Guesthouse holiday rentals in Evergreen

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, 533 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!

Guesthouse in Almaden Valley

A modern living area is showcased with a light-colored sofa adorned with blue decorative pillows and a patterned armchair. A round coffee table sits in front, surrounded by hardwood flooring. Natural light enters through large windows with sheer white curtains, illuminating the space.

5 out of 5 average rating, 114 reviews

Newly Built | Modern 1BR/1BA Private Cottage

Welcome to this private newly built modern Guesthouse in Silicon Valley, nestled in San Jose, with a view of Santa Cruz Mountains. Close to all major highways in the South Bay, San Jose Downtown (9 miles), San Jose Airport (12 miles), SAP Center (9 miles), Levi's Stadium (16 miles), Santa Cruz Beach (32 miles), Great America Parkway (16 miles), Santana Row (12 miles), Apple (16 miles), Netflix (8 miles) and major tech companies in Sunnyvale, Santa Clara, Mountain View, Cupertino and Palo Alto.

An outdoor patio area is shown beneath a wooden pergola adorned with warm string lights, creating a cozy ambiance at night. A large 65-inch TV is mounted on the wall, while comfortable dining and lounging furniture is arranged for relaxation and socializing.

5 out of 5 average rating, 106 reviews

Near Japantown & SJC ARPT, King Bed, Fast Internet

Our detached guesthouse is centrally located in DTSJ near Japantown, features a king-sized, ultra-comfortable bed and cold mini split A/C system in the bedroom that guarantees a restful night's sleep. A fully equipped kitchen for chefs and for those who need to work during their stay, an automatic ergonomic sit-stand desk. The outdoor oasis includes a huge 65 inch Smart TV, ambient lighting, outdoor ceiling fan, propane fire pit, and dining and lounging area. Street parking is free and ample.

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, 212 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!

4.9 out of 5 average rating, 273 reviews

❤️ of SJ - Detached Guesthouse with Full Kitchen

Newly updated! New photos will be up soon. Detached guest house with lots of amenities including a full kitchen, living room, bathroom, and separate bedroom. The space has AC and Heater in both the living room and bedroom. Living room and bedroom comes with a flat screen TV to watch all your favorite shows. Includes Netflix, Hulu, and Amazon Prime Video. Kitchen includes a fully stocked Keurig, full size refrigerator, hot water kettle, microwave, and of course - a full stove.

4.93 out of 5 average rating, 346 reviews

The guesthouse entrance is framed by a neatly landscaped area, featuring a spacious path made of stone tiles leading to the front door. Elegant wrought iron railings and manicured greenery enhance the inviting setting under clear blue skies.

Guesthouse in Evergreen

Evergreen Valley Hillside retreat

A luxurious retreat above the San Jose Hills with amazing views of downtown San Jose all the way to San Francisco Bay. Secluded and peaceful surroundings but only 10 mins. to downtown. This is a gated property that is secured. The property has 2 bedrooms and 1 bath with a gourmet kitchen. Included built-in washer n dryer. Our guesthouse is completely private and not sharing any area inside the house. Please let us know if you have any question about our property.

Guesthouse in Almaden Valley

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.

4.97 out of 5 average rating, 1,002 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!

4.91 out of 5 average rating, 131 reviews

The image showcases a sunlit patio area featuring a clear pool surrounded by stone decking. Lush greenery, including palm trees and shrubs, enhances the outdoor space. A cozy seating arrangement and a dining set are positioned near the pool, blending with the elegant architectural elements of the surrounding buildings.

Guesthouse in Evergreen

Gorgeous Casita(detached) in upscale neighborhood

Beautiful spacious Casita(detached unit ~500 sft) in upscale and prestigious Bell Aire-Hillstone estate neighborhood. Beautiful spacious independent unit in resort like setting. Comfy queen size bed, a sofa bed, new kitchen and full bath. Kitchen is equipped with cooking range, refrigerator, dishwasher and washer/dryer. Keurig for morning coffee and Cable / Apple TV for entertainment. Large monthly discount. No Party inquiries please. Pool use is not allowed.

4.94 out of 5 average rating, 230 reviews

A studio space features sloped ceilings with natural light from skylights. A full-sized bed is dressed in patterned linens, accompanied by a 43-inch smart TV on a low wooden console. A single armchair with an ottoman is positioned near a dark dresser.

Guesthouse in Hensley

Private Entrance Studio with in-unit bathroom

Private entrance studio with in-unit bathroom and wet bar, it is located near downtown San Jose and Japantown. 2 min walk to the light rail station (japantown ayer green/blue lines), great for someone traveling or on a business trip. Few minutes drive to Target, Trader Joe, grocery stores, San Pedro Square. This studio unit is converted from the attic of detached garage structure with excellent privacy (1st floor is used as storage) *street parking only*

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, 147 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.

The open living space features a contemporary kitchen equipped with stainless steel appliances, including a refrigerator and oven. A dining table for four is positioned centrally, surrounded by sleek chairs. Light wood flooring enhances the bright atmosphere of the area, complemented by white cabinetry and a decorative sliding barn door.

4.98 out of 5 average rating, 593 reviews

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.

A tranquil Watsu pool is surrounded by lush greenery and vibrant plants. A fabric shade cover is suspended overhead, providing protection from the sun. Natural stone flooring complements the pool's serene ambiance, creating a peaceful retreat atmosphere.

4.97 out of 5 average rating, 616 reviews

Cabana with Warm Watsu Pool

Our guests best describe it as: ‘Like luxury hotel meets Zen retreat meets Day Spa meets Bali rain forest meets mom and pop warm hospitality’. A private cabana close to shops and restaurants in downtown Willow Glen. You’ll love our place because of the tranquil setting, warm watsu pool, Finlandia sauna, hot plunge, and beautiful gardens. Our place is good for couples, solo adventurers, and business travelers.

Popular amenities for Evergreen guesthouses

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-Friendly guesthouses

4.98 out of 5 average rating, 42 reviews

A modern studio features a spacious bed adorned with vibrant yellow accents. A compact dining table and chairs are positioned beside a work desk. Soft lighting highlights the light wood flooring, while a framed art piece depicting a tree adds a touch of color to the blue walls.

Guesthouse in La Colina

Spacious Studio with Private Entrance and Bathroom

A modern living area is showcased, featuring a teal sofa, a wooden coffee table, and a television mounted on the wall. Light-colored walls reflect ample illumination from recessed lighting, while a framed mountain artwork adds a subtle touch of décor. A door leads to the outside.

5 out of 5 average rating, 63 reviews

Private Modern Spacious 1B1B 2 beds|Prime Location

Guesthouse in Monte Sereno

A vibrant garden is showcased, featuring blooming red flowers and lush green plants. A stone patio leads to a tranquil blue pool, framed by greenery and distant hills. Decorative pottery is placed among the flora, adding charm to the natural setting.

4.91 out of 5 average rating, 222 reviews

Greenwood Guest House, a Peaceful Oasis

Guesthouse in Portola Valley

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.

4.94 out of 5 average rating, 213 reviews

Woodsy Silicon Valley Cottage

The kitchen features dark wood cabinetry complemented by a light grey tile backsplash. A white electric stove and microwave are positioned above a spacious countertop with a sink. A mini-dishwasher and coffee maker are also present, providing essential appliances for convenience.

4.9 out of 5 average rating, 115 reviews

Private, stylish, clean detached studio

4.92 out of 5 average rating, 189 reviews

The living room features a comfortable seating area with a sofa, a 50-inch TV mounted on the wall, and a dining setup. A desk is positioned in the corner, providing a workspace. Natural light streams through the window, illuminating the space.

Guesthouse in Campbell

Private Entry Adorable 1 bed 1 bath

Guesthouse in Mountain View

The exterior of the cottage showcases a contemporary design with grey siding and crisp white trim. Two large windows are framed by sheer curtains, allowing natural light to illuminate the interior. A sturdy door leads to the entrance, set against a paved walkway.

4.95 out of 5 average rating, 119 reviews

Chiquita Cottage

4.8 out of 5 average rating, 10 reviews

An inviting studio layout showcases a comfortable queen-sized bed with decorative bedding. A cozy living area features a modern couch and a glass coffee table. The kitchen is equipped with sleek appliances and white cabinetry, enhancing the overall modern decor. Natural light flows through large windows.

Guesthouse in Evergreen

Modern Studio Living in San Jose

Guesthouses with a patio

Guesthouse in Almaden Valley

A bright living area features large windows allowing natural light to flood the space. Two blue tables are set up with a vase of flowers, contrasting with a pink accent chair. A wall-mounted TV and light-colored artwork complement the modern decor.

4.97 out of 5 average rating, 61 reviews

Bright ADU w Private Entrance & Yard

5 out of 5 average rating, 149 reviews

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

Orchard Cottage in convenient countryside location

Guesthouse in Santa Clara

4.67 out of 5 average rating, 12 reviews

Modern 2BR/1BA with Large Patio and Pool Table

A stylish bathroom features textured brown tile walls, accented by a large oval mirror above a modern floating vanity. A wall-mounted faucet is installed above the sleek white sink. Natural light filters in through a small window, contributing to the space's bright ambiance.

4.78 out of 5 average rating, 91 reviews

Oasis (selfcheckin/private/detached/freeparking)

A newly constructed guest house is displayed, featuring a modern design with a sloped roof and solar panels. The exterior includes a combination of white stucco and dark accents. A landscaped area with grass and gravel pathways leads to the entrance, complemented by a tree and outdoor seating.

4.96 out of 5 average rating, 117 reviews

Garden Cottage w/ Hot Tub • 3 mi. to SJC

4.89 out of 5 average rating, 145 reviews

A spacious studio is displayed, featuring a light-filled sleeping area with a cozy bed, adorned with crisp white linens and decorative pillows. A small dining table with two chairs is positioned nearby, along with a stylish desk and chair. Soft lighting enhances the overall warmth of the space.

Guesthouse in Palo Alto

Palo Alto Cottage: Privacy, Comfort & Convenience

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.

4.94 out of 5 average rating, 101 reviews

Adorable 2 bed guesthouse walk to Willow Glen DWTN

A serene bedroom features a spacious bed adorned with a patterned quilt and decorative pillows. Two framed art pieces hang above the bed, complemented by natural light filtering through sheer curtains. A comfortable bench sits at the foot of the bed, alongside wooden nightstands and a bedside lamp.

4.86 out of 5 average rating, 70 reviews

Cozy Retreat Home

Guest house rentals with a washing machine and dryer

4.89 out of 5 average rating, 104 reviews

The exterior of the guesthouse is showcased, featuring a light-colored facade with large windows. A well-maintained garden displays various shrubs and plants. The driveway includes a garage door and the surrounding area is paved and neatly landscaped.

Guesthouse in Palo Alto

Guesthouse in Serene Neighborhood

A bright living area features a teal sofa accompanied by textured throw pillows. A dining table with bar stools is visible next to a modern kitchen, equipped with stainless steel appliances. Natural light fills the space through multiple windows, enhancing the wood and neutral tones.

5 out of 5 average rating, 60 reviews

The Mission Guest House San Jose

Guesthouse in The Willows

A private patio area is featured, furnished with two seating areas and a central table. An umbrella provides shade, while potted plants add greenery to the space. The wooden fence offers privacy, and the stone floor is complemented by a textured outdoor rug.

4.99 out of 5 average rating, 152 reviews

Quaint Cottage Near Downtown Palo Alto

Guesthouse in Mountain View

A spacious bed is placed against a light-colored wall, accented by a decorative pillow featuring a geometric pattern. A bedside table holds a tissue box, while a lamp adds soft lighting. Natural light illuminates the room from a nearby open door.

4.99 out of 5 average rating, 114 reviews

Charming Peaceful New Studio in Mtn View

Guesthouse in Monte Sereno

A charming outdoor patio area features a round table surrounded by four decorative chairs. Lush greenery decorates the space, including potted plants and foliage. Two turquoise doors are complemented by wall-mounted lanterns and classical sculptures, creating a peaceful setting for relaxation.

4.84 out of 5 average rating, 166 reviews

Private Cozy Suite Los Gatos - Saratoga

4.98 out of 5 average rating, 333 reviews

A cozy seating area features a brown leather sofa accompanied by a white throw pillow, positioned on a soft, light rug. A glass coffee table sits in front, while two modern chairs with metallic frames are positioned at a nearby desk. Natural light enters through a window, illuminating the space.

Guesthouse in Campbell

Downtown Campbell Executive Cottage

A bright and modern living space features a light-colored sofa and a wooden coffee table at its center. Large windows and skylights allow natural light to fill the room, while a decorative plant adds a touch of greenery. An inviting yellow door opens to the yard.

4.97 out of 5 average rating, 37 reviews

Luxurious Silicon Valley Retreat

A welcoming living space is displayed, featuring a black couch and a wooden coffee table. A colorful flower arrangement brightens the area, while a vintage-style poster adds character to the wall. Natural light enters through the windows, enhancing the inviting atmosphere.