
Holiday rentals with outdoor seating in Cupertino
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
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 $86 NZD 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!
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.

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.

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

Airy Open Concept Modern Home: 3br/2bath + Office
Newly renovated home with a 1 Master Bedroom Suite, 2 Bedrooms and an Office (1,500 SF). The house features an open concept Kitchen/Dining/Living room with a sliding door to a large deck. The house has been completely decluttered to give you an airy and a peaceful stay. Located just 15 minutes from SJC airport and a short drive to most key destinations in the South Bay Area. Ideal for families or business travelers looking for a home away from home with all the amenities and complete privacy.

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.

Lux Serenity • Garden Retreat • Biz Travel Ready
💼 Great for Business & Solo Travelers – Prime Silicon Valley location near major tech companies – Easy access to 85, 280, 101, and 237 – Walk or ride to Caltrain, buses, Starbucks, gyms, groceries, and restaurants – Private entrance with self check-in/out – Safe & quiet neighborhood with free 24/7 parking – High-speed WiFi & workspace for working remotely – Kitchenette, Nespresso, microwave & essentials – Spa-style bath with rain shower & aromatherapy – Access to shared saltwater lap pool

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**

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.

Oak&Bloom cottage - Los Gatos, 2 bedrooms, private
Beautifully remodeled, sparkling clean, and cozy private two-bedroom cottage with sweeping canyon and mountain views, located less than 2 miles from charming Downtown Los Gatos. Enjoy mornings with Nespresso coffee in the peaceful private yard, explore nearby parks, and access scenic hiking and biking trails just minutes away. Inside, the cottage offers a fully equipped kitchen, air conditioning in every room, and fast fiber internet. Santa Cruz Beach is a scenic 30-minute drive.

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!
Popular amenities for Cupertino outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Gorgeous 3-bedroom home, quiet, close to shopping!

Executive Class Stay in Tech Hub 3b2B Near SJC

Top-Rated Downtown MV Stay | Steps to Castro

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

Newly Built, Luxury Living
Apartment rentals with outdoor seating

The Garden Studio | Outdoor Seating | Free Parking

Silicon Valley Studio Apartment

"Queens Palace" Studio Apt Business Ready-San Jose

3B Free Parking | Central Location | AC | 217 Ji

Apartment above Levi Stadium.

Victorian Paradise Downtown Campbell intelliBed

Relaxed Home-Style Stay in Heart of Silicon Valley

Apartment near Tesla & 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

Palo Alto Apartment with Parking, Private & Quiet

Modern 1B1B condo + quiet patio | Downtown Mt View

Luxury Santana Row Loft w Balcony

King Bed 1BR Near Apple Kaiser Downtown San Jose

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 | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $221 NZD | $221 NZD | $223 NZD | $190 NZD | $219 NZD | $231 NZD | $219 NZD | $211 NZD | $197 NZD | $202 NZD | $187 NZD | $202 NZD |
| 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 |
Destinations to explore
- Northern California Holiday rentals
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- Apartment rentals Cupertino
- Rentals with pools Cupertino
- Rentals with a patio Cupertino
- Rentals with an EV charger Cupertino
- Rentals with breakfast Cupertino
- Pet-friendly rentals Cupertino
- Rentals with a hot tub Cupertino
- House rentals Cupertino
- Rentals with a fireplace Cupertino
- Rentals with a fire pit Cupertino
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- Family-friendly rentals Cupertino
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- Rentals with a washing machine and dryer Cupertino
- Rentals with outdoor seating Santa Clara County
- Rentals with outdoor seating California
- Rentals with outdoor seating United States
- Moscone Center
- Stanford University
- Santa Cruz Beach
- Golden Gate Park
- Monterey Bay Aquarium
- Oracle Park
- Muir Woods National Monument
- 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
- Seacliff State Beach
- Twin Peaks
- Palace of Fine Arts
- Rodeo Beach
- Montara Beach
- Levi's Stadium
- Winchester Mystery House
- California’S Great America





