Holiday rentals with outdoor seating in Cupertino

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Top-rated rentals with outdoor seating in Cupertino

Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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Top guest favourite
An outdoor patio features a round dining table surrounded by black mesh chairs. A large red umbrella provides shade over the seating area. Colorful cushions adorn two lounge chairs, while potted plants add greenery to the space. A nearby door leads into the guest house.
Guest house in San Jose
4.99 out of 5 average rating, 182 reviews

Exclusive Private Sanctuary in the Heart of the Valley

Fill up the wine rack at a neighborhood winery, then settle down in an armchair on the fenced off patio of this standalone sanctuary minutes from Downtown San Jose, San Jose Mineta International Airport, major Silicon Valley employers and world-class shopping on Santana Row and Valley Fair. An abundance of windows fill this soothing sage-green retreat with light. This complete home boasts a fully equipped kitchen open to an inviting living area, separate queen bedroom with full closet, full bathroom and laundry. Drowning in natural light, the many windows provide an open and airy ambiance you will surely enjoy. Exclusive patio area with outdoor dining is a plus for relaxing outside in the fantastic Silicon Valley climate. Enjoy complimentary coffee, tea, and snacks. Our wine rack is your wine rack so please help yourself. Ironing board and iron as well as hairdryer are provided for your convenience. Full in unit laundry makes keeping garments clean and easy while traveling. Always look your best whether in town for business or pleasure! Traveling with children? No worries. You will find a Pack & Play as well as toddler mattress to facilitate sleeping with your little one. High chair and children's flatware, cups plus utensils are provided to make eating in as a family just like home. Books and toys should keep your little one smiling. Television with Fire TV provided. Guest access to Amazon Prime Video & HBO unrestricted. Feel free to log into any other streaming accounts you may prefer. Central air and heat will ensure you are comfortable during your stay in any season. Guests will have exclusive access to the entire guest house and patio area. I am available almost all of the time. We live on site and are happy to interact as much or as little as you desire. The guesthouse sits among the tree-lined streets of Hanchett Residence Park in the historic Rosegarden area. A car, scooter, or bike share is never far away, and restaurants, wineries, coffee shops, bakeries, and yoga studios are walkable. This location is walking distance to Cal Train and city buses. Ample service from Uber & Lyft means a ride is only moments away. Scooter share and bike share stations surround us on all sides. Access to all Silicon Valley highways is unparalleled. You will not find a more connected location in all of Silicon Valley.

Top guest favourite
The modern exterior of the house features a combination of wood and light-colored siding. A covered porch is highlighted by vertical lighting, while large windows provide views of the surrounding landscape. A manicured lawn and driveway contribute to the welcoming entryway.
Home in Mountain View
4.92 out of 5 average rating, 154 reviews

Upscale Modern House Near Mountain View Downtown

Our modern 3B2B house is located just minutes away from downtown Mountain View, G00gle, Faceb00k, Apple, Stanford University, NASA, Caltrain station and many others! It's newly fully renovated and offers high-end interior, premium appliances (Viking, Monogram.....) & quality beddings, etc. We are new hosts who've been working for high tech companies for years and are still learning about hosting. Any of your suggestions and special accommodation needs would be more than welcome and appreciated.

Guest favourite
An outdoor pool area features a long, picturesque pool bordered by vibrant greenery. Large green pool floats rest on the water, complemented by a shaded lounge area under a white umbrella. The space showcases brick pathways and stone details of the home’s exterior.
Home in Los Altos
4.93 out of 5 average rating, 392 reviews

Pool, Hot tub, Sauna I Your Silicon Valley Luxury

Upscale Los Altos Hills. Peaceful and spacious 1,500 sq. ft. retreat. Ideal for business travelers, couples, nature lovers. Adjacent to 3,988-acre Rancho San Antonio Preserve with direct trail access, wildlife, serenity. Inside: workspace with fiber-optic Wi-Fi, fireplace, sauna, pool table, fully equipped kitchen and plush queen bed with guest praised mattress. Outside: exclusive access to saline heated pool and hot tub, patio with BBQ. Minutes from Stanford, Palo Alto, and top tech campuses.

Top guest favourite
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.
Guest house in San Jose
4.98 out of 5 average rating, 367 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.

Guest favourite
Loft in Hensley
4.92 out of 5 average rating, 145 reviews

Lovely Downtown Modern New-Build, w/Secure Parking

Our lovingly designed cozy but SMALL studio is perfect for solo travelers or couples. 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.

Guest favourite
A colorful tiny home is seen surrounded by tall redwood trees. The exterior showcases vibrant blue and yellow walls, contrasted by natural wood planters filled with greenery. Sunlight filters through the trees, enhancing the inviting outdoor space.
Tiny home in Boulder Creek
4.96 out of 5 average rating, 191 reviews

Custom Cabin Retreat in the Redwoods

This retreat offers guests a unique experience of living in a well designed, minimalist space while having all one really needs. From the nautically-inspired curved ceiling w/ skylights to the custom redwood trim, this cozy retreat will inspire. Relax on the private deck with the fire pit, walk to the river or enjoy the local trails thru the towering redwoods. Santa Cruz beaches are just 35 min away, 25 min to Big Basin and Henry Cowell, and 35 min to fine dining in Saratoga.

Top guest favourite
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.
Guest house in San Jose
4.99 out of 5 average rating, 186 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.

Top guest favourite
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
4.98 out of 5 average rating, 215 reviews

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.

Guest favourite
A well-lit living area features a comfortable sofa and a decorative area rug. Natural light enters through skylights and windows adorned with sheer curtains. A fireplace is centered against the wall, complemented by a dining table set for two, creating an inviting atmosphere.
Guest suite in Waverly Park
4.93 out of 5 average rating, 208 reviews

Private spacious suite in Mountain View

Come and relax in this spacious and separate guest suite with a private entrance. Use the soaking tub to rejuvenate after a long day or enjoy coffee or tea while taking in the nice California weather in the backyard seating area. If you enjoy cooking you can take advantage of the kitchen with a full sized refrigerator, stove, microwave and all the basics you will need to prepare meals. If you prefer take out or to eat out there are lots of restaurants nearby.

Top guest favourite
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.
Guest house in Hensley
4.98 out of 5 average rating, 228 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 favourite
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.
Guest house in Downtown San Jose
4.99 out of 5 average rating, 124 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.

Top guest favourite
A rustic caboose, painted in bright red, is nestled among lush green trees. Vintage machinery, featuring large wheels and a copper detail, is positioned nearby, surrounded by a gravel area. The ambiance is quietly rural, under the canopies of towering redwood trees.
Train in Cupertino
4.93 out of 5 average rating, 428 reviews

Caboose in the redwoods just outside of Cupertino

This rustic caboose is just 10 minutes from Cupertino and downtown Saratoga, perfect for both business travelers, outdoor adventurers, and everything in between. There are lots of nearby hiking and biking trails, as well as other exciting outdoor activities. Being so close to Silicon Valley, yet feeling so far from it all is a truly unique experience unlike anywhere else. Pets generally ok. Check with hosts. Pets must not be left alone.

Popular amenities for outdoor seating rentals in Cupertino

Quick stats about holiday rentals with outdoor seating in Cupertino

  • Total rentals

    60 properties

  • Nightly prices starting at

    £37 before taxes and fees

  • Total number of reviews

    2.8K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    10 properties have a pool

Destinations to explore