Guesthouse holiday rentals in Sunnyvale

4.99 out of 5 average rating, 775 reviews

The exterior of a cozy cottage is visible, surrounded by a lush garden filled with various plants and flowers. A stone path leads to the entrance, framed by vibrant greenery. Large windows allow glimpses of the inviting interior, enhanced by a seasonal wreath on the door.

Guesthouse in San Carlos

Private Garden Cottage

Relax in our cozy cottage nestled in a serene garden setting, the perfect get-away after a day of business meetings or sightseeing. We are close to major Silicon Valley destinations; 30 minutes from San Francisco, San Jose and the beach in Half Moon Bay —with easy access to Highways 101 and 280, as well as public transportation (SamTrans, Caltrain and BART via Caltrain). Our quiet street is an easy 5-minute walk (0.2 mi) from downtown San Carlos with shops and literally dozens of restaurants.

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.

4.99 out of 5 average rating, 190 reviews

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 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.

4.94 out of 5 average rating, 224 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*

4.98 out of 5 average rating, 231 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, 131 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 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.

4.96 out of 5 average rating, 116 reviews

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.

A well-lit living space features a comfortable sofa and a dining table set for two. The kitchen showcases modern appliances, including a stainless steel refrigerator and oven. Skylights enhance the airiness, while wooden cabinetry adds warmth. Sliding glass doors open to a secluded outdoor area.

4.98 out of 5 average rating, 288 reviews

Private cottage in the heart of Silicon Valley

Eden Cottage is our 686 square foot space in west San Jose. It is a custom built (in 2018) 1 Bedroom cottage with a private entrance, super fast WiFi, 50 inch flat screen TV, skylights, full kitchen, a bathroom with a huge shower plus a full sized washer and dryer pair. The cottage is entirely separate from our home and has a small yard and patio under a large oak tree that provides shade to the entire area.

4.99 out of 5 average rating, 237 reviews

A dining area features a round table surrounded by four white chairs, illuminated by a decorative chandelier. Natural light enters through large windows adorned with sheer curtains, complementing the light green walls and adding a bright, open feel to the space.

Guesthouse in Sunnyvale

Lush Lux Villa • Sunny Deck & Private Escape

Romantic private retreat with sunny deck & lush greenery Indoor/outdoor living, vaulted ceilings, garden views Gourmet kitchen, gas fireplace, walk-in shower Heated towel rack, aroma & sound therapy Nest-controlled A/C & heat (no shared ducts) Air filtration + eco-friendly cleaning Self check-in/out, fast WiFi Ideal for couples, solo travelers & business trips

4.98 out of 5 average rating, 376 reviews

The inviting saline pool is surrounded by a spacious patio featuring comfortable lounge chairs and shaded areas. Lush greenery and colorful gardens frame the scene, while the contemporary guest house provides easy access to the pool, enhancing the tranquil outdoor ambiance.

Guesthouse in Los Altos

Splendid - Resort Style

Our guest house is surrounded by beautiful gardens and separated from the main house by a sparkling saline pool. Super clean 1 bdrm, private, and contemporary, with a full kitchen and dining/living area. Restorative sleep on the queen sized memory foam bed. The second bed is a high-end, very comfortable queen memory foam pullout located in the living room.

A spacious front yard features a well-maintained garden with various plants and flowers. A paved driveway leads up to a single-story guest house, characterized by a welcoming entrance and large windows that invite natural light.

4.97 out of 5 average rating, 189 reviews

1) 2BR/2BA Guest House near Downtown Mountain View

Simple, peaceful, and located close to freeways, restaurants, and shopping. You are booking the guest house labeled #A. This guest house has a detached primary unit that may be occupied. Please let us know if you have any issues with this arrangement. The only shared area's are the garage, driveway, and entrance to the property.

A bright living area features a dark leather sofa adorned with decorative pillows, accompanied by a wooden coffee table. A small table with two chairs is positioned beside a large window, allowing natural light to illuminate the space. A floor lamp and decorative plant enhance the room's inviting feel.

4.94 out of 5 average rating, 165 reviews

Newly built stylish guesthouse

Enjoy a stylish experience at this centrally-located place. It has 1 bedroom with a queen bed, 1 living room, 1 bath. A full kitchen, washer and dryer in the unit, private entry, private patio. Parking available on the driveway. Close to Apple, Netflix, Santana Row, yet in a quiet, safe residential area.

A cozy sleeping area is provided with a spacious bed and a wooden bunk bed. A large area rug covers the floor, and a brown couch offers additional seating. Natural light enters through the window, enhancing the comfortable atmosphere.

4.8 out of 5 average rating, 118 reviews

Cozy cottage in Mountain View

Welcome to our cozy cottage in Mountain View. It is completely detached and located behind our primary family residence, it provides comfort and privacy to travelers. Located in a quiet & safe neighborhood in the center of Silicon Valley. Mountain View home of many FAANG and other tech companies.

Popular amenities for Sunnyvale guesthouses

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-Friendly guesthouses

Guesthouse in Emerald Hills

A light-filled sleeping area features a spacious bed dressed in white linens, complemented by dark pillows. A skylight brings natural light into the room, highlighting a workspace with a desk and chair. Mirrored surfaces add depth to the design.

4.93 out of 5 average rating, 128 reviews

Cozy bedroom in the heart of Silicon Valley

4.93 out of 5 average rating, 343 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

4.96 out of 5 average rating, 113 reviews

A bright kitchen area features white cabinetry and modern appliances, including a stove, refrigerator, and washer/dryer unit. A small rug adds a touch of warmth to the space. Countertops are clear and equipped with essential cooking items, creating a functional and inviting cooking environment.

Guesthouse in Japantown

Cozy Private 1B1B Cottage near Japantown

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, 113 reviews

Charming Peaceful New Studio in Mtn View

Guesthouse in Downtown San Jose

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, 113 reviews

Private, stylish, clean detached studio

4.89 out of 5 average rating, 142 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

4.92 out of 5 average rating, 102 reviews

A cottage with light yellow siding is surrounded by a lush garden filled with various plants and colorful flowers. Neatly trimmed bushes and vibrant greenery frame the entrance, which features double doors and large windows, creating a welcoming appearance.

Guesthouse in Los Gatos

Charming cottage w/lovely gardens, close to town

A private entrance is visible, featuring a white door with decorative glass. A small window is positioned to the right, allowing natural light. A potted plant provides a touch of greenery, and a wooden fence creates a sense of privacy.

4.85 out of 5 average rating, 110 reviews

Adorable cottage in Burbank area of San Jose

Guesthouses with a patio

5 out of 5 average rating, 11 reviews

Guesthouse in Sunnyvale

Fully Private/King Bed/Free Parking/Washer&Dryer

5 out of 5 average rating, 146 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

4.99 out of 5 average rating, 117 reviews

A spacious deck features two wooden directors' chairs positioned around a small circular table. Lush greenery lines the perimeter, creating a natural backdrop. A sunshade is partially visible, offering protection from the sunlight.

Guesthouse in San Carlos

Delightful Hideaway in San Carlos

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, 116 reviews

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

Guesthouse in Santa Clara

4.94 out of 5 average rating, 100 reviews

Guest House w/King Bed and Parking in Santa Clara

4.93 out of 5 average rating, 226 reviews

A welcoming entrance to the studio is framed by wooden fencing and highlighted by a sign that reads 'Park Studio.' Large terracotta pots with blooming flowers and lush greenery add a touch of nature, creating an inviting atmosphere.

Guesthouse in Menlo Park

Charming, modern, restorative, private studio

Guesthouse in Willow Glen

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, 100 reviews

Adorable 2 bed guesthouse walk to Willow Glen DWTN

Guesthouse in Willow Glen

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.

4.85 out of 5 average rating, 68 reviews

Cozy Retreat Home

Guest house rentals with a washing machine and dryer

4.75 out of 5 average rating, 160 reviews

2 bd/1ba attached house N San Jose w/ free parking

Guesthouse in Santa Clara

The exterior of a modern cottage is showcased, featuring a bright yellow front door and a landscaped area with a seating arrangement. Large windows allow natural light into the space, while greenery and outdoor lighting create an inviting ambiance during twilight.

4.91 out of 5 average rating, 267 reviews

New Construction Clean, Modern, Quiet Cottage

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, 209 reviews

Woodsy Silicon Valley Cottage

4.99 out of 5 average rating, 561 reviews

A spacious bedroom features vaulted wooden ceilings and large glass sliding doors leading to an outdoor deck. A comfortable bed is flanked by two bedside tables with lamps. A decorative painting hangs above the bed, and a wooden dresser adds functional storage.

Guesthouse in Woodside

Guest House in the Woods

Guesthouse in Downtown San Jose

A light-filled living area features a fold-out sofa bed and a wooden dining table surrounded by four chairs. A wall-mounted TV is visible, along with a small coffee station on a dark table. A doorway leads to the bathroom, and a window provides natural light.

4.78 out of 5 average rating, 518 reviews

Beautiful private guest house in downtown San Jose

5 out of 5 average rating, 219 reviews

A white trellis adorned with vibrant flowers stands against a sunny garden backdrop. A mix of colorful blooms, including tulips and daisies, creates a lively display in a brick planter, inviting guests to enjoy the natural beauty of the surroundings.

Guesthouse in Atherton

Charming Cottage near Stanford in Lovely Garden