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

Executive Class Stay in Tech Hub 3b2B Near SJC
Unwind in style in Silicon Valley's heart. Our backyard offers a peaceful retreat, complete with fruit-bearing trees and ambient lighting. Modern comforts await indoors, from brand-new furnishings, high speed internet, an executive office and a large dining. Your culinary adventures are supported by a well-stocked kitchen and our complimentary treats. With ADT protection and generous parking, convenience is a given. All set in a serene neighborhood, minutes away from tech hubs and entertainment.

Santa Cruz A-Frame
This unique A-Frame cabin, in a quiet mountain neighborhood with private creek access, was handbuilt in 1965 and remodeled in the summer of 2024. Now a little slice of heaven on the creek in the redwoods. *5-10 min to Henry Cowell Redwoods State Park, Roaring Camp Railroad, Loch Lomond Recreation Area, the Trout Farm Inn, Quail Hollow Ranch + Felton stores. *20 min to Santa Cruz, beach + Boardwalk. *1 min to Zayante Creek Market (EV charger) Find us on social: Insta @SantaCruzAFrame

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

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.

🌟Cheerful 2B2B in prime location 🌲Redwood Pl Apt 3
This newly renovated luxury 2b/2b apartment welcomes you to a safe and convenient community in the heart of Silicon Valley, with private, clean & spacious rooms, garden-like backyard, individual AC, 1000Mbps WiFi, gourmet kitchen, in-unit washer/dryer, smart TV with free access to Disney+ & Hulu & ESPN. Shops, supermarkets, restaurants, public transportation are all within walking distance. 5 mins to highway 101 or 280😃 Close to Tech companies like G0ogle, Apple, Amazon, LinkedIn etc.🥳

Sunnyvale2B/1B/Family/Free EV Charging/AC/WiFi/PKG
~Close to many tech companies ~Yard with kids play structure/Gazebo ~Pack'n Play for baby ~Free parking and EV Charging ~Hi-speed WiFi ~New kitchen and appliances ~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 B is a 2B/1B ADU with full privacy, the RED area

Contemporary open floor plan home near Santana Row
Centrally-located single family home in West San Jose. Well maintained shared backyard with gas fireplace for your enjoyment. 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 quite neighborhood, so you get the best of both worlds. Minutes from SJ Airport, downtown SJ and Campbell, numerous high tech companies and world class eateries. **NO LARGE GATHERINGS, EVENTS or PARTIES** **NO SMOKING ON PROPERTY**

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.

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.

Cabana in Sierra Azul Open Space Preserve
Nestled in the Sierra Azul Mountain Range in Los Gatos, we enjoy AMAZING unobstructed views of the Entire Silicon Valley... San Francisco to Gilroy from 1700ft altitude! This private retreat is perfect for relaxing and rejuvenating, surrounded by forest, streams and wildlife! Relax in complete solitude, refresh with chemical-free, great tasting spring water and crisp clean air high above the smog of Silicon Valley! Great Hiking/Biking Trails at your backdoor!

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 Cupertino outdoor seating rentals
House rentals with outdoor seating

Little Yosemite

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

Charming Home nearby Airport/San Jose Downtown/SAP

Charming Willow Glen Home with Spacious Yard

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

Sunnyvale House With King Bed/AC/Fast Wi-Fi

Newly Built, Luxury Living

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

1B1B Top Floor | Downtown | Convention Cntr 403 Ji

Silicon Valley Studio Apartment

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

"Queens Palace" Studio Apt Business Ready-San Jose

Private Suite in the Redwoods with a View

Apartment above Levi Stadium.

Relaxed Home-Style Stay in Heart of Silicon Valley

Apartment near Tesla & Silicon Valley
Condo rentals with outdoor seating

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

Shoreview Studio +Pvt Bath, W/D, Kitchen +Parking
When is the best time to visit Cupertino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $180 CAD | $180 CAD | $181 CAD | $155 CAD | $178 CAD | $188 CAD | $178 CAD | $171 CAD | $160 CAD | $164 CAD | $152 CAD | $164 CAD |
| 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 vacation rentals with outdoor seating in Cupertino

Total vacation rentals
Explore 60 vacation rentals in Cupertino

Nightly prices starting at
Cupertino vacation rentals start at $70 CAD per night before taxes and fees

Verified guest reviews
Over 2,920 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
60 of Cupertino vacation 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!
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- Moscone Center
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- Monterey Bay Aquarium
- Golden Gate Park
- Muir Woods National Monument
- Oracle Park
- Capitola Beach
- Golden Gate Bridge
- Santa Cruz Beach Boardwalk
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- SAP Center
- Pier 39
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- Mission Dolores Park
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