
Guesthouse vacation rentals in Silicon Valley
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Top-rated guesthouse rentals in Silicon Valley
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Stylish, Light-filled Cottage
Eat breakfast on the secluded patio garden at a cozy studio in charming San Jose. Indulge in a relaxing soak in the all-white bathroom, unwind with a book in an antique chair under the sash window, or snuggle up in the carved wooden bed by the fire. The cottage has been fully remodeled. Relax in a brand new king bed and enjoy the all new full bath. Roku TV, AC/Heat and an electric fireplace to relax with. Fully equipped kitchenette and dining area. Private yard to enjoy and relax. Detached cottage, with private, well lit entry. A coded deadbolt lock allows safe entry into cottage. Enjoy a private patio that is also available for guests. We will be giving our guests privacy, but are available by phone or text if you have questions. Willow Glen is the South Bay’s hottest area within San Jose and the Silicon Valley. Downtown is two blocks away, with popular restaurants, banks, antique shops, beauty salons, and coffee houses all close by. Plenty of safe and well lit street parking available. A city bus stop is very close, with freeways, light rail, and Cal train a mile away. Willow Glen is a quaint neighborhood of San Jose, with its charming old homes, and vibrant downtown businesses. Many popular restaurants, banks, antique shops, beauty salons, and coffee houses, just to name a few...all just a short drive or walk away!

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.

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.

Private Separate Casita in Mtn View, By G0oggl
Welcome to "Casita Aloha" ... our bright & luxuriously appointed 400 sq. ft. separate studio, built in 2017, located 30 feet from our home (very private). There's a full kitchen stocked with everything you need, & an amazingly comfortable California King memory foam bed! Enjoy the 60" smart TV, & bathe in the shower-tub in the glorious bathroom with white Carrara tile counters & heated Carrara tile floors. Warning: You may never want to leave! Note: First party bookings only please.

Kings Mountain Studio Cabin
Enjoy a cozy STUDIO Cabin nestled in the Redwoods up on Kings Mountain. For those inclined toward an active lifestyle, we are close to Purisima Creek, Huddart Park, and the El Corte de Madera Hiking and Biking Trails. This space is perfect for two! (read more about the space)Note 20 minutes from Half Moon Bay with beautiful beaches and 30 min from Stanford in Palo Alto. We are adjacent to The Mountain House Restaurant. (note) The bed is a Murphy bed in the living area. NO PETS!

Stylish standalone guesthouse near Santana Row
Enjoy a stylish experience at this centrally-located guest house in West SJ. Modern finishes and well maintained backyard with gas fireplace for your enjoyment. Queen day bed with pull out twin trundle underneath to sleep up to 3 people. About a 10 minute walk to Santana Row and Valley Fair Mall. Enjoy the booming night life at Santana Row and come back to sleep in a quiet neighborhood. Minutes from SJ Airport, downtown SJ and Campbell, high tech companies and world class eateries.

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.

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.

Quiet guesthouse near SJ airport with EV charger
Kick back and relax in this calm, stylish space. Brand new guesthouse build and landscape completed in 2023. Our guesthouse offers a full kitchen, WiFi, self check-in, FREE parking and washer and dryer. Tesla Universal EV charger Level 2 60 amp avilable for guest use. Centrally located in Downtown San Jose. A quick drive to the SJ airport, SAP Center, San Pedro Square, Levi’s Stadium, San Jose State University and Santa Clara University.

Guest House in the Woods
Our guest house is located close to La Honda and Woodside in the North Santa Cruz Mountains. Located in the Redwood forest and looks down onto a beautiful creek from a lovely deck. There are many open space hiking and biking trails within a short drive, and the beach. 5 miles from Alice's Resturant. San Francisco and Santa Cruz are easily accessible. The house has vaulted ceilings and a full kitchen, and laundry.

Private Cottage nearby Airport/SAP/SJ Downtown/SCU
The cottage is located in the central of Silicon Valley. Convenient access to most attractions and places. About 7 to 15 minutes drive from most attractions: San Jose Airport, SAP Center, Avaya Stadium, SAn Jose Downtown, Caltrain/Diridon Station, Levi Stadium, SJ state university, Santa Clara university, Malls. Santa Cruz 35 minutes, San Francisco airport- 45 minutes. Close to major freeways I-280, I-880, US-101.

Chiquita Cottage
Welcome to Chiquita Cottage. Our 400 sq. ft. detached studio was fully renovated in summer 2018. Located behind our primary family residence, it provides comfort and privacy to travelers. A brand new kitchen, queen sized bed, free wifi, and Smart TV will help make your stay easy. We are walking distance from downtown Mountain View and perfectly situated for Light Rail, Cal Train, and major highway access.
Popular amenities for Silicon Valley guesthouse rentals
Family-friendly guest house rentals

Quiet Poolside Cottage for Solitude

Downtown Palo Alto Gem! Cute, Spotless Guest House

Charming Cozy Cottage in Eco-Garden Oasis

Oak&Bloom cottage - Los Gatos, 2 bedrooms, private

Bicycle Shack @ La Honda Pottery

Fabulous Guesthouse next to Stanford w/ Kitchen

Palo Alto Cottage: Privacy, Comfort & Convenience

1 Bed Cottage w/Kitchenette + yard
Guest house rentals with a patio

Quiet wine country cottage sleeps 4 - Pet Friendly

Cozy Private 1B1B Cottage near Japantown

Orchard Cottage in convenient countryside location

Guesthouse Garden Retreat

Berkeley Bitty House - a little bit of home

Sunny Cottage in Redwood City

Coastal Cottage Guest House

Charming, modern, restorative, private studio
Guest house rentals with a washer and dryer

Cottage near downtown Palo Alto

Mountain Retreat

Greenwood Guest House, a Peaceful Oasis

Private & Quiet Garden Cottage

Charming Peaceful New Studio in Mtn View

Secluded luxury cottage & hot tub

Private, stylish, clean detached studio

Downtown Campbell Executive Cottage
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- Moscone Center
- Stanford University
- Santa Cruz Beach
- Golden Gate Park
- Muir Woods National Monument
- Oracle Park
- Capitola Beach
- Golden Gate Bridge
- Santa Cruz Beach Boardwalk
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- Pier 39
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- Mission Dolores Park
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