegance and rustic allure. Our four-bedroom, three-bathroom sanctuary is your secluded escape amidst expansive greenery, a canvas for unforgettable moments. Just 10 minutes from SFO Airport and 15 minutes from dynamic San Francisco, our home is your launchpad to exploration. The Bay Bridge graces the view from your private balcony and hot tub, framing your stay with an awe-inspiring vista.

Guest favourite

Home in Boulder Creek

4.87 out of 5 average rating, 144 reviews

Victorian Cottage in the Redwoods

Historic Landmark 1899 Queen Anne Victorian Cottage near downtown Boulder Creek , Ca. Walking distance to bus, downtown restaurants, Wild Roots Market, hiking trails, San Lorenzo River. Recently remodeled 1 Bdrm 1 Bath with shower and bathtub Full kitchen Vitamix Organic Coffee Nearby Restaurants Beaches Surfing Mountain Biking Henry Cowell Redwoods State Park Roaring Camp & Big Trees Narrow Gauge Railroad Santa Cruz Boardwalk Wild Roots Market

Guest favourite

Apartment in Campbell

4.94 out of 5 average rating, 253 reviews

Victorian Experience Downtown Campbell King Bed

Light streams through the picture window, bathing the room in a golden glow. As you bask in the sun’s warm gift, the taste of morning's first cup of coffee kisses your lips, awakening your senses. You take a deep breath, feeling grateful to have found the perfect oasis—a thoughtfully designed retreat in the heart of downtown Campbell. Whether you’re here for work or relaxation, this space invites you to unwind and savor the moment.

Superhost

Cottage in Felton

4.85 out of 5 average rating, 124 reviews

Private Cottage with a View

Brand new clean and cozy home with all the comforts you will need. Netflix and chill, or BBQ on your private patio, this home is indoor and outdoor living. Enjoy the plushness of this brand new home with a great view. Only 12 minutes to the ocean or boardwalk and step outside your front door to the redwoods. Privacy and proximity to amazing hikes, restaurants and town are perfect here. Just come relax in this plush cozy home.

Superhost

Villa in East San Jose

4.82 out of 5 average rating, 236 reviews

Entire Villa - Retreat - Refresh - Relax

A seasonal Swimming Pool is not available, but Hottub is available at this time Villa on top of San Jose. Enter via a private road to a peaceful retreat. 5 flat-screen TV with high-speed internet . Each bathroom has a bidet. Pets allowed. Plenty of parking. Commercial ice maker Facility professionally managed call if you have any problems. Seasonal pool. No parties or events. Vending machine onsite. Masseuse on call

Guest favourite

Apartment in Menlo Park

4.97 out of 5 average rating, 147 reviews

Charming 2BR Apartment near tech Giants & Stanford

Welcome to our Luxurious 2 bedroom located in Menlo Park! Our unit is situated in the luxurious Anton Menlo Apartments, which boasts a range of amenities for our guests to enjoy during their stay. Our unit features a spacious and fully furnished living area, two comfortable bedrooms, a pair of modern bathrooms, and a fully equipped kitchen with all the necessary appliances and cookware to prepare your favorite meals.

Guest favourite

Guest suite in Palo Alto

4.91 out of 5 average rating, 182 reviews

Cozy Cottage Escape in the Heart of Palo Alto

Perfectly located spacious designer home in the heart of Palo Alto. We are 2-5 blocks from major investors, Stanford, Cal Train, Whole Foods, restaurants, and downtown University Ave. Enjoy space to relax/eat/work inside and outdoors in our garden! Rest well on a full size bed with a private bath! Please note, the backyard is shared with other airBnB guests staying in the main house.