
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 $89 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.

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!

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

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.

Entire guesthouse Santa Clara smart lock entrance.
New remodeled clean and cozy guesthouse in a prime location of Silicon Valley. You will be close to everything when you stay here. Minutes drive to the best Bay Area shopping and dining experiences Santana row and Westfield Valley Fair. Nividia 7min. drive, Apple Park 11 min. drive, Google headquarters Mountain View 15min. Sap center, Levi’s Stadium, and Great America are all nearby. Walk to shops, restaurants and Target shopping center. A close 10 minute drive to San Jose International Airport.

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.

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.

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.

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.

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

Executive Class Stay in Tech Hub 3b2B Near SJC

4B/2.5B / Office Space / Open Plan / Huge Backyard

Airy Open Concept Modern Home: 3br/2bath + Office

Charming Home nearby Airport/San Jose Downtown/SAP

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

Convenient 1BR Home Near SJ Airport & Santa Clara

Private Oasis with Pool and Fire Pit

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

Silicon Valley Studio Apartment

"Queens Palace" Studio Apt Business Ready-San Jose

2B2B Free Parking | Tech Hubs | Dtown | SAP 214 Ji

🌟Cheerful 2B2B in prime location 🌲Redwood Pl Apt 3

Apartment above Levi Stadium.

102 Spacious Studio | Kitchen | Bathroom | Yard

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

Apartment near Tesla & Silicon Valley
Condo rentals with outdoor seating

Modern condo, Palo Alto, 1 Block to Stanford 2337

Cozy & Bright Japanese Inspired Modern Home

Modern 1B1B condo + quiet patio | Downtown Mt View

Palo Alto West Side - Private 1 Bedroom Apartment

Home Away From Home!

Luxury Santana Row Loft, Balcony & Parking

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 | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $229 NZD | $229 NZD | $230 NZD | $197 NZD | $227 NZD | $239 NZD | $227 NZD | $218 NZD | $204 NZD | $209 NZD | $193 NZD | $209 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
- San Francisco Holiday rentals
- San Jose Holiday rentals
- Mammoth Lakes Holiday rentals
- Santa Barbara Holiday rentals
- South Lake Tahoe Holiday rentals
- Sacramento Holiday rentals
- Oakland Holiday rentals
- Reno Holiday rentals
- Oakhurst Holiday rentals
- Fresno Holiday rentals
- Carmel-by-the-Sea Holiday rentals
- Monterey Holiday rentals
- Private suite rentals Cupertino
- Pet-friendly rentals Cupertino
- Rentals with a patio Cupertino
- Rentals with a washing machine and dryer Cupertino
- Rentals with a fire pit Cupertino
- Rentals with breakfast Cupertino
- Townhouse rentals Cupertino
- Rentals with pools Cupertino
- Family-friendly rentals Cupertino
- House rentals Cupertino
- Apartment rentals Cupertino
- Rentals with a hot tub Cupertino
- Rentals with an EV charger Cupertino
- Rentals with a fireplace Cupertino
- Fitness-friendly rentals Cupertino
- Rentals with outdoor seating Santa Clara County
- Rentals with outdoor seating California
- Rentals with outdoor seating United States
- Stanford University
- Monterey Bay Aquarium
- Golden Gate Park
- Santa Cruz Beach
- Muir Woods National Monument
- Capitola Beach
- Oracle Park
- Golden Gate Bridge
- Santa Cruz Beach Boardwalk
- Moscone Center
- University of California-Berkeley
- Levi's Stadium
- SAP Center
- Henry Cowell Redwoods State Park
- Rio Del Mar Beach
- Mission Dolores Park
- Pier 39
- Seacliff State Beach
- Chase Center
- California’S Great America
- University of California San Francisco
- Palace of Fine Arts
- Rodeo Beach
- Montara Beach





