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Guesthouse vacation rentals in Santa Clara County

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Santa Clara County

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

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Top guest favorite
The kitchenette features stylish white cabinetry and open shelving. A coffee maker is placed on a wooden tray, alongside bottles of wine and decorative accessories. A sink with modern fixtures is visible, while a microwave is discreetly housed beneath the counter.
Guesthouse in San Jose
4.97 out of 5 average rating, 552 reviews

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!

Guest favorite
A cozy bedroom features a full-size bed with soft bedding against a vibrant green leaf-patterned wall. A nightstand with a lamp is positioned beside the bed, and a spacious closet is visible in the background, showcasing additional wall decor.
Guesthouse in San Jose
4.9 out of 5 average rating, 189 reviews

1 Bed Cottage w/Kitchenette + yard

Enjoy this cozy 450sqft cottage centrally located between Campbell & Downtown San Jose, close to Santa Row & Valley Fair Mall. This studio will meet your needs for an enjoyable stay in a great area. Kitchenette fully equipped with refrigerator, toaster-oven, electric cook-top, coffee maker & dish essentials. Bedroom w/ spacious closet. Comfortable Full size bed, sofa bed for additional sleeping, an a flat screen tv. Netflix and other streaming networks availablel-log in w/your credentials.

Guest favorite
An updated kitchen is featured, showcasing stainless steel appliances and ample counter space. A spacious room is presented, equipped with a comfortable couch, desks, and ambient LED lighting. The in-unit laundry machines and modern bathroom are also highlighted, ensuring convenience and comfort.
Guesthouse in San Jose
4.87 out of 5 average rating, 139 reviews

Modern Private House 1 bed 1 bath Laundry Parking

Private Home -Mineta San Jose International - 5 miles (8 mins) -SAP Convention Center - 5 miles (7 mins) -Levi's Stadium - 7.8 miles (9 mins) -Avaya Stadium - 4.5 miles (7 mins) -Santa Clara Valley Medical Center - 6.6 miles (11 mins) -San Jose State University - 5.2 miles (7 mins) -Santa Clara University - 2.1 miles (6 mins) -Eastridge Mall - 4.5 miles (8 mins) -Santana Row - 7.2 miles (11 mins) -Westfield Valley Fair Mall - 7.2 miles (11 mins) -Californias Great America - 8 miles (10 mins)

Guest favorite
A bright living area features a light grey sofa with decorative pillows, paired with a round black coffee table. A teal armchair is positioned nearby. Large windows with striped shades allow natural light to fill the space, complemented by a tall indoor plant.
Guesthouse in San Jose
4.94 out of 5 average rating, 105 reviews

Adorable 2 bed guesthouse walk to Willow Glen DWTN

Kick back and relax in this modern, private and stylish 2bedrooms guesthouse .The newly built house is separate from main house and situated at the back of the property with it’s own dedicated patio area. It also offers full kitchen and washer/dryer. There are 2 sofa sleepers in living room that perfect for kids or extra guests. Willow Glen downtown and Safeway are within walking distance. San Jose downtown, San Jose State University, SAP center and GooglVillage are all about 2 miles radius.

Top guest favorite
The entrance of the cottage features a welcoming white door with a clear window, flanked by decorative plants in a variety of pots. A wooden bench sits beneath the windows, adding a functional touch to the inviting exterior.
Guesthouse in San Jose
4.97 out of 5 average rating, 396 reviews

Private unit close to Santa Clara University

Welcome to Cory Cottage, your private oasis in the heart of San Jose! Located less than a mile from Santana Row and Santa Clara University, this modern and stylish cottage is the perfect getaway for anyone looking to escape the hustle and bustle of everyday life. With a gated private entry and fully equipped kitchen, you can unwind and relax in complete privacy. Whether you're traveling for business or pleasure, Cory Cottage has everything you need to make your stay comfortable and cozy.

Top guest favorite
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, 118 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 favorite
The exterior of the townhome is softly illuminated by outdoor lighting, highlighting the welcoming front entrance. A large oak tree provides natural coverage, while lush greenery surrounds the pathway, offering a sense of privacy and tranquility in a serene nighttime setting.
Guesthouse in Los Gatos
4.95 out of 5 average rating, 100 reviews

Five Star Smart Home Living Experience

SUPER BOWL CLOSE LOCATION!! Nestled beneath a century old oak tree and only a 5-10 minute walk to downtown Los Gatos or Vasona Park sits a newly constructed 900 square foot 1 BR, 1.5 bath loft style luxury townhome with a private front entrance and backyard. This exclusive experience in downtown Los Gatos is ideal for someone (or a couple) looking for the comfort, quiet and privacy of a detached home in the center of one of the San Francisco Bay Area’s most desirable communities.

Top guest favorite
An outdoor area features a serene pool surrounded by blooming flowers and lush greenery. The distant horizon showcases a sparkling view of the city lights below, under a clear evening sky transitioning from dusk to night.
Guesthouse in Los Gatos
4.97 out of 5 average rating, 1,008 reviews

Cabana in Sierra Azul Open Space Preserve

Nestled in the Sierra Azul Mountain Range in Los Gatos, we enjoy AMAZING unobstructed views of the Entire Silicon Valley... San Francisco to Gilroy from 1700ft altitude! This private retreat is perfect for relaxing and rejuvenating, surrounded by forest, streams and wildlife! Relax in complete solitude, refresh with chemical-free, great tasting spring water and crisp clean air high above the smog of Silicon Valley! Great Hiking/Biking Trails at your backdoor!

Top guest favorite
A cozy living space is presented with a daybed adorned with an assortment of colorful pillows, complemented by a natural wood coffee table. Light enters through large windows, highlighting a vibrant piece of wall art. A small desk and chair are positioned nearby.
Guesthouse in Santa Cruz
4.91 out of 5 average rating, 730 reviews

Sunny Harborside Bungalow

Private small cozy 1 br/1ba bungalow. This space boasts a taste of Latin American beach, Spanish tile floors and wood furniture. Kitchenette with an induction burner and xl toaster oven (no range) , full size fridge, private patio seating, umbrella, tropical plants. Bathroom with a small shower. Curtained off bedroom with full closet, queen bed. Living room has day bed/couch with twin mattress for 3rd guest. Plz read “other details to note” before booking.

Top guest favorite
A cozy living area features two leather sofas positioned around a rustic coffee table. Natural light filters through large windows, illuminating the space. A rocking chair adds a touch of charm beside an accent lamp, and a soft area rug adds warmth to the flooring.
Guesthouse in Los Gatos
5 out of 5 average rating, 156 reviews

Orchard Cottage in convenient countryside location

Orchard Cottage is a newly refurbished historical home in a rural neighborhood 10 minutes from downtown Los Gatos. Lots of wildlife and local private hiking trails make this location in the Santa Cruz Mountains a peaceful retreat from city life. Enjoy your private deck and yard or visit our ducks for a mini-farm experience. Lots of nearby hiking and wineries, and only 25 minutes to Santa Cruz beaches. Please contact me with any questions!

Top guest favorite
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 favorite
A modern living area is depicted, featuring large windows that allow natural light to fill the space. An inviting sofa and a coffee table are positioned in front of a wall-mounted television. The open kitchen showcases sleek cabinetry and a dining table with white chairs.
Guesthouse in San Jose
4.99 out of 5 average rating, 177 reviews

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.

Popular amenities for Santa Clara County guesthouse rentals

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