
Holiday rentals with outdoor seating in Cupertino
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Cupertino
Guests agree: these rentals 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.

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

Executive Home Winchester Orchard
Levi’s Stadium on 6.5 mi away! The house is a large, quiet home in the heart of Silicon Valley. This is the same home as before but listed with the en-suite Master bedroom now available to add even more space. This house is tucked away in a quiet neighborhood, yet is a half mile from Santana Row and Westfield Valley Fair. We are located near the major freeways, making for an easy commute around the Bay. The whole group will enjoy easy access to everything from this centrally located place.

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.

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

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.

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.

Private spacious suite in Mountain View
Come and relax in this spacious and separate guest suite with a private entrance. Use the soaking tub to rejuvenate after a long day or enjoy coffee or tea while taking in the nice California weather in the backyard seating area. If you enjoy cooking you can take advantage of the kitchen with a full sized refrigerator, stove, microwave and all the basics you will need to prepare meals. If you prefer take out or to eat out there are lots of restaurants nearby.

Greenwood Guest House, a Peaceful Oasis
Welcome to Greenwood Guest House, a 1 bedroom, 1 bath private house situated in a peaceful and expansive backyard with a pool, tennis court, and beautiful scenery. Our space is a good fit for business trips, couple vacations, and family visits. The kitchenette and laundry room make longer stays quite enjoyable. Easy access to Highway 17 and 85, 15 minute drive to San Jose airport (SJC) and 2 minute drives to either downtown Los Gatos or Saratoga.

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 outdoor seating rentals in Cupertino
House rentals with outdoor seating

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

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

Charming Home nearby Airport/San Jose Downtown/SAP

Charming Willow Glen Home with Spacious Yard

Convenient 1BR Home Near SJ Airport & Santa Clara

The Artists' Tree House

Remodeled spacious 2Bdr/2Bath King beds w/backyard

Lovely Stay in Sunnyvale
Apartment rentals with outdoor seating

Silicon Valley Studio Apartment

"Queens Palace" Studio Apt Business Ready-San Jose

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

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

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

Apartment near Tesla & Silicon Valley
Apartment rentals with outdoor seating

Modern condo, Palo Alto, 1 Block to Stanford 2337

Cozy Entire 1-Bedroom Condo in Redwood City

Great Studio San Mateo near SFO

Entire Palo Alto Gated Apartment: Parking, Laundry

Modern 1B1B condo + quiet patio | Downtown Mt View

Home Away From Home!

Stylish Santana Row Condo

Modern 2BR King Suite | Walk to food | Tech Hub
When is the best time to visit Cupertino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $145 SGD | $152 SGD | $143 SGD | $143 SGD | $165 SGD | $174 SGD | $165 SGD | $159 SGD | $148 SGD | $152 SGD | $141 SGD | $152 SGD |
| 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 $65Â SGD 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 & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
60 of Cupertino holiday 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!
Destinations to explore
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- Rentals with a washing machine and dryer Cupertino
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- Rentals with a firepit Cupertino
- Rentals with a patio Cupertino
- Family-friendly rentals Cupertino
- Rentals with breakfast Cupertino
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- House rentals Cupertino
- Rentals with a fireplace Cupertino
- Rentals with an EV charger Cupertino
- Rentals with outdoor seating Santa Clara County
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- Rentals with outdoor seating United States
- Moscone Center
- Stanford University
- Santa Cruz Beach
- Golden Gate Park
- Oracle Park
- Monterey Bay Aquarium
- Capitola Beach
- Muir Woods National Monument
- Golden Gate Bridge
- Rio Del Mar Beach
- SAP Center
- Santa Cruz Beach Boardwalk
- Mission Dolores Park
- Seacliff State Beach
- Pier 39
- Twin Peaks
- Henry Cowell Redwoods State Park
- University of California-Berkeley
- Palace of Fine Arts
- Montara Beach
- Winchester Mystery House
- Levi's Stadium
- California’S Great America
- Painted Ladies




