Holiday rentals with outdoor seating in Cupertino

Apartment in Downtown San Jose

The living room features a comfortable teal sofa adorned with a cozy white throw. A modern glass coffee table sits on a textured area rug. Large bay windows allow ample natural light, and a custom-made work desk is visible, complemented by elegant artwork on the walls.

4.94 out of 5 average rating, 102 reviews

New Modern Craftsman Guest House with Bay Windows

Close to all the actions downtown San Jose has to offer, our newly renovated guest suite is uniquely designed just for the space. You'll have a private entrance and front porch all to yourself. This modern/luxurious home featuring a large living room/dining/kitchen/work area combo, dramatic bay windows, textured stone wall/fireplace, fully stocked kitchen, modern amenities, cozy bedroom, specially commissioned artworks, laundry, and spa-like bathroom, this suite offers you a home away from home.

The spacious kitchen features an expansive island with four bar stools, allowing for casual dining. Light wood flooring complements the bright cabinetry and stainless-steel appliances. A view of the open living area is visible in the background, promoting a welcoming atmosphere.

4.93 out of 5 average rating, 193 reviews

4B/2.5B / Office Space / Open Plan / Huge Backyard

5 min drive (20 walk) to SCU / 10 min drive to Levi's Stadium / 15 min to Downtown San Jose + San José International Airport ✈ ☞ 4 Bedrooms, one of them is an office/bdr combo with a bed for a child or not very tall adult ☞ Huge Backyard w/ patio + BBQ + dining, great for children and pets ☞ Memory foam mattresses, 3 smart TVs ☞ Master suite w/ king + bathroom + smart TV ☞ Fully equipped + stocked kitchen ☞ Walking score 80 ☞ Free Parking in the driveway (2 cars), plenty free street parking

4.96 out of 5 average rating, 182 reviews

A small studio space is furnished with a cozy bed adorned with polka dot bedding. A desk and chair are positioned near a window, while a modern bathroom is visible through a sliding barn door. Natural light fills the room, enhancing the minimalist decor.

Guest suite in Hensley

Brand New Kawaii Downtown Studio w/ Secure Parking

Our lovingly newly designed modern, but SMALL cozy studio is perfect for 1 (too snuggle for 2). Small private patio, parking w/secure gate, electric fireplace, bidet, rainfall shower, upscale tile, LED mirror, Keurig, desk, strong Wi-Fi, fully stocked kitchen w/ utensils and cookware. 8 min drive from SJC Airport, 7 min walk from Japantown restaurants/bars, 13 min walk from SJSU & City Hall, close to HWY 87, SAP Center, San Jose McEnery Convention Center, San Pedro Square and heart of downtown.

4.91 out of 5 average rating, 186 reviews

A spacious backyard area features lush green grass and charming flowers, illuminated by string lights overhead. A gazebo with outdoor seating is visible, surrounded by a neatly maintained garden. The detached cottage appears inviting in the background, evoking a serene setting during twilight.

Guesthouse in San Jose

Winter Sales! 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.

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, 215 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!

4.93 out of 5 average rating, 225 reviews

A comfortable sleeping area is presented with a spacious bed featuring white linens and a yellow accent pillow. Wall art depicting serene landscapes is displayed above the bed. A small kitchenette with a microwave and coffee bar is located in the corner, adding functionality to the space.

Guest suite in Sunnyvale

Luxurious Private Suite in Heart of Silicon Valley

Upscale, private suite w/separate entrance in quiet, safe neighborhood at the center of Silicon Valley! Minutes away from Apple/high tech companies, a cosmopolitan downtown, trendy restaurants, bars, and a historic park for leisurely stroll. Few blocks to US-101, Central Expy, and public transit. Enjoy the warm decor, comfortable queen Beautyrest mattress, luxurious sheets, stalked up coffee bar, private patio overlooking a peaceful back yard as well as unlimited free street parking.

5 out of 5 average rating, 203 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 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.

4.98 out of 5 average rating, 171 reviews

A spacious room features a queen bed adorned with soft pillows, paired with a neutral-toned blanket. A mini fridge and microwave are positioned against the wall, alongside a hot/cold water cooler. Natural light flows through the windows, illuminating the overall inviting layout.

Guest suite in Sunnyvale

Entire Guest Suite, Entrance@ House of Chauncey

Attention Travelers: Please inquire about availability before booking/instant booking. Thank you! Hello there! Vicky and I have a nice, comfortable newly renovated room with attached private bath and separate entrance in our home for you to stay in. It's in a quiet neighborhood in Sunnyvale, bordering Mountain View. We are super close to Apple, LInkedIn, NASA and G00gle, with a G00gle shuttle and Facebook shuttle stops a few blocks away. We are also close to downtown Sunnyvale.

4.98 out of 5 average rating, 223 reviews

A modern living space features a light-colored love seat with two yellow accent pillows. A glass dining table is set with flowers, and a vibrant painting adorns the wall. Natural light enters through the front door, which is flanked by curtains.

Guest suite in Sunnyvale

Modern one bedroom in-law unit in Sunnyvale

Modern one bedroom in-law unit using high-end finishing with a comfortable queen bed, private bathroom, full kitchen, work-friendly desk, high speed wifi, cable TV, A/C heater combo and flower-lined side yard. Located in a safe and nice neighborhood. Perfect location for bay area traveller, with easy commute to all major high tech companies, walking distance to supermarket, restaurants and stores, and a short drive to Mountain View downtown and Caltrain station.

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, 226 reviews

Greenwood Guest House, a Peaceful Oasis

Welcome to Greenwood Guest House, a 1 bedroom, 1 bath private house situated in a peaceful and expansive backyard with a pool, tennis court, and beautiful scenery. Our space is a good fit for business trips, couple vacations, and family visits. The kitchenette and laundry room make longer stays quite enjoyable. Easy access to Highway 17 and 85, 15 minute drive to San Jose airport (SJC) and 2 minute drives to either downtown Los Gatos or Saratoga.

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, 170 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.

4.98 out of 5 average rating, 293 reviews

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.

Guesthouse in San Jose

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.

Popular amenities for Cupertino outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

The living area displays a modern design with a crystal chandelier overhead. Two plush sofas accompany a wooden coffee table. A wall-mounted television and dining set are visible, with natural light filtering through sheer curtains, creating a bright and airy atmosphere.

5 out of 5 average rating, 21 reviews

Cozy duplex with private garage & fenced backyard

A modern living area features a blue sofa adorned with white pillows. A glass coffee table sits on a patterned rug, with decorative items placed thoughtfully atop. An accent chair with a cozy cushion offers additional seating, while framed artwork decorates the walls.

4.92 out of 5 average rating, 184 reviews

Executive Class Stay in Tech Hub 3b2B Near SJC

A modern bathroom features a large round mirror illuminated by soft lighting. The sleek vanity is equipped with dual sinks, complemented by wood cabinetry. A glass-enclosed shower showcases textured tiles and a rainfall showerhead, while a small plant adds a touch of freshness.

4.92 out of 5 average rating, 78 reviews

Modern, Renovated 5b/3ba near Apple, Kaiser

5 out of 5 average rating, 5 reviews

Home in San Jose

Prime Location 1BR Near Santana Row & SJC

Home in Downtown San Jose

A spacious living room features a large sectional sofa and a round glass coffee table. A mounted flat-screen TV hangs above a fireplace. Natural light flows through bay windows, complemented by a small desk area and potted plant for a refreshing touch.

4.97 out of 5 average rating, 597 reviews

Charming Home nearby Airport/San Jose Downtown/SAP

A serene bedroom is highlighted by a spacious bed with a padded headboard and soft bedding. Natural light pours in through sliding glass doors, revealing a private outdoor area. A bedside table with a lamp complements a white dresser against the wall.

4.93 out of 5 average rating, 138 reviews

M&J@Gorgeous remodeled 3B2B SFH/Bay Area | 2944

4.95 out of 5 average rating, 133 reviews

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.

Home in San Jose

Adorable 2BD/1B Home With Fully Equipped Kitchen

4.9 out of 5 average rating, 117 reviews

A bright living area features a spacious sectional sofa adorned with neutral cushions. A modern coffee table sits in the center, complemented by a decorative bowl. Natural light streams through multiple windows, illuminating the light wooden floor and the cozy fireplace with a stone surround.

Home in San Jose

Private Oasis with Pool and Fire Pit

Apartment rentals with outdoor seating

4.81 out of 5 average rating, 763 reviews

A private studio space features a queen-size bed with crisp white linens. A comfortable gray sofa sits beside a glass coffee table. Artwork depicting local themes adorns the walls, complemented by a ceiling fan and ample natural light from nearby windows.

Apartment in San Jose

Silicon Valley Studio Apartment

4.82 out of 5 average rating, 205 reviews

Apartment in Campbell

"Queens Palace" Studio Apt Business Ready-San Jose

Apartment in College Terrace

A living room features a light gray sectional sofa with accent pillows. A minimalist rug with geometric patterns lies beneath. A small refrigerator is positioned beside the sofa, and tall light fixtures with soft fabric shades enhance the comfort. Natural light filters through the windows adorned with sheer curtains.

4.77 out of 5 average rating, 211 reviews

1B1B Palo Alto studio next to Stanford

4.94 out of 5 average rating, 170 reviews

The living area is organized around a dark wood coffee table and features a blue sofa with yellow accent pillows. A vibrant orange accent wall complements a mounted smart TV. A small desk is situated nearby, alongside a colorful patterned chair.

Apartment in Sunnyvale

🌟Cheerful 2B2B in prime location 🌲Redwood Pl Apt 3

4.91 out of 5 average rating, 124 reviews

An open-plan living area features a large L-shaped sofa in soft blue against a neutral backdrop. A bright red accent chair adds a pop of color. A dining table with wooden chairs is positioned nearby, and the well-equipped kitchen is visible in the background.

Apartment in San Jose

3B Free Parking | Central Location | AC | 217 Ji

4.89 out of 5 average rating, 269 reviews

An inviting Victorian-style home features a charming front yard with vibrant greenery and colorful flowers. The entrance is framed by red doors and decorative architecture. A wooden fence with blue pickets lines the property, enhancing the welcoming atmosphere of this historic residence.

Apartment in Campbell

Victorian Paradise Downtown Campbell intelliBed

5 out of 5 average rating, 6 reviews

Apartment in Menlo Park

Nicely Furnished 2BR Menlo Park Apartment

5 out of 5 average rating, 28 reviews

The kitchen features modern cabinetry and stainless steel appliances, including a full-size refrigerator and microwave. A skylight enhances the bright atmosphere, while a granite countertop provides ample prep space. Functional elements such as a coffee maker and kitchenware can be seen on the countertop.

Apartment in Santa Clara

Spacious 1 bed/1 bath apt in Santa Clara w/patio

Condo rentals with outdoor seating

4.81 out of 5 average rating, 280 reviews

Condo in College Terrace

Modern condo, Palo Alto, 1 Block to Stanford 2337

4.94 out of 5 average rating, 153 reviews

A spacious bedroom features a large bed with textured bedding, complemented by decorative pillows. Two bedside tables with lamps provide illumination. Soft light enters through the windows, enhancing the neutral color palette of the walls and furnishings.

Condo in Woodside Plaza

Cozy Entire 1-Bedroom Condo in Redwood City

4.8 out of 5 average rating, 83 reviews

A bright and airy living space is highlighted by large windows that allow natural light to fill the area. Modern furnishings, including chic beds and a functional kitchen, create a welcoming atmosphere. An outdoor seating area is visible, perfect for relaxation.

Condo in Santa Clara

Cozy & Bright Japanese Inspired Modern Home

4.9 out of 5 average rating, 20 reviews

The bedroom features a spacious bed with blue bedding and decorative pillows. Two bedside lamps are situated on wooden tables. A window allows natural light to enter, with greenery visible outside. An air conditioning unit is mounted on the wall.

Condo in Crescent Park

Palo Alto Apartment: Parking, Private, Spacious

4.89 out of 5 average rating, 28 reviews

The exterior of the condo features a clean facade with a large garage door, bordered by palm trees. A covered balcony with wooden railings is positioned above the entrance, providing an outdoor area that enhances the overall structure.

Condo in Hayward

Home Away From Home!

4.93 out of 5 average rating, 71 reviews

An aerial view captures a bright and airy living space with large windows allowing natural light. A stylish couch and chairs are arranged around a coffee table on a textured rug. A dining area is visible, featuring a long table surrounded by chairs, under modern lighting.

Condo in San Jose

Stylish Santana Row Condo

Condo in Foster City

New place to stay

Modern 2BR King Suite | Walk to food | Tech Hub