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

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

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.

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.

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.

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.

M&J@Gorgeous remodeled 3B2B SFH/Bay Area | 2944
Gorgeous remodeled and furnished 3BR/2BA house which located in the heart of Silicon Valley and just minutes from downtown San Jose. Good landscaped garden makes you relax. * Equipped kitchen. * Fast WIFI, WFH friendly. * New & comfortable 3 queen beds which can sleep up to 6 people. * Central Heater / AC. * 65" smart TV (NO cable). * Safe and friendly neighborhood. * Easy access to expressways, 880, 280 & 101. * Many shops and excellent restaurants are within minutes.

Woodsy Silicon Valley Cottage
Discover a laid-back side of Silicon Valley in a cozy, cedar-shake guesthouse surrounded by mature trees. Walking distance from a great network of destination hiking and biking trails. 15-30 minutes from Stanford, Sand Hill Road, and major tech companies. This 400 square foot space is on top of our garage and next to our home. There is no public transportation nearby and ride share services are available but not always reliable so you'll need a car.

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 Cupertino outdoor seating rentals
Holiday House Rentals with Outdoor Seating

SWEET HOME | Golden Heart Heaven | Prime Location

New! CozyStay w/Outdoor Movie near ApplePark

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

Downtown 1bd/1ba private ADU w 1GB fiber Wi-fi

Charming Entire Los Gatos Saratoga House

Charming Home nearby Airport/San Jose Downtown/SAP

Brand New Apt. w/ Parking Blocks from Downtown- A

The Oasis in San Jose
Apartment rentals with outdoor seating

Silicon Valley Studio Apartment

Cozy 3BR Near SJC

1B1B Palo Alto studio next to Stanford(斯坦福附近)

Deluxe Studio near Kaiser SC:Traveler/Tesla intern

2B2B Free Parking SJ Airport Convent Center 215 Ji

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

Sunny 2 Bedroom with Pool Near Standford Hospitals

Relaxed Home-Style Stay in Heart of Silicon Valley
Condo rentals with outdoor seating

Modern condo, Palo Alto, 1 Block to Stanford 2337

Cozy Entire 1-Bedroom Condo in Redwood City

Cozy & Bright Japanese Inspired Modern Home

Stylish Silicon Valley Retreat – Perfectly Located

Palo Alto Apartment: Parking, Private, Spacious

Lovely 1B1B condo with patio near downtown MTV

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 | $167 AUD | $176 AUD | $165 AUD | $165 AUD | $191 AUD | $201 AUD | $191 AUD | $183 AUD | $171 AUD | $157 AUD | $167 AUD | $176 AUD |
| 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 $75 AUD 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 and kid-friendly amenities

Pet-friendly accommodation
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

Wi-Fi availability
60 of Cupertino holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Cupertino rentals

4.8 Average rating
Cupertino stays are highly rated by guests—averaging 4.8 out of 5!
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- Rentals with outdoor seating Santa Clara County
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- Rentals with outdoor seating United States
- 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
- Charles Lee Tilden Regional Park




