
Holiday rentals with outdoor seating in Cupertino
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Cupertino
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

Comfortable, Modern, Bright w/Patio
A completely separate private guest suite in a beautiful house, furnished with love and all the amenities you'd need. Also, super walkable & safe location, fast wifi, comfy beds, friendly experienced hosts ready to help you with whatever you need. Look forward to soaking in the sun on the patio, and enjoying the park across the street. It's a 10min walk to the great bars & restaurants downtown SV, or to the Caltrain station for a hassle-free trip to SF or SJ. We love living here and so will you!

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.

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

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!

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.

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.

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.

Luxury Silicon Valley Work & Wellness Oasis
PLEASE CONTACT US FOR SUN–THU DISCOUNTS (2+ NIGHTS). Peaceful upscale 1,500 sq ft Los Altos Hills retreat beside Rancho San Antonio Preserve with private trail access. Ideal for business travelers, couples, and nature lovers. Fast fiber Wi-Fi, dedicated workspace, fireplace, sauna, pool table, full kitchen, plush queen bed. Year-round hot tub, BBQ patio, heated saline pool May–Oct. Minutes to Stanford, Los Altos, Palo Alto, and major tech campuses, dining and shops.

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.

Sunnyvale2B1B*Sofa bed*Free EV Charge*AC*WiFi*PKG
~Close to many tech companies ~Hi-speed WiFi for WFH, free parking ~Brand new kitchen and appliances ~Extra sofa bed for 1 extra person ~Central AC and Heater with Nest ~Smart 55''TV with Netflix. ~Walking distance to downtown/shops/parks ~Quick access to 101 fwy and Central Expy ~Kitchen equipped with utensil essentials ~Best value Airbnb The big lot is separated into 2 units. This Unit A is a 2B/1B with full privacy, the Green area

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.

Private Oasis with Pool and Fire Pit
Escape to our private oasis where every detail is designed for your ultimate comfort. Indulge in a refreshing swim in our pool. Unwind and relax in our outdoor lounge area complete with a cozy firepit, perfect for savoring a glass of wine with your loved ones. Whether it’s a family retreat, a couples getaway or a work gathering, your ideal stay begins here! ** We do not offer pool heating **
Popular amenities for outdoor seating rentals in Cupertino
House rentals with outdoor seating

SWEET HOME | Golden Heart Heaven | Prime Location

Executive Class Stay in Tech Hub 3b2B Near SJC

Little Yosemite

3B/2.5B + Office/1 block to SCU /Sunny Patio / BBQ

Charming Entire Los Gatos Saratoga House

Airy Modern 2BR/2BA - Parking + Laundry + Sleep 6

Charming Home nearby Airport/San Jose Downtown/SAP

M&J@Gorgeous remodeled 3B2B SFH/Bay Area | 2944
Apartment rentals with outdoor seating

Private parking Apt w/ patio in downtown San Jose

Luxury 2BR Apt near Tech Companies and Stanford

1B1B Top Floor | Downtown | Convention Cntr 403 Ji

Silicon Valley Studio Apartment

"Queens Palace" Studio Apt Business Ready-San Jose

Cozy 3BR Near SJC

1B1B Palo Alto studio next to Stanford

Deluxe Studio near Kaiser SC:Traveler/Tesla intern
Apartment rentals with outdoor seating

Modern condo, Palo Alto, 1 Block to Stanford 2337

Cozy Entire 1-Bedroom Condo in Redwood City

Luxury 2BR Condo Pool, & Gym | Near Levi’s Stadium

Palo Alto Apartment: Parking, Private, Spacious

Lovely 1B1B condo with patio near downtown MTV

Modern Luxury Loft facing Santana Row w/Balcony

Stylish Santana Row Condo

King Bed 1BR Near Apple Kaiser Downtown San Jose
When is the best time to visit Cupertino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £84 | £88 | £83 | £83 | £96 | £101 | £96 | £92 | £86 | £78 | £84 | £88 |
| Avg. temp | 10°C | 12°C | 13°C | 15°C | 17°C | 19°C | 20°C | 20°C | 20°C | 18°C | 13°C | 10°C |
Quick stats about holiday rentals with outdoor seating in Cupertino

Total holiday rentals
Explore 60 holiday rentals in Cupertino

Nightly prices starting at
Cupertino holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 2,860 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
60 of Cupertino holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Cupertino rentals

4.8 Average rating
Cupertino stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
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- Rentals with outdoor seating Santa Clara County
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- Castro Street
- Levi's Stadium
- Moscone Center
- Santa Cruz Beach
- Stanford University
- Golden Gate Park
- Capitola Beach
- Baker Beach
- Monterey Bay Aquarium
- Muir Woods National Monument
- Oracle Park
- Las Palmas Park
- Rio Del Mar Beach
- Golden Gate Bridge
- Seacliff State Beach
- Twin Peaks
- SAP Center
- Santa Cruz Beach Boardwalk
- Mission Dolores Park
- Henry Cowell Redwoods State Park
- Pier 39
- University of California-Berkeley
- Montara Beach
- Palace of Fine Arts




