
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.

Private Guest-House in the Redwoods
Our custom built guesthouse was completed in 2016. It is situated on 5 redwood-covered acres, 10 minutes south of Los Gatos and 20 minutes from Santa Cruz. We have easy access to hiking and biking trails, world-class wine-tasting, microbreweries, shops, amazing dining, and more! There is something for everyone in our area! We are surrounded by a 35 acre tree farm, so it's very private, yet close to the silicon valley! Our property has a standby generator so we are not affected by power outages.

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

Luxury Silicon Valley Wellness and Work Oasis
Ideal for guests attending matches at Levi’s Stadium, business travelers, couples, and nature lovers, while staying in a quiet residential setting. Peaceful upscale exclusive use 1,500 sq ft Los Altos Hills retreat beside Rancho San Antonio Preserve. Private trail access. Fast fiber Wi-Fi, workspace, fireplace, sauna, pool table, full kitchen, plush queen bed. Year-round hot tub, BBQ patio, saline pool. Minutes to Stanford, Los Altos, Palo Alto, and major tech campuses, dining and shops.

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 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.

💎Cozy 1B1B in prime location • 🌲AC/1000m wifi/More
This newly renovated 1b/1b apartment welcomes you to a safe and convenient community in the heart of Silicon Valley, with clean & private room, garden-like backyard, individual AC, full kitchen, 1000Mbps mesh WiFi, 58 inch smart TV with free access to Disney+ & Hulu, dishwasher, and in-unit washer/dryer Shops, supermarkets, restaurants, public transport are all within walking distance. 5 mins to highway 101&280.😃 Close to tech companies like Go0gle, Apple, Amazon, Linkedin etc.🥳

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.

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.

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.

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.

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.

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
Holiday House Rentals with Outdoor Seating

Little Yosemite

Fascinating 7bd/5ba home, Heart of Silicon Valley!

Charming Home nearby Airport/San Jose Downtown/SAP

Sunnyvale2B1B*Sofa bed*Free EV Charge*AC*WiFi*PKG

Stylish 3B2B House in Sunnyvale w/ Fast WI-FI

Convenient 1BR Home Near SJ Airport & Santa Clara

Lovely Stay in Sunnyvale

Chic and Comfy Home in the Heart of Silicon Valley
Apartment rentals with outdoor seating

Silicon Valley Studio Apartment

Kaiser| Great America| Free parking |Multizone A/C

"Queens Palace" Studio Apt Business Ready-San Jose

2B2B Free Parking SJ Airport Convent Center 215 Ji

Apartment above Levi Stadium.

Victorian Paradise Downtown Campbell intelliBed

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

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

Cozy Entire 1-Bedroom Condo in Redwood City

Luxury Condo 3B 2B | King Bed | Fully Furnished

Cozy & Bright Japanese Inspired Modern Home

Palo Alto West Side - Private 1 Bedroom Apartment

Modern 1B1B condo + quiet patio | Downtown Mt View

Home Away From Home!

Luxury Santana Row Loft w Balcony

Stylish Santana Row Condo
When is the best time to visit Cupertino?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $179 AUD | $179 AUD | $181 AUD | $154 AUD | $178 AUD | $188 AUD | $178 AUD | $171 AUD | $160 AUD | $164 AUD | $152 AUD | $164 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 $70 AUD per night before taxes and fees

Verified guest reviews
Over 2,920 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, Wifi 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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- Moscone Center
- Stanford University
- Santa Cruz Beach
- Monterey Bay Aquarium
- Golden Gate Park
- Muir Woods National Monument
- Oracle Park
- Capitola Beach
- Golden Gate Bridge
- Santa Cruz Beach Boardwalk
- Rio Del Mar Beach
- SAP Center
- Pier 39
- Mission Dolores Park
- Henry Cowell Redwoods State Park
- University of California-Berkeley
- Twin Peaks
- Seacliff State Beach
- Rodeo Beach
- Levi's Stadium
- Palace of Fine Arts
- California’S Great America
- Montara Beach
- Winchester Mystery House





