Vacation rentals in San Jose

Guesthouse in Willow Glen

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.

4.97 out of 5 average rating, 539 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!

4.96 out of 5 average rating, 123 reviews

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

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

The exterior of the home features a spacious front yard enclosed by a wooden fence. A palm tree stands prominently, with tall cypress trees lining the property. The single-story house showcases a light-colored facade and a driveway leading to a garage.

4.95 out of 5 average rating, 133 reviews

Adorable 2BD/1B Home With Fully Equipped Kitchen

Private home with many amenities to make your stay unique and comfortable: dishwasher, washer/dryer, central AC, central heating, smart TV, free WiFi, driveway parking, a private outdoor dining area with barbeque, and extra outdoor space for kids to play (when accompanied by adults). Equipped kitchen with dishes, utensils, pots and pans for guests who enjoy cooking. Detached unit located in a quiet residential neighborhood, walking distance to the lightrail and with easy access to freeways.

Guesthouse in Willow Glen

The exterior of the studio is framed by a stone facade, featuring large glass doors that open to reveal a cozy interior. Plush seating and a dining table are visible inside, with the gourmet kitchen in the background. Natural light brightens the space, enhanced by the greenery outside.

4.99 out of 5 average rating, 214 reviews

TheStudio in Willow Glen (San Jose) CA-95125

Vacationers, Extended Family, Work Travelers with Fast Internet! ALL the Comforts & Gourmet Kitchen!! Optional 2nd Full Size bed set-up fee - separate bill for 3rd person. Fully stocked gourmet kitchen, full-size appliances; small ones too! Full bathroom: large walk-in shower with 2 shower head fixtures! Bidet & every amenity. Patio, water fountain, Adirondack chairs, bistro table, outdoor shower-enjoy privately. Appointed to provide maximum functionality and relaxation!

Guesthouse in Santa Clara

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.

4.95 out of 5 average rating, 112 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!

4.93 out of 5 average rating, 161 reviews

Guest suite in Hensley

Lovely Downtown Modern New-Build, w/Secure Parking

Our lovingly designed cozy but SMALL studio is perfect for solo traveler(too snuggle for 2). Modern design, upscale European stone/tile work in kitchen and bath. Private patio, parking w/ secure gate, laundry, electric fireplace, rainfall shower, LED vanity mirror, Keurig, desk, strong Wi-Fi, fully stocked kitchen w/ utensils and cookware. close to SJC Airport, SJSU campus, SAP Center, Convention Center, Downtown SJ, HWY-87, tech companies like Zoom, Adobe, PWC, EY. Walk to Japantown.

4.88 out of 5 average rating, 104 reviews

A small brown exterior structure features a solid black door with two decorative lights on either side. A stone pathway leads to the entrance, surrounded by lush green grass and two flowering plants on either side, enhancing the inviting entryway.

Tiny home in Brigadoon

A) twin bed, private entry and bathroom, 1 person

Conveniently located in the safe Evergreen neighborhood. Within walking or short driving distance to almost anything you want: - 3 min to many restaurants, gas stations, Target, Safeway - 5 min to Eastridge shopping mall, Cunningham Lake, theater, 24h Fitness, Farmer’s Market. - 10 min to Downtown, SJ airport, Convention Center, Happy Hollow Zoo & Park - 15 min to Great America, Levi's Stadium, Apple Park, Winchester Mystery House, Santana Row, Valley Fair Shopping Center.

4.99 out of 5 average rating, 197 reviews

A spacious backyard is showcased, featuring lounge chairs arranged on manicured grass. A modern guesthouse with large windows and a bar area is set against lush greenery. Pathways of stone slabs lead to various outdoor seating areas beneath umbrellas, enhancing the space's inviting quality.

Guesthouse in San Jose

Stylish standalone guesthouse near Santana Rowing

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 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.

4.91 out of 5 average rating, 100 reviews

A cozy studio layout is seen, featuring two spacious beds with soft pink bedding. A well-equipped kitchenette is visible in the background, complemented by light-colored cabinetry and modern appliances. Warm lighting from the fixtures creates a peaceful ambiance throughout the room.

Guest suite in San Jose

Cozy Studio w/ Private Entrance and bathroom

Cozy Studio within walking distance to Valley Fair & Santana Row! This charming space offers comfort & privacy with its private entrance. Ideal for solo travelers, professionals, or couples, it features a bedroom with two beds. The proximity to O'Connor Hospital makes it perfect for those needing accommodation close to medical facilities. On-premise parking ensures convenience, and the attached private full bathroom guarantees comfort during your stay.

4.98 out of 5 average rating, 235 reviews

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 Hensley

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.

Guesthouse in Downtown San Jose

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.

4.99 out of 5 average rating, 159 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.

Guest suite in Downtown San Jose

A cozy living and sleeping area features a twin day bed dressed in red bedding, accompanied by decorative pillows. A writing desk and chair are positioned nearby, while natural light enters through two windows covered with blinds. Wall shelves display books and art, enhancing the room's warmth.

4.99 out of 5 average rating, 230 reviews

Efficiency close to SJSU & SJ Convention Center

This small efficiency of about 200 sqft (< 20 sq. meters) is fully furnished, has a separate entrance and a little deck patio. It consists of a kitchenette, a large closet, a living/sleeping area with a day bed (twin-size) - suitable for ONE PERSON ONLY - and a bathroom incl. a shower, sink, commode and ample cupboard space.

Popular amenities for San Jose vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

San Jose house rentals

4.94 out of 5 average rating, 294 reviews

The kitchen features wooden cabinetry and stainless steel appliances, with a central island and barstool seating. Natural light floods in through sliding glass doors that lead to a lush outdoor area. A round wooden dining table is set with a small vase containing a flower.

Home in Cupertino

2BR House + Patio + Office near Apple and Main St.

5 out of 5 average rating, 13 reviews

Unique Home 1 bed 1 bath Kitchen Parking Laundry

A light-filled living space features a cozy sofa adorned with bright floral pillows. A small round table with chairs provides dining space. A wall clock and colorful floral artwork add a cheerful touch. Nearby, a doorway leads to the stylish bathroom.

5 out of 5 average rating, 54 reviews

New Cosy Guesthouse +Private Entrance, Own Parking

Superhost

A quaint outdoor seating area features a low seating arrangement with colorful cushions and a vibrant rug. The space is flanked by lush greenery and potted plants, creating a serene environment. A light-colored door provides access to the interior, enhancing the welcoming ambiance.

Home in Hensley

4.69 out of 5 average rating, 225 reviews

SJ Downtown Nest with Private Entrance

4.98 out of 5 average rating, 62 reviews

A private gated entrance leads to a spacious yard, bordered by wooden fencing. The concrete area is outlined with neat rows of grass, providing a balanced design. Two garbage bins are positioned beside the building, which features a large window allowing natural light to enter.

Home in Santa Clara

Clean & Cozy House | Santa Clara

4.94 out of 5 average rating, 72 reviews

The spacious living area features a dark leather sectional sofa and a round glass coffee table topped with decorative items. A wall-mounted Smart TV is positioned above a low storage unit. Soft lighting complements the neutral color scheme and a potted plant adds a touch of greenery.

Home in Santa Clara

Huge Stylish Studio 1 block to SCU | 65in TV | WD

Superhost

4.94 out of 5 average rating, 16 reviews

Modern 2 BR | Unwind in a Prime Location + Parking

4.98 out of 5 average rating, 64 reviews

A modern kitchen and dining area is visible, featuring a round table surrounded by four brown chairs. Colorful artwork is displayed on the cabinetry, complementing the light wood flooring. Natural light illuminates the space through multiple windows, enhancing the inviting and spacious environment.

Home in Calero

San Jose Guest House

Other great vacation rentals in San Jose

4.95 out of 5 average rating, 19 reviews

Apartment in San Jose

Modern style Santana Row loft

4.95 out of 5 average rating, 114 reviews

Private room in San Jose

可爱单间Quite room A, WiFi, AC, parking/Laundry

Guesthouse in Willow Glen

5 out of 5 average rating, 16 reviews

Entire Guest house to make you feel at home

5 out of 5 average rating, 37 reviews

Guesthouse in San Jose

Cozy guest suite with loft and private entrance

The living area features a dark sofa adorned with orange accent pillows. A coffee table sits on a vibrant red rug, surrounded by light wood flooring. Bright orange and neutral walls complement framed artwork, creating a welcoming and cheerful environment.

Apartment in San Jose

4.81 out of 5 average rating, 197 reviews

Beautiful Living in a Welcome San Jose apartment!

4.98 out of 5 average rating, 60 reviews

A modern living area features a sectional leather sofa and a contemporary glass coffee table. A sleek entertainment unit displays decorative items against a muted gray wall. Large windows allow natural light to flood the space, showcasing the view of the surrounding area.

Condo in San Jose

Santana Row Condo #2 Super Host, Silicon Valley SJ

4.98 out of 5 average rating, 62 reviews

A well-lit bedroom features a spacious bed with soft linens, accompanied by a wooden bench at the foot. A modern desk and chair are positioned near a mirrored closet. Natural light filters through the window, enhancing the neutral color palette of the room.

Apartment in San Jose

Downtown San Jose Studio Fully Furnished