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Holiday houses in Santa Clara County

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Top-rated holiday rentals in Santa Clara County

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

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Guest favourite
Apartment in San Jose
4.94 out of 5 average rating, 252 reviews

Downtown San Jose Cozy Studio Free Parking

Our cozy studio is at heart of downtown San Jose and features gated parking, washer/dryer, and fully stocked kitchenette (NO STOVE) with a toaster oven, microwave, Keurig, electric kettle, mini fridge, strong WiFi. Enjoy the quality linens & cozy touches. Walk to Convention Center, 5 min drive to SAP Center, Diridon Station, SJC & Japantown. next to I-280/87. Wi-Fi TV, Youtube TV subscription only, login to your own Netflix, Hulu etc. Sorry, no portable hotplate can be brought in, 1 PERSON ONLY.

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
4.96 out of 5 average rating, 137 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

Top Guest favourite
A charming green guesthouse is nestled among towering redwood trees. The structure features multiple windows that bring in natural light, enhancing the connection with the surrounding forest. Sunlight filters through the branches, creating a serene outdoor atmosphere.
Cabin in Los Gatos
4.99 out of 5 average rating, 1,002 reviews

Private Guest-House in the Redwoods

Our custom built guesthouse was completed in 2016. It is situated on 5 redwood-covered acres, 10 minutes south of Los Gatos and 20 minutes from Santa Cruz. We have easy access to hiking and biking trails, world-class wine-tasting, microbreweries, shops, amazing dining, and more! There is something for everyone in our area! We are surrounded by a 35 acre tree farm, so it's very private, yet close to the silicon valley! Our property has a standby generator so we are not affected by power outages.

Guest favourite
A cozy guestroom features a spacious bed covered with a vibrant teal bedspread. A white kitchenette is visible, equipped with essential appliances, while a small dining area is present nearby. Natural light filters through sheer curtains, illuminating the modern decor.
Guesthouse in Santa Clara
4.92 out of 5 average rating, 176 reviews

Entire guesthouse Santa Clara smart lock entrance.

New remodeled clean and cozy guesthouse in a prime location of Silicon Valley. You will be close to everything when you stay here. Minutes drive to the best Bay Area shopping and dining experiences Santana row and Westfield Valley Fair. Nividia 7min. drive, Apple Park 11 min. drive, Google headquarters Mountain View 15min. Sap center, Levi’s Stadium, and Great America are all nearby. Walk to shops, restaurants and Target shopping center. A close 10 minute drive to San Jose International Airport.

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, 165 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 spacious and inviting living area is defined by a large sectional sofa and a glass coffee table atop a soft area rug. Natural light floods the space through sliding glass doors that lead to the outdoor deck, enhancing the open concept layout.
Home in San Jose
4.96 out of 5 average rating, 161 reviews

Airy Open Concept Modern Home: 3br/2bath + Office

Newly renovated home with a 1 Master Bedroom Suite, 2 Bedrooms and an Office (1,500 SF). The house features an open concept Kitchen/Dining/Living room with a sliding door to a large deck. The house has been completely decluttered to give you an airy and a peaceful stay. Located just 15 minutes from SJC airport and a short drive to most key destinations in the South Bay Area. Ideal for families or business travelers looking for a home away from home with all the amenities and complete privacy.

Guest favourite
An inviting living space features a vintage piano against a warm wooden floor. A patterned area rug adds texture, while a stained glass lamp provides soft illumination. Natural light filters through large windows, illuminating a dining table and colorful chairs in the background.
Cabin in Boulder Creek
4.93 out of 5 average rating, 108 reviews

Kathleen’s Fern Cottage

Rest and rejuvenate in privacy at the cozy Fern Cottage which nestles in a 1/3 acre woodland garden with paths and hideaway seating areas. Each room has a garden view except the walk-in closet. Less than a mile from Boulder Creek, other areas to explore are a hop, skip & jump away: picnic and swim at the river beach park in town, hike & bike on trails, and 30 min. to ocean beaches, galleries, jazz clubs, surfboard rentals, theaters, restaurants, the Boardwalk & Santa Cruz Wharf and more.

Top Guest favourite
A spacious living area is highlighted by a comfortable sofa adorned with decorative pillows. The open kitchen is visible, featuring modern appliances and a dining table. Large windows allow natural light to fill the room, enhancing the airy atmosphere.
Guesthouse in Santa Clara
4.95 out of 5 average rating, 117 reviews

Santa Clara Guest House w/King Bed and Parking

Newly updated guest house centrally located in the Silicon Valley. Easy access to everything! Close to San Jose Int. Airport, Downtown San Jose, Santa Row, Valley Fair Shopping Center, and more! This stylish guest house will meet all your needs. Fully equipped kitchen with refrigerator, oven/stove, Keurig coffee pot, and dish essentials. Large bedroom with comfortable King bed, en-suite bathroom, laundry, and lots of closet space. Beautiful yard and private drive-way parking included!

Top Guest favourite
The interior of the yurt showcases a high, circular ceiling with a skylight at the center, allowing natural light to fill the space. A spacious bed and a cozy seating area are surrounded by decorative Moroccan rugs, with colorful accents on the walls and large windows providing views of the surrounding garden.
Place to stay in Santa Cruz
4.96 out of 5 average rating, 366 reviews

Luxurious 24’ Yurt in beautiful half acre garden

Nestled in the Santa Cruz mountains just 4 miles from the beach, 5 miles to Davenport and 9 miles from Santa Cruz (12 minutes by car) sits a magical Yurt situated in a beautiful private fenced half acre garden in Bonny Doon. Experience all that Santa Cruz has to offer then get away from the noise, traffic and bustle of the city and relax in this quiet and peaceful place situated above the fog line. Guaranteed to meet and likely exceed your expectations Dog, Child, and 420 friendly.

Top Guest favourite
A green yurt is nestled among tall trees, featuring a wooden deck with a set of two outdoor chairs and small tables. Colorful prayer flags drape from the yurt's awning, framing the entrance where double French doors invite guests inside.
Yurt in Watsonville
4.91 out of 5 average rating, 840 reviews

Mountain Top Yurt in the Redwoods

Peaceful, clean, spacious, beautifully decorated and quiet 24' Yurt completely surrounded by Redwoods on top of the Santa Cruz Mountains. Spend a couple days meditating, reading or writing the next chapter of your memoir. Walking distance to Mount Madonna Retreat Center (open now through reservation only). County Park hiking and horseback riding trails located within 3 miles. Ideal place for photography and mountain/road biking.

Top Guest favourite
An outdoor pool area features a long, picturesque pool bordered by vibrant greenery. Large green pool floats rest on the water, complemented by a shaded lounge area under a white umbrella. The space showcases brick pathways and stone details of the home’s exterior.
Home in Los Altos
4.94 out of 5 average rating, 421 reviews

Luxury Silicon Valley Wellness and Work Oasis

Peaceful upscale 1,500 sq ft Los Altos Hills retreat beside Rancho San Antonio Preserve. Private trail access. Ideal for business travelers, couples, and nature lovers. Fast fiber Wi-Fi, dedicated workspace, fireplace, sauna, pool table, full kitchen, plush queen bed. Year-round hot tub, BBQ patio, heated saline pool May–Oct. Minutes to Stanford, Los Altos, Palo Alto, and major tech campuses, dining and shops.

Guest favourite
The living room features a light-colored sofa positioned across from a 55" television on a white media console. A coffee table sits in the center, surrounded by a plush area rug. Large windows allow natural light to enhance the space, with soft curtains framing the view.
Condo in San Jose
4.86 out of 5 average rating, 203 reviews

Santana Row Properties #7 - Silicon Valley Getaway

Santana Row is the "Rodeo Drive" of the San Francisco Bay Area and in the Heart of Silicon Valley! Indulge in a World-Class Mix of Brands, Cutting-Edge Boutiques, Culinary Craft Restaurants and a Wide Variety of Entertainment. Free Parking in the Private Parking Garage with Reserved Space - The Perfect Choice for Vacation or Business.

Popular amenities for Santa Clara County holiday rentals

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