Holiday houses in Santa Clara County

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Top-rated holiday rentals in Santa Clara County

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Guest favourite
A stylish blue sofa with tufted detailing is positioned against a light-colored wall. Above the sofa, two framed artworks with gold accents depict lips and the Eiffel Tower. A glass table holds a small arrangement of vibrant orchids in front of the seating area.
Loft in San Jose
4.96 out of 5 average rating, 355 reviews

Stock the Wine Fridge at a Chic Loft on Vibrant Santana Row

Decompress at this serene loft on buzzing Santana Row. Modern glass tiles, custom metal lighting, and an open-plan create a calm, light-filled space with a chic, European-style charm. Relax outside on the cozy bistro table nestled in the palm trees. To meet the strict requirements imposed by the building Home Owners Association, we have added a video doorbell for compliance of noise and potential mis-use of the building and condo. If you need a larger unit on Santana Row please see my other listing by clicking on my profile below or go to this link: www.airbnb.com/rooms/23754461 Chic loft/condo with endless upgrades in the Santana Row Margo building. Modern glass tile & custom paint throughout, upgraded bath with vessel sink. Plush queen platform bed offering a serene & private nights rest. Custom lighting hardware throughout and one FREE dedicated underground parking space in secure garage below the building. Luxury flat is located in the most desirable area in Silicon Valley, Santana Row. "The Row" is an upscale residential, shopping, dining, and entertainment complex in San Jose, California. Everything is within walking distance. There is no need to drive. The condominium is perfect for business travelers or family vacationers. The loft is an open concept layout and has a spacious queen bed with an in-suite full bathroom and closet. The open floor plan includes full size kitchen and living room area. You'll have the entire unit all to yourself. This high end loft has the amenities that you would expect from a world class vacation and executive corporate rental: • Fully furnished luxury loft with large open floor plan. ~740 sq/ft • 1 Queen size bed and full bathroom • If you book for 3 people a High Profile Twin XL size air mattress will be set-up upon your arrival. See pictures as it's a high end air mattress and set up next to kitchen counter. If you only have 2 guest and need two beds you can contact me for pricing and arrangements prior to booking. • If you book for 4 people a High Profile Queen size air mattress will be set-up upon your arrival. See pictures as it will be set up in the living room. • Complimentary Comcast Cable on a 65" HDTV. On Demand is not included • Complimentary High Speed Wi-Fi internet. • One Complimentary assigned underground parking space. • Complimentary Keurig coffee and tea. • Business ready: Wifi, printer, and paper. • Central heating / air conditioning. Nest Thermostat Control • Safe/Security box in the condo for your convenience. • Modern full size kitchen with granite counter tops and major appliances. • In-unit washer and dryer (detergent and softener is included) • Facing the Row for the best people watching spot you could ask for. • No pets • No smoking • Levi's Stadium is close to Santana Row for those wanting to catch a game. Taxi and Uber is available. • If you are looking for a larger unit than check out my other listing on Santana Row by clicking on my profile or this link. • Other listing: https://abnb.me/J4mK5I4DiL The atmosphere of Santana Row is extraordinary! Plenty of restaurants and shops in the area that range from casual to high-end; there is always something to do here. On the other hand there are also salons and spas to pamper yourself. Many restaurants, shops, and entertainment places are within walking distance of this condo. There is no need for a car. Santana Row is also located near a freeway for easy commutes. I'm always available by phone during your stay should you have any questions or issues during your stay. I work close by should you need anything during your stay. Once you're, in I'm hands off unless you need something. Santana Row is an upscale outdoor shopping mall in the heart of San Jose. There are plenty of restaurants and shops ranging from casual to high-end, a CineArts movie theatre, and salons and spas for a relaxing afternoon of pampering. Conveniently location with easy access to highways 101, 880, highway 280, 17 and 87. Major airports: • To SJC (San Jose Airport): 5.9 miles / around 13 min. • To OAK (Oakland International): 37.5 miles / around 43 min. • To SFO (San Francisco International): 37.9 miles / around 45 min. Convention Centers: • 3.7 Miles from San Jose McEnery Convention Center • 7.5 Miles from Santa Clara Convention Center • 3 Miles from SAP Center / HP Pavilion • 8.4 Miles from the brand new Levi's Stadium. Home of the 49'ers. Public transit in San Jose (and the entire South Bay portion of the Bay Area) is provided primarily by VTA, which operates bus and light-rail (modern streetcar) service. Caltrain also provides rail service throughout a portion of Santa Clara County. BART is also an option within the Bay Area. This condo is very clean and kept up to date with no expense spared. The pictures reflect it's current state and there are no surprises. This loft is directly on Santana Row street above Kit & Ace and LuLulemon. From your window you can see Tesla Motors, Straits Cafe, Gucci, and Cocola Bakery. It's really the ultimate location if you are staying on Santana Row or San Jose.

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, 134 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, 997 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 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, 161 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
The spacious interior features rustic wooden walls and exposed beams. A cozy bed with plush bedding is highlighted by warm lighting. A comfortable seating area is nearby, along with a large round mirror and a modern flat-screen TV on the wall.
Guesthouse in Los Gatos
4.99 out of 5 average rating, 594 reviews

Sanctuary in Sierra Azul Open Space Preserve

Nestled in the Sierra Azul Mountain Range in Los Gatos, the Sanctuary combines rustic country decor, steampunk original art, state-of-the-art technology with a unique spa experience, providing the perfect private retreat. Surrounded by numerous hiking trails, many friendly animals, and vast wild forest all around us to explore to your liking, along with this exclusive unit serves to provide a refreshing, rejuvenating space to reconnect with your loved one, yourself and of course Mother Nature!

Top Guest favourite
A cozy, dark green cabin is nestled among towering trees, showcasing a large window and a glass-paneled door. Three steps lead to the entrance, surrounded by a natural landscape of redwoods.
Guest suite in Felton
4.99 out of 5 average rating, 282 reviews

Cozy Coastal Redwood Cabin

Rest and connect in this warm, cozy, and private cabin that is nestled in the redwoods. Only minutes away from Henry Cowell State Park, where you can enjoy world class mountain biking trails, hiking, or swimming in the river. Or, enjoy the beach 15 minutes away. This is a perfect place to refresh in the magic of the Coastal Redwoods. Music fills most nights either from the Felton Music Hall or from the chorus of frogs. And wake up in the mornings to the mist in the trees when the fog rolls in.

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 welcoming living area features a light-colored sofa with red and white cushions. A wooden coffee table with decorative items anchors the space, while vibrant flowers in a vase add a touch of color. A dining area is visible, accompanied by a side chair.
Cottage in Santa Clara
4.94 out of 5 average rating, 210 reviews

Manzanita Cottage in the Heart of Silicon Valley

*We respond to inquiries quickly! We use CDC cleaning guidelines. Our property is powered 100% by solar* The Manzanita Cottage is a perfect getaway for business or vacation travelers. The cottage is well appointed and has everything you need for an extended or short stay. This private & inviting cottage is big on amenities: stove, oven, microwave, coffee maker, dishwasher, washer & dryer, etc. We have two other units on our property: The Orchard tiny house and The Manzanita cottage.

Top Guest favourite
An outdoor deck features two green cushioned chairs and a wooden table at its center. A potted plant is placed on the table, complementing the natural setting. The entrance door, framed in black, leads into the guesthouse, surrounded by tall trees.
Guesthouse in Portola Valley
4.94 out of 5 average rating, 216 reviews

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.

Top Guest favourite
A large, rusted metal sculpture of a dragonfly is positioned in the grassy yard. It appears to have intricate detailing on the wings and body. Behind the sculpture, a yellow building features decorative flowers and a welcoming entryway.
Farm stay in Gilroy
4.99 out of 5 average rating, 155 reviews

Sherwood Cottage @ Royal-T Ranch

Relax at this unique getaway. Stay in the original farmhouse built in 1900. 1 bedroom 1 bath with full kitchen.This is not just a place to stay. It is a fully hands on animal experience that you will not forget. Great for the whole family. The grounds are beautiful and park like. Enjoy meals on the patio with umbrellas, tables and bbq or picnic on the grass. Stay includes 2 hr animal experience. Check in anytime after three. Check out 10 AM.

Top Guest favourite
A cozy living area features a stylish brown leather sofa and a round dining table accompanied by black chairs. Large glass doors invite natural light and provide views of the shared backyard. A modern kitchen is situated in the background, enhancing the open layout.
Guesthouse in San Jose
4.98 out of 5 average rating, 239 reviews

Private Abodu Guesthouse in Downtown San Jose

Stay at Flora's: Our Abodu guesthouse is the perfect spot for a solo traveler or a couple to stay in downtown San Jose. The Abodu has everything you need to feel at home. Enjoy our backyard or the great indoors at the end of your day. We offer really fast Wi-Fi, an easy to use coffee machine, and high quality linens for our guests' comfort. Our full kitchen includes high end appliances and everything you need to prepare your own meals.

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, 838 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.

Popular amenities for Santa Clara County holiday rentals

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